We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals near Chatham Lighthouse

37 Main St, Chatham, Massachusetts 02633-2419
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    R 7 691 Average
    |||
    |||
    R 0R 13 000+
    Suitability
    More filters
    Travellers to Chatham are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Chatham
    2.0 kilometres from Chatham Lighthouse
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Chatham 1 Bedroom Beachfront Old Village1 / 9
    (3)Very good
    0.4 kilometres from Chatham Lighthouse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    1.3 kilometres from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Chatham  Cape Cod Vacation Rental (11231)1 / 23
    (1)Excellent
    1.5 kilometres from Chatham Lighthouse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2016
    Very recently renovated this is a spacious property with everything we (family of four) could want. Big kitchen, diner, comfortable living room and bedrooms and lots of space...
    See all reviews
    About this property
    Located on the Stage Harbor ?loop', this very private, quintessential Chatham 4-acre retreat has been recently renovated and has all new furnishings and amenities. The home is surrounded by mature plantings and conservation land and has views of Stage Harbor from the second floor master bedroom....
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    0.1 kilometres from Chatham Lighthouse
    1 Bedroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $1300 per week Off-Season: $1000 per week Click for More Photos, Map, and Availability Calendar Adorable one bedroom unit just steps to Lighthouse Beach! A quick walk to downtown Chatham for dinner, shopping and more, this charming condo is...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, Sleeps 4
    Make Enquiry
    0.6 kilometres from Chatham Lighthouse
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $2400 per week Off-Season: $1950 per week Click for More Photos, Map, and Availability Calendar This recently renovated three bedroom beach cottage is calling your name! You will love the path to the private beach, only 500 feet away, plus...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Make Enquiry
    1.9 kilometres from Chatham Lighthouse
    4 Bedrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $3,275 per week Off-Season: $1,525 per week Click for More Photos, Map, and Availability Calendar You will be sure to enjoy your time in the idyllic town of Chatham. This home is 1/2 mile from the quaint town center and Oyster Pond, and 1/4 mile...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 8
    Make Enquiry
    1.6 kilometres from Chatham Lighthouse
    6 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on its own point within exclusive and private Stage Island, this Chatham home offers both an idyllic setting and modern comforts. Enjoy stunning views over Stage Harbor throughout the home and direct water access from the private dock (boats under 20' can be brought and tied up for your...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 11
    Make Enquiry
    Chatham Cape Cod Vacation Rental (11507)1 / 11
    (1)Very good
    0.1 kilometres from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    Sitting above main street on a sweet deck across from lighthouse beach. The perfect place to enjoy breakfast or watch the full moon on the ocean.The condo space is a bit tight...
    See all reviews
    About this property
    Charming, waterview condo in Old Chatham Village directly across from Lighthouse Beach and just a short walk 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...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    0.6 kilometres from Chatham Lighthouse
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates: In-Season: $5250 per week No Off-Season Click for More Photos, Map, and Availability Calendar Gorgeous three bedroom home, located just steps to Lighthouse Beach...plus, your very own stretch of private sand on Little Beach! Enjoy views of Chatham Harbor from almost every room in...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    Save time - get the best Chatham rentals sent straight to your email!
    Get the List
    1.2 kilometres from Chatham Lighthouse
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Classic Chatham Charm -- Walk to Beach & Town! (Linens included) Peak Summer Weekly Rates: $5,310 - $6,750 (Pets Considered)  Rents Saturday to Saturday during peak season SELECT WEEKS JUST REDUCED 10%! (click the rates tab for the new rates) Located in a premier Chatham Village location, this...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Chatham Cape Cod Waterfront Vacation Rental (10325)1 / 42
    (6)Excellent
    2.0 kilometres from Chatham Lighthouse
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2017
    Great property for a large extended family. This is our third year renting this house and every year it gets better. The newly remodeled master bedroom and bath on the first...
    Reviewed 14 September 2017
    We rented this beautiful home for a second time this year and had a wonderful time! The view of Black Pond is still gorgeous! The downstairs master bathroom was renovated and is...
    See all reviews
    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 in this very private yard perfect for lawn games, barbeques or simply stargazing. The main home has 4 bedrooms and...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    1.9 kilometres from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    04/28/18 - 06/09/18 $1,400 06/09/18 - 06/23/18 $2,000 06/23/18 - 06/30/18 $2,500 06/30/18 - 08/25/18 $2,900 08/25/18 - 09/08/18 $2,000 09/08/18 - 10/27/18 $1,400 Enjoy the convenient location of this 3 bedroom, 2 full bathroom classic Cape style Chatham rental home close to...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    0.7 kilometres from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • DVD Player
    • Patio
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to: Sandy Paws! Pet Friendly. Newly renovated with Central air (Slim line units). Come have some fun in the sun at this Cape Cod Vacation home in Chatham! You will enjoy deeded access to the 'Little Beach flats'. Just moments away from the top attractions near our Chatham vacation rentals,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1.4 kilometres from Chatham Lighthouse
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to Pleasant Street Beach, Renovated, Central AC, King Bed This newly remodeled, bright and beautifully decorated, 3 bedroom, 3 bath home is a short stroll to 2 of Chatham's Nantucket Sound beaches: Pleasant Street Beach (3/10's mile) and Forest Beach (4/10's mile). You'll find the spacious...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    1.2 kilometres from Chatham Lighthouse
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Parking
    • Wi-Fi
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location!! New, lovely furnished home in a quaint little Cape Cod village off Main Street. Minute(s) walk to shops, restaurants, movie theater, library, Chatham Bars Inn, Oyster Pond, Claflin Landing and Lighthouse Beach. Won't need to get in your car to vacation here! Chatham...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    1.4 kilometres from Chatham Lighthouse
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Guest House Able to be Rented in Conjunction with Main House in North Chatham! Providing an additional private living space to the main house, this charming guest cottage sleeps up to six additional people. Cozy and comfortable with an open floor plan living area, lower level and loft....
    View all property information
    Location Information
    North Chatham, Chatham
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Enquiry
    1.7 kilometres from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Internet Access
    • Private Garden
    • Grill
    • Outdoor Dining Area
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NOTE - Not available to book until mid Feb deadline for family and friends to sign up. Wonderful, family-friendly, 5- bedroom house close to town. One ground-floor bed/bath. Fenced-in, flower filled, back yard with outdoor shower, grille, table and chairs, deck/patio. Walking distance to town or...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
    Make Enquiry
    0.8 kilometres from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Chatham Village with its many delightful shops, galleries, and restaurants this 2 bedroom home is close to everything Chatham has to offer. Enjoy a short stroll to Lighthouse Beach, the Chatham Fish Pier, tranquil Mill Pond or the Orpheum Theatre. The first floor offers a...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    1.4 kilometres from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Tide After Tide. Pet Friendly! Private, Family Ranch-Style Riverbay home in Chatham for your Cape Cod Vacation! Located on a peaceful, residential, dead-end road. As you enter the through the front door you will find comfortable seating in the living room with a flat screen TV and...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1.7 kilometres from Chatham Lighthouse
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $1925 per week Off-Season: $1425 per week Click for More Photos, Map, and Availability Calendar Comfortable home in a wonderful location near Chatham Village! Let the children play in the huge yard or walk the short distance to Chatham's...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    0.6 kilometres from Chatham Lighthouse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: The Cozy Beach Cottage! Chatham Vacation Rental Cottage at the beach! Get away to this 1 bedroom cozy cottage located right at the beach in Chatham, the best of Cape Cod-Sleeps 4. Perfect for a relaxing, romantic getaway, this cottage is steps from the sand, and is ready for your...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    0.8 kilometres from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Waterfront
    • Grill
    • Outdoor Dining Area
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to: Seaside Stroll! Beachfront Condo! 3 Bedrooms, sleeps 6! Enjoy water views from both upstairs and main level decks. Walk down the path to the Outermost Harbor, Little Beach, or bike up to the village of Chatham. Easy bike ride to Lighthouse Beach and Monomoy Wildlife Refuge!  Central AC...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    14 Hallett Lane Chatham Cape Cod - Sand Simeon1 / 48
    (6)Excellent
    0.4 kilometres from Chatham Lighthouse
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2017
    Wow! We were impressed from the moment we walked through the door. The home is quite large, very well appointed and was very clean. We met people there and the home was great...
    Reviewed 12 May 2017
    This home was perfect for our group! Great space to have the group all together but at the same time when rooms are spread out so the home doesn't feel crowded with large groups...
    See all reviews
    About this property
    Come stay at: Sand Simeon. Pet Friendly! Relax and enjoy this Chatham, Cape Cod Vacation Rental Home offering 6 bedroom 6.5 bathrooms.  Bonus: Linens (bed sheets and bath towels) are complimentary with this home for the Peak Summer Season. This luxury home is pet friendly with a private pool,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    1.4 kilometres from Chatham Lighthouse
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Patio
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $3575 per week Off-Season: $2575 per week Click for More Photos, Map, and Availability Calendar Charming home right on Seaview Street - a short walk to downtown Chatham, or Chatham Bars Inn! This home has lovely furnishings throughout, and a...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    1.5 kilometres from Chatham Lighthouse
    4 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $8450 per week Off-Season: $5950 per week Click for More Photos, Map, and Availability Calendar Stunning home located in Chatham's prestigious Stage Island neighborhood. Gaze out at Stage Harbor from almost every room in the house! It features a...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
    Make Enquiry
    0.6 kilometres from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Grill
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: Seashell Beach Cottage! Beach front vacation rental cottage in Chatham! Stay at this 2 bedroom cottage located right on the beach in Chatham, the best of Cape Cod. Beautiful views! Perfect for a relaxing getaway, this romantic cottage is just steps from the sand, Find your pathway...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    1.8 kilometres from Chatham Lighthouse
    4 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $5,150 per week Off-Season: $4,375 per week Click for More Photos, Map, and Availability Calendar The perfect place for a most memorable and rewarding vacation. New owners of this original Morris Island home have brought in all new furnishings...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
    Make Enquiry
    0.7 kilometres from Chatham Lighthouse
    6 Bedrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $12,400 per week Off-Season: $8,800 per week Click for More Photos, Map, and Availability Calendar This beautiful home on Shore Road is the perfect spot for your Chatham vacation! It offers beautiful furnishings and plenty of space for...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, Sleeps 14
    Make Enquiry
    0.7 kilometres from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Balcony
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENOVATED very bright, beachy condo, 2bdrms/2bths. This unit comes equipped with AC, fully stocked kitchen and 2 decks to enjoy your wine/coffee. The decks overlook Little Mill Pound. This condo is located in town and the famed, kid friendly Oyster Beach & Lighthouse Beach are a 10 minute...
    View all property information
    Location Information
    Chatham, Cape Cod
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    0.2 kilometres from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely renovated home with central air just steps away from Lighthouse Beach. Lovely renovated home just 5 doors down from beautiful Lighthouse Beach- you don t have to worry about parking! This home features many upgrades including central air conditioning and lovely, comfortable living spaces. So...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    1.9 kilometres from Chatham Lighthouse
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the Cape from this bright, beautiful townhouse on bustling Main Street in Chatham! This lovely multi-level townhouse is cozy and offers guests two bedrooms and two and a half baths. Two bedrooms, each with one queen sized bed, as well as a double sized sleep sofa in the living area...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    1.9 kilometres from Chatham Lighthouse
    6 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    209 Champlain Rd Chatham MA DOG FRIENDLY Great, rambling home with an old-Cape Cod feel located on the 'loop' just around the bend from Stage Harbor. Wonderful area to enjoy while here on the Cape! A tennis court is available to tenants during daytime hours from 10 am to 5 pm. The huge, grassy...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 11
    Make Enquiry
    14 Capri Lane Chatham Cape Cod - The Cape House1 / 30
    (1)Excellent
    1.6 kilometres from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    See all reviews
    About this property
    Welcome to The Cape House! Pet Friendly (dogs only) Coastal, seaside home offering Central air has plenty of room for 3 couples or 2 families. Walk to beach and town! This Cape Cod Vacation Rental in Chatham has an open floor plan with 3 bedrooms on the main floor and a fully finished lower level...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    0.8 kilometres from Chatham Lighthouse
    4 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $3,675 per week Off-Season: $2,675 per week Click for More Photos, Map, and Availability Calendar Classic Chatham home, recently remodeled, located in the heart of the village and just steps to Mill Pond! Freshly painted, it features new beds,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 6
    Make Enquiry
    61 Eliphamets Lane Chatham Cape Cod - Milhaven1 / 38
    (1)Excellent
    0.4 kilometres from Chatham Lighthouse
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2014
    Wonderful New England cottage right on Mill Pond, with terrific views. The 3-bedroom main house has all the amenities and the studio with a bath is just across the patio and...
    See all reviews
    About this property
    WATERFRONT! Come stay at: Milhaven, This Cape Cod Vacation Rental is located in Chatham's Old Village and is right on Mill Pond.   The Old Village is popular for its historic nature and architectural beauty.  Witness beautiful sunrise and sunset views as you are directly on the waterfront.  It is...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    0.5 kilometres from Chatham Lighthouse
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a duplex with two side-by-side units with two bedrooms each. Little to no sound passes between the units. Do you like to walk on the beach? We have the best location for it in North America (maybe the world)! A 3 minute walk from the door and you can walk for miles, across a gorgeous salt...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    1.4 kilometres from Chatham Lighthouse
    5 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates: In-Season: $7000 per week, plus a $300 cleaning fee for one week lease, and $450 cleaning fee for two week lease. Off-Season: $4000 per week, plus the cleaning fee structure listed above Click for More Photos, Map, and Availability Calendar Fabulous renovated Cape located in the...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, Sleeps 10
    Make Enquiry
    0.1 kilometres from Chatham Lighthouse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    73 Main Street, Unit #8 Charming second-story condominium apartment located right across the street from Lighthouse Beach! Views of the beach from deck off the living room. Directly across the street from Lighthouse Beach and also close to Downtown Chatham! NO pets accepted. $1600 per week * $100...
    View all property information
    Location Information
    Chatham, Cape Cod
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    1.0 kilometres from Chatham Lighthouse
    4 Bedrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): $6775 per week, including the cleaning fee ***SPECIAL for August 18 and 25 weeks only: $4,825 per week, including cleaning Off-Season: $3,250 per week Click for More Photos, Map, and Availability Calendar This recently renovated antique farmhouse is filled...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 10
    Make Enquiry
    Chatham  Cape Cod Waterfront Vacation Rental (10354)1 / 25
    (2)Very good
    0.3 kilometres from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 September 2017
    The house was lovely in many, many ways. The views are actually spectacular and the location incredible. We were very comfortable there. However, I would not call this a house...
    Reviewed 24 August 2016
    We were the second family to rent this beautiful home after the remodel. Unbelievable job....tasteful, first class at every turn. The living space above the garage with its...
    See all reviews
    About this property
    Spectacular seaside views from almost every room in this beautiful 4 bedroom, 3 bathroom Chatham rental home which rests below the watchful gaze of Chatham Light. This Chatham rental home is ideally situated between scenic Lighthouse Beach and the edge of Monomoy National Wild Life Refuge, a beach...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    2.0 kilometres from Chatham Lighthouse
    3 Bedrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $2775 per week No Off-Season Click for More Photos, Map, and Availability Calendar Take advantage of the quick walk to the Chatham A's Ball Field, the playground and Main Street from this pristine three bedroom ranch! There are two living...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Make Enquiry
    0.0 kilometres from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chatham Village Charm Next to Chatham Light Peak summer weekly rate: $4,675 - $5,900  Just REDUCED! Rates for select open weeks lowered by 20% (see new rates in the rates tab) Rents Saturday to Saturday during peak season This 5 bedroom home offers impressive views of the Atlantic Ocean and a...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Enquiry
    2.0 kilometres from Chatham Lighthouse
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shore Road, Chatham. Sleeps 12, harbor views, walk to everything! Peak Summer Weekly Rates: $5,850 - $6,500 Week of July 14th just reduced 10% ($5,550) Rents Saturday to Saturday during peak season Quintessential Chatham home located in a highly desirable area. Enjoy beautiful views...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    0.1 kilometres from Chatham Lighthouse
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chatham Village Classic, Behind Lighthouse (Pets Considered)  Peak Summer Rates: $5,300 - $5,500 Just REDUCED! Rates for select open weeks lowered by 10% (see new rates in the rates tab) Rents Saturday to Saturday during peak season This grand Chatham Village family home is located in Chatham,...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    0.8 kilometres from Chatham Lighthouse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachfront townhome! Sleeps 6! Enjoy water views from both upstairs and main level decks. Walk down the path to the Outermost Harbor and Little Beach. Bike to town or the Monomoy Wildlife Refuge. Central AC and free WiFi too. Come stay at: 'Outermost Condo' a coastal 2 bedroom/2 bath townhouse...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1.7 kilometres from Chatham Lighthouse
    4 Bedrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Patio
    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rates (Cleaning Fee Included): In-Season: $8,900 per week Off-Season: $6,900 per week Click for More Photos, Map, and Availability Calendar Stunning home in town! Walk to everything on Main Street, as well as kid friendly Oyster Pond Beach, and the playground right across the street!...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, Sleeps 12
    Make Enquiry
    0.7 kilometres from Chatham Lighthouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to: Salty Paws! Pet friendly! Completely renovated in *********! Enjoy this Cape Cod Vacation Rental in Chatham offering 3 bedrooms and 2 baths at the end of a small lane across from the ocean. Free WiFi and Central AC included (Slimline units). New Outdoor shower! Walk through the front...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Heart Of Chatham Village- Beach, CBI, Main Street1 / 21
    (1)Excellent
    1.4 kilometres from Chatham Lighthouse
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Balcony
    • Grill
    • Parking
    • Internet Access
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    Awesome beach house, very clean, comfortable, walking distance to beach, shops and restaurants. Perfect in every way!!!!! Definitely 5 stars!
    See all reviews
    About this property
    3 Bedrooms (King Master w/ Ensuite), 3 Bathrooms, Sleeps 8 - Sofa Sleeps 2 Addl Newly renovated (Spring 2016), quaint and charming in the heart of Chatham Village Center. Enjoy the full benefit of being steps away from the hustle and bustle of Main Street in one direction, or the scenic beaches...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    0.1 kilometres from Chatham Lighthouse
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Parking
    • Waterfront
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Classic old-style Cape Cod home overlooking Chatham Harbor with private stairs leading down to Lighthouse Beach. SUNDAY arrival and departure at this Classic old-style Cape summer house in a simply spectacular location. This 4 bedroom home inside the Old Village Historic District overlooks...
    View all property information
    Location Information
    Chatham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    1
    List your property
    Owner log in