Compare Vacation Rentals & Airbnb in Chatham, MA

This stunning four-bedroom Chatham holiday home is situated near Hardings Beach, a short walk from the shore and close to paddleboard rentals and walking trails.
The property boasts four bathrooms, a private pool and hot tub, a fully equipped outdoor kitchen, an indoor game room, a movie room, and a fire pit, comfortably accommodating up to ten guests.

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 South Chatham holiday home, situated on Main Street (Route 28), is 1.45 km from Cockle Cove Beach and a short drive from Chatham's town centre, offering easy access to restaurants, shops, and attractions such as The Squire and Chatham Bars Inn.
The newly renovated property sleeps up to 7 guests in 2 bedrooms and features an open-plan living/dining/kitchen area, a private backyard with a grill and outdoor games, ample parking, and direct access to the Cape Cod Rail Trail.

This four-bedroom apartment in Chatham is situated just a short walk from Hardings Beach, offering easy access to the beautiful coastline.
The 334.45 square metre property boasts a private pool and hot tub, a game room, a movie room, and an outdoor kitchen with a fire pit area, providing ample space and entertainment options for up to 10 guests.

The Wequassett Resort And Golf Club is situated in Harwich, a short drive from the centre of town and close to Cape Cod National Golf Center and the stunning Cape Cod National Seashore. It has received excellent ratings for both its location and overall experience, with guests praising its cleanliness and friendly service.
The resort offers a range of accommodation options, from spacious rooms to luxurious suites, all featuring comfortable sitting areas and private decks or patios. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a restaurant serving delicious seafood and American classics.

This Chatham estate, near the headwaters of Upper Mill Pond and Mitchell River, is within walking distance of Chatham's town centre and Lighthouse Beach.
Sleeping up to 16 guests, this seven-bedroom, six-bathroom property comprises a main house and guest cottage, boasting a swimming pool, fitness centre, and ample parking, ideal for large family gatherings or multi-family holidays.

Azure Cottage, situated in Chatham's Oyster Pond area, is less than 1.6km from Chatham town centre and under 3.2km from Chatham's beaches.
This three-bedroom, two-bathroom property sleeps eight, boasts a private 0.6-hectare garden, hot tub, swimming pool, and fitness centre, plus a $750 Xplorie package offering free local attraction tickets.

This South Harwich holiday home boasts an excellent location, less than 1.6km from Red River Beach and Cape Cod Beaches, and within 3.2km of Forest Beach and Harwich Port.
This eight-bedroom property offers 278 square metres of space, including a private pool, fully equipped kitchen, laundry facilities, and parking, perfect for large families or groups seeking a relaxing seaside escape.

This Chatham holiday home is situated less than 1.6km from Chatham Lighthouse Beach and Mayo House, and within 2.4km of the Chatham Lighthouse and Chatham Windmill.
This eight-bathroom property sleeps sixteen guests, boasting a private pool, fitness centre, fully equipped kitchen with dishwasher, and laundry facilities; all within easy reach of Cape Cod's beaches.

This Chatham house is located just a 2.4 kilometre walk from the Chatham Shark Center and Cape Cod Beaches, and a 3.2 kilometre drive from Fox Hill and Chatham Fish Pier, making it a great base for exploring the area. The property has excellent user, location and cleanliness ratings.
The house has 4 bathrooms and is 325 square metres in size. It features a fully equipped kitchen, garden, terrace, air conditioning, parking and free Wi-Fi, as well as a washing machine, coffee/tea maker, and a TV.

This four-bedroom apartment is located just a short walk from Blueberry Pond and a short drive from other attractions in Brewster. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 146 square metres and comfortably accommodates up to 10 guests. You'll find a fully equipped kitchen, a spacious backyard with a fire pit, a private sand volleyball court, and a large deck with a pergola, perfect for enjoying the outdoors.

This Harwich holiday home is ideally situated, approximately 2.4 kilometres from Red River Beach and Cape Cod Beaches, and within 3.2 kilometres of Harwich Port and Forest Beach.
This five-bedroom property boasts 222 square metres of floor space, two and a half bathrooms, sleeps ten guests, and includes a fully equipped kitchen, terrace, garden, fireplace, and Wi-Fi.

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 Dennis Retreat is a six-bedroom, five-bathroom residence located in South Dennis, offering convenient access to Hyannis Harbour, Cape Cod's beaches, and Mayflower Beach, all within a few kilometres.
This property provides accommodation for up to 10 guests, featuring a heated swimming pool, spa, sauna, and a firepit, alongside amenities such as air conditioning, a microwave oven, and a dishwasher, with parking included for your convenience.

This Dennis beach house, a short walk from Haigis Beach and Sea Street Beach, offers easy access to Cape Cod's coastline and is under 3.2km from Swan Pond River and Bass River Lighthouse.
The 56 square metre property comprises one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private garden, patio, and free Wi-Fi.

This charming house is situated near the sea in Chatham, just a short walk from the Chatham Shark Center and Caleb Nickerson House, and within 3 kilometres of Cape Cod Beaches and Chatham Fish Pier. It has received excellent ratings for its location, cleanliness, and overall user experience.
The house offers 4 bedrooms and 2 bathrooms, with a floor area of 185 square metres. Enjoy modern conveniences like a coffee/tea maker, TV, and a fully equipped kitchen, as well as a garden, terrace, and barbecue grills for al fresco dining and relaxation.