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

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Brewster vacation homes

A covered deck with a grill, outdoor furniture, and a view of trees.

1. 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 ￥16,032
￥108,678 total
includes taxes & fees
Sep 20 - Sep 21
Great for Families! Brewster Home 6 Mi to Beach
A beach with footprints, a large rock, and a clear sky.

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 ￥33,142
￥89,977 total
includes taxes & fees
Oct 6 - Oct 7
The Brewster Pearl
A living room with a fireplace, sofas, a TV, and a bookshelf.

3. 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 ￥27,362
￥103,852 total
includes taxes & fees
Sep 22 - Sep 23
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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 ￥44,087
￥125,968 total
includes taxes & fees
Oct 6 - Oct 7
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A sandy beach path leading to the ocean with a clear sky.

5. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is ￥43,718
￥98,024 total
includes taxes & fees
Sep 30 - Oct 1
Beach Walks, Books & Bay Sunsets
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, (30 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 ￥107,274
￥205,639 total
includes taxes & fees
Sep 19 - Sep 20
★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)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
The price is ￥22,968
￥78,363 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Large Home in Harwich with Patio near Wequassett Resort
A calm lake with a sandy beach, a sailboat, and a forested shoreline.

8. 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 ￥26,138
￥63,612 total
includes taxes & fees
Sep 13 - Sep 14
Dennis Beach House - Walk to Beach - Pet Friendly
A sandy beach with a grassy path leading to the water.

9. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (87 reviews)
"This is second time to stay here! We love the location and hospitality of the hosts! Great place!"
United States
Barbara P.
The price is ￥41,621
￥94,212 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful home near Jacknife Beach and bike trail
A cozy living room with a sectional sofa, a fireplace, and wooden walls.

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

Family-Friendly Home! Walk to Sea Street Beach
Dennis Port
6.0 out of 10, (4 reviews)
"This cape cottage, Is a delight. Centrally located. It was clean and the host was very helpful. The only things we're the cable wasn't working and the gas grill didn't. Other than those minor set backs. Excellent time!"
United States
Christina S.
Family-Friendly Home! Walk to Sea Street Beach
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.

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

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is ￥27,593
￥81,795 total
includes taxes & fees
Oct 5 - Oct 6
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
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
9.6 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 ￥14,644
￥78,259 total
includes taxes & fees
Oct 7 - Oct 8
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A modern kitchen with wooden cabinets, a central island, and orange bar stools.

13. 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 ￥38,538
￥98,798 total
includes taxes & fees
Sep 28 - Sep 29
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
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)
"Loved this property. "
United States
Carol S.
The price is ￥10,636
￥66,395 total
includes taxes & fees
Oct 5 - Oct 6
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

15. 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 ￥24,510
￥77,339 total
includes taxes & fees
Sep 30 - Oct 1
Lovely House 5 Min to Beach with Deck, Grill, Garage
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.
The price is ￥46,476
￥98,708 total
includes taxes & fees
Sep 13 - Sep 14
Newly renovated home near beaches with fire pit, AC, electric vehicle charging
A two-story house with a front porch, a chimney, and a well-maintained lawn.

17. Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (82 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is ￥48,422
￥125,442 total
includes taxes & fees
Sep 13 - Sep 14
Family Cottage Close to Beach!!

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 ￥29,625
￥101,817 total
includes taxes & fees
Sep 23 - Sep 24
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

19. 10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
10 min walk to Beach - Home with Amazing View & Huge Deck
A beach with a wooden fence and a clear view of the ocean.

20. 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 ￥27,852
￥85,335 total
includes taxes & fees
Oct 7 - Oct 8
The Alpine/Walk to Beach for 2 or more!
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

Charm on Main by Ocean Edge

Charm on Main by Ocean Edge

10/10 Excellent
"Best croissants, flaky and delicious. Room was very nice and the fitness center at their partner resort is great."
Thomas 1-night trip
Posted 1 day ago
Charm on Main by Ocean Edge

Find out more about Brewster

Brewster Vacation Homes information

Number of reviews
405
Accommodation
139 Vacation Homes
Lowest Price
￥63,612
Highest Price
￥205,639