Holiday Rentals in Chatham, MA

The Pelham House Resort is located in Dennis Port, just a short drive from the ferry to Nantucket Island and nearby golf courses. This resort enjoys excellent ratings for its location, cleanliness, and overall experience.
The resort has a private beach along Nantucket Sound and an outdoor pool with ocean views. Guests can enjoy modern amenities, including air conditioning, walk-in showers, and free Wi-Fi, as well as a bar and restaurant on-site.

This 152 square metre holiday home in Harwich offers three bedrooms and two bathrooms, accommodating up to eight guests and is conveniently located 700 metres from Pleasant Road Beach, with easy access to local dining and shops in Harwich Port.
This family-friendly property boasts air conditioning, a well-equipped kitchen with a dishwasher, and a private garden with a deck and gas grill, providing ample space for relaxation and outdoor activities, including proximity to Sand Pond and the Cape Cod Rail Trail for further adventures.

This cosy apartment is located in West Harwich, just a short walk from Earle Road Beach and a mile from the charming village of Harwichport. It has been consistently rated very good by previous guests.
The apartment is compact, measuring just 14 square metres, but is equipped with everything you need for a comfortable stay. You can enjoy the private yard with an outdoor shower, a gas grill, and a table and chairs, and stay connected with high-speed internet.

This Chatham holiday home is situated near Schoolhouse Pond, a short drive (approximately 1.6km) from Hardings Beach, Chatham town centre, Coast Guard Beach, and the Cape Cod Rail Trail.
The 110 square metre property boasts a two-bedroom, two-bathroom layout sleeping four guests, includes a fully equipped kitchen, spa, garden, parking, and the Xplorie $750 attraction pass.

This Dennis, Massachusetts seaside apartment is located within a 1.6km walk of Haigis Beach and Sea Street Beach, and under 3.2km from Swan Pond River and Bass River Lighthouse.
The self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private patio, swimming pool, spa, and on-site water park.

This Dennis Port apartment is conveniently located a mere 640 metres from Cape Cod Beaches and 1.3 kilometres from Sea Street Beach, offering easy access to coastal activities.
This studio apartment, measuring 19 square metres and accommodating two guests, features air conditioning, Wi-Fi, a kitchenette with a microwave and fridge, and access to a shared swimming pool and private terrace.

This apartment is situated within the historic town of Brewster, offering a prime location on Cape Cod, 2.3 kilometres from Ellis Landing Beach and 29 kilometres from the National Seashore, with Provincetown 51 kilometres away.
This 88-square-metre flat features two bedrooms and two bathrooms, accommodating up to six guests with an open-concept living and kitchen area, air conditioning, a swimming pool, and access to resort amenities.

The Pleasant Bay Village Resort is located in Chatham, Massachusetts, just 4 kilometres from the Chatham Railroad Museum and 3.2 kilometres from the Chatham Municipal Airport. The resort is a 4-star property that has received excellent user ratings for its location, cleanliness and overall experience.
The resort offers spacious rooms with floral décor and private patios. Guests can enjoy a range of amenities including a seasonal outdoor pool, hot tub, game room, playground, free Wi-Fi, laundry facilities, a fitness centre, a restaurant and room service.

This spacious apartment in West Brewster is a short drive from multiple beaches and situated near attractions such as the Cape Cod Museum of Natural History and Dennis Pines Golf Course.
Offering 167 square meters of living space for up to 8 guests, this property features four bedrooms, four bathrooms, a fully equipped kitchen with granite countertops and stainless steel appliances, and an expansive outdoor space with a patio, grill, and yard games.

This Harwich flat is located on a tranquil residential street bordering conservation land, a 5 to 10-minute drive from Red River and Bank Street beaches, and within easy reach of Harwich and Chatham Centres for amenities.
This family-friendly maisonette offers 139 square meters of living space for up to 4 guests, featuring 2 bedrooms, 1 bathroom, central air conditioning, WiFi, a kitchen with a fridge, microwave, and dishwasher, a game room with ping-pong, and a patio with a firepit, with the Cape Cod Rail Trail nearby for outdoor pursuits.

This apartment is located near the beach in Dennis, within a 10-minute walk of Sea Street Beach and Cape Cod Beaches, and within 2 miles of the Cape Cod Theatre Company and Swan Pond River. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square meters. Guests can enjoy a fully equipped kitchen, internet access, and a terrace or balcony, as well as parking, a garden, and a range of other amenities.

This five-bedroom, three-bathroom detached house in Brewster offers immediate access to the Cape Cod Rail Trail, Nickerson State Park, and Blueberry Pond, with bay beaches such as Breakwater Beach and Paine's Creek just minutes away.
This property boasts a spacious 0.7-acre private garden with a fire pit and Adirondack chairs, a jacuzzi tub in the master en-suite, an outdoor shower, and an open-plan upper-level living, dining, and kitchen space with vaulted ceilings and a gas fireplace, accommodating up to six guests.

This Eastham holiday cottage is located approximately 8.4 kilometres from Nauset Lighthouse, with attractions such as Truro Historical Museum (30.6 kilometres), Commercial Street (41.8 kilometres), and Pilgrim Monument (41.8 kilometres) within a 30.6 to 43.5 kilometre radius.
This property accommodates up to three guests with one bedroom and one bathroom, featuring air conditioning, a microwave oven, a fridge, and cable television, whilst being conveniently situated 10.3 kilometres from Wellfleet Bay Wildlife Sanctuary and 12.7 kilometres from Cape Cod National Seashore.

This seven-bedroom house is located on a river in Orleans, just 0.16 kilometers from Nickerson State Park and within 5 kilometers of Orleans Bowling Center, Stony Brook Grist Mill, Skaket Beach, and Jonathan Young Windmill. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house comfortably accommodates up to 26 guests and features a fully equipped kitchen, a garden, barbecue grills, and a terrace. Guests can enjoy stunning river views, relax in the tranquil surroundings, and explore the diverse ecosystem of Nickerson State Park, all within easy reach of Orleans' attractions and activities.

This detached house in Chatham is located 2.9 kilometres from Oyster Pond Beach and offers convenient access to regional attractions such as Nauset Lighthouse (25.7 kilometres) and Wellfleet Bay Wildlife Sanctuary (27.3 kilometres).
This property boasts a floor area of 389 square meters, accommodating up to 19 guests across 4 bedrooms and 5 bathrooms, with amenities including air conditioning, WiFi, a fully equipped kitchen with a dishwasher and oven, a washing machine, and private parking, whilst also facilitating activities like cycling in the Chatham area.

This Dennis seaside property is located less than 2km from Cape Cod Beaches and the Cape Cod Theatre Company, offering easy access to Sea Street Beach and Pleasant Road Beach.
This three-bedroom, two-bathroom holiday home boasts 101 square metres of floor space, a private patio, swimming pool, tennis court, and on-site water park, comfortably accommodating up to six guests.