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Brewster, MA place to stay
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1274 Lodgings in Brewster, MA

Best Brewster, MA lodging with a pool

Among the 1274 accommodations in Brewster, MA, here are the 4 best ones with a pool

Enjoy Your Own Private Pool In Chatham! (2252) - Brewster, MA
9.6 4 reviews

Enjoy Your Own Private Pool In Chatham! (2252)

apartment, Chatham
This four-bedroom apartment is located in South Chatham, a short drive from the beautiful beaches and shops of the area. The apartment offers two fully equipped living spaces perfect for two families or in-laws travelling together, with a private pool, two decks, a gas grill, shuffleboard, and cornhole.
108 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Brewster, MA
10 3 reviews

108 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Brewster
This nautical-themed townhouse is situated in Howland Village, a peaceful neighbourhood in Brewster, just a short distance from the Ocean Edge Resort and Golf Club. It has received excellent reviews from previous guests.
This two-bedroom apartment spans 108 square metres and can comfortably accommodate up to six guests. The property offers a range of amenities, including a fully equipped kitchen, a washer and dryer, a gas fireplace, a furnished patio with a Weber grill, and access to the Ocean Edge Resort pool.
Pool, Half Mile To Beach! - Brewster, MA
10 2 reviews

Pool, Half Mile To Beach!

apartment, Harwich
This Harwich holiday home enjoys a hilltop position, less than 1km from Jackknife Beach and 0.6km from the Wequassett Resort.
This five-bedroom property, boasting 236 square metres of floor space, offers four bathrooms, a private pool (seasonal), and accommodates up to ten guests, with added amenities including a games room and parking.
Summer 2027 Open For Booking, 5% Off Early Booking - Brewster, MA
9.8 73 reviews

Summer 2027 Open For Booking, 5% Off Early Booking

house, Brewster
This charming townhouse is situated within the Ocean Edge Resort in Brewster, offering easy access to the resort's amenities and a short drive from the beautiful Cape Cod National Seashore. The property has received excellent ratings for its location, cleanliness and overall experience.
The townhouse has two bedrooms and can accommodate up to five guests. Guests will enjoy a range of amenities, including a private patio, a well-equipped kitchen with modern appliances, a swimming pool, a jacuzzi, a sauna, a spa and a fitness centre.

Best family friendly Brewster, MA lodging

Among the 1274 accommodations in Brewster, MA, here are the 4 best for families

House ∙ 3 Bedrooms ∙ 9 Guests - Brewster, MA
9.5 4 reviews

House ∙ 3 Bedrooms ∙ 9 Guests

house, Brewster
This three-bedroom apartment is located in Brewster, just 0.3 kilometres from Saint Landing Beach and a short distance from Mant's Landing Beach, offering easy access to the beautiful beaches of Cape Cod Bay. The apartment has received very good user ratings, making it a popular choice for travellers.
The property is spacious, with a game room featuring a pull-out sofa, foosball table, and pool table, making it ideal for families or groups of up to nine people. The apartment features a well-equipped kitchen, a terrace or balcony, a garden, central air conditioning, and a washer and dryer, ensuring a comfortable and convenient stay.
Just A Few Steps To Ellis Landing Beach! - Brewster, MA
No reviews

Just A Few Steps To Ellis Landing Beach!

house, Brewster
This Brewster residence is situated a few steps from Ellis Landing Beach and a short drive from the town's shops, restaurants, and galleries, with Snowy Owl coffee shop just 5 minutes away by car.
This family-friendly house offers accommodation for up to 6 guests across 3 bedrooms and 2 bathrooms, featuring a private loft with a king-size bed and smart TV, an outdoor grilling area, WiFi, and air conditioning.
Walk To Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & Ac! - Brewster, MA
10 8 reviews

Walk To Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & Ac!

apartment, Harwich
This Harwich Port holiday home is a 15-minute walk from Harwich Port and Cape Cod beaches, and within 3.2km of Red River and Bank Street beaches.
This 84 square metre property sleeps six, boasting three bedrooms, one bathroom, a fully equipped kitchen, swimming pool, spa, private patio, barbecue grills, free Wi-Fi, and on-site water park access.
Brewster Roost, In Villages Of Ocean Edge Resort - Brewster, MA
9.8 102 reviews

Brewster Roost, In Villages Of Ocean Edge Resort

apartment, Brewster
This Brewster condo, located within the Ocean Edge Resort, is an 8-minute (approximately 13km) drive from Brewster's beaches and near a private horse farm.
The 1100 sq ft property offers two bedrooms (each with a queen and twin bed), 1.5 bathrooms, sleeper sofas, accommodating up to five guests, and boasts a fully equipped kitchen, a 50-inch TV, and resort access including pools, a fitness centre (fees apply), and on-site activities.

Frequently asked questions about accommodations in Brewster, MA

  • What are the must-see sites in or near Brewster, MA?

    Brewster is a charming town with a lot to offer! You should definitely check out the Cape Cod Rail Trail for a scenic walk or bike ride. The Cape Cod Museum of Natural History is also a great place to learn about the local ecosystem. If you're looking for some history, the Dr. William Brewster Memorial Garden is a lovely spot to relax and learn about the town's namesake.
  • How can travelers reach Brewster, MA?

    The easiest way to get to Brewster is by car. It's about a two-hour drive from Boston and about an hour from Providence. You can also get to Brewster by bus, but it's a bit more time-consuming. The nearest airport is in Hyannis, which is about 20 minutes away. Of course, you can always take the ferry from the mainland, but it's not the quickest option.
  • What outdoor activities can visitors enjoy in and around Brewster, MA?

    Brewster is a great place to enjoy the outdoors! You can go swimming, sunbathing, and kayaking at the beautiful beaches like Breakwater Beach and Crosby Landing Beach. There are also plenty of hiking trails in the area, like the Cape Cod Rail Trail and the Nickerson State Park. If you're looking for something a little more adventurous, you can go fishing or rent a boat to explore the nearby waterways.
  • When is the ideal time to plan a trip to Brewster, MA?

    The best time to visit Brewster is during the summer months, from June to August, when the weather is warm and sunny. It can get a bit crowded, though. If you prefer a more relaxed atmosphere, you might want to visit during the shoulder seasons, in the spring or autumn. The fall foliage is spectacular in October.
  • What are the best walking or cycling routes in Brewster, MA?

    The Cape Cod Rail Trail is a great option for both walking and cycling. It's a 22-mile paved path that runs through several towns, including Brewster. You can also find some shorter trails in Nickerson State Park, like the Freeman's Path and the Mill Pond Loop.
  • What nearby towns or cities can be explored from Brewster, MA?

    Brewster is a great base for exploring the Cape. You can easily drive to nearby towns like Chatham, Orleans, and Provincetown. You can also take a ferry to Nantucket or Martha's Vineyard.
  • What amenities can travelers expect from accommodations in Brewster, MA?

    You'll find a variety of accommodations in Brewster, from cozy bed and breakfasts to larger hotels. Most places have amenities like free Wi-Fi, parking, and swimming pools. Some even have private beaches or hot tubs.

Popular destinations

Best Brewster, MA accommodations with a balcony

Tjs Tide: Prime Location Condo W/ Outdoor Deck - Brewster, MA
10 1 review

Tjs Tide: Prime Location Condo W/ Outdoor Deck

house, Harwich
TJs Tide, a Harwich Port holiday home, is situated a 7-minute walk from Bank Street Beach and within 32km of Cape Cod National Seashore.
This self-catering property sleeps nine guests, boasting two bathrooms, a well-equipped kitchen with dishwasher, microwave, and fridge, air conditioning, and Wi-Fi; nearby attractions include Nauset Lighthouse (29km) and Wellfleet Bay Wildlife Sanctuary (30km).
Bright Harwich Port Apartment Close To Beach - Brewster, MA
No reviews

Bright Harwich Port Apartment Close To Beach

apartment, Harwich
This luxury holiday flat is located in Harwich Port village, 300 meters from Bank Street Beach and close to local shops and restaurants.
This 92 square meter apartment sleeps four guests and features a spacious kitchen with GE Café Series appliances, a den with a queen-size sleeper sofa, a private deck, and includes complimentary linens, beach equipment, and daily free tickets to local attractions through Xplorie.
New Cape Cod Condo Near Beaches - Brewster, MA
10 4 reviews

New Cape Cod Condo Near Beaches

house, Brewster
This Cape Cod condominium in Brewster is located 19 kilometres from Nauset Lighthouse and 21 kilometres from Wellfleet Bay Wildlife Sanctuary.
This property offers 7 square metres of floor area, accommodates up to 7 guests with 1 bedroom and 1 bathroom, and includes WiFi, private parking, and a fireplace.
Steps To Bayside Beach, Central Ac, Large Backyard! - Brewster, MA
10 1 review

Steps To Bayside Beach, Central Ac, Large Backyard!

apartment, Brewster
This non-smoking holiday home in Brewster is situated within 450 metres of Cape Cod Beaches and 1.1 kilometres of Paine's Creek Beach, offering easy access to fishing and maritime activities.
This 232 square metre residence accommodates up to six guests, featuring three bedrooms, two bathrooms, a well-equipped kitchen with a fridge and microwave, air conditioning, Wi-Fi, and a garden with a balcony.

Best Brewster, MA accommodations with a kitchen

Ocean Edge Townhouse W/ Access To Resort Amenities - Brewster, MA
10 13 reviews

Ocean Edge Townhouse W/ Access To Resort Amenities

house, Brewster
This Brewster townhouse enjoys a central location, within walking distance of the Cape Cod Rail Trail and Nickerson State Park, and less than 6.4 km from beautiful beaches.
The two-bedroom, two-bathroom property sleeps five guests, offering a king bedroom, a loft with queen and twin beds, a fully equipped kitchen including dishwasher, a private patio, and access to a shared lawn; optional resort pool passes are available.
Sea Inspired: A Cape Cod Escape-harwich/chatham - Brewster, MA
9.9 168 reviews

Sea Inspired: A Cape Cod Escape-harwich/chatham

apartment, Harwich
This three-bedroom Cape Cod house, situated on the South Harwich/Chatham border, is approximately 1.6km from Red River Beach and Bucks Pond, offering easy access to both the coast and inland waterways.
The 3-bedroom property boasts a spacious open-plan living/dining/kitchen area, sleeps six guests comfortably, and includes a fully equipped kitchen, air conditioning, a garden, parking, and a deck with gas grill; nearby attractions include the Cape Cod Rail Trail.
Rare Aug 29sept 5 Opening! 5br  Heated Pool  Near Beaches  Last-minute Rate - Brewster, MA
9.8 57 reviews

Rare Aug 29sept 5 Opening! 5br Heated Pool Near Beaches Last-minute Rate

apartment, Brewster
This charming house is located in a peaceful cul-de-sac in Brewster, just a short drive from Nickerson State Park and several beautiful beaches. It has received excellent user ratings, making it a popular choice for families and groups. The property spans 260 square metres and comfortably accommodates up to 12 guests. This spacious home boasts a private heated pool, a large outdoor area with a fire pit and grills, a well-equipped kitchen, comfortable living spaces, and a basement with entertainment options.
Modern Coastal Retreat, Beach, Pools & Bike Trails - Brewster, MA
9.9 14 reviews

Modern Coastal Retreat, Beach, Pools & Bike Trails

apartment, Brewster
This 2-bedroom condo is situated within the Ocean Edge Resort in Brewster, offering direct access to resort amenities and proximity to the Cape Cod Rail Trail and Nickerson State Park, approximately 3.5 kilometres away.
This family-friendly accommodation for up to 6 guests boasts a king ensuite bedroom, a bunk room, a fully equipped kitchen with a washer/dryer, a private patio with a grill, and on-site activities including kayaking and tennis.
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