Holiday Rentals in Chatham, MA

This Dennis, Massachusetts beachfront property is a three-minute walk from Sea Street Beach and 2.1 kilometres from South Village Beach, with Nauset Lighthouse and Wellfleet Bay Wildlife Sanctuary approximately 32 kilometres away.
This self-catering cottage offers 56 square metres of accommodation, sleeping up to three guests in one bedroom and one bathroom, with amenities including free Wi-Fi, private parking, and a fully equipped kitchen.

This charming holiday home is located in a peaceful neighbourhood in North Chatham, just a short walk from Veteran's Field and a little over 1.6km from Oyster Pond. The property has received excellent ratings for location, cleanliness, and overall quality, making it a popular choice for travellers.
The spacious property spans 111 square metres and comfortably accommodates up to 5 guests in its two bedrooms and one bathroom. It features a well-equipped kitchen, a private garden, a spa, and a range of modern amenities for a relaxing and enjoyable stay.

This three-bedroom cottage in Chatham offers direct access to Ridgevale Beach, placing guests just metres from the sands of Cape Cod Beaches and Mayflower Beach.
Sleeping up to six, this property features a microwave oven, dishwasher, air conditioning, and a garden with a firepit, all within a short drive of Chatham's attractions.

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.

Cockle Cottage, a self-catering holiday home in South Chatham, Massachusetts, is conveniently located on Main Street (Route 28), less than 1.5km from Cockle Cove Beach on Nantucket Sound and offers easy access to Chatham's town centre.
This single-storey property sleeps four guests in two bedrooms and one bathroom, featuring a well-equipped kitchenette, air conditioning, a private garden with an outdoor shower and fire pit, plus parking and Wi-Fi; nearby attractions include the Cape Cod Rail Trail.

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.

This elegant coastal property in Brewster, Massachusetts, is situated approximately 16km from the Nauset Lighthouse and 24km from the Wellfleet Bay Wildlife Sanctuary.
This four-bedroom, four-bathroom house offers 167 square metres of living space, sleeping up to 15 guests and boasting a fully equipped kitchen, private garden, and proximity to cycling routes.

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 Harwich Port holiday home, situated in a peaceful cul-de-sac, is 3.2km from Red River Beach, 4km from Harwich Port's shops and restaurants, and 1km from Thompson's Field.
The 187 square metre property boasts three bedrooms, three bathrooms, two living rooms, a sun-drenched deck with BBQ, and accommodates up to six guests, offering a fully equipped kitchen, in-unit laundry, and parking; pets are welcome (maximum two, small fee applies).

This family-friendly apartment in East Orleans is located just a short drive from downtown Orleans' amenities and offers tranquil private access to Pochet Bay, ideal for nature lovers and water activities.
This spacious 187 square meter residence accommodates up to 8 guests across 3 bedrooms and 3 bathrooms, featuring a newly remodelled kitchen, a den with a pool table, a furnished deck, and a first-floor suite with accessibility features.

This family-friendly Cape Cod property is located a short drive from Harwich and Chatham, providing convenient access to venues such as Wequassett Inn, Wychmere, and Chatham Bars Inn.
This spacious 3-bedroom apartment accommodates up to 8 guests and features a large garden, deck with an outdoor shower, a well-equipped kitchen, and complimentary baby gear, with beach chairs and towels provided for easy access to nearby shores.

Cranberry Haus, a spacious six-bedroom, four-bathroom holiday home in Chatham, MA, offers a tranquil escape overlooking a cranberry bog and is less than 10 minutes by car from Harding's Beach, Lighthouse Beach, and Cockle Cove Beach.
This dog-friendly property accommodates up to 12 guests with a well-equipped kitchen, an open-concept living area, an outdoor deck with a grill, and central air conditioning, providing a comfortable base for exploring the Cape Cod area.