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Best Vacation rentals and Airbnb offers in Brewster, MA
Brewster, MA
06/22 – 06/27
$467/nighttotal: $2335 (5 )
Dog Friendly Home | Pond Access | Canoe
1 2
apartment , Brewster
This Brewster cottage offers deeded access to Walkers Pond for kayaking and swimming, and is less than 1 mile from Cape Cod Bay and Nantucket Sound beaches. This 3-bedroom, 2-bathroom dwelling accommodates up to 7 guests with a King bed, Queen bed, twin day bed, and two twin beds, featuring a private backyard with a deck and grill, central heat, window air conditioning, and a fully equipped kitchen with an island.
Brewster, MA
08/04 – 08/08
$435/nighttotal: $1740 (4 )
Sweet Memories- Cozy 2 Bedroom Cottage In West Yarmouth
2 4
cottage , Yarmouth
This cottage is located in West Yarmouth, 4 miles from Hyannis and 5 miles from the Cape Cod Mall, with close proximity to a water park and beaches. This 2-bedroom, 1-bathroom vacation rental accommodates up to 4 guests and features a full kitchen, air conditioning, internet, a garden, a spa, and parking, with kayaking, motor boating, and fishing opportunities nearby.
Brewster, MA
08/04 – 08/08
$450/nighttotal: $1800 (4 )
93 M² House ∙ 2 Bedrooms ∙ 8 Guests
2 4
house , Dennis
This house in Dennis Port is located 0.3 miles from the beach and offers easy access to restaurants and pubs. This 1000 square foot home accommodates 8 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, tennis court, and parking.
Brewster, MA
08/04 – 08/08
$533/nighttotal: $2132 (4 )
New For 2026! 1/2 Mile To Swan Pond (2414)
2 4
cottage , Dennis
This Dennis Port seaside cottage offers stunning ocean views and is an 8-minute drive from both Cape Cod Beaches and Sea Street Beach. The 820-square-foot house features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, in-unit laundry, Wi-Fi, air conditioning, a garden, and parking.
8.6 4 reviews
Brewster, MA
06/26 – 06/29
$554/nighttotal: $1662 (3 )
Thayer Thicket | Newly Renovated House In South Dennis With Great Location
3 6
apartment , Dennis
This South Dennis vacation rental is located on a leafy property, a few blocks from the Cape Cod Rail Trail and three miles from Sea Street and Haigis Beaches. This 960 sq ft apartment offers 3 bedrooms and accommodates up to 7 guests with amenities including a full kitchen, air conditioning, and complimentary WiFi.
9.3 84 reviews
Brewster, MA
08/04 – 08/08
$583/nighttotal: $2332 (4 )
Captain Alexanders Spa & Putting Green Not A Vacation Home But A Destination.
2 4
apartment , Harwich
This Harwich vacation rental is conveniently located just a 10-minute walk from Cape Cod Beaches and Earle Road Beach, offering easy access to the beautiful coastline. Guests consistently rate this property as excellent, highlighting its comfortable accommodations and convenient amenities. This home features a private fenced yard, perfect for relaxing and enjoying the outdoors. Enjoy the spa tub, barbecue grills, fully equipped kitchen, free Wi-Fi, and a quiet location near the beach.
Brewster, MA
06/26 – 06/29
$677/nighttotal: $2031 (3 )
Game Room, Central Ac, Short Drive To Beaches!
3 6
apartment , Eastham
This Eastham rental, a 3-bedroom, 3-bathroom house, is located a short drive from Campground Beach, Cooks Brook Beach, Coast Guard Beach, and Nauset Light Beach. This 1720 sq ft home accommodates up to 6 guests and features a game room with foosball, a private yard, a large back deck, an outdoor shower, and central air conditioning.
10 12 reviews
Brewster, MA
07/18 – 07/25
$1153/nighttotal: $8071 (7 )
Just A Few Steps To Ellis Landing Beach!
3 6
apartment , Brewster
This three-bedroom, two-bathroom apartment in Brewster is located just steps from Ellis Landing Beach and a short drive from local shops and restaurants. This rental offers a private loft with a king-size bed and smart TV, a propane grill for outdoor dining, and a washer/dryer for guest convenience.
9.6 407 reviews
Brewster, MA
06/26 – 06/29
$1092/nighttotal: $3276 (3 )
Pleasant Bay Village Resort
1 6
resort , Chatham
The Pleasant Bay Village Resort is located in Chatham, Massachusetts, just 2.5 miles from the Chatham Railroad Museum and an 8-minute drive from the Chatham Lighthouse. This 4-star resort has received excellent user ratings for its location, cleanliness, and overall experience. The resort offers spacious rooms with comfortable furnishings, floral décor, cable TV, a fridge, and a work desk. Guests can enjoy a variety of amenities and activities, including a seasonal outdoor pool, a hot tub, a game room, a children's playground, ping-pong, laundry facilities, and a restaurant.
9.0 301 reviews
Brewster, MA
08/04 – 08/08
$491/nighttotal: $1964 (4 )
Riverview Resort
1 4
resort , Yarmouth
Situated in Bass River, Yarmouth, Riverview Resort By Vri Americas offers self-catering apartments just a short walk from popular attractions like Pirate's Cove Mini Golf, Main Street, and Whydah Pirate Museum. With excellent user, location, and cleanliness ratings, this aparthotel provides a comfortable and convenient stay for travelers. The apartments feature kitchenettes, refrigerators, and microwaves, allowing guests to prepare their own meals. Many apartments also have balconies, providing scenic outdoor spaces to enjoy the fresh air. The resort also offers an indoor pool, fitness center, free Wi-Fi, self-parking, and DVD players in the apartments.
Brewster, MA
07/18 – 07/25
$647/nighttotal: $4529 (7 )
149 M² Condo ∙ 3 Bedrooms ∙ 7 Guests
3 6
apartment , Brewster
This end-unit villa in Endicott Village at Ocean Edge Resort is steps from the Arbor Pool and a short walk to the Cape Cod Rail Trail and Route 6A. This 1,590 sq ft residence accommodates up to 7 guests with 3 bedrooms and 3 bathrooms, featuring a full kitchen, air conditioning, Wi-Fi, and includes a Sports Membership for access to resort amenities and daily activities such as golfing and whale watching cruises.
Brewster, MA
06/27 – 07/11
$517/nighttotal: $7238 (14 )
Pool Privileges At Ocean Edge Resort! (Fees Apply)
1 2
apartment , Brewster
This one-bedroom condo is located in Brewster, within the Ocean Edge Resort, close to Route 6A/Main Street and Route 137. The surrounding area offers a mix of nautical shops, restaurants, and access to Cape Cod beaches and the National Seashore. The apartment comfortably accommodates up to 6 guests with a queen bed in the primary bedroom and a daybed and trundle in the loft. Enjoy amenities such as a private patio, a gas grill, a swimming pool, a tennis court, and access to the Jack Nicklaus-designed golf course.
Best Brewster, MA vacation rentals with a balcony
9.2 10 reviews
Brewster, MA
06/27 – 07/11
$678/nighttotal: $9492 (14 )
Immaculate Three Bedroom Home In West Harwich!
3 2
apartment , Harwich
This Harwich vacation home offers easy access to Earle Road Beach and Pleasant Road Beach, both within a 15-minute walk, and is less than a mile from Cape Cod Baseball & Bumper Boats and Allen Harbor Marina. The 1,170-square-foot house sleeps seven guests in three bedrooms and two bathrooms and boasts a swimming pool, tennis court, and on-site water park, plus amenities including a fully equipped kitchen, free Wi-Fi, and gas grills.
Brewster, MA
06/26 – 06/29
$1641/nighttotal: $4923 (3 )
Hilltop Home With Water Views, 3 Floors Including Decks (2433)
5 6
apartment , Dennis
This Cape Cod residence in Dennis offers expansive views of Scargo Lake and Cape Cod Bay, situated near the Cape Playhouse and the Cape Cod Museum of Natural History. This 5-bedroom, 4-bathroom house accommodates up to 12 guests and features three levels of living space, a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, garden, and parking.
10 4 reviews
Brewster, MA
06/27 – 07/11
$1072/nighttotal: $15008 (14 )
Waterfront Home With Hot Tub, Firepit And Game Room
4 2
apartment , Eastham
This Eastham vacation home sits less than a mile from the Eastham Windmill and Cape Cod National Seashore, and within two miles of Salt Pond Visitor Center and Herring Brook Beach. This 2,520-square-foot seaside rental boasts four bedrooms, five bathrooms, sleeps eight, and includes a Jacuzzi, terrace, game room, and barbecue grills.
10 1 review
Brewster, MA
06/22 – 06/27
$339/nighttotal: $1695 (5 )
Renovated 2nd-floor Corner Unit, New Interiors. Beach, Parking Passes On Us.
1 2
apartment , Brewster
This one-bedroom condo is located within the Ocean Edge resort in Brewster, offering resort amenities and convenient access, approximately 0.5 miles from Nickerson State Park and close to Cape Cod Beaches. This newly renovated unit accommodates up to 4 guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a private balcony, garden access, and dedicated parking, with beach chairs, towels, and an umbrella provided for your use.
Browse Family-Friendly Vacation Rentals in Brewster, MA
Perfect for family trips, these spacious Brewster, MA rentals and Airbnbs provide easy access to local beaches.
Brewster, MA
06/27 – 07/11
$856/nighttotal: $11984 (14 )
211 M² House ∙ 5 Bedrooms ∙ 9 Guests
5 2
house , Harwich
This historic waterfront residence is located on the Herring River in Harwich, MA, offering direct access and is minutes from Harwich Port, Nantucket Sound beaches, and the Cape Cod Rail Trail. This 2260 sq ft home accommodates up to 9 guests with 5 bedrooms and 2.5 bathrooms, featuring a full kitchen, air conditioning, internet, parking, and complimentary daily activities including golf, bike and kayak rentals, whale watching cruises, and ferry tickets to Martha's Vineyard and Nantucket.
9.8 111 reviews
Brewster, MA
06/22 – 06/27
$418/nighttotal: $2090 (5 )
Cozy Cape Condo Minutes From Brewster Beaches
1 2
apartment , Brewster
This Brewster condo, located on the Ocean Edge Resort Golf Course, offers easy access to Breakwater Beach and Crosby Landing Beach, plus proximity to restaurants like The Brewster Fish House. The 2-bedroom, 2-bathroom unit sleeps 6, features a fully equipped kitchen, patio overlooking the golf course, beach gear, and a 55-inch 4K Samsung TV with streaming services.
10 3 reviews
Brewster, MA
08/04 – 08/08
$953/nighttotal: $3812 (4 )
Family Cottage Near Beach, Trails & Golf, Sleeps 6
3 4
apartment , Yarmouth
This South Yarmouth vacation home is located in the Bass River district, a 9-minute walk from Bass River Sports World and a 2-minute drive from Cape Cod beaches. The three-bedroom, one-bathroom rental sleeps six, features a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, and a private garden with parking; nearby attractions include Mayflower Beach and Cape Cod Inflatable Park.
Brewster, MA
06/27 – 07/11
$464/nighttotal: $6496 (14 )
Condo ∙ 2 Bedrooms ∙ 6 Guests
2 2
apartment , Brewster
This two-bedroom, two-bathroom townhouse is located in the Ocean Edge Resort's Howland Village section of Brewster, conveniently situated between Route 6A and Route 137, offering easy access to local shops and restaurants. The nautical-themed property features a remodeled kitchen with stainless steel appliances, a private patio with a grill, a lofted area with a queen-size sleep sofa accommodating up to six guests, and amenities including a washer/dryer, Wi-Fi, Apple TV, and premium cable TV; access to the Ocean Edge Resort pool is available with a separately purchased pass.
Frequently Asked Questions about vacation rentals in Brewster, MA
Which walking or cycling routes are the best in Brewster, MA?
The Cape Cod Rail Trail is a popular choice for both walking and cycling. It's a paved path that stretches for miles, offering beautiful scenery and a chance to explore the area. For a shorter walk, try the Brewster Town Hall Green, a lovely park in the heart of town.
What are the best Airbnb and vacation rentals in Brewster, MA?
What sports or outdoor activites can visitors enjoy in and around Brewster, MA?
Of course, you'll want to spend time on the beaches, swimming, sunbathing, and maybe even trying some surfing or kayaking. The Cape Cod National Seashore offers hiking trails, fishing, and birdwatching. For a fun family activity, head to the Brewster Ladies Library and enjoy the playground.
What are the most popular Airbnbs in Brewster, MA?
What other towns or cities can be easily accessed from Brewster, MA?
You can easily reach Chatham to the south, Orleans to the north, and Provincetown at the tip of the Cape. If you want to explore the mainland, Hyannis is a short drive away. It's a great place to catch a ferry to the islands of Nantucket and Martha's Vineyard.
What are the best vacation rentals with a pool in Brewster, MA?
What amenities are commonly available in vacation rentals in Brewster, MA?
Most vacation rentals in Brewster offer the basics like bedrooms, bathrooms, kitchens, and living areas. Many also have private decks or patios, firepits, and outdoor grills. Some even come with hot tubs or swimming pools.
What are the best rentals for families and kids in Brewster, MA?
What time of year is best to rent a vacation rental Brewster, MA?
The best time to visit Brewster depends on what you're looking for. Summer is the most popular time, with warm weather and plenty of sunshine. Spring and fall are also great times to visit, with milder temperatures and fewer crowds. If you're looking for a quiet getaway, winter can be a good option.
What are the best rentals or Airbnbs with a jacuzzi in Brewster, MA?
Brewster is known for its fresh seafood, so you'll want to try some lobster rolls, clam chowder, and fried clams. Cape Cod cranberry is another local specialty. You can find it in everything from pies to sauces to jams.
Destinations nearby
Best Brewster, MA vacation rentals with parking
Brewster, MA
08/04 – 08/08
$438/nighttotal: $1752 (4 )
Yarmouth Cottage Steps To Water Park & Near Beach
1 4
cottage , Yarmouth
This West Yarmouth cottage offers unbeatable proximity to the Cape Cod Inflatable Park, located just steps away, and is minutes from multiple Cape Cod beaches and a 10-minute drive to downtown Hyannis shops, restaurants, and harbor. This 1-bedroom, 1-bathroom rental accommodates up to 4 guests and features a full kitchen, Smart TV, air conditioning, a garden with seating and a fire pit, an outdoor shower, and includes four beach chairs and parking for two vehicles.
8.0 1 review
Brewster, MA
07/18 – 07/25
$753/nighttotal: $5271 (7 )
Close To Bike Path 1 Mile To Beaches
3 6
house , Chatham
This Chatham vacation home is conveniently located near a bike path, less than two miles from Ridgevale and Cockle Cove beaches. This 1960-square-foot house features three bedrooms, two bathrooms, and accommodates up to eleven guests, offering amenities such as a fully equipped kitchen, free Wi-Fi, a fireplace, and a private garden.
9.4 8 reviews
Brewster, MA
07/18 – 07/25
$476/nighttotal: $3332 (7 )
Spacious Harwich Haven Near Round Cove (1116)
3 6
apartment , Harwich
This 3-bedroom, 2-bathroom house in Harwich is located on a quiet cul-de-sac, 0.5 miles from Round Cove on Pleasant Bay, offering convenient access to Chatham and Orleans. This rental accommodates up to 6 guests and features a well-equipped kitchen, air conditioning, a garden, parking, and is 800 meters from Round Cove, with opportunities for sailing, surfing, and fishing nearby.
Brewster, MA
06/22 – 06/27
$481/nighttotal: $2405 (5 )
Beautiful Property W Separate Apartment
4 2
house , Brewster
This Brewster vacation home is conveniently located 12 miles from the Nauset Lighthouse, 19 miles from the Wellfleet Bay Wildlife Sanctuary, and 20 miles from Cape Cod National Seashore. This spacious 2,510-square-foot property features four bedrooms, three bathrooms, and can accommodate up to 15 guests, including a separate apartment, a fully equipped kitchen, free Wi-Fi, and a private entrance.
Neighborhoods and points of interest in Brewster, MA
Choose the Right Vacation Rentals with a Pool in Brewster, MA
Enhance your coastal getaway with a Brewster, MA vacation rental featuring a pool.
9.7 22 reviews
Brewster, MA
06/22 – 06/27
$474/nighttotal: $2370 (5 )
Coastal Oasis: Brewster-cape Cod
1 2
house , Brewster
This Brewster townhome, located in the Villages of Ocean Edge Resort, offers easy access to Brewster and Orleans beaches and Route 6A, placing you minutes from shops, art galleries, and the Cape Cod Rail Trail. The 2-bedroom, 2-bathroom vacation rental sleeps six, boasting a fully equipped kitchen, in-unit laundry, a private swimming pool, jacuzzi, and access to resort amenities including tennis, pickleball, and kayaking.
8.3 2671 reviews
Brewster, MA
08/04 – 08/08
$701/nighttotal: $2804 (4 )
The Mansion At Ocean Edge Resort & Golf Club
1 4
resort , Brewster
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. The resort has excellent ratings for location, cleanliness, and overall experience. The resort offers spacious villas with full kitchens and living rooms, ideal for families or groups. Guests can enjoy a private beach, indoor and outdoor pools, a golf course, tennis courts, a kids' club, multiple dining options, and a fitness center.
Brewster, MA
06/26 – 06/29
$1769/nighttotal: $5307 (3 )
The Salty Dolphin - Den - Dw7
1 6
house , Dennis
The Salty Dolphin - DEN - 7DW is a house located in Dennis, a 17-minute walk from Mayflower Beach and 19 miles from Nauset Lighthouse. This 2460 square foot home accommodates 19 guests with 4 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a garden, and parking, with complimentary WiFi.
Brewster, MA
08/04 – 08/08
$505/nighttotal: $2020 (4 )
Studio W/ Kitchenette & Patio In Cape Cod
1 4
studio , Yarmouth
This South Yarmouth studio apartment is conveniently located a 4-minute walk from Pirate's Cove Mini Golf and a 6-minute walk from Main Street, offering easy access to shops and restaurants. This unit sleeps four guests and features a fully equipped kitchen with a refrigerator and microwave, in-unit laundry, air conditioning, a swimming pool, a jacuzzi, a terrace, on-site parking, and free Wi-Fi.
Find the Best Seaside Vacation Rentals in Brewster, MA
Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Brewster, MA. Book your next shoreside stay today.
Brewster, MA
06/26 – 06/29
$1312/nighttotal: $3936 (3 )
Walk To Ryder Cove Wet Bar & Hot Tub
4 6
house , Chatham
9.7 7 reviews
Brewster, MA
06/22 – 06/27
$308/nighttotal: $1540 (5 )
Little Mac | Rustic & Cozy | Private Beach Access
1 2
cabin , Brewster
9.7 107 reviews
Brewster, MA
07/18 – 07/25
$1023/nighttotal: $7161 (7 )
Private Beach Access Wrap Around Porch!
3 6
apartment , Orleans
9.6 33 reviews
Brewster, MA
07/18 – 07/25
$1697/nighttotal: $11879 (7 )
Waterfront On Cape Cod Bay!
4 6
apartment , Orleans
Traveler-Approved Luxury Vacation Rentals in Brewster, MA
Indulge in a luxury vacation rental in Brewster, MA, where high-end design meets world-class 5-star comfort.
9.2 1098 reviews
Brewster, MA
08/04 – 08/08
$5687/nighttotal: $22748 (4 )
Chatham Bars Inn
2 4
resort , Chatham
Explore Vacation Rentals with Saunas in Brewster, MA
Recover properly with on-site sauna access, a standard feature at these premier Brewster, MA vacation rentals.
