
House holiday rentals in Brewster
Find and book unique houses on Airbnb
Top-rated house rentals in Brewster
Guests agree: these houses are highly rated for location, cleanliness and more.

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!

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.

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 leather recliners & couch, Jøtul gas stove, 65” OLED TV Wooded yard - gas fire table, grill Ping Pong - (unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

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!

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.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

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.

Secluded Brewster Retreat
Nestled against 50 acres of conservation land, this Cape Cod retreat offers a serene escape with direct access to hiking trails and breathtaking woodland views. Our open-concept home provides a tranquil sanctuary for those seeking quiet relaxation and easy access to all that the Cape has to offer. Just 5 minutes from Paine's Creek and Cold Storage Beach. Explore local trails, enjoy beach time, or simply unwind in complete privacy.

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...

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster

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 house rentals in Brewster
House rentals with a pool

Harwich Haven: Pool & Fire Pit

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

5-bedroom Cape with a pool and yard games.

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

House on Cape Cod with pool close to beach

Cape Cod Lakefront Home

Walk to the beach or sit poolside! Updated studio!

4 BD slice of Harwich Heaven
Weekly house rentals

1850 Orleans Antique Home with Path to Arey’s Pond

Brewster Hideaway

Close to Brewster Beaches!

Cape Escape -Rare Peak Season 2 night Minimum

Easter Weekend! 2 Mi to Beach + Ferry to Nantucket

Tiki Bar, Firepit, Pond View | Cottage near Beach

The Getaweigh: Walk to private beach & town!

Billy's Beach Bungalow
Private house rentals

The Cape Codder: Large Yard, Steps to Town & Beach

The Baumhaus: midcentury home with bay views

Sunburst Cottage on Long Pond

The Hideaway - Harwich Port Getaway

7th Vacation in Harwich

Thinking of Summer Already? - Book Now Summer '26

Cape Cod home near National Seashore and bike path

Cheerful 4-bedroom residential home with hot tub
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $390 SGD | $405 SGD | $347 SGD | $374 SGD | $433 SGD | $514 SGD | $638 SGD | $646 SGD | $438 SGD | $405 SGD | $379 SGD | $379 SGD |
| 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 $77 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
280 of Brewster holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Brewster rentals

4.9 Average rating
Brewster stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with lake access Brewster
- Apartment rentals Brewster
- Rentals with a washing machine and dryer Brewster
- Rentals with a hot tub Brewster
- Flat rentals Brewster
- Rentals with a fireplace Brewster
- Rentals with beach access Brewster
- Rentals with a firepit Brewster
- Villa rentals Brewster
- Rentals with pools Brewster
- Pet-friendly rentals Brewster
- Rentals with outdoor seating Brewster
- Beachfront rentals Brewster
- Family-friendly rentals Brewster
- Cottage rentals Brewster
- Waterfront rentals Brewster
- Rentals with a kayak Brewster
- Rentals with a patio Brewster
- House rentals Barnstable County
- House rentals Massachusetts
- House rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Sandy Neck Beach
- Pinehills Golf Club
- New Silver Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Popponesset Peninsula
- Lighthouse Beach
- Cape Cod Inflatable Park
- Saquish Beach
- Nauset Beach
- Race Point Beach
- Skaket Beach
- Sea Gull Beach
- Marconi Beach
- Falmouth Heights Beach
- Sandwich Glass Museum




