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

Holiday Homes in Brewster

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Brewster holiday homes

A sandy beach path leading to the ocean with a clear sky.

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 AU$906
includes taxes & fees
19 Oct - 20 Oct
Beach Walks, Books & Bay Sunsets
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, (3 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 AU$939
includes taxes & fees
28 Oct - 29 Oct
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.

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 AU$1,065
includes taxes & fees
14 Oct - 15 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
An outdoor seating area with wicker furniture and a fire pit, overlooking a calm lake and trees.

4. ★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, (31 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.
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
A wooden deck with a fire pit, outdoor seating, and a pool area at dusk.

5. 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, (61 reviews)
"Great place to stay with your family "
United States
Mary H.
The price is AU$3,428
includes taxes & fees
18 Oct - 19 Oct
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.

6. 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 AU$690
includes taxes & fees
27 Oct - 28 Oct
Cozy Large Home in Harwich with Patio near Wequassett Resort
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

7. 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, (107 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 AU$706
includes taxes & fees
27 Oct - 28 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A cozy living room with a sectional sofa, a fireplace, and wooden walls.

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

Family-Friendly Home! Walk to Sea Street Beach
Dennis Port
5.8 out of 10, (8 reviews)
"Location was great! Cozy house. Easy to get in touch with host. Bathroom could use update. "
United States
Devin L.
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.

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 AU$714
includes taxes & fees
9 Nov - 10 Nov
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

10. 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, (208 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
The price is AU$432
includes taxes & fees
14 Oct - 15 Oct
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

11. 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 AU$827
includes taxes & fees
19 Oct - 20 Oct
10 min walk to Beach - Home with Amazing View & Huge Deck
A living room with a grey sofa, striped rug, and a lamp.

12. 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, (30 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 AU$713
includes taxes & fees
26 Oct - 27 Oct
The Pet-Friendly Surf Shack Hideaway on the Cove
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, (4 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AU$687
includes taxes & fees
19 Oct - 20 Oct
Lovely House 5 Min to Beach with Deck, Grill, Garage
A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

14. 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 AU$640
includes taxes & fees
19 Oct - 20 Oct
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

15. 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 AU$746
includes taxes & fees
8 Nov - 9 Nov
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
A beach with a wooden fence and a clear view of the ocean.

16. 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 AU$735
includes taxes & fees
26 Oct - 27 Oct
The Alpine/Walk to Beach for 2 or more!
Living room with plenty of seating and beautiful coastal design

17. 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 AU$960
includes taxes & fees
14 Oct - 15 Oct
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
An outdoor patio with Adirondack chairs, a fire pit, and string lights.

18. Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard

Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
Harwich
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location "
United States
Norman Y.
The price is AU$932
includes taxes & fees
14 Oct - 15 Oct
Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard
A sandy beach with a grassy path leading to the water.

19. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (93 reviews)
"Beautiful, clean home with very responsive and kind hosts!"
United States
Claire D.
The price is AU$854
includes taxes & fees
1 Nov - 2 Nov
Beautiful home near Jacknife Beach and bike trail
A single-story house with a front porch, a small deck, and a garden area with various plants.

20. Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable- Exactly what we needed for our trip to the Cape; we would definitely recommend!"
United States
Heathyr S.
The price is AU$787
includes taxes & fees
10 Nov - 11 Nov
Relaxing Cape Cod Cottage Getaway
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Brewster Hotel Reviews

Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod

10/10 Excellent
"Loved this place! Room was very nicely done and updated. Breakfast was delicious. The treats were excellent. Our room was on the front of the home so the street was a little loud. I had earplugs and was fine but my husband had a hard time. We will be back!"
Laura 1-night trip
Posted 2 days ago
Candleberry Inn on Cape Cod

Find out more about Brewster

Brewster Holiday Homes information

Number of reviews
617
Accommodation
136 Holiday Homes
Lowest Price
AU$432
Highest Price
AU$3,463