A wooden building with a sloped roof, stone benches, and statues.

Holiday Homes in Brewster

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Brewster holiday homes

A living room with a fireplace, sofas, a TV, and a bookshelf.

1. Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is NZ$1,093
includes taxes & fees
8 Sept - 9 Sept
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
A covered deck with a grill, outdoor furniture, and a view of trees.

2. Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (11 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is NZ$1,186
includes taxes & fees
20 Sept - 21 Sept
Great for Families! Brewster Home 6 Mi to Beach
A sandy beach path leading to the ocean with a clear sky.

3. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is NZ$1,104
includes taxes & fees
30 Sept - 1 Oct
Beach Walks, Books & Bay Sunsets
A spacious living room with a large sliding glass door leading to an outdoor patio, a ceiling fan, and a white sofa with patterned cushions.

4. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (32 reviews)
"This house was a perfect place for us to stay during our trip exploring Cape Cod. It was centrally located to the various places we drove to and the proximity to the Cape Cod Rail Trail was great. The house is spacious and beautiful! It was clean and on a quiet street."
United States
Reba W.
The price is NZ$1,523
includes taxes & fees
1 Oct - 2 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A beach with footprints, a large rock, and a clear sky.

5. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (2 reviews)
"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...
United States
PAULA
The price is NZ$1,178
includes taxes & fees
30 Sept - 1 Oct
The Brewster Pearl
An outdoor seating area with wicker furniture and a fire pit, overlooking a calm lake and trees.

6. ★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
West Brewster
10.0 out of 10, Exceptional, (29 reviews)
"The cottage is immaculate, has every amenity you would want and the host is very responsive. We absolutely loved our stay!"
United States
Katrina W.
The price is NZ$2,402
includes taxes & fees
19 Sept - 20 Sept
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
A resort with a large pool, sun loungers, and a pier extending into the water.

7. Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (14 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is NZ$826
includes taxes & fees
28 Sept - 29 Sept
Cozy Large Home in Harwich with Patio near Wequassett Resort
A kitchen with wooden cabinets, a dining table with chairs, and a kitchen island with baskets.

8. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (29 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is NZ$384
includes taxes & fees
9 Sept - 10 Sept
Cape Cod's "Beach Rose"
A calm lake with a sandy beach, a sailboat, and a forested shoreline.

9. Dennis Beach House - Walk to Beach - Pet Friendly

Dennis Beach House - Walk to Beach - Pet Friendly
Dennis
8.0 out of 10, Very good, (10 reviews)
"Very cozy and quite neighborhood felt right at home."
United States
John S.
The price is NZ$699
includes taxes & fees
13 Sept - 14 Sept
Dennis Beach House - Walk to Beach - Pet Friendly
A modern kitchen with wooden cabinets, a central island, and orange bar stools.

10. NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
The price is NZ$1,081
includes taxes & fees
28 Sept - 29 Sept
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
An aerial view of a coastal town with a beach, houses, and a clear sky.

11. Cape Cod Retreat | Firepit | Outdoor Shower

Cape Cod Retreat | Firepit | Outdoor Shower
Dennis
9.0 out of 10, Wonderful, (4 reviews)
"Great location to beaches. Large private yard and comfy beds."
United States
Mark L.
The price is NZ$1,025
includes taxes & fees
3 Sept - 4 Sept
Cape Cod Retreat | Firepit | Outdoor Shower
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

12. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
10.0 out of 10, Exceptional, (201 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
The price is NZ$602
includes taxes & fees
27 Sept - 28 Sept
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

13. Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is NZ$840
includes taxes & fees
28 Sept - 29 Sept
Lovely House 5 Min to Beach with Deck, Grill, Garage
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

14. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (105 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is NZ$1,266
includes taxes & fees
8 Sept - 9 Sept
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

15. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (26 reviews)
"Loved this property. "
United States
Carol S.
The price is NZ$740
includes taxes & fees
1 Oct - 2 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
A modern living room with a sofa, armchair, and coffee table. There is a door leading to another room and a window with curtains.

16. Newly renovated home near beaches with fire pit, AC, electric vehicle charging

Newly renovated home near beaches with fire pit, AC, electric vehicle charging
Dennis
10.0 out of 10, Exceptional, (5 reviews)
"House was fantastic and well equipped. Enjoyed our stay."
United States
Mike A.
Newly renovated home near beaches with fire pit, AC, electric vehicle charging
A covered porch with white railings and blue shutters, featuring two rocking chairs and a hanging flower basket.

17. New! 4BR Fire Pit, Ping Pong, Movie Room

New! 4BR Fire Pit, Ping Pong, Movie Room
Harwich
10.0 out of 10, Exceptional, (2 reviews)
"Very responsive and friendly host. "
United States
Matt M.
New! 4BR Fire Pit, Ping Pong, Movie Room
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

18. 10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is NZ$1,059
includes taxes & fees
28 Sept - 29 Sept
10 min walk to Beach - Home with Amazing View & Huge Deck
An outdoor patio with a wooden deck, a table set for dining, a grill, and string lights.

19. East Dennis Gem! Walk to Beach! Sleeps 10!

East Dennis Gem! Walk to Beach! Sleeps 10!
Dennis
East Dennis Gem! Walk to Beach! Sleeps 10!
A room with a wooden piano, a round mirror, a white door leading to a balcony with a view of greenery, and a hanging light fixture.

20. Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is NZ$1,004
includes taxes & fees
14 Sept - 15 Sept
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Brewster Hotel Reviews

The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Okokokok"
Richard 1-night trip
Posted 1 day ago
The Villages at Ocean Edge

Find out more about Brewster

Brewster Holiday Homes information

Number of reviews
536
Accommodation
139 Holiday Homes
Lowest Price
NZ$384
Highest Price
NZ$2,402