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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Brewster vacation homes

A beach with footprints, a large rock, and a clear sky.

1. 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 ￥33,835
￥106,087 total
includes taxes & fees
Oct 29 - Oct 30
The Brewster Pearl
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.

2. 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, (35 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
The price is ￥36,384
￥129,896 total
includes taxes & fees
Oct 1 - Oct 2
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A sandy beach path leading to the ocean with a clear sky.

3. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (1 review)
"The property was very clean, lots of little excellent touches, and amazing views. We truly enjoyed the pathway to the private beach. I wished we could have stayed longer. We will definitely be booking again."
United States
Sandra G.
The price is ￥38,255
￥100,699 total
includes taxes & fees
Oct 5 - Oct 6
Beach Walks, Books & Bay Sunsets
A wooden deck with a fire pit, outdoor seating, and a pool area at dusk.

4. Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
Brewster
9.8 out of 10, Exceptional, (60 reviews)
"Great place to stay with your family "
United States
Mary H.
The price is ￥224,252
￥382,014 total
includes taxes & fees
Oct 2 - Oct 3
Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
A resort with a large pool, sun loungers, and a pier extending into the water.

5. 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)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
The price is ￥22,032
￥78,260 total
includes taxes & fees
Oct 5 - Oct 6
Cozy Large Home in Harwich with Patio near Wequassett Resort
A sandy beach with a grassy path leading to the water.

6. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (90 reviews)
"Beautiful, clean home with very responsive and kind hosts!"
United States
Claire D.
The price is ￥42,501
￥96,744 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful home near Jacknife Beach and bike trail
A modern kitchen with wooden cabinets, a central island, and orange bar stools.

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

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
9.6 out of 10, Exceptional, (13 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
The price is ￥35,408
￥97,261 total
includes taxes & fees
Oct 1 - Oct 2
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

8. 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 ￥31,317
￥91,851 total
includes taxes & fees
Oct 12 - Oct 13
10 min walk to Beach - Home with Amazing View & Huge Deck
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

9. 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, (4 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is ￥23,454
￥76,517 total
includes taxes & fees
Oct 19 - Oct 20
Lovely House 5 Min to Beach with Deck, Grill, Garage
A kitchen with wooden cabinets, a dining table with chairs, and a kitchen island with baskets.

10. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (32 reviews)
"Beautiful home very easy check in and out host was great will definitely be staying their again in the future"
United States
Rachael M.
The price is ￥27,625
￥35,941 total
includes taxes & fees
Oct 5 - Oct 6
Cape Cod's "Beach Rose"
A beach with a wooden fence and a clear view of the ocean.

11. The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (12 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is ￥24,987
￥82,630 total
includes taxes & fees
Oct 13 - Oct 14
The Alpine/Walk to Beach for 2 or more!
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

12. 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
9.8 out of 10, Exceptional, (106 reviews)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
The price is ￥14,950
￥79,354 total
includes taxes & fees
Oct 12 - Oct 13
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Living room with plenty of seating and beautiful coastal design

13. Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Our family enjoyed the downstairs activities, especially nice for the kids to play and adults upstairs. All the bedrooms/baths clean and very nice. Loved our stay. "
United States
Donna R.
The price is ￥30,157
￥104,217 total
includes taxes & fees
Oct 13 - Oct 14
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

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

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.2 out of 10, Wonderful, (27 reviews)
"Property is convenient to beaches and restaurants."
United States
Laurie and Rick A.
The price is ￥10,701
￥68,117 total
includes taxes & fees
Oct 5 - Oct 6
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

15. 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, (205 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
The price is ￥13,455
￥48,179 total
includes taxes & fees
Oct 14 - Oct 15
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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.

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

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is ￥28,169
￥83,503 total
includes taxes & fees
Oct 19 - Oct 20
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
An outdoor patio with Adirondack chairs, a fire pit, and string lights.

17. Wychmere Weddings, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

Wychmere Weddings, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
Harwich
10.0 out of 10, Exceptional, (10 reviews)
"Excellent location "
United States
Norman Y.
The price is ￥36,982
￥110,047 total
includes taxes & fees
Oct 4 - Oct 5
Wychmere Weddings, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

18. Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
Eastham
10.0 out of 10, Exceptional, (1 review)
"Just perfect all around!"
United States
Alexis N.
The price is ￥37,231
￥80,265 total
includes taxes & fees
Oct 8 - Oct 9
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
A spacious living area with a sofa, chairs, a fireplace, and a kitchen in the background.

19. Lovely 3-bedroom house in Dennis perfect for a relaxing getaway

Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
Dennis
The price is ￥21,245
￥83,932 total
includes taxes & fees
Oct 1 - Oct 2
Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

20. National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"We had an wonderful experience staying at this house. It was exceptionally clean and it had everything we needed (it was nice to have linens and towels provided). All of the rooms were relaxing and comfortable and the kitchen was very well equipped. I would definitely stay there again. "
United States
Catharine D.
The price is ￥24,298
￥79,681 total
includes taxes & fees
Oct 13 - Oct 14
National Seashore/Updated/Game Room~Blue Pearl
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

Sea Meadow Inn

Sea Meadow Inn

10/10 Excellent
"La propiedad es hermosa y el trato de Adriana ( la propietaria) es exquisito. Te hacen sentir como en casa . Lo recomiendo muchísimo"
Rafael A 4-night trip
Posted 1 day ago
Sea Meadow Inn

Find out more about Brewster

Brewster Vacation Homes information

Number of reviews
535
Accommodation
139 Vacation Homes
Lowest Price
￥35,941
Highest Price
￥382,014