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Brewster, MA cottages
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48 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.

81 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Brewster, MA
No reviews

81 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Dennis
This Cape-style cottage is located at the end of a quiet road in Dennis Port, a short walk to Raycroft Beach (0.7 miles) and Sea Street Beach (0.9 miles), and within 0.5 miles of The Oyster Company and The Ocean House.
This 870 sq ft vacation home accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, internet, a full kitchen, and includes $750 worth of daily exclusive free tickets to local attractions through Xplorie, such as Island Cruises and Whale Watch.
Posh Pad With King Beds Central A/c August Weeks Still Available. - Brewster, MA
8.6 4 reviews

Posh Pad With King Beds Central A/c August Weeks Still Available.

cottage, Harwich
This 4-bedroom cottage is located in Harwich, a short drive from Cape Cod Beaches and Mayflower Beach, and offers easy access to Hyannis Harbor, Chatham, and Orleans.
This 1400 sq ft rental accommodates up to 12 guests and features a fully equipped kitchen, central air conditioning, a fireplace, an outdoor shower, and a garden with parking.
Cozy Cape Cottage - Brewster, MA
9.4 29 reviews

Cozy Cape Cottage

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.
Renovated Chatham Cottage  Steps To Beach - Brewster, MA
8.6 24 reviews

Renovated Chatham Cottage Steps To Beach

cottage, Chatham
This South Chatham vacation home is located 500 feet from Nantucket Sound, a short walk to the Cape Cod Rail Trail and South Chatham village, and a 5-minute drive to the Nantucket ferry terminal.
This 1050 sq ft rental accommodates 8 guests with 3 bedrooms and 1 bathroom, offering amenities such as a full kitchen, air conditioning, a garden, and a private hot/cold outdoor shower, with linens and beach towels provided.

Best Brewster, MA cottages with a garden

Renovated Chatham Cottage  Steps To Beach - Brewster, MA
8.6 24 reviews

Renovated Chatham Cottage Steps To Beach

cottage, Chatham
This South Chatham vacation home is located 500 feet from Nantucket Sound, a short walk to the Cape Cod Rail Trail and South Chatham village, and a 5-minute drive to the Nantucket ferry terminal.
This 1050 sq ft rental accommodates 8 guests with 3 bedrooms and 1 bathroom, offering amenities such as a full kitchen, air conditioning, a garden, and a private hot/cold outdoor shower, with linens and beach towels provided.
Private Cottage Tucked Close To Beaches And Town (2412) - Brewster, MA
No reviews

Private Cottage Tucked Close To Beaches And Town (2412)

cottage, Dennis
This Dennis Port cottage, located at the end of a quiet dead-end road near town landings offering easy water access, is a short drive from beaches, the Cape Cod Theatre Company, and the Whydah Pirate Museum.
This one-bedroom, one-bathroom house sleeps six guests comfortably, featuring an open-concept kitchen, dining, and living area, an upstairs loft with two queen beds, and an outdoor shower; an adjoining rental unit is available for larger groups.
Posh Pad With King Beds Central A/c August Weeks Still Available. - Brewster, MA
8.6 4 reviews

Posh Pad With King Beds Central A/c August Weeks Still Available.

cottage, Harwich
This 4-bedroom cottage is located in Harwich, a short drive from Cape Cod Beaches and Mayflower Beach, and offers easy access to Hyannis Harbor, Chatham, and Orleans.
This 1400 sq ft rental accommodates up to 12 guests and features a fully equipped kitchen, central air conditioning, a fireplace, an outdoor shower, and a garden with parking.
Steps To Beach: Timeless Lower Cape Cottage - Brewster, MA
8.0 1 review

Steps To Beach: Timeless Lower Cape Cottage

cottage, Brewster
This Brewster cottage, located near Ellis Landing Beach, offers 540 square feet of living space with 2 bedrooms and 1 bathroom, accommodating up to 5 guests.
Enjoy a screened porch, outdoor shower, and proximity to the Cape Cod Rail Trail and Nickerson State Park, with pet-friendly options available for an additional fee.

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?

Popular destinations

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.

Blue Sky Retreat  Cozy, Central & Walk To Beach - Brewster, MA
10 4 reviews

Blue Sky Retreat Cozy, Central & Walk To Beach

cottage, Dennis
This Dennis Port cottage is conveniently located near Cape Cod Beaches and Sea Street Beach, a short walk to the Cape Cod Theatre Company, and within two miles of Pleasant Road and Earle Road Beaches.
This 870-square-foot house sleeps five guests in three bedrooms and one bathroom, boasting a fully equipped kitchen, air conditioning, a swimming pool, a tennis court, and free Wi-Fi, plus on-site amenities like a water park and gas grills.

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.

Renovated Chatham Cottage  Steps To Beach - Brewster, MA
8.6 24 reviews

Renovated Chatham Cottage Steps To Beach

cottage, Chatham
This South Chatham vacation home is located 500 feet from Nantucket Sound, a short walk to the Cape Cod Rail Trail and South Chatham village, and a 5-minute drive to the Nantucket ferry terminal.
This 1050 sq ft rental accommodates 8 guests with 3 bedrooms and 1 bathroom, offering amenities such as a full kitchen, air conditioning, a garden, and a private hot/cold outdoor shower, with linens and beach towels provided.
Steps To Beach: Timeless Lower Cape Cottage - Brewster, MA
8.0 1 review

Steps To Beach: Timeless Lower Cape Cottage

cottage, Brewster
This Brewster cottage, located near Ellis Landing Beach, offers 540 square feet of living space with 2 bedrooms and 1 bathroom, accommodating up to 5 guests.
Enjoy a screened porch, outdoor shower, and proximity to the Cape Cod Rail Trail and Nickerson State Park, with pet-friendly options available for an additional fee.
Charming 2-bedroom Cottage In Fabulous Harwich With Wifi, Ac - Brewster, MA
9.0 6 reviews

Charming 2-bedroom Cottage In Fabulous Harwich With Wifi, Ac

cottage, Harwich
This two-bedroom Harwich cottage is located in Northwest Harwich, offering easy access to beaches like West Dennis Beach and Mayflower Beach, as well as attractions such as the Cape Cod Baseball & Bumper Boats and Cape Cod Lavender Farm.
The 2-bathroom house comfortably sleeps 10 guests and includes WiFi, air conditioning, and pet-friendly accommodations.
Posh Pad With King Beds Central A/c August Weeks Still Available. - Brewster, MA
8.6 4 reviews

Posh Pad With King Beds Central A/c August Weeks Still Available.

cottage, Harwich
This 4-bedroom cottage is located in Harwich, a short drive from Cape Cod Beaches and Mayflower Beach, and offers easy access to Hyannis Harbor, Chatham, and Orleans.
This 1400 sq ft rental accommodates up to 12 guests and features a fully equipped kitchen, central air conditioning, a fireplace, an outdoor shower, and a garden with parking.
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