Brewster Vacation Homes

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

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Our top choices for Brewster holiday homes

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.

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

West Brewster

Jim M.

HK$6,112 total

includes taxes & fees

9 Oct - 10 Oct

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

2. The Brewster Pearl

Brewster

"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...

PAULA

HK$5,245 total

includes taxes & fees

22 Oct - 23 Oct

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

3. Beach Walks, Books & Bay Sunsets

Brewster

Sandra G.

HK$5,021 total

includes taxes & fees

20 Oct - 21 Oct

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

Brewster

Mary H.

HK$19,239 total

includes taxes & fees

9 Oct - 10 Oct

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

Harwich

Bill F.

HK$3,903 total

includes taxes & fees

27 Oct - 28 Oct

A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

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

Chatham

Mark K.

HK$4,011 total

includes taxes & fees

13 Oct - 14 Oct

A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

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

Dennis Port

Laurie and Rick A.

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.

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

Dennis

HK$4,137 total

includes taxes & fees

21 Oct - 22 Oct

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

Eastham

Susan C.

HK$3,842 total

includes taxes & fees

19 Oct - 20 Oct

A cozy living room with a sectional sofa, a fireplace, and wooden walls.

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

Dennis Port

Devin L.

HK$2,578 total

includes taxes & fees

11 Oct - 12 Oct

An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

11. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis

Patrick T.

HK$2,403 total

includes taxes & fees

14 Oct - 15 Oct

A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

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

Dennis Port

Art E.

HK$3,608 total

includes taxes & fees

12 Oct - 13 Oct

A living room with a grey sofa, striped rug, and a lamp.

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

Eastham

"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."

Justin R.

HK$4,003 total

includes taxes & fees

28 Oct - 29 Oct

A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

14. 10 min walk to Beach - Home with Amazing View & Huge Deck

Eastham

HK$4,580 total

includes taxes & fees

12 Oct - 13 Oct

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

Eastham

Alexis N.

HK$3,885 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor patio with Adirondack chairs, a fire pit, and string lights.

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

Harwich

Norman Y.

HK$5,335 total

includes taxes & fees

12 Oct - 13 Oct

A beach with a wooden fence and a clear view of the ocean.

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

Eastham

Jennifer G.

HK$4,076 total

includes taxes & fees

12 Oct - 13 Oct

Living room with plenty of seating and beautiful coastal design

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

Eastham

Donna R.

HK$5,197 total

includes taxes & fees

13 Oct - 14 Oct

A patio with Adirondack chairs, a fire pit, and a wooden deck.

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

Eastham

Susan W.

HK$3,295 total

includes taxes & fees

12 Oct - 13 Oct

A single-story house with a front porch, a small deck, and a garden area with various plants.

20. Relaxing Cape Cod Cottage Getaway

Dennis

Heathyr S.

HK$4,401 total

includes taxes & fees

1 Nov - 2 Nov

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Top Brewster Hotel Reviews

The Mansion at Ocean Edge

10/10 Excellent

"I enjoyed the spacious room and private balcony. The indoor hot tub and pool were very clean. The food was excellent and the staff was wonderful"

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

10/10 Excellent

"We really enjoyed our stay! The house was very clean, nicely decorated, and had everything we needed. The kitchen was especially well stocked, which we really appreciated.The location was great—close to the beaches, Ocean Edge, and Nickerson State Park, but still very quiet and peaceful. It was so nice to come back and relax after spending the day exploring the Cape.The host was friendly and very responsive whenever we had a question. We had a wonderful time and would definitely stay here again!"

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

10/10 Excellent

"Very attractive, spacious, well organized. Also great location, quiet yet close to lovely places to walk, museums, stores and restaurants. I’ve rented at the Cape many times, and I think this was my favorite! Loved the skylights."

Cottage near bay beach- 1 Bd/1Ba

10/10 Excellent

"This cottage was the perfect getaway. A quick five-minute walk to the beach means you will enjoy sunrises and sunsets over the water every day. The private outdoor shower on the patio made beach visits a breeze. The cottage had a well-equipped kitchen and comfortable furniture and beds. It is important to point out that linens and paper products were not supplied. We had friends nearby who loaned us the linens we needed, but if you are flying into the area, you'll want to plan for this. We highly recommend this cottage and look forward to returning in the future!"

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