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South Orleans

Holiday Homes in South Orleans

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    Travellers to South Orleans are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 334 Rentals in South Orleans
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    South Orleans
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Topside BoatHouse on Pleasant Bay1 / 10
    (2)Excellent
    South Orleans
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    South Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    South Orleans
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    Welcome to White Cedar! Central Air and All Amenities! Enjoy this Cape Style Vacation Rental Home in Orleans! The actual Address is 5 White Cedar but for Google Mapping we are using the lot next door: 80 Portanimicut Road Well appointed, 3450 Square foot Gambrel contemporary colonial home!...
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    02662, South Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    South Orleans
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Brand new construction and new to the rental market! Saltwater heated pool makes this is the spot for your family vacation. Enjoy this newly built home with 4 bedrooms and 3 full and 2 half baths. Sleeps 9 with a king bed, 2 queen beds, 2 twins and a full. Beautiful kitchen with open floor plan to...
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    02645, South Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    South Orleans
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Orleans Oasis Experience the summer wonders of Cape Cod at this comfortable, traditional cottage mere minutes from all that Orleans has to offer! You'll have wonderful access to bay and ocean beaches, freshwater lakes, an excellent public golf course, and the legendary Cape Cod Rail Trail. Come...
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    02653, South Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    South Orleans
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    The Harwich House Located in beautiful Cape Cod, this home is a perfect getaway for friends and family. The enclosed backyard is beautifully wooded with a partial view of Cape Cod National Golf Club and large deck. Inside, the home has a great living space for a family or small group with a...
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    02645, South Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    South Orleans
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Bring your kayaks!!! Wonderful vacation home in very exclusive South Orleans neighborhood with a private path to Pleasant Bay private Beach. Home is multi-level with an open floor plan for family entertaining and designed for privacy. Upstairs level includes a living room (with sofa bed), dining...
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    02662, South Orleans, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    South Orleans
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    5 BR | 2 BA | Sleeps 10 This charming remodeled antique home is only 2/10ths of a mile to a Pleasant Bay beach and a short distance to the five star rated Wequassett Resort. The interior has a new kitchen with granite counter tops, stainless steel appliances, wide pine floors and opens up to a...
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    02653, South Orleans, Cape Cod
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    South Orleans
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    9 Woodridge Road (ID# 99912) ~ Bayside 4 Bedroom Home ~ Pleasant Bay Area 2020 Season! Enjoy a Cape Cod vacation. This 4 Bedroom, 2.5 bath home includes a finished basement great for entertaining and access out to the outdoor shower. There are two Bedrooms and a full bathroom on each floor. All 4...
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    02653, South Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    52 Forest Way 184231 / 18
    (2)Very good
    South Orleans
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    52 Forest Way, Orleans MA (ID# 18423) 2020 Season! Contemporary home with lots of space, nestled in a quiet wooded area of Orleans. This home is ideal for a casual vacation. 5 Bedrooms (2 Queens, 1 Double, 4 Twins) and 3 Baths. No Pets Accepted. Weekly Rental (7 Night Minimum in Season) _Rent:...
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    02653, South Orleans, Cape Cod
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    South Orleans
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront Home with Large Private Deck and Hot Tub, Pets Considered, Linens Included Peak Summer Weekly Rates: $2,800 - $3,200 plus tax Rents Sunday - Sunday during peak season   If you love nature, privacy and water views this comfortable home is for you. You will wake up each morning to find...
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    02662, South Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    South Orleans
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Serene Seclusion with Sandy Beach, Water Views, Handy Hiking Trails NEW Listing for 2020! Sleeps 12 Peak Summer Weekly Rates: $3,800 – $5,400 plus tax Rents Saturday to Saturday during peak season Off-Season Weekends and Partial Weeks Available Linens included PLEASE NOTE:  July 4, 2020 is a...
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    02662, South Orleans, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    The following rentals are within 10 kilometres of South Orleans.
    Walk to Ridgevale Beach From Family Friendly Home1 / 23
    (3)Excellent
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2018
    Great house—-convenient to beach and all Chatham attractions— very responsive owner— comfortably furnished and super clean— great vacation!
    Reviewed 30 September 2016
    We had a lovely weekend here while attending a family wedding. The house was comfortable and equipped with everything a family might need. The neighborhood is quiet and an...
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    About this property
    This bright and airy family-friendly home is just a 1/2 mile walk to this fabulous sandy beach where you can enjoy swimming both on Nantucket Sound or in the milder waters in the adjoining tidal creek. Ridgevale Beach is one of Chatham's most popular destinations for vacationing families. A clean,...
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    02633, West Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Walk to Beach, Beautiful Brewster Home! Crosby1 / 26
    (4)Very good
    Brewster
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2017
    Great proximity to the beach, only a 5 min walk for the family. New outdoor shower is great after a lazy beach day. John was very responsive for checkin and questions. Even...
    Reviewed 21 July 2016
    The house was spacious, clean, and perfect for a family get together. Everything we needed was provided, the host was responsive and welcoming. The location was perfect! An easy...
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    About this property
    Very close to the beach for family & pet friendly fun! This magical 4 bedroom 2 bathroom home on a quiet cul-de-sac on Cape Cod in the Sea Captains' town of Brewster. Close to everything including directly across the street from Nickerson State Park and the bike trail. Enjoy lazy summer days in the...
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    02631, Brewster, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated kitchen with quartz “Sea Glass” countertops, backsplash and Nantucket farm sink. Truly a well equipped cooks kitchen. This year round low allergen, open concept home has 3 bedrooms, 2 newly updated baths, a large two level outdoor deck with electric retractable awning, creating a...
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    02659, South Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Charming Restored Cottage near Nauset Beach: The Summer House: walk to ice cream1 / 21
    (8)Excellent
    East Orleans
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2019
    We enjoyed the lazy morning walks to Nauset Farms grocery for fabulous local coffee and creative breakfasts. The screened porch was a delight to hang out with a glass of wine...
    Reviewed 18 July 2019
    This house could not have been better! It was spotless, comfortable and meticulously maintained. The outdoor shower and extra space in the adorable "shed" were the...
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    About this property
    Our East Orleans cottage has been thoughtfully and lovingly restored, with many unique details. The cottage is bright and airy, and has classic features, including beadboard ceilings, ship lap walls, restored pine floors and classic built-ins. The open living area has cable TV and wi-fi and is...
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    02653, East Orleans, Orleans
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cozy studio cottage,  walk to beach & dining -  300 yards to Nauset Beach!1 / 23
    (1)Excellent
    East Orleans
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2018
    The cottage was clean, short walk to beach. It was close to miniature golf and places to eat. Great Weber grill for grilling. Would stay here again.
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    About this property
    Beach Rose Guest Studio If you're looking for a cozy and quiet accommodation on Cape Cod, this cute little Orleans cottage in the pines may be the answer. Ideal for a couple interested in a romantic getaway or a small family, this rental is so close to the beach and dining, you can walk. The inside...
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    02653, East Orleans, Orleans
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Cape Charmer Near Private Beach!1 / 20
    (2)Very good
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    Wonderful location with the beach a short 3 minute walk away. This home is inviting and comfortable with plenty of room for our family of six. Our contact owner while renting...
    Reviewed 9 August 2016
    This is what it says - a charmer. Lovely wood panelled home surrounded by very large grounds and very, very close to the beach. Yes it maybe a tad old fashioned in parts for...
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    About this property
    Nestled on three lots in private association, only minutes walk from private beach. Perfect for guests to enjoy high and low tides on Cape Cod Bay, finishing the days with brilliant sunsets. Centrally located on the Lower Cape, Brewster has quick access to all that a vacation on Cape Cod has to...
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    02631, Brewster, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Brewster
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
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    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    For rent is a 4 bedroom oceanfront house in Brewster, MA. The high tide mark is about 40 feet from face of house, no obstructions or trees to the view. Brewster is the site on the Cape where the tide goes out almost a mile at dead low tide. This exposes sandbars and tide pools which are great fun...
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    02631, Brewster, Cape Cod
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    South Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    Welcome to Summer Oasis! Newer Custom Cape Cod Vacation Rental home that is walk to beach in Chatham sleeping 9. A walk for most to Cockle Cove Beach at the end of the street on the Nantucket Sound (0.6 mile)! Central air, free WiFi, a screened in porch, 3 spacious bedrooms, and open concept...
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    02659, South Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    South Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Welcome to Forest Beach Cottage. This Cape Cod Vacation home rental in Chatham is just yards out of the back door to Forest Beach. Central AC for those hot summer nights. You can smell the salt water from this ranch-style home with four bedrooms, two baths, and an outstanding family room. (Small...
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    02659, South Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Classic home w/ deck, patio & yard - walk to Cockle Cove & Forest Beaches!1 / 26
    (1)Excellent
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    South Chatham Sunshine Beach-going families will find a welcoming retreat at this three-bedroom South Chatham home, a darling Cape Cod escape with a private deck and patio, a fenced yard, and a wonderful location within a short walk of the beach! This classic home sits a block off Main Street in...
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    02659, South Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Patio faces golf course ninth tee,short walk to pools ,restaurants ,bike trail,borders Nickerson state park,bay a mile ,bring your own linen or rent, gas grill, parking in front of unit,decor has sea shell ocean theme,light and bright,friendly neighbors,(Ocean Edge is a pristine Resort of 500 acres...
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    02631, Brewster, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Come stay at: Jack's Little Cape House! Updated Brewster MA Vacation Rental with Central Air and free WiFi. This home offers Central AC and flat screens in each room. It is located in a residential neighborhood with easy access to the bike trail, bay side, and shopping. It has hardwood floors...
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    02631, Brewster, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    North Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to 'Keepin' it Reel' on Landing Lane in Chatham a 4 bedroom, 3 bath family friendly Cape Cod Vacation Rental Home that sleeps 9 and is Budget Friendly too! Enjoy this 4 bedroom, 3 bath Cape Cod vacation rental with central AC in Chatham. Sleeps 9. It is located in Ryder's Cove Landing...
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    02650, North Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Townhouse in Brewster, Ocean Edge Resort1 / 14
    (11)Excellent
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 January 2016
    Charming unit, very clean, and exactly as described, we loved it.Great communication with the owner; Quick follow-up on our questions / transaction process.We enjoyed our stay...
    Reviewed 9 November 2015
    We usually don't go twice at the same place two years in a row, but for the first we might. My 7 years-old girl, 5 years-old boy, my wife and I loved it. The pools are success...
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    About this property
    - 2 bedroom C-style townhouse in Ocean Edge Resort. 1 1/2 baths, AC, HDTV, Wi-Fi, free phone, washer & dryer and dishwasher. - Private patio with BBQ grill. - Resort swimming pools, whirlpools, fitness center and amenities access. (passes need to be acquired directly at the resort (2015...
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    Location Information
    02631, Brewster, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    North Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Come stay at: Misty Meadow! Enjoy this lovely condo with all amenities including Central AC mini splits and free WiFi Conveniently located too. Situated in a very quiet area of North Chatham offering private conservation views from this charming one bedroom, first floor, end unit condo. An open...
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    02650, North Chatham, Chatham
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Breathtaking riverfront dog-friendly home w/ a lovely deck, close to the beach!1 / 29
    (1)Very good
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2017
    Very nice Chatham, Cape Cod home with great views, and not too far from town. A comfortable home that I would rent again, and the managment company was good about staying in...
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    About this property
    A Chatham Pearl on Oyster River Experience a glimpse of Cape Cod waterfront living at this three-bedroom Chatham home, a dog-friendly property with a wrap-around deck, panoramic views of the ocean and Oyster River, and nearby access to Harding's Beach. This quaint two-level home is scenically...
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    02633, West Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    West Chatham
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Harwich Tranquility Spend an idyllic vacation swimming, sunbathing, and riding bikes across Cape Cod at this three-bedroom Harwich home, a secluded, family-friendly retreat with a private deck, an outdoor fireplace, and easy access to picturesque beaches and towns. This tree-lined home sits...
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    Location Information
    02645, West Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beauty of Brewster Discover the family home of your dreams at this four-bedroom Brewster retreat, a picturesque Cape Cod escape with an abundance of New England charm, a sun-splashed back deck, provided adult- and child-size bicycles, and an incredible lakefront location overlooking Sheep Pond....
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    02631, Brewster, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    Cape Charmer Near Private Beach!1 / 22
    (1)Very good
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    My family and I had a very satisfying and enjoyable vacation at this house during July 2018. All the facilities were excellently maintained and clean. The beach is very close...
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    About this property
    Nestled on three lots in private association, only minutes walk from private beach. Perfect for guests to enjoy high and low tides on Cape Cod Bay, finishing the days with brilliant sunsets. Centrally located on the Lower Cape, Brewster has quick access to all that a vacation on Cape Cod has to...
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    Location Information
    02631, Brewster, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Spacious 4 Bedroom Vacation Rental Home in Brewster on quiet residential lane - sleeps 10! Recently updated with Central AC in bedrooms and slim lines in main living areas to keep you cool and free WiFi too. Convenient To: Cape Cod Rail Trail, Conservation Area, Golf and Brewster beaches. Enter...
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    Location Information
    02631, Brewster, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    North Chatham
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    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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    Location Information
    02650, North Chatham, Chatham
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most photographed Wind Mill homes on Cape Cod. Classic old world charm, coupled with all modern conveniences located near the beach and town. The Stony Hill Mill, constructed with 100 year old beams, river rock and barn board, is truly Cape Cod at its finest. This large stately home is...
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    Location Information
    02650, North Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Post-and-beam home near beach with modern conveniences & high-end furnishings1 / 30
    (1)Excellent
    South Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sea Chest in The South of Chatham Tradition and modern luxuries collide at this lovely Cape Cod home. You'll find high-end furnishings inside and beach access nearby! You're on a quiet lot near a salt marsh and just a half mile from Forest Beach and less than two miles from lovely...
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    Location Information
    02659, South Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    East Orleans
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nauset Beach Dream Look no further for your ultimate Cape Cod retreat - this adorable duplex for six is conveniently located just a few blocks from the beach in the small town of Orleans. You'll have plenty of space inside with cozy furnishings and great outdoor space with a spacious patio, grill,...
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    Location Information
    02643, East Orleans, Orleans
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Smoking allowed
    About this property
    Our home “The Sea Glass” is located off historic Tubman Road in the heart of Brewster. The living room is open to a galley kitchen and a dining area on the first floor. There is a spacious deck off the living room overseeing a large, semi-shaded backyard, a perfect place to sit back and relax after...
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    Location Information
    02631, Brewster, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: Donnadune. Pet Friendly! (for dogs only) Waterfront Cape Cod Vacation Rental home in North Chatham on the beach with tennis court. Steps onto the large deck lead you to the entryway of this Cape home. Welcome back in time to when life was more simple-take the time to stare straight...
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    Location Information
    02650, North Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    West Chatham
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Couple's Paradise by the Sea Featuring gorgeous gardens and outdoor spaces to explore, a luxurious and updated interior, and all the comforts of home, this beautiful rental has it all! Ideal for two guests, this would be a fantastic place for a honeymoon, couples getaway, or even a relaxing solo...
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    Location Information
    02633, West Chatham, Chatham
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Captain's Haven1 / 16
    (1)Excellent
    West Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
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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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    Location Information
    02633, West Chatham, Chatham
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    North Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Baxter House! Pet Friendly! Come and experience one of Chatham's premier vacation rental homes with views of Pleasant Bay and the Atlantic Ocean. This beautiful home has been lovingly restored with all modern amenities while embracing the history. Updated chef's kitchen, Central air...
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    Location Information
    02650, North Chatham, Chatham
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    East Orleans
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, beautiful family home located on a child-safe street in East Orleans. Three levels of living for a maximum of 10 people. Plenty of room for all. The deck with dining table overlooking private back yard is located off the kitchen. Outside shower and spacious back yard. Garage is where...
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    Location Information
    02653, East Orleans, Orleans
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Sea Mist! Spacious Cape Cod Beach House with Central AC and Free WiFi. Steps to the ocean with deeded access to private beach. Relax and unwind at this 3 bedroom, 2 bath home in Chatham sleeping 6. Enjoy the decks, outdoor shower, and especially the hot tub! Light, bright, and airy....
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    Location Information
    02659, South Chatham, Chatham
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    West Chatham
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Welcome to Perfectly Content! Classic Cape Cod 5 bedroom 3 bath Vacation Home Rental in Chatham a short walk to Schoolhouse Pond for freshwater swimming. It is located in a residential area and is convenient to the Cape Cod Bike trail, and the restaurant (Hanger B Eatery for a GREAT breakfast)....
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    Location Information
    02669, West Chatham, Chatham
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Cozy condo w/ shared pools - near beaches, bike path & Rail Trail!1 / 29
    (1)Excellent
    Brewster
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Indoor Pool
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2019
    The Condo was very clean and just as advertised and more. The Condo has just about everything you would need while there. Kitchen has everything. Would highly recommend this...
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    Brewster Beaches Spend your next Cape Cod vacation right alongside the Ocean Edge Resort's beautiful golf course at this light-filled Brewster condo! You'll enjoy your very own patio and outdoor dining area with views of the surrounding greenery, and a wonderful location close to beaches, bike...
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    Location Information
    02631, Brewster, Cape Cod
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
    Rights to Brewster's Best Private Beach1 / 14
    (3)Excellent
    Brewster
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful renovated home with all the amenities. Stainless steel appliances, lovely furnishings, master bath with whirlpool tub and separate shower. The separate guest suite has 2 bedrooms, one with a double bed and one with two twins. They shore a common bath. The yard is very private, level...
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    Location Information
    02631, Brewster, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    East Orleans
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SeaWind Guest Studio Escape the hustle and bustle of the city when you stay at this charming Orleans studio! Perfect for a couple, a small family, or a few close friends, this vacation rental offers easy access to Nauset Beach. The interior of the studio is cozy and comfortable and there's a small...
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    Location Information
    02653, East Orleans, Orleans
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Brewster
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Welcome to Moonbeams On the Bay! The perfect Cape Cod Beach house in Brewster!! Pristine and perfectly sited, this two bedroom, two bath Brewster home is a beachgoers haven, sleeping six. Custom built with views from all angles, this home offers central A/C to keep you cool, free WiFi to keep you...
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    Location Information
    02631, Brewster, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Brewster
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pet Friendly! Looking for a piece of heaven? You've found it! Open concept living awaits you. Lovely house with spectacular views on private kettle pond, loaded with fish. Easy in, easy out. The owner's private fly fishing hole. Enter through the front door of this spacious family home into an...
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    Location Information
    02631, Brewster, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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