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Brewster, MA cottages
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62 Best cottages in Brewster, MA

Best Family-Friendly Cottages in Brewster, MA

Kid-friendly cottages in Brewster, MA with room for the whole family to spread out make vacations a breeze.

33 M² Cottage ∙ 1 Bedroom ∙ 4 Guests - Brewster, MA
10 1 review
Brewster, MA
08/04 – 08/08
$475/nighttotal: $1900 (4 )

33 M² Cottage ∙ 1 Bedroom ∙ 4 Guests

1 4
cottage , Yarmouth
Luckenbooth Cottage, a South Yarmouth studio, offers a short walk to a private Nantucket Sound beach and convenient access to ferries for Nantucket and Martha's Vineyard day trips.
This one-bedroom, one-bathroom unit sleeps four, features a full kitchen with stove, oven, microwave, and fridge, includes a Smart TV and WiFi, and provides access to $750 worth of Xplorie tickets for local attractions.
Cozy Cape Cottage - Brewster, MA
9.2 25 reviews
Brewster, MA
06/22 – 06/27
$401/nighttotal: $2005 (5 )

Cozy Cape Cottage

1 2
cottage , Brewster
This Brewster cottage rental is conveniently located less than 2 kilometers from Nickerson State Park, Linnell Landing Beach, and Ocean Edge Golf Club, offering easy access to Cape Cod's beaches and attractions.
This 500-square-foot vacation home features two bedrooms, one bathroom, and accommodates three guests, complete with a fully equipped kitchen, air conditioning, a patio, and on-site parking.

Best Brewster, MA cottages with a garden

Yarmouth Cottage Steps To Water Park & Near Beach - Brewster, MA
Brewster, MA
08/04 – 08/08
$439/nighttotal: $1756 (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.
Pets Welcome Near Town & Bike Trail (1471) - Brewster, MA
8.4 15 reviews
Brewster, MA
06/20 – 06/27
$399/nighttotal: $2793 (7 )

Pets Welcome Near Town & Bike Trail (1471)

3 2
cottage , Orleans
This Orleans, Massachusetts cottage near Cedar Pond offers easy access to Main Street (under 0.5 miles), the Cape Cod Rail Trail (under 0.5 miles), and Skaket Beach (1 mile).
This three-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen, a renovated bathroom, a deck with a gas grill, and an enclosed outdoor shower; pets are welcome.
Sweet Memories- Cozy 2 Bedroom Cottage In West Yarmouth - Brewster, MA
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.
Screened Porch Overlooking Marsh, Spacious Yard, Patio, Fire Pit, And Close To Beach - Brewster, MA
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
This vacation rental, a cottage in North Eastham, is located 5 miles from South Sunken Meadow Beach and close to the Cape Cod National Seashore.
This 700 square foot dwelling accommodates up to 4 guests in 2 bedrooms and features 2 bathrooms, air conditioning, a full kitchen, and on-site laundry, with opportunities for birdwatching and kayaking nearby.

Frequently Asked Questions about cottages in Brewster, MA

  • What would be a good 1-day itinerary for visiting in and around Brewster, MA?

    Start your day with a walk along the beautiful Brewster Beach, then head to the Cape Cod Rail Trail for a bike ride. In the afternoon, visit the Brewster Historical Society Museum to learn about the area's history. You can end your day by enjoying a delicious seafood dinner at one of the many restaurants in town.
  • What are the best cottages in Brewster, MA?

    Among the cottages in Brewster, MA, The Drake Cottage - Brewster Beach Getaway, Private Woodland Cove Michael's Cottage and Daffodil Cottages #49 are the most popular ones.

  • What are the can't-miss sights in Brewster, MA?

    You definitely want to see the Brewster Lighthouse, which is a classic Cape Cod landmark. Another must-see is the Cape Cod Rail Trail, a great place for walking, biking, and enjoying the natural beauty of the area. Don't forget to check out the Brewster Historical Society Museum, which has a lot of interesting exhibits about the town's history.
  • What are the best cottages with a pool in Brewster, MA?

  • Can you easily explore Brewster, MA on foot or by bike?

    Brewster is a pretty walkable town, especially the downtown area. You can easily explore the shops and restaurants on foot. The Cape Cod Rail Trail runs right through town, making it a great place to explore by bike. You can rent bikes at several places in town.
  • What are the best cottages with a jacuzzi in Brewster, MA?

    Pondside Retreat With Hot Tub and Sprawling Brewster House+cottage W/hot Tub are the best cottages with a jacuzzi in Brewster, MA.

  • What activities are available in and around Brewster, MA?

    Besides the beach, Brewster offers a lot of activities. You can go kayaking or paddleboarding on the bay, play golf at one of the local courses, or visit the Cape Cod National Seashore. The town also has a number of art galleries and shops to explore.
  • What are the best cottages for families and kids in Brewster, MA?

    The best cottages for families and kids in Brewster, MA are The Drake Cottage - Brewster Beach Getaway, Daffodil Cottages #49 and Daffodil Cottages #45.

  • What famous towns or cities are near to Brewster, MA?

    Brewster is located on Cape Cod, so you're close to a lot of other towns and cities. Provincetown is a popular destination for its art scene and history. Chatham is known for its beautiful beaches and quaint shops. And you're just a short drive from the city of Hyannis.
  • What are the best pet friendly cottages in Brewster, MA?

  • What are the most common amenities in cottages in Brewster, MA?

    Most cottages in Brewster have basic amenities like a kitchen, bathroom, and bedrooms. Many also have outdoor spaces like decks or patios. Some cottages might also have features like fireplaces, hot tubs, or private pools.
  • What are the best cottages with parking in Brewster, MA?

Destinations nearby

Guest-Favorite Cottages with Jacuzzi in Brewster, MA

A private hot tub at your cottage makes every trip to Brewster, MA truly unforgettable after a day by the water.

Ocean Breezes Await At The Paradise On The Sound - Brewster, MA
Brewster, MA
08/04 – 08/08
$864/nighttotal: $3456 (4 )

Ocean Breezes Await At The Paradise On The Sound

1 4
cottage , Yarmouth
Paradise on the Sound Cottage, located in Bass River, South Yarmouth, offers direct access to a private Nantucket Sound beach and proximity to Hyannis Harbor and West Dennis Beach.
This one-bedroom vacation rental sleeps four with a queen and two twin beds, a kitchenette, free Wi-Fi, a Smart TV, and includes a $750 Xplorie package for local attractions.

Neighborhoods and points of interest in Brewster, MA

Browse Pet-Friendly Cottages in Brewster, MA

These dog-friendly cottages in Brewster, MA ensure your pet loves the vacation as much as you do.

Cozy Cottage Near Rock Harbor (2223) - Brewster, MA
9.0 13 reviews
Brewster, MA
06/20 – 06/27
$318/nighttotal: $2226 (7 )

Cozy Cottage Near Rock Harbor (2223)

2 2
cottage , Orleans
This Orleans marsh-side cottage offers stunning views and is conveniently located near Rock Harbor, the Cape Cod Rail Trail, and Orleans town center, though precise distances aren't specified.
This pet-friendly (fee applies) two-bedroom, one-bathroom home sleeps five and features a full kitchen, microwave, outdoor shower, three-season porch, grill, air conditioning, internet access, and parking for two cars.
Relaxing Eastham Retreat With Waterfront Views - Brewster, MA
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.
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