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Holiday Rentals near Chatham Pier and Fish Market

Barcliff Avenue, Chatham, Massachusetts 02633-2303
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    Travellers to Chatham are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 71 Rentals in Chatham
    14 Hallet Lane Chatham Cape Cod ~ Sand Simeon1 / 48
    (6)Excellent
    1.5 kilometres from Chatham Pier and Fish Market
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    0.9 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    1.4 kilometres from Chatham Pier and Fish Market
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2.1 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    4 Bedroom- 3 Bathroom- Sleeps 9 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required We offer a 4pm Check-In and 9am Check-Out Welcome to 'Keepin' it Reel'- Central A/C , WIFI and completely refreshed with coastal furnishings! This Lovely Vacation...
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    North Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    1.0 kilometres from Chatham Pier and Fish Market
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife! Welcome to The Chatham Bars Carriage House, located within walking distance to Historic Main St. with it's endless variety of boutiques, restaurants, galleries, and nightlife! Enjoy this traditional, yet well-appointed...
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    Chatham, Cape Cod
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 3
    Quintessential Cape Cod Vacation Home in N.Chatham1 / 52
    (1)Excellent
    1.9 kilometres from Chatham Pier and Fish Market
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2014
    Amazing home with a great owner who was 100 percent accessible our whole trip. Huge house, our party of 10 didn't even know one another was there. Highly recommend the...
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    About this property
    Welcome to the Whydah Figawai - a privately-owned five bed room vacation home in exclusive North Chatham, just a few steps away from the private beach on Pleasant Bay. This traditional Cape Cod home is located in a serene setting and offers the perfect combination of quiet and accessibility for...
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    2 Captains Row E Chatham Cape Cod - Captain's Row1 / 32
    (1)Excellent
    2.3 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2014
    We loved to stay in this luxurious and wonderful house! Anything is very clean and you don´t miss anything. Thank you for the nice "start bags", that is more than one...
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    About this property
    3 Bedroom- 3 Bathroom- Sleeps 10 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required We offer a 4pm Check-In and 9am Check-Out Community Pool and Tennis Court! Updated decor, central A/C, WIFI. Captain's Row is close to beaches and Main Street...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    14 Capri Lane Chatham Cape Cod - The Cape House1 / 31
    (2)Very good
    1.9 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Reviewed 11 September 2018
    This cape house was just a perfect size for my family and we loved being able to bring our dog! We have 7 adults and one 4 year old. There were just a few things - the grill...
    Reviewed 3 June 2016
    We had a wonderful stay in this home.We were pleasantly surprised with all new appliances in the kitchen, which was very well stocked, making it easy to make meals at home...
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    About this property
    3 Bedrooms- 2 Bathrooms- Sleeps 8 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required We offer a 4pm Check-In and 9am Check-Out Welcome to The Cape House! Pet Friendly (dog only) Coastal, home offering central air, WIFI and plenty of room for the...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    201 Main Street Chatham Cape Cod ~ Sandpiper1 / 55
    (1)Excellent
    1.5 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    4 Bedroom- 4.5 Bathroom- Sleeps 10 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required We offer a 4pm Check-In and 9am Check-Out Experience the Sandpiper! Recently refreshed 4 bedroom, 4.5 bath Vacation Rental located in the heart of Chatham's...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    1.2 kilometres from Chatham Pier and Fish Market
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to ChathamBeachCruiser! We have 2020 and 2021 dates open at ChathamBeachCruiser Relax in our 5 bedroom 4.5 bathroom home with central air. offers 3300sf of living space with multiple living spaces. The entire house is equipped with all new furniture and a few antiques (including a...
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    North Chatham, Chatham
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    2.2 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    4 Bedroom- 3 Bathrooms- Sleeps 8 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required We offer a 4pm Check-In and 9am Check-Out Come stay at: Barefoot Home. Views- Views- Views abound from this 4 Bedroom, 3 bath, Waterfront Cape Cod Vacation Rental...
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    North Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Captain's Haven1 / 16
    (1)Excellent
    2.3 kilometres from Chatham Pier and Fish Market
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2016
    It was a nice little spot for my boyfriend and I to get away for the weekend. Had no issues with the facilities. Please keep in mind the cabin isn't air conditioned. There are...
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    About this property
    An old-fashion Cape vacation set in a secluded village of quaint, privately owned cottages on 4 acres of pine forest located on White Pond. This true Cape cottage is ideal for a couple or a small family. It has a complete kitchen/ living area with a pull out sofa bed, one bedroom with 2 twin beds...
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    West Chatham, Chatham
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.4 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Smoking allowed
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    4 Bedrooms- 2.5 Baths- Sleeps 9 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required We offer a 4pm Check-In and 9am Check-Out Welcome to The Baxter House! Enjoy Water Views of Pleasant Bay and Atlantic Ocean from this Pet Friendly home, with A/C...
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    North Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    2.3 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    4 Bedroom - 2.5 Baths - Sleeps 10 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required We offer a 4pm Check-In and 9am Check-Out Come enjoy Chatham Sea la Vie! A 4 bedroom, 2.5 bath home with multiple level decks and water views from the roof top...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    1.6 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Smoking allowed
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    3 Bedroom - 2 Baths - Sleeps 8 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required We offer a 4pm Check-In and 9am Check-Out Welcome to The Pearl, a modern, updated three-bedroom, two bath Chatham vacation rental sleeping 8, with open-concept...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    388 Main Street Chatham Cape Cod ~ The Priscilla House1 / 59
    (1)Excellent
    1.1 kilometres from Chatham Pier and Fish Market
    9 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    Pet friendly
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    Reviewed 31 May 2016
    This house was perfect for my group of 6 families with six 13 year old boys and their siblings. Despite the large group, it was incredibly quiet, we didn't get into each...
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    About this property
    9 Bedrooms- 5.5 Bathrooms- Sleeps 20 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required **Ask us about 3-night packages starting at $1,500 per night during the off season*** We offer a 4pm Check-In and 9am Check-Out Updated, Central A/C,...
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    Chatham, Cape Cod
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 20
    Private Contemporary Cape Set on a Hilltop1 / 19
    (3)Very good
    1.8 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2020
    Had a great stay as the location is almost perfect.. Close to downtown and all the shops and restaurants, but set back enough from roads to be peaceful at night. Close to...
    Reviewed 23 July 2018
    Had a great stay with my family. It was quiet, relaxing, very well stocked with everything we needed and conveniently located. Would highly recommend.
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    About this property
    You will enjoy easy times in this 3 bedroom 2 bath Cape set on a hilltop. This very well-equipped house is at the end of a cul-de-sac and offers complete privacy, a large deck with grill, outdoor shower, and ample parking. It has a contemporary open and airy floor plan with cathedral ceilings and...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2.1 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    4 Bedroom- 3.5 Bathrooms- Sleeps 10 During Peak Summer Season Until Labor Day - a 7 night Friday-to-Friday rental reservation is required We offer a 4pm Check-In and 9am Check-Out Welcome to Kuck's Kove! This beautifully renovated coastal home offers an extra large Chef's Kitchen, Central A/C,...
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    North Chatham, Chatham
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    1.1 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This recently renovated 4 bedroom 2.5 bathroom cottage received the Chatham Preservation Award in 2010. The home boasts gleaming hardwood floors, an updated kitchen and two separate living areas. There is a sunken master king bedroom as well as three additional bedrooms on the main level, one...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Chatham Cape Cod Vacation Rental (8233)1 / 20
    (1)Excellent
    1.0 kilometres from Chatham Pier and Fish Market
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Reviewed 12 August 2020
    Lovely home situated right downtown with easy access to restaurants, shops and Oyster Beach. Great find for 2 couples or a small family. Nice entertaining space too! Well...
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    About this property
    Enjoy staying in the heart of Chatham Village in this newer, tastefully appointed 2 bedroom, 2.5 bath 1,300 sq. ft. home. Downtown Chatham is just steps away where you can enjoy shopping, fine restaurants, band concerts, ball games and much, much more. This home is only .2 mile to Oyster Pond, a...
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.8 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Charming renovated home with central a/c in North Chatham! Charming renovated home in North Chatham, approx. .5 mile to Chatham Fish Pier, less than 2 miles to Chatham Lighthouse Beach and convenient to Scatteree Beach and the Cow Yard Landing! Approx. 1 mile to Main St., Chatham for shopping,...
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    North Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Chatham Cape Cod Vacation Rental (7102)1 / 23
    (4)Very good
    0.5 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Reviewed 15 September 2020
    This is a charming house that is in desperate need of updating - think of staying at your elderly grandparents house from the 70's-80's. Current owners seemed to have inherited...
    Reviewed 12 July 2019
    We enjoyed our stay so much. This is a great, well-loved home. We found it clean, comfortable, tastefully decorated and located in a quiet neighborhood. All these positives and...
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    About this property
    Terrific location. This 3 bedroom, 2 bathroom rental home is close to the downtown area, fish pier, Veteran's Field, town playground and Chatham Bars Inn. The home is receiving a makeover this winter and new photos will be up soon. Amenities include a wall mounted AC unit in the living room and...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Chatham Cape Cod Vacation Rental (4385)1 / 16
    (1)Very good
    0.3 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    Reviewed 18 September 2020
    The house had three roomy bedrooms with queen beds, perfect for our adult family. The fittings were plain and simple which is all we want between biking, the beach, golf and...
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    About this property
    Enjoy the convenient location of this 3 bedroom, 2 full bathroom classic Cape style Chatham rental home close to downtown Chatham, Oyster Pond, and Claflin Landing. There is a spacious, landscaped yard great for lawn games and barbeques. The kitchen has been updated with granite counter tops and...
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    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.3 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This 4 bedroom, 2.5 bathroom house is within walking distance to downtown Chatham with some of the best restaurants and shopping that Cape Cod has to offer. The living room offers plenty of new, comfortable seating and the kitchen, with granite countertops and stainless appliances, is fully...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Chatham Cape Cod Vacation Rental (4489)1 / 18
    (1)Excellent
    1.3 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Reviewed 15 September 2020
    For our family of adventurers the location was perfect! One mile to downtown shops and restaurants, bike trail right around the corner, school behind the house for tennis and...
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    About this property
    Just a mile from downtown Chatham, this 4 bedroom, 3 bathroom rental has all the comforts of home. The master bedroom with queen bed and full bathroom and a second bedroom with two twins are located on the first floor as well as an additional full bathroom. The other two bedrooms and a full...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Chatham Cape Cod Waterfront Vacation Rental (2172)1 / 64
    (1)Excellent
    1.8 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    Reviewed 8 September 2019
    This is a quality home, updated and kept in great shape. This accommodates family and guests who stop by very well. We love the deck which over looks the Chatham Bay and...
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    About this property
    This truly unique, custom built 5 bedroom, 4.5 bathroom home is just steps from Lighthouse Beach. Spectacular views of Chatham Harbor, North Beach and the Atlantic Ocean from every room in the house and direct access to a semi-private beach nestled between Andrew Hardings Beach and Lighthouse...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Chatham Cape Cod Waterfront Vacation Rental (10325)1 / 50
    (9)Excellent
    0.1 kilometres from Chatham Pier and Fish Market
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    Pet friendly
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    Reviewed 15 November 2020
    My family loved 111 Barcliff! There was plenty of room for our extended family and having the guest cottage was so helpful for extra sleeping space as well as kitchen space...
    Reviewed 5 August 2019
    Property was great for the whole family. With the house and cottage, our extended family stayed the week with comfort and privacy for all. Great lawn area for the kids. Great...
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    About this property
    A traditional Cape Cod pond-front compound set on a beautifully landscaped 2-acre lot with lovely views of Black Pond. Enjoy summer breezes while relaxing on one of the many patios around the spacious yard perfect for lawn games, barbeques or simply stargazing. The main home has 4 bedrooms and 4.5...
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    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    2.2 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Cable/satellite TV
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    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Short Drive to Everything! Our cape home offers lots of space for your family. 3/4 mile to Pleasant Bay Beach, 1 minute walk to Ryder’s Cove boat yard, few minutes walk to tennis courts and Cape Cod bike trail. 5 minutes drive to town center. Close to playground and baseball field - home of the...
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    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    1.3 kilometres from Chatham Pier and Fish Market
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Home on Main Street in Downtown Chatham! This gracious and comfortable home has all you could ask for and more in a summer vacation home! Located on Main Street in downtown Chatham, this house is ideally situated for enjoying town and beaches and all the rest this area has to offer....
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    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Chatham Cape Cod Vacation Rental (11507)1 / 15
    (3)Very good
    1.9 kilometres from Chatham Pier and Fish Market
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 12 August 2020
    Fabulous retreat, ocean view, beach within steps. A spot you won't want to leave. Unless you'd like a quick walk into the center of town and lovely shops to browse, morning...
    Reviewed 31 July 2019
    The top floor of Hammond House is bright, cheery and boasts a most wonderful view of Lighthouse Beach! Sitting on the roof deck offers beautiful ocean sunrise views and is a...
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    About this property
    Charming, waterview condo in Old Chatham Village directly across from Lighthouse Beach and just a short distance to downtown Chatham. This two bedroom, one bathroom, 2nd floor condo has expansive views of Chatham Harbor, South Beach and the Atlantic Ocean. Recently renovated, this condo has new...
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    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Spectacular Waterfront Townhome - Oyster Pond #321 / 14
    (6)Excellent
    2.1 kilometres from Chatham Pier and Fish Market
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Porch
    • Air Conditioning
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    You got six -stars on my rating, the house was just perfect, location wise couldn't be any better,close to downtown and great views, we couldn't ask for anything more, we...
    Reviewed 21 February 2017
    Great property & perfectly located. Close to beaches, shopping & restaurants. The house is very beautiful and spacious. Quick check in and check out & quiet &amp...
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible two bedroom, three full bathroom end-unit with gorgeous direct water views of Oyster Pond. Beautifully decorated with charming interior decor....
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    1.8 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
    • Patio
    • Air Conditioning
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    11 JEANETTE DRIVE Just over a mile to downtown Chatham and also close to Hardings Beach and Oyster Pond! This great house is convenient to the bike trail, tennis courts and has deeded rights to a fresh water pond! With four bedrooms and two full baths, this updated home comfortably sleeps up to...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Chatham Cape Cod Vacation Rental (12117)1 / 21
    (1)Excellent
    1.0 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2019
    This home had everything we needed to enjoy a 10 day stay on Cape Cod. Walking distance to Chatham restaurants and shops, access to trails and main Cape roads allowed us to...
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    About this property
    Friday - Friday Rentals This 4 bedroom, 2 bathroom home is nestled in a charming, natural setting in the heart of Chatham's downtown village yet private location at the end of a cul-de-sac. This home is only 1/2 mile to the sparkling blue ocean waters of Andrew Hardings Beach. There is an open...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    0.4 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Washer
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    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming cape-style pet friendly home close to all that the village has to offer. PET FRIENDLY charming cape-style home close to all that the village has to offer. Close to town, Oyster Pond, Chatham Anglers games, golf, and tennis courts. Enclosed outdoor shower and patio with outdoor dining- 4...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Spectacular Waterfront Townhome - Oyster Pond #251 / 12
    (8)Excellent
    2.1 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    other traveller has booked this property
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    • Washer
    • Air Conditioning
    • Secure Parking
    • Patio
    • Cable/satellite TV
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Oyster Pond is an amazing spot. Our family had the opportunity to enjoy the 4th of July in Chatham and we selected unit 25 at Oyster Pond! It was the perfect spot for a family...
    Reviewed 16 August 2017
    At the top of our list for vacation rentals in Cape Cod. Our extended family of 8 rents every year in Chatham and this rental is at top of our list. Luxury accommodations - 4...
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. This is a stunning four bedroom, four and a half bath spacious end-unit townhouse with spectacular views of Oyster Pond. Unit 25 is the largest...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    1.8 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Parking
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely bright home with waterviews and central A/C in North Chatham ALSO AVAILABLE FOR HOLIDAY VACATIONS! Stunning, beautifully furnished home with central A/C and views of Pleasant Bay! Located in lovely North Chatham, this home is truly a special spot. The reverse floor plan maximizes views and...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Spectacular Waterfront Home - Oyster Pond 31&321 / 28
    (2)Excellent
    2.2 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
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    • Children's Pool
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2014
    The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4...
    Reviewed 17 July 2014
    The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable...
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    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
    Chatham Cape Cod Vacation Rental (1050)1 / 25
    (2)Excellent
    0.5 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2020
    We loved this house! It is spacious, clean and sunny. This house has every amenity, including a great back deck and an outdoor shower. We loved the open floor plan layout on the...
    Reviewed 3 August 2017
    We have rented the house for several years. It is a comfortable house within walking distance to "downtown" Chatham.Chatham Vacation Rental staff has always been...
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    About this property
    This tastefully furnished 3 bedroom, 3 bathroom home is situated in a lovely neighborhood in Chatham Village. It is less than a mile from the shops and restaurants on Main Street and even closer to the Chatham Fish Pier and Chatham Bars Inn. The kitchen was recently updated with maple cabinets...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.1 kilometres from Chatham Pier and Fish Market
    5 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
    other traveller has booked this property
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    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Balcony
    • Washer
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 9
    1.6 kilometres from Chatham Pier and Fish Market
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    North Chatham, Chatham
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    1.8 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Balcony
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    2.1 kilometres from Chatham Pier and Fish Market
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    1.0 kilometres from Chatham Pier and Fish Market
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.0 kilometres from Chatham Pier and Fish Market
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Parking
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.1 kilometres from Chatham Pier and Fish Market
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.8 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
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    • Air Conditioning
    • Grill
    • Parking
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Chatham  Cape Cod Waterfront Vacation Rental (9718)1 / 39
    (4)Excellent
    0.2 kilometres from Chatham Pier and Fish Market
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Waterfront
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2020
    Well located walking distance to downtown Chatham, this wonderful rental has a beautiful deck overlooking Black Pond. The house is great for families as it has an open living...
    Reviewed 6 August 2019
    I have rented this home several times over the past few years and it never disappoints. Lovely view of a pond; walking distance to town; open, spacious living; clean and...
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    About this property
    Enjoy your vacation in this private setting with a water view and only a short distance to downtown Chatham. This well appointed, light and bright, 4 bedroom, 3 full bath home boasts an open floor plan with views of Black Pond from every room. Enjoy beautiful sunrises on the expansive deck...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1.5 kilometres from Chatham Pier and Fish Market
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely 2 bedroom home located in a prime location between Lighthouse Beach and Chatham Village. Charming, well maintained home in a fabulous location in Chatham s Old Village. The home is less than 1/2 mile to both Lighthouse Beach and the quaint village of Chatham with shops and restaurants....
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.7 kilometres from Chatham Pier and Fish Market
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cute and Convenient! Adorable Vacation Home, Convenient to Town, Bike Trail and Beaches! This adorable house is waiting for you to make it your vacation home and fill it with happy summer memories! Cozily nestled on its lot, this home has almost direct access to the bike path and is just up the...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    1.4 kilometres from Chatham Pier and Fish Market
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the heart of downtown Chatham on over an acre of beautifully landscaped property, this five bedroom home is highlighted by a wrap around mahogany porch creating an extraordinary setting. The first floor has a flowing open floor plan with hardwood floors throughout. French doors,...
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    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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