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Holiday Rentals in Chatham, MA

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    Travellers to Chatham are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 46
    5 of 5 stars (15) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    1 / 19
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 9
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Air Conditioning
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    • Waterfront
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    About this property
    Beachfront property, close to town and lighthouse. Cottage is in Chatham's Old Village. View all property information
    Location Information
    Chatham, Cape Cod
    4 of 5 stars Reviewed 1 October 2014
    We enjoyed our stay at the condo in Chatham. It was comfortable for 3 people. It was clean and the kitchen was well stocked. Kris gave us excellent directions and suggestions.
    5 of 5 stars Reviewed 14 August 2014
    Having coffee each morning on the deck of this adorable cottage was one the highlights of my stay in Chatham. The view is terrific - of a lovely harbor that is called Mill Pond...
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    1 / 7
    North Chatham
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
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    About this property
    Spacious four bedroom ranch in Riverbay, a quiet neighborhood that is great for walking, and is only 1 mile from the calm waters of Jackknife Beach on Pleasant Bay! The house is cheerfully decorated with bright colors and upscale furnishings. The finished basement provides extra space for playing... View all property information
    Location Information
    North Chatham, Chatham
    1 / 15
    4.5 of 5 stars (5) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Freshly painted Cape Cod home tucked just off of Route 28 near the Chatham/Harwich line. Very convenient location with a quick walk to two great restaurants and .7 mile walk to Forest Beach, and Pleasant Street Beach.<BR><BR>House includes an open living/dining area, a first floor master bedroom... View all property information
    Location Information
    Chatham, Cape Cod
    4 of 5 stars Reviewed 26 August 2014
    Adorable, comfortable home. Rooms and closets very spacious. Clean, well maintained. Children, 13, 13 & 10 loved it! Would def' return! Paula
    4 of 5 stars Reviewed 16 September 2013
    Very clean, smaller home about a 5 minute drive from quaint Chatham's main restaurant and shopping area. Kitchen and bathrooms are dated but the full interior has a fresh coat of...
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    1 / 21
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Child-friendly
    • x
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    • x
    About this property
    Enjoy this adorable, classic 2 bedroom and 1 full bath Cape beach cottage only a 10 minute walk to Nantucket Sound beaches. Amenities include dishwasher, washer/dryer, one window air conditioning unit, cable TV (with basic cable) with VCR & DVD, microwave, board games, children's books and videos,... View all property information
    Location Information
    South Chatham, Chatham
    1 / 44
    5 of 5 stars (2) Excellent
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Grill
    • Patio
    • Satellite TV
    • Balcony
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    • Wi-Fi
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are bright and nicely appointed with... View all property information
    Location Information
    South Chatham, Chatham
    5 of 5 stars Reviewed 2 weeks ago
    What a unique & wonderful house in Chatham!  John & Ruby are really superb hosts, very accommodating, making sure we were all set… to our delight, John even texted to let us know...
    5 of 5 stars Reviewed 2 May 2016
    Plusses: * Kitchen is fully equiped and the stove is big and of excellent quality. * Showers have a lot of power. * Good size house (big living room, separate dining room, big...
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    1 / 11
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Parking
    • Waterfront
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Recently renovated cottage in sought after Cockle Cove beach neighborhood. Walk or bike 4/10ths mile to warm, sandy & family friendly town beach on Nantucket Sound. Direct waterfront location on tidal Taylors Pond, with stunning views and access to owner's private dock for kayaking & boating into... View all property information
    Location Information
    South Chatham, Chatham
    1 / 14
    5 of 5 stars (1) Excellent
    West Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Central Heating
    • DVD Player
    • Patio
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Chatham Beach house... walk to Harding's Beach in Chatham. Wonderful home, great for families! Outdoor Shower, wrap-around porch with patio furniture and grill, hammock to relax, Cable TV, DVD player (family movies on site), wifi included, full kitchen, laundry, garage, plenty of parking. Just... View all property information
    Location Information
    West Chatham, Chatham
    5 of 5 stars Reviewed 19 August 2016
    What a perfect rental! From the beginning, owner Sue was extremely helpful and responsive. The beautiful pictures on the website don't even do it justice- the house was beautiful...
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    1 / 47
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are bright and nicely appointed with... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 11
    3 of 5 stars (2) Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Washer
    • Air Conditioning
    • Private Garden
    • Outdoor Dining Area
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Chatham cottage has a cozy, comfortable living /dining area and three bedrooms. There is a large, sunny deck with table and chairs for outdoor dining and a picnic table on the shady side of the house. The two dedicated parking spaces make for easy parking. It is a short walk to beautiful... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 7 July 2015
    This traditional yet very spacious Cape Cod cottage is perfectly situated in a quiet neighborhood on an lightly traveled road. It is a most pleasant five minute walk from the...
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    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Nestled in a private garden setting a delightful 3 bedroom / 1.5 bath home in Hardings Beach Hills is available to rent this season. With access to Buck's Creek flowing to Nantucket Sound, you can launch your kayak, fish or crab from the private association neighborhood dock and picnic area just... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Location, location, location! Charming cottage-like apartment right across the street from the Cape Cod Coast and Lighthouse Beach. The unit is also within a ten minutes walk to the vibrant downtown area abound with eclectic shops and restaurants. This Hammond House unit has a beautiful water view... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 7 July 2016
    My husband and I booked this vacation rental for the Fourth of July week and we really enjoyed our stay! Your right in the middle of the excitement a five minute walk to the beach...
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    1 / 11
    West Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Patio
    • Porch
    • Air Conditioning
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    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    New for the 2015 season and located in the desirable Ridgevale Beach area of Chatham. This bright and airy 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... View all property information
    Location Information
    West Chatham, Chatham
    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Walk to famous Lighthouse Beach (1/2 mile), walk to a beautiful private beach at the end of the road (200 yards) that is ideal for kayaking, clamming and enjoying the views, or take a walk from the private beach to South Beach and enjoy the solitude and seals. And for those who enjoy... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 11
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
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    • Wi-Fi
    • Satellite TV
    • Grill
    • Porch
    • DVD Player
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Why not stay at our Chatham home this summer? Peaceful and inviting, our cape-style home is in a very picturesque area of Chatham. Come relax in our breezy screened porch or enjoy the warm Nantucket Sound waters of Pleasant and Forest Beaches which are a five minute walk (3/10 mi). Leave your car... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 16
    5 of 5 stars (1) Excellent
    West Chatham
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Garden
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    West Chatham, Chatham
    5 of 5 stars 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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    1 / 13
    North Chatham
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Satellite TV
    • Grill
    • Air Conditioning
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2016 rental Rate: $7700 including the cleaning fee~~ Off-Season: $3850 per week, including the cleaning fee ~ For 10 people only, lower level not available for Off-Season rentals~~ A large recently renovated 6 bedroom home located in the exclusive Cannon Hill Estates of North Chatham. This location... View all property information
    Location Information
    North Chatham, Chatham
    1 / 16
    South Chatham
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Grill
    • Washer
    • Air Conditioning
    • Satellite TV
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2017 Rental Rates: $2600 including the cleaning fee. Off-Season: $1700 including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Wonderful, light and bright summer home located just steps from Taylor's Pond, the Eel River and the warm waters of the Nantucket Sound. Even better, there is a... View all property information
    Location Information
    South Chatham, Chatham
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Spend your vacation in this newer 2+ bedroom, 2.5 bath Chatham rental home situated on a lovely country lane only 3/10ths of a mile to Pleasant Street Beach on Nantucket Sound. The master bedroom with queen bed is located on the first floor. The second floor bedroom has a queen and a twin bed and... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 24 August 2016
    This was a well maintained and modern house, lots of efficient space and amenities. It's not your beach shack right on the water or walkup in town, but if you're a 50 something...
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    1 / 22
    5 of 5 stars (1) Excellent
    South Chatham
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
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    • Outdoor Dining Area
    • DVD Player
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    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    0.1 mile from a popular summer Nantucket Sound beach… can walk or ride or /access to private beach via path along marsh just steps away from the house quiet family area… ranch / cottage style house with summer beach flavor with views of Taylor Pond 1 bathroom / eat in kitchen / deck / Weber gas... View all property information
    Location Information
    South Chatham, Chatham
    5 of 5 stars Reviewed 11 July 2016
    We absolutely loved our stay at this charming seaside home, it feels like someones primary residence not a rental. The home is bright, open and beautifully appointed, plenty of...
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    1 / 9
    North Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This traditional Cape home is set in a beautiful private setting, close by to the Cow Yard town landing where you can watch the sunrise over the Outer Beach and Atlantic or launch your kayak or paddle board. Slight water views from the living room and upstairs bedroom. The property has 3 bedrooms... View all property information
    Location Information
    North Chatham, Chatham
    1 / 7
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    This property is not available after August 15, 2016. Charming Carriage House in fabulous location one street off Main St. near ball fields in quaint fishing village of Chatham, MA. Leave you car here as downtown is just a 10 minute walk, as is Oyster Pond. Also a short drive to the famous... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Enjoy your Cape Cod vacation in this tastefully decorated, comfortable home. It is located in Hardings Beach Hills, only 4/10ths of a mile from popular Harding's Beach. This 3 bedroom, 2.5 bathroom home has an updated kitchen with granite countertops and stainless steel appliances as well as... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 1 week ago
    We have rented this property from Chatham Vacation Rentals for the last 4 years. We look forward to renting it next year and for many years to come. It is a well kept, extremely...
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    1 / 17
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Porch
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Spend your Cape Cod vacation in this well cared for 4 bedroom, 2 bathroom South Chatham rental home only 2/10ths of a mile to Pleasant Street Beach on Nantucket Sound. Forest Beach is only 3/10ths of a mile away as well. The screened in porch overlooking the woods is peaceful and spacious. Perfect... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 19 August 2016
    We loved this house It had everything we needed Great house screen porch and deck Maybe 1 more tv would be good
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    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This wonderful 3 bedroom, 2 bath house is in a quiet neighborhood yet is close to shopping, restaurants and beaches. There is access to a nearby path leading to Ridgevale Beach (about 8/10ths of a mile long) and this home is also only a short drive to Hardings Beach. Amenities include window AC... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 2 weeks ago
    This property was very comfortable and perfect for our adult family. It was close enough to be able to walk to the beach and an easy distance from main Chatham. We loved the...
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    1 / 29
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Air Conditioning
    • Grill
    • Washer
    • DVD Player
    • Satellite TV
    • Porch
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Great location! Oyster Pond & Chatham Village!! At this home you will be just apprx. 500 ft to private Oyster Pond access, 7/10ths of a mile to the the public beach at Oyster Pond and just 6/10ths of a mile to Chatham Village at Cross St. This fantastic home features plenty of great outdoor living... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 23
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    This beautiful, newer 4 bedroom, 3 bath custom home has an expansive deck and custom built patio area with plenty of outdoor seating, a fire pit and a gas grill. It is only 6/10ths of a mile to Forest Beach and even closer to a public tennis court and basketball hoop. The interior is open, bright... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 23 August 2014
    This was a wonderful house for our extended family to stay in during our vacation to the Cape. Good location. Plenty of space for 7 adults and 3 children. Wonderful backyard for...
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    1 / 12
    West Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Enjoy this updated 2 bedroom, 1 bath Chatham vacation cottage with views of Oyster River. The open kitchen, dining and living room has a slider leading out to a large deck with chaise lounges, dining table and umbrella, gas grill and enclosed outside shower. Amenities include window AC units in... View all property information
    Location Information
    West Chatham, Chatham
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Enjoy this adorable, 2 bedroom, 1 full bath Cape beach cottage only 4/10ths of a mile to Nantucket Sound beaches. Amenities include one window AC unit in the living room, washer, dryer, dishwasher, cable TV (with basic cable only) with DVD, microwave, furnished deck, hammock, both gas and charcoal... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 11
    North Chatham
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    2016 Rental Rate: $3625 per week, including the cleaning fee ~~~~~No Off-Season~~~~~ Fabulous updated home located in North Chatham, convenient to town and many of Chatham's beaches! High ceilings & hardwood floors throughout and a screened in porch off of the kitchen/dining area. This home has an... View all property information
    Location Information
    North Chatham, Chatham
    1 / 25
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Price Reduced for Weeks of 7/2 - 7-9, 7/9 - 7/16, 7/16 - 7/23, 8/20 - 8/27 and 8/27 - 9/3 Now $2,900 New Listing. This recently updated 4 bedroom, 2 bathroom home is located in the desirable Stage Harbor area of Chatham. On the ?loop,' this home is just a short walk to Battlefield Landing on Stage... View all property information
    Location Information
    Chatham, Cape Cod
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Spend your beach vacation in this bright open-plan 3+ bedroom, 2 bath Chatham home on a cul-de-sac in a pleasant neighborhood. This Chatham rental is only half a mile to Cockle Cove Beach or 2/10th's of a mile to Taylor's Pond where you can launch a kayak to paddle into Nantucket Sound. New... View all property information
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    Chatham, Cape Cod
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Views galore from this two bedroom one bath cottage nestled along a saltmarsh only 500 feet from the semi private (association) beach on Nantucket Sound. A perfect getaway for nature lovers and bird watchers. Newly renovated kitchen and interior includes granite countertops, stainless steel... View all property information
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    Chatham, Cape Cod
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2016 Rental Rate: $2450 per week including the cleaning fee Off Season Rate: $1950 a week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Take advantage of an easy walk to Hardings Beach from this light and bright updated ranch. The kitchen has been opened up with new... View all property information
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    Chatham, Cape Cod
    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Panoramic views of Nantucket Sound and a pristine salt marsh await you from this 3 bedroom, 2.5 bathroom South Chatham home. The back deck offers a commanding view of the estuary and wildlife including osprey and egrets while a winding path leads to a secluded beach with warm water and exposed sand... View all property information
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    Chatham, Cape Cod
    1 / 17
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Beautiful water views of Pleasant Bay in this charming, sprawling ranch which has 4 bedrooms and 3 baths. There is a spacious living room, dining room, large deck, all with spectacular views overlooking Pleasant Bay. Amenities include AC (central throughout + wall unit in master queen), washer,... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 18 August 2016
    Just reading the description of this home can't do it justice! The location was perfect for us: high on a bluff overlooking the Sound, so we got lovely breezes even on the few...
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    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2016 Rental Rate: $1325 per week, including the cleaning fee ~~~ Off-Season: $1075 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming cottage in the woods and only 2 minutes to Oyster River Public Boat Landing. Small screened-in porch attached. A great vacation... View all property information
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    Chatham, Cape Cod
    1 / 17
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    This is a lovely, recently renovated 3+ bedroom, 2 1/2 bath house within 2/10ths of a mile to popular Ridgevale Beach. Common space abounds with two living areas, a den and a sun room. Every room has recently been painted and the hardwood floors throughout the entire first floor have been recently... View all property information
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    Chatham, Cape Cod
    5 of 5 stars Reviewed 1 week ago
    This is a wonderful place. Our family of four (me, my wife, and our two daughters age 21 and 17) stayed for a week in August 2016. The three things we liked most about the house...
    4 of 5 stars Reviewed 2 weeks ago
    This house has worked out well for my family needs for the past two summers. I have one negative comment and constructive recommendation ... please have someone clean the air...
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    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy this 3 bedroom, 2 bath Chatham home just minutes from the Cape Cod Rail Trail. The first level of the home features a kitchen with beautiful granite counter tops, separate dining area, living room and a Suite with a full sized bed and full bathroom. The second level has two additional... View all property information
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    Chatham, Cape Cod
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2016 Rental Rate: $1900 per week including the cleaning fee ~~ Off Season: $1400 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT 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
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    Chatham, Cape Cod
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    key #39 Additional amenities include: outdoor shower: enclosed, dist. to downtown: 2 miles, fans: 3, area: north chatham, a/c units: 3 - 1 in each br, priceclass: under $3000, year built: 1980, lobster pot, distance to beach: 1 mile or under, name of beach: jackknife beach/pleasant bay,... View all property information
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    Chatham, Cape Cod
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Enjoy your vacation in this well maintained, bright, contemporary 4 bedroom, 2.5 bathroom Chatham rental home situated in a lovely neighborhood located along the popular Chatham 'Loop' and only 1/10th of a mile to Stage Harbor town landing where you can stroll along the water's edge, kayak, paddle... View all property information
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    Chatham, Cape Cod
    5 of 5 stars Reviewed 19 August 2016
    The house was beautiful and fully stocked with everything you would need to cook and enjoy time as a family. There were beach chairs and blankets, puzzles and games and a great...
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    1 / 41
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
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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... View all property information
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    Chatham, Cape Cod
    5 of 5 stars 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 location...
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    1 / 18
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Enjoy your Chatham vacation in this well appointed, light and bright, updated 4 bedroom, 3 1/2 bath, water-front home with breathtaking views of Pleasant Bay and the Atlantic (North Beach) beyond. The new patio overlooks a small cove leading to Pleasant Bay and the Atlantic. You can easily launch... View all property information
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    Chatham, Cape Cod
    5 of 5 stars Reviewed 3 weeks ago
    Chatham Vacation rentals followed our guidelines and helped us find the perfect vacation house. Home had exquisite views of Pleasant Bay - private pier was a bonus House was...
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    1 / 29
    5 of 5 stars (2) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This 5 bedroom, 3 bath Chatham rental home has incredible water views of Taylor's Pond and is only 6/10ths of a mile to Cockle Cove beach by path. It is surrounded by oak trees creating a very private setting. There is a wonderful deck to lounge on, bbq on the gas grill or just take in the... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 25 August 2016
    This house was perfect for our family vacation! We are a family of three who met up with in-laws, brother and niece and aunt and uncle and the house comfortably accommodated all...
    5 of 5 stars Reviewed 27 September 2015
    Eight senior friends spent the week in Cape Cod at this house. It was well-fitted to our mixed group of adults. Especially enjoyed the view of the pond from the deck. All the...
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    1 / 21
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Located outside of downtown Chatham sits this charming four bedroom home, known as Stones Throw. This property features great amenities such as central air conditioning, high speed wireless internet, and flat screen TVs in every bedroom. Enjoy an outdoor dinner in your central courtyard accessed... View all property information
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    Chatham, Cape Cod
    1 / 15
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    2017 Rental Rate: $3225 per week, including cleaning fee No Off Season Beautiful, clean beach home located a quick half mile to Chatham's Ridgevale Beach. Plenty of space to spread out with the open floor plan, as well as the newly finished walk out basement. Huge, grassy back yard...perfect for... View all property information
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    Chatham, Cape Cod
    1 / 9
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2017 Rental Rate: $2125 including the cleaning fee ~~~ Off-Season: $1525 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Quaint 2 bedroom condo located in the Hammond House, a historic boarding house overlooking Lighthouse Beach. The condo has vaulted ceilings, exposed... View all property information
    Location Information
    Chatham, Cape Cod
    5 of 5 stars Reviewed 29 July 2016
    This is our 5th year renting this lovely condo. The location is right across the street from the beach and literally next door to Chatham Light House! Comfy furnishings (couch is...
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