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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.

Charming Cape Cod Cottage Walking Distance To The Beach - Brewster, MA
Brewster, MA
07/18 – 07/25
$1066/nighttotal: $7462 (7 )

Charming Cape Cod Cottage Walking Distance To The Beach

4 6
cottage , Harwich
This Northwest Harwich vacation home is a 12-minute walk from Cape Cod Beaches and Pleasant Road Beach.
The four-bedroom, 1.5-bathroom house includes a fully equipped kitchen with dishwasher and microwave, air conditioning, in-unit laundry, Wi-Fi, and on-site parking; it comfortably accommodates families or groups.
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

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.
New For 2026! 1/2 Mile To Swan Pond (2414) - Brewster, MA
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.
Cozy Cottage Near Rock Harbor (2223) - Brewster, MA
9.0 13 reviews
Brewster, MA
06/22 – 06/27
$353/nighttotal: $1765 (5 )

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.

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.

Cozy 1 Bedroom Cottage In Beautiful Orleans With Ac. A Perfect Spot To Get Away. - Brewster, MA
Brewster, MA
06/27 – 07/11
$330/nighttotal: $4620 (14 )

Cozy 1 Bedroom Cottage In Beautiful Orleans With Ac. A Perfect Spot To Get Away.

1 2
cottage , Orleans
This cottage in South Orleans is located near Cape Cod Beaches and Mayflower Beach, a short walk to Orleans Bowling Center and Edward Penniman House and Barn.
This 1-bedroom, 1-bathroom cottage accommodates up to 4 guests and offers a microwave oven, air conditioning, parking, and internet, with nearby opportunities for kayaking, motor boating, and fishing.

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.

Charming Cape Cod Cottage Walking Distance To The Beach - Brewster, MA
Brewster, MA
07/18 – 07/25
$1066/nighttotal: $7462 (7 )

Charming Cape Cod Cottage Walking Distance To The Beach

4 6
cottage , Harwich
This Northwest Harwich vacation home is a 12-minute walk from Cape Cod Beaches and Pleasant Road Beach.
The four-bedroom, 1.5-bathroom house includes a fully equipped kitchen with dishwasher and microwave, air conditioning, in-unit laundry, Wi-Fi, and on-site parking; it comfortably accommodates families or groups.
Cozy Cottage Near Rock Harbor (2223) - Brewster, MA
9.0 13 reviews
Brewster, MA
06/22 – 06/27
$353/nighttotal: $1765 (5 )

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.
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