House holiday rentals in Brewster

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Top-rated house rentals in Brewster

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
The living area features wooden cathedral ceilings and a cozy seating arrangement with two grey sofas, adorned with colorful pillows. A wooden coffee table is centered on a patterned rug, with a fully equipped kitchen visible in the background.
Home in Brewster
4.93 out of 5 average rating, 150 reviews

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!

Guest favourite
A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.
Home in Brewster
4.87 out of 5 average rating, 238 reviews

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.

Top Guest favourite
A charming two-story home is nestled among the trees, featuring a gray exterior and a welcoming red front door. Lush green shrubbery and blooming flowers are visible near the entrance, enhancing the natural setting.
Home in Brewster
4.92 out of 5 average rating, 157 reviews

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck

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 (+ bidets) - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 leather recliners & couch, 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

Superhost
A spacious living room is presented with comfortable seating, featuring a plush sofa adorned with decorative pillows. Wooden flooring complements the light-colored walls, while a colorful area rug adds a touch of warmth. The space is bathed in natural light from a nearby window.
Home in Brewster
4.81 out of 5 average rating, 122 reviews

Funky, Woodsy House near Nickerson - Dog Friendly!

This cute, artsy, DOG FRIENDLY house is 50 feet from Nickerson State Park and its network of biking and hiking trails. Just a 10 minute walk down the quiet trails to Cliff Pond for swimming, fishing, & kayaking. The bike trails in the park connect to the Cape Cod Rail Trail. It is an easy bike ride to Crosby Beach. Or just enjoy the comfy living room furniture, and relax in the sun on the deck. We have a fenced in back yard for dogs and kids. Welcome to our dream home in a dream location!

Top Guest favourite
The exterior of the Brewster Farmhouse is showcased, featuring a charming stone facade with green trim. A well-maintained yard surrounds the house, adorned with autumn foliage. The entryway includes two large windows framed by shrubs, with a welcoming double door at the center.
Home in Brewster
4.98 out of 5 average rating, 102 reviews

Cape Cod Farmhouse: Walk to the Beach in Brewster!

Defined by understated furnishings throughout, The Brewster Farmhouse is a serene beach retreat, right across the street from Ocean Edge Resort and a 10 minute walk to Ellis Landing Beach. Total of 3 bedrooms and 4 full bathrooms, with central AC and heating. All bedrooms have queen-sized beds, and their own private, en-suite bathrooms. Right next door to cute antique shops, art galleries, and boutique farms. Close walk or drive to all of the best restaurants and cafes in Brewster!

Top Guest favourite
A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.
Home in South Dennis
4.98 out of 5 average rating, 50 reviews

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available

Top Guest favourite
The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.
Home in East Dennis
4.93 out of 5 average rating, 322 reviews

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.

Guest favourite
A charming exterior of a Cape Cod house is framed by verdant trees and a gravel driveway. The structure features a pitched roof, large windows, and a welcoming front porch with seating arrangements. Lush greenery surrounds the property, enhancing its serene rural setting.
Home in Brewster
4.95 out of 5 average rating, 55 reviews

Bayside retreat - Brewster flats

Cape Cod Beach House with Private Bay Access + Pet-Friendly! Enjoy a classic Cape escape just a 5 to 7-minute walk to a private Brewster Flats beach, one of the few where you can leave your chairs and umbrellas out all week. This 3-bedroom, pet-friendly home features a private outdoor shower, gas grill, fire pit, and all essentials included (linens, paper goods, soaps, shampoo). Once you arrive, park your car and walk or bike to shops, restaurants, and scenic spots.

Top Guest favourite
A charming two-story structure features dark wooden siding and a welcoming entryway. Surrounding greenery includes tall trees and well-maintained shrubs, providing a serene outdoor setting. A grassy area leads up to the building, emphasized by a clear blue sky overhead.
Home in Brewster
4.92 out of 5 average rating, 288 reviews

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...

Top Guest favourite
An inviting living area features a comfortable seating arrangement with a grey sofa and an accent chair. A dining table is visible, accompanied by floral arrangements. Warm light filters through large windows, illuminating the space, while a fireplace and decorative elements enhance the cozy atmosphere.
Home in Brewster
4.99 out of 5 average rating, 203 reviews

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

Guest favourite
A spacious living area is highlighted by a brick fireplace, surrounded by comfortable seating options. A large dining table is seen alongside wooden chairs, with natural light streaming through multiple windows, enhancing the open feel of the space.
Home in Brewster
4.9 out of 5 average rating, 164 reviews

Cozy Cape Cabin - just minutes to Cape Cod Bay!

Our home is within easy walking distance to the beach, restaurants, convenience stores, shops, and is very close to the bike trail (Cape Cod Rail Trail). You’ll love our place because of our location, and the spacious and relaxing layout of our home. We are located on a private beach association road in a residential area, yet more amenities are easily accessible within a short drive.

Guest favourite
A light and airy bedroom is presented, featuring a cozy bed adorned with coral-colored bedding. Natural light filters through a large window, illuminating the space. A dresser and nightstand in a soft gray finish complement the decor, enhancing the serene ambiance.
Home in Brewster
4.91 out of 5 average rating, 114 reviews

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

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Avg. price$558 NZD$608 NZD$565 NZD$506 NZD$586 NZD$695 NZD$864 NZD$874 NZD$593 NZD$547 NZD$513 NZD$513 NZD
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Quick stats about house rentals in Brewster

  • Total holiday rentals

    Explore 300 holiday rentals in Brewster

  • Nightly prices starting at

    Brewster holiday rentals start at $104 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    280 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

    300 of Brewster holiday rentals include Wi-Fi 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!