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Best Vacation rentals and Airbnb offers in Brewster, MA
9.2 1098 reviews
Brewster, MA
08/04 – 08/08
$5687/nighttotal: $22748 (4 )
Chatham Bars Inn
2 4
resort , Chatham
Chatham Bars Inn sits directly on the Atlantic Ocean in the charming town of Chatham, Massachusetts, offering stunning ocean views and easy access to the beach. The resort has consistently received excellent ratings for its location, user experience, and cleanliness. The inn features a variety of accommodations, from cozy rooms to spacious suites. Guests can enjoy a range of amenities, including a heated pool, a private beach, a spa, a fitness center, and multiple dining options.
10 3 reviews
Brewster, MA
08/04 – 08/08
$467/nighttotal: $1868 (4 )
Quiet North Side Beach House
1 4
apartment , Dennis
This Dennis, MA house rental is 1.3 miles from Cold Storage Beach, Sesuit Harbor, and local shops and restaurants. The two-bedroom, one-bathroom home sleeps six, features a private garden with a gas fire pit and outdoor shower, and offers bike and kayak storage, a gas grill, and easy access to Crowes Pasture Conservation Area.
9.5 33 reviews
Brewster, MA
06/22 – 06/27
$495/nighttotal: $2475 (5 )
Spacious Home By Beach Dog Welcome!
3 2
apartment , Brewster
This Brewster apartment rental is minutes from Bayside beaches and Nickerson State Park, offering easy access to outdoor recreation. The 1190-square-foot property boasts a spacious layout with vaulted ceilings, three bedrooms sleeping six, two bathrooms, and amenities including a private backyard with fire pit, screened porch, sunroom, and stainless steel appliances.
10 1 review
Brewster, MA
08/04 – 08/08
$554/nighttotal: $2216 (4 )
Peaceful Retreat On Chilton Lane
2 4
apartment , Brewster
This Brewster condo rental, located on Chilton Lane, offers easy access to Brewster's beaches, bike trails, and the town center. The 935-square-foot apartment features two bedrooms, two bathrooms, and can comfortably accommodate five guests, boasting a modern kitchen, pondside patio, and access to Ocean Edge Resort amenities (for an additional fee).
8.1 1310 reviews
Brewster, MA
08/04 – 08/08
$578/nighttotal: $2312 (4 )
Blue Water Resort
1 4
resort , Yarmouth
The Blue Water Resort is located in South Yarmouth, Massachusetts, just a short distance from the town center and Cape Cod beaches. The resort has received very good user ratings, an excellent location rating, and a good cleanliness rating. This oceanfront hotel offers a private beach, a swimming pool, a jacuzzi, and a terrace. Guests can enjoy on-site restaurants and bars, a fitness center, room service, and parking.
9.9 21 reviews
Brewster, MA
06/22 – 06/27
$855/nighttotal: $4275 (5 )
Modern A-frame Farm Stay! One Bedroom+ Loft
1 2
gîte , Brewster
This A-frame vacation rental is located in Brewster, just off the Cape Cod Rail Trail and a short drive from Sheep's Pond and the bay beaches. The property has received excellent ratings for location, cleanliness, and overall experience. This modern two-bedroom cabin sleeps up to four guests and boasts a private pool, a garden, and parking. Guests can enjoy horseback riding, swimming, biking, and exploring the nearby beaches and trails.
Brewster, MA
08/04 – 08/08
$520/nighttotal: $2080 (4 )
Marsh View 4 You: Spacious Retreat, Near Beach, Salt Marsh View: Backyard Oasis
1 4
apartment , Yarmouth
This apartment in Yarmouth Port is less than 1 mile from Gray's Beach and the Bass Hole Boardwalk, offering direct salt marsh views and a private lower-level retreat. This 1100 square foot dwelling accommodates up to four guests with one bedroom and one bathroom, featuring a home theatre, a fully equipped kitchenette with a marble bar, and access to a backyard oasis with kayaks, bikes, and beach gear.
10 2 reviews
Brewster, MA
06/20 – 06/27
$743/nighttotal: $5201 (7 )
Waterfront On Long Pond And Black Pond!
2 2
cottage , Brewster
This Brewster cottage rental sits on Black Pond and Long Pond, 0.3 miles from the Cape Cod Rail Trail, offering easy access to Brewster's shops and beaches. The three-bedroom, one-bathroom house sleeps up to eight guests and includes three kayaks, a fully equipped kitchen, air conditioning, Wi-Fi, and an outdoor shower, all perfect for enjoying the waterfront location.
Brewster, MA
06/20 – 06/27
$498/nighttotal: $3486 (7 )
Relaxing Eastham Retreat With Waterfront Views
2 2
cottage , Eastham
This Eastham rental cottage offers direct waterfront access on Town Cove with a private dock, located within 2 miles of Rock Harbor Beach and the Cape Cod Rail Trail. This 550 sq ft cottage sleeps 4 guests, features 2 bedrooms and 1 bathroom, includes complimentary bed and bath linens, and provides daily free tickets to local attractions through Xplorie, such as Island Cruises and Whale Watch.
Best Brewster, MA vacation rentals with a balcony
Brewster, MA
06/22 – 06/27
$1346/nighttotal: $6730 (5 )
Enjoy Harwich, Pool, Large Hot Tub & Ac!
1 2
house , Harwich
This Harwich house is located 15 miles from the Cape Cod National Seashore, 12 miles from Nauset Lighthouse, and 13 miles from Wellfleet Bay Wildlife Sanctuary. This 2060 sq ft residence accommodates up to 31 guests with 1 bedroom and 3 bathrooms, offering a private balcony, a hot tub, air conditioning, a fully equipped kitchen, and complimentary Wi-Fi and parking.
Brewster, MA
08/04 – 08/08
$430/nighttotal: $1720 (4 )
Studio Flat ∙ 1 Bedroom ∙ 4 Guests
1 4
studio , Yarmouth
This South Yarmouth studio, located at Riverview Resort, is less than a mile from restaurants and under two miles from Seagull Beach, offering easy access to Captain Parker's Pub and the Whydah Pirate Museum. The unit sleeps four with a queen bed and full-size sleeper sofa, and includes a kitchenette with a refrigerator and microwave, plus free Wi-Fi, air conditioning, a private balcony, and access to resort amenities like pools, a hot tub, and a fitness center.
10 3 reviews
Brewster, MA
08/04 – 08/08
$954/nighttotal: $3816 (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.
10 1 review
Brewster, MA
06/20 – 06/27
$1055/nighttotal: $7385 (7 )
Beautiful And Pristine Rental In South Chatham.. Recently Reduced!
2 2
apartment , Chatham
This South Chatham vacation rental is located within one mile of Forest Beach and Cape Cod Beaches, and within two miles of Red River Beach and Cockle Cove Beach, offering easy access to South Chatham's attractions. This 1910-square-foot home features three bedrooms, two and a half bathrooms, and accommodates six guests, boasting amenities such as air conditioning, a terrace, parking, on-site laundry, a dishwasher, and a TV.
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.
9.8 18 reviews
Brewster, MA
06/20 – 06/27
$1015/nighttotal: $7105 (7 )
Private Home, Sleeps 8, Beautiful Outdoor Living, Quick Walk To The Beach.
3 2
apartment , Brewster
This Brewster vacation home, located in a rural area half a mile from Ellis Landing beach and walking distance to local shops and restaurants, offers easy access to Cape Cod attractions like Ocean Edge Golf Club and the Cape Cod Museum of Natural History. The 3-bedroom, 3-bathroom rental boasts a handicapped-accessible primary suite, spacious deck, fire pit, game area, and parking for six cars, accommodating up to eight guests and providing amenities such as a full kitchen, laundry, Wi-Fi, and on-site recreation including cornhole and badminton.
10 23 reviews
Brewster, MA
06/20 – 06/27
$870/nighttotal: $6090 (7 )
Private Beach Access, Great Family Get Away.
4 2
apartment , Brewster
This family-friendly vacation home is located in Brewster, just a short distance from Cape Cod Beaches, Breakwater Beach, and Ocean Edge Golf Club. The 1,500 square foot house features four bedrooms, two bathrooms, and can accommodate up to eight guests, with amenities including a fully equipped kitchen, a fireplace, a patio with a barbecue grill, and a garden.
9.8 55 reviews
Brewster, MA
06/20 – 06/27
$1266/nighttotal: $8862 (7 )
Luxury Renovated 5br Retreat W/ Heated Pool, A/c & Near Beaches + Nickerson Park
5 2
apartment , Brewster
This Brewster vacation rental is located in a quiet cul-de-sac, 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 5-bedroom, 3-bathroom home offers 2,800 square feet of space, comfortably accommodating up to 12 guests. Amenities include a private heated pool, a spacious backyard with a fire pit and grill, a fully equipped kitchen, multiple living areas, and entertainment options for all ages.
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.
9.3 9 reviews
Brewster, MA
06/20 – 06/27
$272/nighttotal: $1904 (7 )
2 Br 1 Ba Chatham Home - Beaches & Lobster Rolls!
1 2
apartment , Chatham
This Chatham apartment rental is centrally located, minutes from Chatham's beaches and downtown. The two-bedroom, one-bathroom unit sleeps four, features a fully equipped kitchen with dishwasher, a private patio, four complimentary bikes, and a dedicated music room.
9.3 3 reviews
Brewster, MA
06/22 – 06/27
$536/nighttotal: $2680 (5 )
Heart Of Brewster 5 Miles To Beach
3 2
house , Brewster
This Brewster vacation home offers easy access to Saints Landing, Robbins Hill, and Breakwater beaches, and is located within 12-15 miles of Nauset Lighthouse, Wellfleet Bay Wildlife Sanctuary, and Cape Cod National Seashore. This 1,020-square-foot property features three bedrooms, two bathrooms, and accommodates up to 13 guests, boasting a fully equipped kitchen, Wi-Fi, a garden, and parking.
9.8 11 reviews
Brewster, MA
06/20 – 06/27
$416/nighttotal: $2912 (7 )
Two Bedroom Condo In Ocean Edge With Central Air
2 2
apartment , Brewster
This family-friendly condo is located in Brewster, just a mile from the Rail Trail Bike Shop and Sheep Pond, and within three miles of Ocean Edge Golf Club and Cape Cod Beaches. This rental has received excellent user ratings. The two-bedroom condo offers 1070 square feet of space and can accommodate up to six guests. Guests can enjoy a range of amenities, including a swimming pool, a garden, a private patio, barbecue grills, and free Wi-Fi.
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.
Brewster, MA
06/22 – 06/27
$1443/nighttotal: $7215 (5 )
Private Pool 3 Mins To Skaket Beach
4 2
house , Orleans
This Orleans vacation home is located near Skaket Beach, a 19-minute walk away, and 1.1 miles from Dyer Prince Beach, offering easy access to other Cape Cod attractions. This 3300-square-foot house features four bedrooms, three bathrooms, and accommodates up to 19 guests, boasting a private pool, fully equipped kitchen with dishwasher, free Wi-Fi, cable TV, and a fireplace.
Brewster, MA
08/04 – 08/08
$834/nighttotal: $3336 (4 )
Oakwood Trail Cottage
1 4
house , Eastham
This accommodation is located in Eastham, a town with a rich history and beautiful beaches, offering guests a chance to explore the area's many attractions. The accommodation has a floor area of 1490 square feet and includes a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, and parking. The accommodation is perfect for a family or group of friends looking for a comfortable and convenient place to stay while exploring Eastham. The kitchen is fully equipped for cooking meals, and the air conditioning will keep guests cool and comfortable during the summer months. The swimming pool is a great place to relax and cool off, and the parking is convenient for guests who are driving.
9.0 300 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.
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
06/20 – 06/27
$1084/nighttotal: $7588 (7 )
Nicely Renovated Cottage Steps To Private Beach
4 2
apartment , Harwich
10 4 reviews
Brewster, MA
06/20 – 06/27
$302/nighttotal: $2114 (7 )
Windswept | Rustic & Cozy| Private Beach Access
1 2
cabin , Brewster
Brewster, MA
08/04 – 08/08
$1051/nighttotal: $4204 (4 )
Screened Porch Overlooking Marsh, Spacious Yard, Patio, Fire Pit, And Close To Beach
2 4
cottage , Eastham
8.8 644 reviews
Brewster, MA
08/04 – 08/08
$861/nighttotal: $3444 (4 )
Red Jacket Beach Resort
1 4
resort , Yarmouth
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.
9.5 27 reviews
Brewster, MA
06/22 – 06/27
$356/nighttotal: $1780 (5 )
Charming Ranch Home With Fast Wifi, Central Air Co
2 2
apartment , Harwich
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.
