Find short term rentals in Brewster, MA at the best prices

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Brewster, MA short term rentals
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Best family friendly Brewster, MA Short term rentals

Among the 924 accommodations in Brewster, MA, here are the 4 best family friendly rentals

4-king Beds In Cape Cod Heated Pool Putting Green Game Room Speak Easy Skeeball - Brewster, MA
10 3 reviews

4-king Beds In Cape Cod Heated Pool Putting Green Game Room Speak Easy Skeeball

apartment, Harwich
This Harwich holiday home, situated in a peaceful neighbourhood near Mayflower Beach and within easy driving distance of Cape Cod attractions such as the Cape Cod Inflatable Park and Cape Cod Baseball & Bumper Boats, offers a convenient base for exploring the area.
This four-bedroom, two-bathroom property boasts 223 square metres of living space, including a private heated pool, putting green, outdoor gas grill, and firepit, comfortably accommodating up to eight guests and providing ample space for relaxation and entertainment.
Ocean Edge Resort-pool Access-end Unit-2 Bdr/2 Bth - Brewster, MA
9.9 204 reviews

Ocean Edge Resort-pool Access-end Unit-2 Bdr/2 Bth

apartment, Brewster
This two-bedroom apartment is located in Ocean Edge, Brewster, a short drive from the Cape Cod Rail Trail, scenic Route 6A, a 36-hole golf course, and 10 Brewster bay beaches.
The apartment features a fully equipped kitchen, comfortable dining room, rear balcony, en suite master bedroom with TV/DVD player, second bedroom with bunk beds and a trundle bed, air conditioning, fresh linens, towels, bathroom toiletries, smart TVs, internet, DVDs, books, games, and a workspace.
Ocean Edge Luxury Condo,  Constantly Updated, Just Steps To Arbor Pool - Brewster, MA
10 134 reviews

Ocean Edge Luxury Condo, Constantly Updated, Just Steps To Arbor Pool

apartment, Brewster
This apartment is situated on the 9th fairway of the Ocean Edge Golf Club in Brewster, just a short distance from the beach and the Rail Trail Bike Shop. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This 139 square metre apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment offers a range of amenities, including a fully equipped kitchen, a swimming pool, a spa, a terrace, parking, and access to the Ocean Edge Resort amenities, making it a great choice for a relaxing and enjoyable stay in Brewster.
The Boarding House. Steps From Ice Cream Shop - Brewster, MA
10 73 reviews

The Boarding House. Steps From Ice Cream Shop

apartment, Chatham
This charming house is situated just 1.6km from the Chatham Chamber of Commerce and Cape Cod Beaches, offering a prime location for exploring the area. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property spans 149 square metres and comfortably accommodates up to 8 guests across its four bedrooms. Guests can enjoy a range of amenities, including a private garden, barbecue grills, and a fully equipped kitchen, making it perfect for families and groups seeking a relaxing and enjoyable stay.

Best Brewster, MA lodging with a balcony

Waterfront Harwich Getaway With Kayak & Canoe - Brewster, MA
No reviews

Waterfront Harwich Getaway With Kayak & Canoe

apartment, Harwich
This Northwest Harwich holiday let provides direct waterfront access on a quiet inlet, under 305 metres from Nantucket Sound, with nearby beaches and attractions.
This four-bedroom property accommodates up to eight guests and features a private dock with a canoe and kayak, a sunroom with water views, a fully equipped kitchen with a wine fridge, and central air conditioning.
Walk To Skaket Beach Or Bike To Rail Trail! - Brewster, MA
9.0 42 reviews

Walk To Skaket Beach Or Bike To Rail Trail!

apartment, Orleans
This charming house in Orleans is just a 15-minute walk from the beautiful Cape Cod Beaches and Skaket Beach, making it perfect for those looking for a peaceful seaside escape. It consistently receives excellent ratings for cleanliness, location, and overall experience.
The house has three bedrooms and one bathroom, spanning 97 square metres and comfortably accommodating up to eight guests. It offers a fully equipped kitchen, laundry facilities, a garden, parking, and internet access, making it ideal for a relaxing and enjoyable stay.
Water Views! Walk To Beach Dogs Welcome! - Brewster, MA
9.4 66 reviews

Water Views! Walk To Beach Dogs Welcome!

apartment, Brewster
This charming house is located just 0.16 kilometres from the beautiful Cape Cod Beaches and within 5 kilometres of the Cape Cod Museum of Natural History and Breakwater Beach. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
This comfortable holiday home has 3 bedrooms and 2 bathrooms, accommodating up to 8 guests, with a floor area of 169 square metres. Guests can enjoy a garden, a terrace, a fireplace and parking, plus a fully equipped kitchen with a fridge, microwave, dishwasher and washing machine.
Cheery House With Deck, Sunroom & Patio - Short Walk To Pond, Beach & Rail Trail - Brewster, MA
9.6 51 reviews

Cheery House With Deck, Sunroom & Patio - Short Walk To Pond, Beach & Rail Trail

apartment, Brewster
This detached house is situated in West Brewster, within easy walking distance of a private beach on Seymour Pond and the Cape Cod Rail Trail, and close to Cape Cod Beaches and Cape Cod National Seashore.
This 116 square metre dwelling accommodates up to nine guests across three bedrooms and three bathrooms, featuring vaulted ceilings, a full kitchen with stainless steel appliances, air conditioning in each bedroom, and a garden with a fire pit.

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Best Brewster, MA lodging with a kitchen

Beautiful Home Close To Ponds And Beach! - Brewster, MA
9.7 42 reviews

Beautiful Home Close To Ponds And Beach!

apartment, Brewster
This charming house in Brewster is perfectly situated just 0.2 miles from Sheep Pond and within easy reach of the Cape Cod Rail Trail and Nickerson State Park. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house provides ample space with 3 bedrooms, 2 bathrooms, and a floor area of 157 square metres, comfortably accommodating up to 8 guests. It features a fully equipped kitchen, a garden, parking, and a range of other amenities that will make your stay in Brewster enjoyable and comfortable.
Beautiful Home. Easy Access To Beaches! - Brewster, MA
9.8 53 reviews

Beautiful Home. Easy Access To Beaches!

apartment, Brewster
This Brewster holiday home is situated in the secluded Meetinghouse Village, approximately 1 kilometre from Cape Cod National Golf Club, 3.8 kilometres from Jackknife Beach, and 2.6 kilometres from Wequassett Resort.
The 118 square metre property features three bedrooms sleeping eight guests, a fully equipped kitchen, a basement entertainment room, and outdoor amenities including a deck, gas fireplace, and outdoor shower; all within a short driving distance of local attractions.
Ocean Edge- Quiet, Relaxing Vacation On Eaton Lane - Brewster, MA
9.5 8 reviews

Ocean Edge- Quiet, Relaxing Vacation On Eaton Lane

apartment, Brewster
This ground-floor apartment in Ocean Edge's Eaton Village, Brewster, is less than 0.8km from both the Arbor and Fletcher pools.
The 87 square metre self-catering property sleeps five, boasting two bedrooms, two bathrooms, a fully equipped kitchen with appliances including a washer-dryer and patio with gas grill, plus access to resort amenities (passes required).
Quiet Getaway In A Unique Area Of Cape Cod - Brewster, MA
10 5 reviews

Quiet Getaway In A Unique Area Of Cape Cod

apartment, Brewster
This one-bedroom flat in Brewster, MA, is situated 2.6 kilometres from Pleasant Bay, 7.1 kilometres from Nauset Beach and its summer concert venue, and 11.1 kilometres from Chatham, known for its shark sightings and fishing village.
This property offers a private deck with a fire pit, a pull-out sofa in the open-plan living area, a full kitchen and bathroom, and parking for up to four guests, including space for a boat and trailer, with access to the National Seashore beaches and trails within 20 kilometres.

Best Brewster, MA lodging with laundry available

Condo ∙ 1 Bedroom ∙ 4 Guests - Brewster, MA
No reviews

Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Brewster
This newly renovated one-bedroom flat is located within the Ocean Edge Resort in Brewster, Massachusetts, offering direct access to the Cape Cod Rail Trail and situated a short drive from Brewster's bay beaches and Route 6A.
This family-friendly apartment accommodates four guests with a queen bed and a sofa bed, and features a kitchen with a fridge, microwave oven, and dishwasher, alongside air conditioning, parking, and access to resort amenities including pools and fitness centres.
Stunning Cape Home Near Chatham - Brewster, MA
10 1 review

Stunning Cape Home Near Chatham

apartment, Brewster
This pet-friendly holiday home in Brewster, Cape Cod, offers easy access to Brewster's beaches and is a short drive from Orleans and Chatham.
Sleeping eight, the three-bedroom, 2.5-bathroom property boasts a modern kitchen, large dining area, media room, and a spacious backyard with patio, gas grill, fire pit, and outdoor shower; on-site amenities include a ping pong table and children's toys.
Cozy Cape Cottage - Brewster, MA
9.4 29 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.
New For 2026! 1/2 Mile To Swan Pond (2414) - Brewster, MA
10 1 review

New For 2026! 1/2 Mile To Swan Pond (2414)

cottage, Dennis
This Dennis Port seaside cottage, an 8-minute (approximately 13 km) drive from Cape Cod Beaches and Sea Street Beach, offers stunning ocean views.
The 76 square metre property sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, in-unit laundry, a garden with barbecue, free parking, Wi-Fi, and air conditioning.
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