Pet-friendly vacation rentals in Brewster

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.

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!

Outdoor spacesWalkabilityView

4.98 out of 5 average rating, 375 reviews

Tiny home in Wellfleet

Writer’s Cabin • On-Site Hot Tub & Wood-fire Sauna

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

Outdoor spacesPetsView

4.98 out of 5 average rating, 241 reviews

A bright bedroom features a spacious bed with colorful blankets and decorative pillows. A variety of sun hats are displayed on the wall, providing a cheerful accent. Natural light enters through the window, illuminating the cozy interior.

Cottage in Dennis

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Outdoor spacesWalkabilityLaundry

4.97 out of 5 average rating, 200 reviews

A charming cottage is surrounded by a grassy yard, featuring a set of four blue Adirondack chairs arranged around a small glass table. A gas grill is situated nearby, and a tree provides dappled shade to the area.

Guesthouse in Wellfleet

Abundant Blessings Cottage-Wellfleet

Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

Outdoor spacesWalkabilityHiking

4.97 out of 5 average rating, 59 reviews

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

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

Outdoor spacesWalkabilityIndoor spaces

5.0 out of 5 average rating, 130 reviews

Home in Yarmouth Port

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

Outdoor spacesPetsSleep quality

4.88 out of 5 average rating, 359 reviews

The exterior view presents a two-story condo unit with a stairway leading to the entrance. Lush greenery surrounds the path, while well-maintained shrubs complement the soft landscaping. The balcony above offers additional outdoor space, enhancing the overall appeal of the building.

Condo in Brewster

Shining Sea Condo

Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Outdoor spacesPetsBiking

4.93 out of 5 average rating, 162 reviews

4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC

Relax at this spacious mid-Cape retreat on a quiet private road, just a 5-minute walk to a private swimming beach and pond. Canoe included! Sleeps 8 with 4 bedrooms (2 on the main level, 2 upstairs) and 3 full baths with bidets. Enjoy central A/C, hardwood floors, a screened porch, 65" OLED TV, gas stove, gas fire table and grill, ping pong, and wooded yard. Convenient main-level washer/dryer. Near the Cape Cod Rail Trail, beaches, golf, tennis, boating.

PetsWalkabilityHospitality

4.96 out of 5 average rating, 202 reviews

A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.

Home in Eastham

The Sea Captain's Carriage House

The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Outdoor spacesWalkabilityCleanliness

4.94 out of 5 average rating, 103 reviews

The exterior of Brewster Cottage features a two-car garage with beige doors and a charming wooden front door. Lush greenery surrounds the property, providing a natural and inviting setting. The roof is steeply pitched, typical of New England style architecture.

Guesthouse in Brewster

Cape Cod Cottage: Walk to the Beach in Brewster!

Brewster Cottage is a luxury guest house located right across the street from Ocean Edge Resort and Ellis Landing Beach! Living room has 1 queen size bed + 1 twin size bed that sleeps 2 people. Bedroom has 1 queen size bed that sleeps 2 people. The cottage sleeps a total of 4 people. 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!

WalkabilityOutdoor spacesLaundry

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.

4.99 out of 5 average rating, 210 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

PetsWalkabilityHospitality

4.85 out of 5 average rating, 145 reviews

An open living area features light wood flooring with a large window allowing natural light. A comfortable couch is situated near a wooden coffee table. A dining table with chairs is visible, along with a well-equipped kitchen adorned with modern appliances.

Apartment in Brewster

A quiet, private, unique spot in a great location!

The apartment is completely separate from the house with a private deck. The property is surrounded by conservation land so the closest neighbor is not visible from the apartment or the yard. We offer self check in and allow our guests complete privacy during their stay. We follow the guidelines for cleaning provided by Airbnb and the CDC. Room Occupancy Excise Reg. Cert. C0013100410

WalkabilityPetsBiking

Popular amenities for Brewster pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 295 reviews

Home in Dennis Port

Pet Friendly - Walk to Downtown Dennis Port!

WalkabilityOutdoor spacesHiking

5.0 out of 5 average rating, 363 reviews

A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.

Home in West Yarmouth

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Outdoor spacesWalkabilityCondition

5.0 out of 5 average rating, 22 reviews

Hawks Nest with path to beach

WalkabilityOutdoor spacesKitchen

A cozy sleeping area showcases a patterned bedspread with floral designs, complemented by matching pillows and a neatly arranged stack of towels. A bedside table holds a lamp and a small bouquet, while a striking floral wallpaper adds warmth to the room.

4.96 out of 5 average rating, 82 reviews

Luxury Beach House! Firepit&PetoK&2Kingbeds

WalkabilityOutdoor spacesCheck-in

A modern kitchen features butcher block counters and a spacious island. Black cabinets and white cabinetry provide a clean contrast. A dual range with a double oven is present. Multiple windows allow natural light, and artwork adorns the walls. Dining areas with tables and black chairs are visible.

4.91 out of 5 average rating, 86 reviews

Brewster Hideaway

PetsOutdoor spacesBiking

5.0 out of 5 average rating, 6 reviews

3BR Pond Views | Private Beach & Kayaks

WalkabilityOutdoor spacesComfort

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.

4.95 out of 5 average rating, 59 reviews

Bayside retreat - Brewster flats

PetsOutdoor spacesLayout

4.98 out of 5 average rating, 48 reviews

Beautiful 4 bed/3 bath in Brewster, MA

PetsWalkabilityPool

Pet-friendly home rentals with a pool

An aerial view showcases a spacious home nestled among lush greenery. A private in-ground pool is surrounded by lounge chairs and umbrellas, creating a relaxing outdoor space. A nearby shed and multiple gathering areas enhance the inviting atmosphere of the backyard.

4.84 out of 5 average rating, 25 reviews

Wow! Private Pool, Game Room, and Fire Pit!

PetsWalkabilityAmenities

4.92 out of 5 average rating, 52 reviews

A spacious outdoor area is highlighted by a seasonal heated pool surrounded by a wooden deck. Multiple blue lounge chairs are arranged around the pool, and a fire pit table is situated at the center. A large checkers board and garden beds add to the inviting atmosphere.

Home in Yarmouth Port

Winslow Acres [heated] Pool Escape; pool May-Oct

PetsWalkabilityLocation

4.96 out of 5 average rating, 28 reviews

An aerial view reveals a spacious bay front home surrounded by lush greenery. A large pool is visible in the backyard, with steps leading down to a beach area featuring kayaks. The residence is set in a tranquil, wooded environment.

Home in Cotuit

ShoestringBayHouse, waterfront & pool in Cotuit

Outdoor spacesPetsView

4.96 out of 5 average rating, 27 reviews

A refreshing swimming pool is surrounded by a concrete deck, featuring several lounge chairs positioned along one side. Umbrellas provide shade near the pool's edge, and a fenced yard is adorned with greenery, creating a serene outdoor setting.

Home in Barnstable

Beach Pass Included! Brand New Spa! Central AC!

WalkabilityOutdoor spacesBeach

4.93 out of 5 average rating, 40 reviews

The backyard features an inground pool illuminated at night, surrounded by wooden decking. Nearby, a shed with white shutters enhances the outdoor space, while lush greenery provides a serene backdrop.

Home in Orleans

5-bedroom Cape with a pool and yard games.

Outdoor spacesPetsPool

5.0 out of 5 average rating, 3 reviews

Home in Yarmouth

Heated Pool | 5 Min Walk to Beach | Dog-Friendly

HospitalityFamilyLocation

4.85 out of 5 average rating, 13 reviews

Apartment in Dennis Port

Dennis Deluxe King Room | Full Studio w/ Kitchenet

PetsOutdoor spacesFamily

5.0 out of 5 average rating, 12 reviews

Home in North Eastham

Game Room- Movie Projector Room- Fire Pit

Outdoor spacesLocationPool

Private, pet-friendly home rentals

4.96 out of 5 average rating, 23 reviews

A serene sunset displays vibrant hues of orange, pink, and purple across the water. Soft clouds reflect the colorful sky above a calm bay, creating a tranquil atmosphere. The smooth shoreline is visible in the foreground, leading to the water's edge.

Cottage in Brewster

Amazing Sunsets

Outdoor spacesPetsComfort

5.0 out of 5 average rating, 94 reviews

A charming garden studio is nestled under a canopy of pink flowering trees, surrounded by lush green grass. A ladder leans against one of the trees, enhancing the natural landscape, while the studio's large windows reflect the vibrant colors of spring.

Guesthouse in Wellfleet

Marshfront Retreat | EV Charger | Private Deck

Outdoor spacesWalkabilityAmenities

4.99 out of 5 average rating, 72 reviews

A rustic cottage is seen with a light-colored exterior and a shingled detailing. The porch features a small table surrounded by four chairs, while two lounge chairs sit nearby. Large windows allow natural light to enter, framed by a backdrop of trees.

Cottage in Wellfleet

Wellfleet Cottage By The Sea

Outdoor spacesWalkabilityAmenities

Vacation home in Brewster

The open living area includes two couches positioned facing each other, with a small side table nearby. Light wood flooring extends to a dining area featuring a white table and chairs. Soft natural light is visible through the windows, highlighting the light-colored walls.

4.7 out of 5 average rating, 10 reviews

Bright 3 bdrm 2 bath on Bike Trail, 5 min to Beach

Outdoor spacesWalkabilityAccuracy

4.94 out of 5 average rating, 31 reviews

A modern kitchen is presented, featuring stainless steel appliances and sleek cabinetry. A skylight allows natural light to fill the space. The countertops are finished in a light tone, complemented by a neutral backsplash. A window offers a view of the outdoors.

Home in Harwich

7th Vacation in Harwich

Outdoor spacesWalkabilityCondition

5.0 out of 5 average rating, 14 reviews

Home in Dennis Port

Cape Cod Retreat Near Beaches • Family Ready

WalkabilityOutdoor spacesHospitality

5.0 out of 5 average rating, 95 reviews

A backyard space is equipped with a fire pit surrounded by four white Adirondack chairs, providing a cozy gathering area. String lights hang overhead, illuminating the outdoor dining table set for a meal. A charming cottage is visible in the background, enhancing the inviting atmosphere.

Home in West Dennis

Sunset Sabbatical Cape Cod

PetsOutdoor spacesAccess