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Elder Access Vacation Rentals in Chatham, MA

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    Travellers to Chatham are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 46
    5 of 5 stars (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    North Chatham
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 46
    5 of 5 stars (1) Excellent
    South Chatham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Grill
    • Patio
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    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
    South Chatham, Chatham 02659
    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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    West Chatham
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Central Heating
    • DVD Player
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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 02633
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • DVD Player
    • Washer
    • Satellite TV
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    • 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 02659
    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
    • Child-friendly
    • 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 02633
    5 of 5 stars Reviewed 2 weeks ago
    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 / 22
    5 of 5 stars (11) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Patio
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    NOTE: TO THWART IMPOSTERS, WE DO NOT ACCEPT WIRE TRANSFERS! .Located on a bluff overlooking Nantucket Sound just a 4 minute walk from Chatham's Hardings Beach, this luxurious home can accommodate an extended family of 10. There are two master suites with Queen beds and private bath (0ne with... View all property information
    Location Information
    Chatham, Cape Cod 02669
    5 of 5 stars Reviewed 17 December 2014
    We had a wonderful stay during our time here in Cape Cod. The owners could not have been more delightful and the house was absolutely fantastic. It was a five minute walk to the...
    5 of 5 stars Reviewed 16 July 2014
    Our family had the best week in Cape Cod staying at Gary's lovely home in Chatham. The house is perfect for two families with young kid and even another couple! We love how open...
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    1 / 14
    5 of 5 stars (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Wi-Fi
    • Balcony
    • Porch
    • Air Conditioning
    • Patio
    • Washer
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible two bedroom, three full bathroom end-unit with gorgeous direct water views of Oyster Pond. Beautifully decorated with charming interior decor.... View all property information
    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed 18 November 2014
    We had an amazing time in Chatham. My family (wife and two young kids) greatly enjoyed all the activities the area had to offer. The townhome far exceeded our expectations. The...
    5 of 5 stars Reviewed 19 October 2014
    This was intended as a romantic getaway with my wife. The townhouse was simply spectacular, and it was truly a great location and with amazing views. It was peaceful, very...
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    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 02360
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    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Wonderful, family-friendly, 5- bedroom house close to town. One ground-floor bed/bath.<BR>Fenced-in, flower filled, back yard with outdoor shower, grille, table and chairs, deck/patio. Walking distance to town or take extra bikes to ride to Lighthouse Beach/ Oyster Pond.<BR>Kitchen table has room... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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 Light House Beach & South Beach. This one bedroom, second... View all property information
    Location Information
    Chatham, Cape Cod 02633
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Washer
    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Air Conditioning
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 02659
    1 / 11
    4.5 of 5 stars (11) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • DVD Player
    • Satellite TV
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    At this quiet lakeside cottage you can experience classic Cape Cod with all the modern amenities -- wireless internet, cable TV, air conditioning. Enjoy beautiful sunsets as well as swimming and canoeing at the lake---and only be a short trip to the beach or Chatham center. The cottage features... View all property information
    Location Information
    Chatham, Cape Cod 02633
    4 of 5 stars Reviewed 6 days ago
    When we drove up to the cottage, our hearts sunk a bit at how close the neighboring cottages were. Once we got settled in, though, we found that the Lakeview Colony is very quiet...
    4 of 5 stars Reviewed 15 September 2013
    Our favorite thing was sitting with coffee in the am, or a beer for sunset, down at the small beach area on the lake. Solitude and scenery. Maybe 3 other cottages were occupied...
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    1 / 12
    5 of 5 stars (4) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Air Conditioning
    • Secure Parking
    • Patio
    • Satellite TV
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. This is a stunning four bedroom, four and a half bath spacious end-unit townhouse with spectacular views of Oyster Pond. Unit 25 is the largest... View all property information
    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed 8 October 2015
    We recently celebrated our son's commencement from graduate school and could not think of an "easy" location to travel to over the long Labor Day weekend. We were able to secure...
    5 of 5 stars Reviewed 8 September 2015
    Great home with plenty of room for large multi-generational family. Perfect location in Chatham with easy access to beaches and center of town. Great pool.
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    1 / 13
    5 of 5 stars (6) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Shared Outdoor Pool...
    • Parking
    • Wi-Fi
    • Grill
    • Outdoor Dining Area
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Beautiful two bedroom plus a den and a loft, two and a half bathroom townhome with gorgeous direct water views of Oyster Pond. Beautifully decorated with... View all property information
    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed 4 weeks ago
    This was the most perfect house for our vacation. It really is beautiful with every facility you could possibly want. Everything in the property details is as described but even...
    5 of 5 stars Reviewed 13 September 2015
    Great location.The facilities were top notch; clean, spotless We really appreciated having everything provided from beach chairs, towels, toiletries, grill high chair for our...
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    1 / 28
    5 of 5 stars (2) Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Children's Pool
    • DVD Player
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented... View all property information
    Location Information
    Chatham, Cape Cod 02633
    5 of 5 stars Reviewed 17 October 2014
    The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4. Details...
    5 of 5 stars Reviewed 17 July 2014
    The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable furniture...
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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Secure Parking
    • Washer
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Our Cranberry Way home is a charming 2 bedroom, 2 bath (one new) year-round home which is located at 47 Cranberry Way in South Chatham and it can comfortably accommodate up to 6 people. It is only 0.6/mi. to Nantucket Sound, the warm water side of Cape Cod! It is a pet-friendly home (with an... View all property information
    Location Information
    Chatham, Cape Cod 02659
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ideal for extended families or larger groups. Walking distance from popular Ridgevale Beach (less than half of a mile), and only two miles from downtown Chatham, this 3,500 square foot home is a luxurious retreat for those who enjoy quality. Spacious modern kitchen, multiple eating areas for large... View all property information
    Location Information
    Chatham, Cape Cod 02633
    South Chatham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Porch
    • Wi-Fi
    • Central Heating
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Yes, the price is low but that's why so many customers have come for decades! <BR>Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining?<BR><BR>Well, then...Pleasant Forest Shores just may be the... View all property information
    Location Information
    South Chatham, Chatham 02659 1525
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    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Air Conditioning
    • Internet Access
    • Outdoor Dining Area
    • Satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cape Cod Dreaming by the Beach - Perfect for families to share! Relax by escaping to our newly refurbished and decorated classic Cape Cod cottage, just a short walk, 4/10 of a mile, to sandy Pleasant Street Beach on Nantucket Sound. It is walkable to Forest Street and Red River Beaches. Swim,... View all property information
    Location Information
    Chatham, Cape Cod 02659
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Chatham, 3 bedroom, 2 bath, walk to Ridgevale Beach and the warm waters of Nantucket Sound, south side of 28, whirlpool, stainless appliances, deck, gas grill, outdoor shower, all the amenities, fully stocked. Clean and comfortable, large yard, color cable, wi-fi. Enjoy all Chatham has to offer... View all property information
    Location Information
    Chatham, Cape Cod 02659
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • Satellite TV
    • Internet Access
    • Balcony
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    This Chatham vacation rental has four bedrooms and can sleep six adults with two children. Unlike much of its competition, it is very spacious. It has one king bed, one queen bed, two twin beds and one room has a futon that can sleep two children. All bedrooms, as well as most of the house, are... View all property information
    Location Information
    Chatham, Cape Cod 02633
    1 / 22
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The ultimate setting for a relaxing vacation, this historic home is sited at the end of a 900 ft. seashell driveway on three secluded acres offering fantastic views of Strong Island and Pleasant Bay. Step out of the 6 person hot tub on the 1200 sq ft deck, pick up your beach chairs and walk across... View all property information
    Location Information
    Chatham, Cape Cod 02633