Compare Vacation Rentals & Airbnb in Chatham, MA

This Chatham cottage, situated 1.6km from the town centre and 4km from Chatham's beaches, offers easy access to the town's shops, restaurants, and the scenic bike trail.
The 2-bedroom property sleeps 4, features a modern open-plan layout, a fully equipped kitchen with dishwasher, and includes amenities such as adult bikes, beach equipment, and outdoor dining furniture.

This family-friendly holiday home is located in South Chatham, a short 15-minute walk from the Chatham Chamber of Commerce and Cape Cod Beaches. The property has received excellent ratings for location, cleanliness, and user experience.
The spacious 139 square metre property can accommodate up to 10 guests. This self-catering accommodation offers a range of amenities including a swimming pool, tennis court, spa, and water park, making it ideal for a fun-filled family holiday.

This smoke-free holiday home, ‘Cozy Large Home In Harwich With Patio Near Wequassett Resort’, is situated in Harwich, within 5km of Cape Cod beaches, Captain's Cove Golf Course, and Adventure Chatham.
The 156 square metre property boasts three bedrooms, two bathrooms, sleeps nine guests, and includes a swimming pool, spa, barbecue facilities, and a fully equipped kitchen; on-site water park adds extra family fun.

This spacious Cape Cod house, located in the Cannon Hill Association of North Chatham, offers direct access to a private beach and is a short distance from Pleasant Bay.
The 234 square metre (2517 square feet) property boasts four bedrooms, four bathrooms, sleeps up to ten guests, and includes a fully equipped kitchen, spa, fitness centre, and complimentary access to local attractions via the Xplorie offer.

This four-bedroom holiday home is located in Chatham, within a 1.6km walk of the town centre, Oyster Pond Beach, and Lighthouse Beach.
The 232 square metre property boasts a unique layout with a main house and a pool house, accommodating up to 10 guests, and featuring a heated pool, spa, and modern amenities including a fully equipped kitchen, a Sonos system, and a covered patio with a dining table and gas grill.

This five-bedroom, six-bathroom waterside residence in North Chatham offers prime waterfront positioning, just 990 metres from the Chatham Shark Centre and 1.2 kilometres from the Chatham Marconi Maritime Centre, providing convenient access to local maritime attractions and nearby beaches.
Spanning 361 square metres, this spacious holiday home accommodates up to 12 guests and features a well-equipped kitchen, air conditioning, Wi-Fi, a garden, a communal swimming pool, a hot tub, and on-site parking, ideal for exploring the area on foot.

This three-bedroom flat is located in Brewster, approximately 22 kilometres from Cape Cod Gateway Airport, and benefits from access to the amenities within the Ocean Edge resort.
This 139 square metre apartment offers accommodation for up to 15 guests, featuring air conditioning, two bathrooms, a fully equipped kitchen, and access to resort facilities including a swimming pool, spa, and fitness centre, with cycling routes nearby.

This large residence in Oceanside, Chatham, is situated just 160 metres from a private neighbourhood beach and a two-minute walk to waterfront sands, with Ridgevale and Hardings beaches also close by.
This property offers accommodation for 18 guests across eight bedrooms and seven bathrooms, featuring a private heated pool and hot tub, a half basketball court, an outdoor shower, a fire pit, and a game room with a pool table and bar.

This Chatham holiday flat is located approximately 1.6 kilometres from Hardings Beach and just over 3.2 kilometres east of Chatham's shops and restaurants, with the Barn Hill boat launch 400 metres away.
This 91 square metre apartment accommodates up to six guests, featuring two bedrooms, one bathroom, a gas fireplace, a well-equipped kitchen, and a landscaped garden with a multi-level deck, plus beach gear available for use.

This South Chatham flat is situated a block from Main Street and 750 metres from Forest Beach, offering proximity to local attractions.
This 138 square metre dwelling accommodates six guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, free WiFi, a fenced yard, private deck, outdoor shower, and gas grill.

The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.

This Ocean Edge condo in Brewster, MA, is conveniently located near golf courses and beaches, offering easy access to the town beach and the wider Ocean Edge resort amenities.
This 102 square meter apartment accommodates up to six guests, featuring one bedroom, two bathrooms, a fully equipped kitchen, a patio with a gas grill, and access to resort facilities including swimming pools and a gym.

This Chatham apartment is situated near conservation land, close to School House Pond and a bike path, and within 4.8km of Chatham's town centre, shops, and restaurants.
This two-bedroom, one-bathroom flat sleeps four, offering a queen bed and a daybed with a trundle, a private entrance, outdoor deck with grill and shower, and a kitchenette with fridge, freezer, and microwave; guests can enjoy nearby beaches and the School House Pond.

This Chatham holiday home is situated 1.1km from Pleasant Street Beach, within easy reach of Pisces and Drifters restaurants, and a longer walk from Forest Beach and Red River Beach.
The three-bedroom, two-bathroom property sleeps six, boasts a modern kitchen with dishwasher, air conditioning, a private garden with two grills, and off-street parking for up to five cars, plus boat parking (up to 8m).

This charming house is located near the sea in Chatham, within easy reach of the Chatham Chamber of Commerce, Cape Cod Beaches, Forest Beach and Cockle Cove Beach. It has consistently received excellent ratings for its location, cleanliness and overall experience.
This three-bedroom, three-bathroom property offers 143 square metres of space and can comfortably accommodate up to seven guests. The house features a garden, barbecue grills, a fireplace, a fully equipped kitchen with a fridge, microwave, and washing machine, and a TV in the living area.

This spacious apartment is located in Chatham, just 1.1 kilometres from Goose Pond and a short drive to the bayside beaches. The property boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The apartment offers 164 square metres of living space, comfortably accommodating up to 10 guests. The property includes a fully equipped kitchen, a living room, a TV room, a garden, a terrace, parking, and a range of amenities such as a fire pit, a propane grill, and a washer and dryer, making it ideal for families or groups of friends.