Compare Vacation Rentals & Airbnb in Chatham, MA

This recently renovated Victorian house in Chatham, Massachusetts, is a short walk from Main Street's shops and Oyster Pond.
Sleeping up to 13 guests, the property boasts four bedrooms each with a Roku TV, three bathrooms, a fully equipped kitchen, a fenced yard, a game barn, and beach essentials; family-friendly amenities include a Pak 'n Play, high chair, and children's toys.

Chatham Bars Inn is an oceanfront hotel in Chatham, Massachusetts, a short distance from the Chatham Lighthouse and the Chatham Bars. The hotel consistently receives excellent ratings for its location, user experience, and cleanliness.
The hotel offers a range of rooms and suites, all featuring modern amenities. Guests can enjoy a variety of on-site amenities and activities, including a heated pool, private beach access, a full-service spa, and several restaurants.

This Chatham holiday home is situated less than 1 km from Nantucket Sound beaches, 0.8 km from shops and restaurants, and a short drive from Forest Beach, Pleasant Street Beach, and Schoolhouse Pond.
The 186-square-metre property boasts two bathrooms (one with a Jacuzzi), a private garden with a deck and patio, sleeps five guests, and includes a fully equipped kitchen, laundry facilities, and a cornhole game.

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.

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 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.

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 Dennis Port holiday home is a short walk from Sea Street Beach, 34 kilometres from Nauset Lighthouse, and 37 kilometres from Heritage Museums & Gardens and Cape Cod National Seashore.
This detached property offers 56 square metres of living space with 3 bedrooms and 1 bathroom, accommodating up to 9 guests with air conditioning, a fully equipped kitchen, free private parking, and an outdoor dining area.

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.

This two-bedroom apartment is situated in Harwich Port, a short walk from the beautiful Cape Cod Beaches and within a mile of Harwich Port and Allen Harbor Marina. Guests have consistently rated this property as excellent.
The apartment comfortably sleeps five guests and features a fully equipped kitchen, a fireplace, and a balcony. Enjoy the convenience of a swimming pool, a spa, and concierge services during your stay.

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 four-bedroom holiday home is located in Chatham, within a short distance of both the Chatham Drama Guild and the Chatham Shark Centre, both less than 2 kilometres away.
The property boasts a spacious 167 square metre floor area, offering comfortable accommodation for up to eight guests and features a fully equipped kitchen, a terrace, a garden, and private parking.

Norma's Cape Escape, a self-catering property in Harwich, Cape Cod, is conveniently located 22.5km from Wellfleet Bay Wildlife Sanctuary and 24km from Cape Cod National Seashore.
This one-bedroom house boasts four bathrooms, sleeps 21 guests, includes a fully equipped kitchen with dishwasher, microwave and fridge, a garden, air conditioning, cable TV, a fireplace, and offers internet access.

This waterfront bungalow in Eastham offers direct access to Town Cove, featuring a private dock ideal for launching kayaks and canoes, and is conveniently located within 5 kilometres of the Cape Cod National Seashore, bay and ocean beaches, and local amenities. This dog-friendly property boasts a 60 square meter open-plan interior for two guests, with air conditioning, Wi-Fi, a kitchen equipped with a fridge and microwave, and includes daily $750 worth of tickets to local attractions via the Xplorie partnership.

This Harwich Port holiday home is situated a short walk from Cape Cod beaches and a short drive from attractions including the Cape Cod Inflatable Park and Cape Codder Water Park.
The 120-square-metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a private fenced yard, BBQ facilities, and access to an on-site water park.