Cottages in Brewster, MA at the best prices

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Brewster, MA cottages
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48 Best cottages in Brewster, MA

Best family friendly Brewster, MA cottage rentals

Among the 48 accommodations in Brewster, MA, here are the 4 best family friendly cottage rentals

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

92 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Harwich
Cranberry Cottage, a dog-friendly Harwich holiday home, is situated in a peaceful neighbourhood near conservation land, approximately 1.8km from Red River Beach and a short drive from Harwich Port and Chatham.
This 92 square metre property boasts two bedrooms, two bathrooms, sleeps five, and features an open-plan layout with vaulted ceilings, a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking, and complimentary access to local attractions via Xplorie.
Cozy Cape Cottage - Brewster, MA
9.4 32 reviews

Cozy Cape Cottage

cottage, Brewster
This Brewster holiday home is situated less than 2km from Nickerson State Park and several Cape Cod beaches, including Linnell Landing Beach and close to Ocean Edge Golf Club.
This 46 square metre self-catering property sleeps three guests in two bedrooms and one bathroom, offering a fully equipped kitchen, Wi-Fi, a patio, garden, and parking.
Dennisport : Dog Friendly With A Fenced In Large Yard. 1/2 Mile From Beach. - Brewster, MA
9.8 190 reviews

Dennisport : Dog Friendly With A Fenced In Large Yard. 1/2 Mile From Beach.

cottage, Dennis
This charming cottage is located in Dennis Port, just a short walk from the beach and close to shops and restaurants. It has received excellent ratings from previous guests.
The two-bedroom cottage is perfect for families or groups of up to four, offering 67 square metres of space. It boasts a range of amenities, including a fully equipped kitchen, a private garden, and a jacuzzi, as well as a spacious deck for enjoying the warm weather.
Spacious, Private Cape Cod Cottage With Central Air - Brewster, MA
10 69 reviews

Spacious, Private Cape Cod Cottage With Central Air

cottage, Harwich
This charming cottage is situated just 2km from Cape Cod Baseball & Bumper Boats, Allen Harbor Marina, and Cape Cod Beaches, offering easy access to local attractions and the beautiful coastline. It has consistently received excellent reviews from previous guests.
The cottage comfortably sleeps up to 5 guests in its two bedrooms. Enjoy a range of amenities including a fully equipped kitchen, a spa tub, a garden, and a terrace – perfect for relaxing and enjoying the surroundings.

Best Brewster, MA cottages with a garden

The Sandy Pines Cottage - 0.7 Mi To Sea Street Beach And Pelham House Resort - Brewster, MA
No reviews

The Sandy Pines Cottage - 0.7 Mi To Sea Street Beach And Pelham House Resort

cottage, Dennis
This Cape Cod holiday home in Dennis Port is located 1.1 kilometres from Sea Street Beach and Pelham House Resort, with easy access to local dining and attractions.
This cosy 3-bedroom bungalow offers a well-equipped kitchen, a spacious outdoor deck with a grill and fire pit, and provided beach gear, perfect for families or small groups visiting Dennis.
Ping-pong & Backyard: Spacious Chatham Retreat - Brewster, MA
8.0 1 review

Ping-pong & Backyard: Spacious Chatham Retreat

cottage, Chatham
This pet-friendly South Chatham holiday home is situated within 3km of Adventure Chatham, Forest Beach, and Cape Cod beaches, and under 5km from Cockle Cove and Ridgevale beaches.
The self-catering property boasts three bathrooms, a fully equipped kitchen with oven, hob, microwave, and dishwasher, a private terrace, on-site BBQ facilities, free Wi-Fi in communal areas, and free parking.
Brewster, Beach Cottage With 1/2 Mile Of Private Asso. Beach For Your Enjoyment. - Brewster, MA
9.4 63 reviews

Brewster, Beach Cottage With 1/2 Mile Of Private Asso. Beach For Your Enjoyment.

cottage, Brewster
This charming cottage is situated just 2 kilometres from Cape Cod Beaches, Ocean Edge Golf Club, and Rail Trail Bike Shop, making it an ideal base for exploring Brewster’s attractions. The cottage has received excellent reviews from previous guests, highlighting its peaceful location and comfortable amenities.
The cottage offers 33 square metres of space, comfortably accommodating 2 guests in one bedroom and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, a relaxing fireplace, a private patio, and access to a garden, as well as a tennis court and a spa.
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 under 5km from the Chatham Chamber of Commerce and Cockle Cove Beach, offers convenient access to local attractions.
The 65 square metre self-catering property sleeps four guests in two bedrooms, one bathroom, and includes a fully equipped kitchen, patio, garden, parking, Wi-Fi and a barbecue.

Frequently Asked Questions about cottages in Brewster, MA

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

    You could start your day by visiting the Cape Cod Rail Trail, which runs right through Brewster. After a bike ride or walk, head to the Brewster Ladies' Library, a charming historic building. In the afternoon, relax on the beach at Breakwater Beach or Drummer's Lane Beach. For dinner, enjoy fresh seafood at the Lobster Claw Restaurant.
  • What are the best cottage rentals in Brewster, MA?

    Among the cottage rentals 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?

    The Brewster Ladies' Library, a beautiful historic building, is a must-see. The Cape Cod Rail Trail, a scenic paved path that runs through Brewster, is perfect for a bike ride or walk. And, of course, no trip to Brewster would be complete without spending some time on the beach at Breakwater Beach or Drummer's Lane Beach.
  • What are the best cottage rentals with a pool in Brewster, MA?

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

    Brewster is a very walkable town, especially the downtown area. The Cape Cod Rail Trail also runs through the town, providing a great way to explore the area by bike. There are also plenty of bike rental shops in town.
  • What are the best cottage rentals with a jacuzzi in Brewster, MA?

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

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

    Brewster offers a variety of activities, from swimming and sunbathing on the beaches to exploring the Cape Cod Rail Trail. You can also visit the Brewster Ladies' Library, go kayaking or paddleboarding in the bay, or play a round of golf at one of the local courses. There are also several shops and restaurants in town.
  • What are the best cottage rentals for families and kids in Brewster, MA?

    The best cottage rentals 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, which is home to many charming towns and cities. Some of the nearby towns include Chatham, Orleans, and Provincetown. The city of Boston is about a 2-hour drive from Brewster.
  • What are the best pet friendly cottage rentals in Brewster, MA?

    The best pet friendly cottage rentals in Brewster, MA are Daffodil Cottages #49, Daffodil Cottages #43 and Daffodil Cottages #45.

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

    Cottages in Brewster typically offer amenities like a kitchen, bathroom, living area, and bedrooms. Many also have outdoor spaces like a patio or deck, and some may offer additional features like a fireplace, washer and dryer, or access to a pool.
  • What are the best cottage rentals with parking in Brewster, MA?

Popular destinations

Best Brewster, MA cottage rentals with jacuzzi

Among the 48 accommodations in Brewster, MA, here are the 1 best cottage rentals with a jacuzzi

Dog-friendly Cape Cottage Near Beach & Towns - Brewster, MA
9.4 13 reviews

Dog-friendly Cape Cottage Near Beach & Towns

cottage, Harwich
Cranberry Cottage, situated in a peaceful Harwich Port neighbourhood, is 1.8km from Red River Beach and under 3km from Harwich Port and Chatham town centres.
This dog-friendly holiday home boasts 92 square metres of space, featuring two bedrooms, two bathrooms, an open-plan layout, and amenities including a dishwasher, air conditioning, and a private garden with gas grill and outdoor shower, accommodating up to five guests.

Best pet friendly Brewster, MA cottage rentals

Among the 48 accommodations in Brewster, MA, here are the 1 best pet friendly cottage rentals

Cape Code Waterfront Cottage - Brewster, MA
9.6 49 reviews

Cape Code Waterfront Cottage

cottage, Dennis
This waterfront holiday home is located in Dennis, just 3.2 kilometres from the Cape Cod Theatre Company and Jericho House and Barn Museum, and 4.8 kilometres from Sea Street Beach and the Cape Cod Rail Trail. It has received excellent user ratings, making it a popular choice for travellers.
This 3-bedroom property offers 111 square metres of space and can comfortably accommodate up to 6 guests. The cottage features a fully equipped kitchen, a private garden with barbecue facilities, a swimming pool, a jacuzzi, a terrace, and free Wi-Fi, providing everything you need for a relaxing and enjoyable stay.
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