Not heard of Chatham before? If so, find out why people would choose Chatham as a travel destination. With miles and miles of pristine beaches and white sand, spending time at the beaches would most definitely offer a slice of paradise. Swim in the warm water or indulge in some yoga to have a great day. There are several water sports to indulge in such as kayaking and paddle boarding. There is beautiful scenery around the area and this is evident in the vast number of nature trails and parks. If music is your thing, then many musical concerts are conducted throughout the year. There are activities for everyone in the family, regardless of age. To explore fully what this city of Chatham has to offer, come and spend a few days. To have a relaxing stay go ahead and book one of the best Airbnb vacation rentals in Chatham, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 19, 2024.
1. A cottage-style apartment for six
Book this two-bedroom apartment which comes complete with a fully equipped kitchenette, a full bathroom, and a private deck area. In this deck area, guests can make use of the deck table, chairs, and a gas grill. Use the gas grill to make and enjoy roasts with your friends and family. Simple food items for breakfast are made available for guests. The bedrooms in this property come equipped with a king-sized bed, a queen bed and two twin beds. The rental of the apartment comes with free parking and Wi-Fi along with beach towels, linen, and beach chairs.
Chatham, Massachusetts, United States
6.2 km (3.9 mi) from Nickerson State ParkSuperhostAccommodates: 6
Top guest reviews
Amenities & Room:
breakfast in the fresh air was a treatwe definitely appreciated the grill the well-stocked fridge and kitchen and the deckthe space and deck are great for a small family and the beds and linens are very comfortablewe really appreciated that diane stocked the kitchen with breakfast itemsdiane was a thoughtful host - fridge was stocked with breakfast foods and snacksCleanliness:
it was very clean and cosyit was very clean and quietquiet and cleaneverything was sparkling clean comfy convenientperfectly clean spacious and pleasantHost:
diana is a wonderful hosta lovely home and great hostshe is a lovely host & we really appreciated the nibbles (grapes oj eggs) she suppliedshe was a great host and gave us suggestions on what to do in the areadiane was a wonderful host and took great care of themRead more reviewsLocation:
great location & good valuegreat location close by to a beach and easy access to chatham's main streetwonderful location quiet beautiful neighborhood close to chatham national seashore a short 20 min drivethe location is amazing as well with just a 10 minute walk to the beachthe location is perfect for dining shopping or going to the beach
2. A charming stay in downtown Chatham (from USD 295)
This apartment has recently been refurbished and is set within a historic building. As this building is located in the heart of the village of Chatham, guests are placed close to amenities like restaurants, shops, and the beach. The living room and bedroom of this property overlook the town’s main street. Basic supplies are offered with the rental of this property such as towels and bed linen. One bedroom comes with a queen-sized bed and a floor mattress. There is also a queen bed in the common area. Interestingly, free Wi-Fi is offered with the rental.
Top guest reviews
Amenities & Room:
well maintained with comfortable furnishingsit was accurately described and comfortablegood kitchen and facilities comfortable bed plenty of room for hanging up clothes drawers etclovely apartment with beautiful furnishingsthat the apartment comes with a parking space is super awesome in this otherwise extremely difficult parking areaCleanliness:
very clean and spaciousvery clean and nicely decoratedbeautiful clean and nicely appointed apartmentthe apartment was clean and spaciousclean adorable center of everythingHost:
she was also extremely helpful with all of our questionsfriendly and helpful hostshe was very responsive and accommodatingheather was a wonderful friendly hostheather is a lovely hostRead more reviewsLocation:
great location - so central to everythingthe location was ideal for usa great location in downtown chathamheart of town awesome location very comfortablethe location is ideal in the heart of town
3. A quaint cabin for three (from USD 135)
How would you like to be located halfway between the Rails to Trails bike path as well as the gorgeous Nantucket Sound? Guests can easily fall for Chatham’s charming downtown as well as access the shops around Harwichport. The property is set within a tranquil environment which is friendly and warm as well. The property has a large backyard which guests can use to hang out at and unwind. There are two beds which can sleep up to three guests. Free parking and Wi-Fi are available on the premises.
Top guest reviews
Amenities & Room:
the picnic table was an unexpected delight to eat our mealsthe cozy chatham cottage is ideal for two adultskatie was an amazing host the cottage was cozy and charmingthere is a big bed - it is pretty softCleanliness:
place was clean and bed was comfythis precious cottage was clean and fitted in such a thoughtful waythe cottage was very clean & the beach decor was perfectthe cottage is perfect for two people and nicely decorated and very cleanthe cottage is very cute super clean and has everything you needHost:
katie is a great hostkatie was a fantastic hostkatie is the best host everamazing host - incredibly thoughtful and nicekatie was a wonderful host she supplied everything you could think ofRead more reviewsLocation:
great location at a bargain pricevery centrally located and close to a beautiful beachlocation is everything and this cottage is perfectly locatedthe location is perfect just 5 min walk to a beautiful beach and a short ride to chathamkatie's place is very modest and cute it is close to restaurants and shop n stop
4. A cosy nook close to Cockle Cove beach (from USD 140)
This is a cozy, two-bedroom apartment which is located in a wooded neighborhood. The property consists of a full kitchen and a living room that comes with a cable TV and air conditioning. The two bedrooms in the property are also air-conditioned. One bedroom comes with a queen-sized bed and the other bedroom comes with two single beds. Guests can get access to the screened-in porch which comes with a gas grill. Guests can enjoy a short walk from Cockle Cove beach. Free Wi-Fi is available in the property.
Top guest reviews
Amenities & Room:
full kitchen terrific viewthe cottage was outfitted with everything necessary for a comfortable and convenient staywonderful lighted screen porch with table & chairs and plenty of room for diningthis was our first air b&b experience and it was wonderful the cottage was so cute and cozybeautiful and cozy cottage for any season stayCleanliness:
place was very clean and in a quiet neighborhoodit was very clean and the neighborhood was quietvery clean and had everything we needed for a family of three (plus dog)the house was very clean and perfect for our needsthe bathroom was spotless & the kitchen has a nice big refrigerator & nice dishes pots pans etcHost:
joe was a great hostjoe was very accommodating and responsivejoe was helpful in orienting us and made sure we had all we neededjoe was very responsive and accommodatingoverall a fantastic host and a great place to stayRead more reviewsLocation:
great location walking distance to beachthe location was perfect close to cockle covegreat location to get anywhere on the capepleasant walk to the beachlocation is great and also very quiet
5. A studio cottage in a beautiful setting (from USD 210)
This is a comfortable studio cottage which is best suited for one or two people. The bedroom comes equipped with a queen-sized bed and has an ensuite bathroom. The kitchenette in this property is equipped with basic amenities that guests would need to make simple meals. A gas grill is provided at the yard area which guests can use to enjoy some roasts.
Top guest reviews
Amenities & Room:
the bed was comfortable the kitchen amenities perfect for a weekend getawaythe bed is comfortable there are variety of cable channels to watch and the keurig was very convenientsmall but comfortable with coffee shop across the streetalso a nice breakfast spotpretty garden area outside where you can enjoy breakfast or evening drinksCleanliness:
so clean inside and outit was very clean and well kepta great stay super clean and cozyit was so clean and well keptclean bright and just all around lovelyHost:
david and maria are fantastic hostsdavid and maria were super hostsdavid and maria were great hosts to me and my husbandthe hosts were very friendly and eager to help since we made the bookinghe was also very responsive when we had questionsRead more reviewsLocation:
the location is idealthe location was greatthe location is brilliant very close to everything and in the nicest part of chathamthis quaint cute small home is situated in the perfect location to explore the capeit is in a great location close to chatham and also close to some nice beaches
6. A splendid home in downtown Chatham (from USD 299)
This is a charming cottage which has recently been renovated. It is located on a private road in downtown Chatham. Guests staying here get to enjoy plenty of conveniences. Guests can take an easy walk to the Lighthouse Beach which is just about a street away. The living area in the property is tastefully furnished and decorated. The kitchen is also fully equipped allowing guests to make simple meals and drinks. Two bedrooms are located on the upper level and come with a queen bed and two twin beds. Free parking and Wi-Fi are available on the premises.
Top guest reviews
Amenities & Room:
furnishings nice and comfortablefyi only one bathroom on first floor with two bedrooms upstairs and a single bed on first floorCleanliness:
clean and quietthe house was very clean and in a quiet neighborhoodthe kitchen is well appointed and the whole house clean and homelywe found a very clean attractive cottage with that “beachy” feelthe house was clean and had everything you’d want from a cape houseHost:
in addition thomas is extremely responsive as a host and all of our questions were quickly answeredtom was extremely helpful and accommodating and would respond very quickly to any questionscaretaker was quick to respond and very helpfulthomas was responsive and so was damien the property managercommunication with the host was very easy and he made sure we had relevant information before our stayRead more reviewsLocation:
the location was excellentand the location was greatnice house with amazing locationgreat location walking distance to main street and the lighthouse beachgreat location easy walk to town and other sites
7. An artistic stay for two (from USD 215)
This spacious cottage is up for grabs should you wish to stay in a comfortable cottage that is close to major amenities. The cottage is suited for one to two people. It is also less than 5 minutes away from the beach while the Cape Cod Bike Trail is only a short walk away. The bedroom is equipped with a queen-sized bed and a full bathroom is available. The property comes equipped with two parking spaces, free Wi-Fi and other amenities like a gas grill and bikes.
Top guest reviews
Cleanliness:
super clean placethe cutest space clean lots of great local tipsvery clean has everything you need for a comfortable stayit is nicely equipped super clean warm and invitingdanielle & brett's place was great super clean and cozy would totally stay againHost:
probably the best airbnb hosts that i have had as yetdanielle and brett were wonderful hostsdanielle greeted us warmly and gave us helpful advice about activities/restaurants/getting arounddanielle and brett were great hostsdanielle & brett are great hosts and there when you need themRead more reviewsLocation:
safe area close to the chatham hot spotsamazing location adorable cottage and great locationgreat place to stay very close to restaurant shops and the beachrose arbors is a truly enchanting place and was the perfect location for our week on the capebeaches are super close two of which you could easily bike to
8. A plush haven in Cape Cod
Check out this charming cottage which is located near downtown Chatham. Here, at this property, guests will find themselves close to downtown Chatham. Staying at this property means that guests are only a short distance away from facilities like shops, beaches, and restaurants. A small cleaning fee is included in the rental.
Chatham, Massachusetts, United States
8.71 km (5.5 mi) from Nickerson State Park
9. A comfortable cottage for rent
This cozy Chatham cottage is beautifully decorated and is located only meters away from the bike trail and the beach. The living area adopts an open concept and a fully equipped kitchen is available for guests’ use. There are other amenities like high-speed wireless internet, a washer and dryer, air conditioning and outdoor shower facilities in the property. Guests can also make use of the gas grill to enjoy roasts. There are two bedrooms in the property, one with a double bed and the other with two single beds.
Chatham, Massachusetts, United States
8.56 km (5.4 mi) from Nickerson State ParkAccommodates: 4
Top guest reviews
Amenities & Room:
a very comfortable cottage in tranquil surroundingsemily's place is adorable it's got a big open space for the kitchen and living areathe patio table grill and outdoor shower are all perfect for a summer getawayCleanliness:
this house was impeccably cleanit was extremely clean and privateclean and comfortable both inside and outthe place is very clean and well appointedfabulous cottage spotless and superb locationHost:
emily is a very thoughtful hostemily was a great host and responded to any questions we had promptlyour host emily was incredibly responsive and accommodatingemily was a great host and left loads of local goodies for us arriving which was just lovelyreally clean and emily is a great host with quick responses to any question you might haveRead more reviewsLocation:
its an ideal location to explore the capegreat location very comfortable and cozythe location is so convenient to the bike path and an easy walk to the beachthe location is great and is close to local beaches and the downtown areawe loved how close the place was to the bike trail
10. A beachfront paradise for four
The highlight of this property is the location! Set right across the street where the Chatham Lighthouse Beach is, guests can enjoy sea views along with easy access to the happening downtown. Downtown Chatham is home to several shops and restaurants which guests will enjoy. The cottage comes with an airy living room that comes with a queen-sized sleeper sofa and a flat-screen TV. There is also a fully equipped kitchen which comes with appliances like a fridge, stove, toaster, blender and so on. The private bedroom in this property comes with a queen-sized bed which can accommodate two people. Bath towels, bed linen, blankets are included in the rental.
Chatham, Massachusetts, United States
11.6 km (7.3 mi) from Nickerson State ParkAccommodates: 2
Top guest reviews
Amenities & Room:
had parking and wifi which was greatthe cottage is so cozy and beautifulthis sweet little cottage apartment had a beautiful view and comfort all aroundthis place is probably best for two people as the sofa bed isn't too comfortablethe unit is well equipped reserved parking space tv wifi plenty of hotwater clean and very comfortableCleanliness:
it's very clean and comfortableit was very clean and well suppliedthe new bathroom is so cleanit is cozy clean tastefully decorated and in a great areathe bed was more comfortable than we expected and the bathroom was sparkling cleanHost:
the staff were greatjoseph was a great hostjoseph was a fantastic hosthost was helpful and prompt to resolve a very minor issuejoe's an excellent host who responds to requests immediately and had ample recommendations for the areaRead more reviewsLocation:
the location is fabulousgreat location close to the beacha short walk into town is again a perfect locationgreat place and wonder locationgreat place in a great location beach within barefoot walk
Incredible Chatham
After you have explored the many hiking trails and activities held in the city, enjoy the comfortable space at the rented property of your choice. With a restful night’s sleep, re-energize yourself for the next day’s exploration. Your holiday in Chatham is guaranteed to be memorable.
History
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