Vacation Rentals in Chatham, MA

This historic East Orleans property offers seclusion on over an acre, with Nauset Inlet a 500-metre walk away and beaches, eateries, and the Cape Cod Rail Trail within a 3.2-kilometre radius.
This spacious 175-square-metre dwelling accommodates six guests across four bedrooms and three bathrooms, featuring a large kitchen with modern appliances, air conditioning, and direct access to 33 acres of conservation land with walking trails.

The Inn On The Beach is located in Harwich Port, a 32km drive from Nickerson State Park, offering a peaceful escape on the Cape Cod coast. The property receives consistently high ratings for its cleanliness, location, and overall experience.
The hotel offers a range of comfortable rooms with amenities like a microwave, refrigerator, patio, and cable TV. Guests can enjoy a continental breakfast, free Wi-Fi, and direct access to a private beach with lounge chairs, hammocks, and beach umbrellas.

Guest House Ocean Whisper is a beachfront property located in Harwich, just 19 kilometres from Wellfleet Bay Wildlife Sanctuary and 19 kilometres from Nauset Lighthouse. The house has received excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom holiday home spans 112 square metres and can comfortably accommodate up to 13 guests. The property offers a range of amenities, including a fully equipped kitchen, a private balcony, a garden, and parking.

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 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.

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 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 four-bedroom house in Chatham is situated 2.4 kilometres from Ridgevale Beach.
The property boasts a spacious layout, sleeping eight guests, with a private pool, hot tub, and fully fenced yard; it also includes a fully equipped kitchen and central air conditioning.

This seaside property is situated near Chatham, less than 1.6km from the Chatham Shark Center and Veterans Field, and within 3.2km of Gallery Antonia and Mayo House.
This 186 square metre house, sleeping eight guests, boasts four bedrooms, two bathrooms, a fully equipped kitchen, garden, terrace, parking, and in-house laundry facilities; enjoy ocean views and easy beach access.

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 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 Pleasant Lake cottage is situated approximately 18 kilometres from Cape Cod Gateway Airport, offering convenient access to attractions like Nauset Lighthouse (24 kilometres) and the Cape Cod National Seashore (29 kilometres).
This holiday home accommodates up to 11 guests and features air conditioning, a fully equipped kitchen with a dishwasher, and a TV, with pets welcome and Wi-Fi provided.

This Salty Shell cottage in Brewster offers a prime location, just a 4-minute walk from Paine's Creek Beach and 19 kilometres from Nauset Lighthouse.
This 42 square metre property sleeps up to three guests, featuring air conditioning, complimentary WiFi, free private parking, and a kitchen equipped with a fridge and microwave oven, ideal for exploring local cycling routes.

This Dennis Port flat offers convenient access to Cape Cod Beaches, Mayflower Beach, and Hyannis Harbour, all within a short distance.
This two-bedroom, two-bathroom holiday home accommodates up to six guests and features a king bed, a queen bed, and a bunk bed, with a secure garden for pets and parking available.

This spacious Chatham holiday home, situated 2.1km from Oyster Pond Beach and within easy reach of attractions such as the Nauset Lighthouse (22.5km), Truro Historical Museum (45km), and Sandwich Glass Museum (48km), offers a convenient base for exploring Cape Cod. This 186 square metre property boasts a four-bedroom, two-bathroom layout, comfortably sleeping up to 15 guests and featuring a fully equipped kitchen, garden, parking, and air conditioning.