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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.

92 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Brewster, MA
10 2 reviews

92 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Harwich
Cranberry Cottage, a pet-friendly Harwich rental home, is located in a quiet neighborhood, one mile from Red River Beach and a short drive from Harwich Port and Chatham.
This 990-square-foot, two-bedroom, two-bathroom house sleeps five, features an open floor plan with vaulted ceilings, a fully equipped kitchen, outdoor shower, gas grill, and includes the Xplorie package offering $750 in free local attraction tickets.
Tranquil Pond Access And Cozy Amenities - Charming Cape Cod Hideaway - Brewster, MA
No reviews

Tranquil Pond Access And Cozy Amenities - Charming Cape Cod Hideaway

cottage, Harwich
This dog-friendly cottage offers private waterfront access on Aunt Edie's Pond in Harwich, located 1.5 miles from the bike path and Harwich Center, and 3.5 miles from Bank Street Beach.
This newly updated 2-bedroom, 1-bathroom vacation home accommodates up to 4 guests and features a screened-in porch, a spacious deck with a gas grill, central air conditioning, and includes $750 worth of daily free tickets to local attractions through the Xplorie partnership.
59 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Brewster, MA
9.3 20 reviews

59 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Harwich
This Harwich, Massachusetts cottage sits on a secluded pond, 1.5 miles from Harwich Center and under 3.5 miles from Harwich Port, offering easy access to beaches, restaurants, and shops.
The 640-square-foot home features two bedrooms, one bathroom, sleeps four, and includes a private waterfront with kayaks and paddleboards, a spacious deck with a gas grill, a recently updated kitchen and bathroom, central AC, and a washer/dryer, plus a $750 Xplorie activity package.
65 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Brewster, MA
10 1 review

65 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Chatham
This pet-friendly Chatham cottage is located in a private neighborhood, a short 0.3-mile walk from Ridgevale Beach and a few miles from Chatham's town center.
The 690-square-foot home features two bedrooms, one bathroom, sleeps four, includes a kitchen with a fridge and microwave, offers an outdoor space with a fire pit, and comes with a $750 Xplorie package for local attractions.

Best Brewster, MA cottages with a garden

Private Cape Cod Cottage. Walk To Ellis Landing Beach! - Brewster, MA
10 43 reviews

Private Cape Cod Cottage. Walk To Ellis Landing Beach!

cottage, Brewster
This Brewster lakefront cottage offers tranquil views and is a 15-minute walk from Cape Cod beaches and Ocean Edge Golf Club, less than 2km from Linnell Landing Beach and Crosby Mansion.
This 800-square-foot rental sleeps five, features one bedroom and one bathroom, and includes a kitchenette with a refrigerator and microwave, free Wi-Fi, a Smart TV, and outdoor barbecue grills.
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.
Sarah-n-dipity: Cozy Cottage Near Ridgevale Beach - Brewster, MA
9.4 3 reviews

Sarah-n-dipity: Cozy Cottage Near Ridgevale Beach

cottage, Chatham
This Chatham beach house, a short walk from Ridgevale and Cape Cod Beaches and within 3 miles of Cockle Cove Beach and the Chatham Chamber of Commerce, offers a convenient location for exploring the area.
The 700-square-foot property includes two bedrooms, one bathroom, sleeps four guests, and features a fully equipped kitchen, private patio with barbecue grill, fireplace, and Wi-Fi.
Dog-friendly Cape Cottage Near Beach & Towns - Brewster, MA
9.4 8 reviews

Dog-friendly Cape Cottage Near Beach & Towns

cottage, Harwich
This Harwich Port vacation home, Cranberry Cottage, is located a mile from Red River Beach, 1.3 miles from downtown Harwich Port, and 4.7 miles from Chatham, offering a peaceful setting adjacent to conservation land.
The 990-square-foot (92 square meter) house features three bedrooms, two bathrooms, sleeps five, includes a fully equipped kitchen with dishwasher, air conditioning, a private yard with gas grill and outdoor shower, and offers the Xplorie program with $750 in free local attraction tickets.

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.

New To Rentals, Vacation Compound 2413 - Brewster, MA
No reviews

New To Rentals, Vacation Compound 2413

cottage, Dennis
This Dennis Port cottage offers sea views and is an 8-minute drive from Cape Cod Beaches and Sea Street Beach.
This 1600 square foot cottage accommodates up to 10 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, Wi-Fi, air conditioning, a garden with a barbecue, and private parking, ideal for exploring nearby Hyannis Port and Mayflower Beach.

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.

80 M² Cottage ∙ 1 Bedroom ∙ 4 Guests - Brewster, MA
9.6 21 reviews

80 M² Cottage ∙ 1 Bedroom ∙ 4 Guests

cottage, Chatham
This beachfront Chatham cottage sits on Goose Pond, a short drive (2.6 miles) from downtown Chatham's shops and restaurants, including the Orpheum Theater and Chatham Bars Inn, and 2 miles from Ridgevale Beach on Nantucket Sound.
This 860-square-foot getaway, boasting one bedroom and one bathroom, comfortably sleeps four guests and includes two kayaks, a spa, fitness center, a newly updated kitchen and bathroom, an outdoor shower, and a welcome bag with Xplorie access to local attractions.
Close To Beach Renovated Dog Friendly Cape Cottage - Brewster, MA
10 6 reviews

Close To Beach Renovated Dog Friendly Cape Cottage

cottage, Chatham
This West Chatham vacation home is located within two miles of the Chatham Chamber of Commerce and several beaches, including Ridgevale Beach and Cape Cod beaches, and within three miles of Hardings Beach and Cockle Cove Beach.
This two-bedroom, one-bathroom cottage sleeps four, features a fully equipped kitchen, free Wi-Fi, air conditioning, a private patio, and a garden with barbecue grills, perfect for a relaxing Chatham getaway.
Waterfront Chatham Retreat W/ Wifi & Privacy - Brewster, MA
10 21 reviews

Waterfront Chatham Retreat W/ Wifi & Privacy

cottage, Chatham
This charming cottage is located just two miles from Ridgevale Beach and a short drive from Chatham's town center, offering a peaceful escape near the tranquil shores of Goose Pond. It has earned excellent user ratings for its comfortable amenities and location.
This one-bedroom, one-bathroom cottage offers 860 square feet of space and can comfortably accommodate up to four guests. The cottage features a fully equipped kitchen, a spa, air conditioning, and access to kayaks for exploring the pond.
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.
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