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

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Our top choices for Brewster vacation homes

1. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (2 reviews)
"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 ¥38,098
¥100,541 total
includes taxes & fees
Oct 5 - Oct 6
Beach Walks, Books & Bay Sunsets

2. 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 ¥33,976
¥106,531 total
includes taxes & fees
Nov 1 - Nov 2
The Brewster Pearl

3. 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, (37 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
The price is ¥36,398
¥128,683 total
includes taxes & fees
Oct 3 - Oct 4
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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 ¥224,338
¥382,160 total
includes taxes & fees
Oct 3 - Oct 4
Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

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 ¥22,124
¥78,588 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Large Home in Harwich with Patio near Wequassett Resort

6. 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 ¥15,013
¥79,687 total
includes taxes & fees
Oct 27 - Oct 28
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

7. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
4.0 out of 10, (1 review)
"Excellent vacation in a great spot but the property needs some care."
United States
Art E.
The price is ¥13,382
¥72,382 total
includes taxes & fees
Oct 12 - Oct 13
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

8. 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 ¥21,253
¥83,964 total
includes taxes & fees
Oct 3 - Oct 4
Lovely 3-bedroom house in Dennis perfect for a relaxing getaway

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

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is ¥27,629
¥82,207 total
includes taxes & fees
Oct 4 - Oct 5
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

10. 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 ¥10,746
¥68,403 total
includes taxes & fees
Oct 5 - Oct 6
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

11. Family-Friendly Home! Walk to Sea Street Beach

Family-Friendly Home! Walk to Sea Street Beach
Dennis Port
6.4 out of 10, (5 reviews)
"Location was great! Cozy house. Easy to get in touch with host. Bathroom could use update. "
United States
Devin L.
The price is ¥9,640
¥51,908 total
includes taxes & fees
Oct 11 - Oct 12
Family-Friendly Home! Walk to Sea Street Beach

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, (205 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
The price is ¥13,512
¥48,381 total
includes taxes & fees
Oct 14 - Oct 15
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

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, (4 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is ¥20,623
¥73,596 total
includes taxes & fees
Oct 4 - Oct 5
Lovely House 5 Min to Beach with Deck, Grill, Garage

14. 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 ¥31,448
¥92,236 total
includes taxes & fees
Oct 12 - Oct 13
10 min walk to Beach - Home with Amazing View & Huge Deck

15. The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (28 reviews)
"We had such a wonderful time at the Surf Shack. The location was perfect. Within 15 minutes the best beaches, best dining, best shopping..everything. The house was incredibly clean with all the amenities needed to have a great family vacation. The host was incredibly quick to reply to any and all inquiries and was so pleasant to deal with. We couldn’t be any happier with our stay and will definitely stay there again if our travels return us to the Cape."
United States
Justin R.
The price is ¥24,134
¥79,513 total
includes taxes & fees
Oct 5 - Oct 6
The Pet-Friendly Surf Shack Hideaway on the Cove

16. 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 ¥42,506
¥96,756 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful home near Jacknife Beach and bike trail

17. 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 ¥24,997
¥82,662 total
includes taxes & fees
Oct 4 - Oct 5
The Alpine/Walk to Beach for 2 or more!

18. 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 ¥30,168
¥103,356 total
includes taxes & fees
Oct 19 - Oct 20
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

19. 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 ¥34,782
¥77,066 total
includes taxes & fees
Oct 8 - Oct 9
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

20. Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was cute and clean. The private beach was amazing. We enjoyed our stay!"
United States
Susan W.
The price is ¥23,362
¥66,348 total
includes taxes & fees
Oct 4 - Oct 5
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
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

Find out more about Brewster

Brewster Vacation Homes information

Number of reviews
510
Accommodation
139 Vacation Homes
Lowest Price
¥48,381
Highest Price
¥382,160