
House holiday rentals in Brewster
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Top-rated house rentals in Brewster
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Shop, Swim, Hike, Bike in Historic Brewster
Spacious, sunny, A/C'd, one floor cottage! Centrally located: 1.3 mi to beach, .5 mi walk to the charming Brewster Store, Brewster Scoop & Route 6A. The bike trail is 1 min bike ride. Sheeps Pond is 1.3 mi; you can swim, kayak, canoe, fish. Newer mattresses/pillows, bunk bed for kids. Laundry facilities, kitchen composting, Britta filter, Linen option. Big backyard, outdoor picnic table and hot shower! BBQ and Adirondack chairs around fire pit. Bike shed, beach chairs, umbrellas, toys. Parking!

Spacious cottage beach Wychmere < 4 min Central AC
Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

The Drake Cottage - Brewster Beach Getaway
Experience quintessential Cape Cod in The Drake Cottage located right on 6A in Brewster, Ma. The Drake Cottage is conveniently situated within a mile of Drummer Boy Park, The Cape Museum of Natural History, Paines Creek Beach and a 9 min drive from Oceans Edge. The cottage offers an expansive private back yard with an acre of land. Enjoy a newly extended patio complete with fire pit, 10 person picnic table and BBQ grill. Our newly updated interior provides our guests with many modern amenities.

Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Perfect Cape Cod vacation home
SUPER LOCATION for biking & hiking! Quiet neighborhood with direct access to 31 mile Cape Cod Rail Trail, 1900 acre Nickerson State Park and local clam shack / ice cream shop. Easy walking / biking access to Linnell & Crosby Landing Cape Cod Bay beaches and Flax & Cliff Pond fresh water beaches. Easy drive to towns of Orleans, Chatham, Harwich & Dennis. Whether it's a quiet walk, an exhilarating bike ride, salt or fresh water beaches, or a comfortable place to relax, this house has it all!

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck
Updated, spacious, peaceful Mid-Cape home Private road, private beach/pond (5 min walk) Silent central AC 4 BR/3 full bth: > Ground floor: 2 BR + 2 bth - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 recliners, leather couch, Jøtul gas stove, Roku TV Wooded yard - gas fire table, grill Ping Pong - (in unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

Antique Cape Home With Modern Conveniences
The Elisha Howland Saltbox provides your opportunity to experience the unmatched essence of a true 'Olde Cape Cod' home. We offer a restored antique Saltbox with 2 bedrooms and 2 bathrooms. For an additional charge, there is a detached cottage which can accommodate two more guests. PLEASE NOTE: we accept ONLY FULL WEEK RENTALS from mid-June to mid-September, but we welcome shorter or much longer stays during the rest of the year. Our home is a lovely place to spend a winter on Cape Cod.

Lakefront House/Private Dock/Year Round Hot Tub/AC
Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

The Osprey Nest - Beach house with stunning views
The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Cape Cod Cottage by the Bay!
Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Privacy with Cape Cod charm
This lovely, private one bedroom apartment is located above the unused garage on the grounds of our classic half cape house, just a 3 minute walk to our private beach on the bay. It sleeps 2 with a double bed and has a full kitchen and bathroom, along with an outdoor shower, grill, fire pit and picnic table located in private yard. Linens will be provided. Coffee maker and coffee will be waiting for you...

Cozy Cape Condo minutes from Brewster beaches
There’s no better way to experience all that Brewster has to offer than taking your family to stay at the Ocean Edge Resort. Just minutes off the property you will find yourself at the beach, on the golf course, or at one of the many excellent restaurants in this small, culture rich Cape Cod town.
Popular amenities for Brewster house rentals
House rentals with a pool

Harwich Haven: Pool & Fire Pit

Heated Pool Oasis | 5 Min to Cape Cod Beaches!

Harwich House: Private Pool, Game Room & Putt-Putt

"Cape Escape" luxury home w/pool & beach access.

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

Modern Cape, Private Heated Pool, Beach, Golf

Walk to the beach or sit poolside! Updated studio!

Cape Cod Lakefront Home
Weekly house rentals

Brewster Cape House

Charming Cape Cod Retreat–Walk to Long Pond Beach!

Bayside retreat - Brewster flats

Family Retreat in the Heart of Cape Cod!

Brewster Bay Getaway; walk to private & pub. beach

Thinking of Summer Already? - Book Now Summer '26

Cheerful and spacious 3BR, indoor fireplace

The Pond House - Brewster
Private house rentals

Cape Cod Cottage - Walk to the beach

Secluded Brewster Retreat

* Top Rated - Free Cleaning & Linens - SuperHost!

Beach Retreat, Orleans! 5BR w Hot Tub + Bikes!

Bayside Escape~Short Walk to the Beach (1/2 MILE)

Sunset Sabbatical Cape Cod

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

Billy's Beach Bungalow
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $503 NZD | $521 NZD | $446 NZD | $481 NZD | $557 NZD | $661 NZD | $822 NZD | $832 NZD | $564 NZD | $521 NZD | $488 NZD | $488 NZD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about house rentals in Brewster

Total holiday rentals
Explore 290 holiday rentals in Brewster

Nightly prices starting at
Brewster holiday rentals start at $99 NZD per night before taxes and fees

Verified guest reviews
Over 8,270 verified reviews to help you choose

Family-friendly holiday rentals
270 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 130 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
280 of Brewster holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Brewster rentals

4.9 Average rating
Brewster stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with lake access Brewster
- Rentals with pools Brewster
- Rentals with a kayak Brewster
- Cottage rentals Brewster
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- Rentals with a hot tub Brewster
- Pet-friendly rentals Brewster
- Rentals with a fireplace Brewster
- Rentals with beach access Brewster
- Rentals with a fire pit Brewster
- Beachfront rentals Brewster
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- Family-friendly rentals Brewster
- Rentals with a washing machine and dryer Brewster
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
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- Craigville Beach
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- Onset Beach
- Coast Guard Beach
- Pinehills Golf Club
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- Scusset Beach State Reservation
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