Pet-friendly holiday 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 spacesWalkabilityGetting around

4.98 out of 5 average rating, 232 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

WalkabilityOutdoor spacesDecor

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.

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

WalkabilityPetsKitchen

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.

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!

WalkabilityOutdoor spacesCondition

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.

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!

WalkabilityPetsKitchen

5 out of 5 average rating, 352 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

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

PetsWalkabilityIndoor spaces

5 out of 5 average rating, 126 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

PetsOutdoor spacesIndoor spaces

4.89 out of 5 average rating, 351 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!

PetsWalkabilityFamily

4.84 out of 5 average rating, 159 reviews

A charming cottage exterior is showcased, featuring natural wood siding and flower boxes below the windows. The entrance is framed by shrubs, while a grassy area surrounds the cottage. Mature trees provide shade, enhancing the peaceful setting in a tree-filled neighborhood.

Home in Chatham

Delightful Chatham Cottage, Cheerful and Clean

AirBnB Superhost, local owner has 25 years of online vacation rental experience with this property. Refreshed and updated , our 1 bedroom cottage is an ideal getaway spot for a couple or young family. The cottage is located on a 1/2 acre lot in the geographical center of Chatham, on a private road in a quiet, tree-filled neighborhood. Guests all agree that we have a fantastic location at an affordable price. Enjoy a relaxing stay while being close to everything in town.

WalkabilityPetsTV

4.96 out of 5 average rating, 196 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 spacesPetsGetting around

4.9 out of 5 average rating, 51 reviews

Guesthouse in Brewster

Cape Cod beach inspired “Makondo” Suit Apartment!

Private, beach-inspired suite perfect for couples or small families. Makondo is fully independent with its own entrance, outdoor space, and parking. Relax in a bright coastal interior with full kitchen, washer/dryer, AC, and comfy sleeping options. Minutes to Cape Cod beaches, walking trails, and local attractions. Peaceful, clean, and thoughtfully designed for a relaxing getaway. Pet friendly (fee applies).

Outdoor spacesPetsAccess

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, 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

Outdoor spacesWalkabilityValue

Popular amenities for Brewster pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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.

4.9 out of 5 average rating, 84 reviews

Brewster Hideaway

WalkabilityPetsCondition

5 out of 5 average rating, 6 reviews

Home in Eastham

10 min walk to Beach - Amazing View & Huge Deck

Outdoor spacesFamilyHospitality

5 out of 5 average rating, 46 reviews

Beautiful 4 bed/3 bath in Brewster, MA

Outdoor spacesPetsBathroom

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, 55 reviews

Bayside retreat - Brewster flats

WalkabilityOutdoor spacesGetting around

A sandy pathway is framed by lush green bushes, leading toward a coastal view. Calm waters stretch into the distance, reflecting the soft blue sky with scattered clouds. The tranquil beach setting invites exploration and relaxation.

4.93 out of 5 average rating, 97 reviews

Brewster Bay Getaway; walk to private & pub. beach

PetsOutdoor spacesBiking

The exterior of the house showcases a wood-shingled façade and a red door, providing a contrasting accent. A spacious deck holds a set of five outdoor chairs around a small table, ideal for al fresco dining. Clear skies and scattered clouds form the backdrop.

4.78 out of 5 average rating, 46 reviews

Cape Cod Escape Pet Friendly Hot Tub Sleeps 10

Outdoor spacesPetsAccuracy

4.85 out of 5 average rating, 137 reviews

Home in Dennis Port

Waterfront Escape: HotTub, Pets OK, Pool Table

PetsOutdoor spacesLocation

4.98 out of 5 average rating, 50 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

PetsOutdoor spacesBarbecue

Pet-friendly home rentals with a pool

4.88 out of 5 average rating, 25 reviews

An aerial view of a spacious backyard features a heated pool surrounded by a grey stone patio. Lounge chairs and umbrellas are positioned around the pool. The house showcases multiple large windows and a deck, with green grass and trees creating a private setting.

Home in Plymouth

Mansion with Heated Pool Near Ocean

Outdoor spacesBathroomPool

5 out of 5 average rating, 10 reviews

Home in North Eastham

Game Room- Movie Projector Room- Fire Pit

LocationBeachHospitality

4.96 out of 5 average rating, 24 reviews

Home in Sandwich

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

WalkabilityPetsLaundry

4.89 out of 5 average rating, 331 reviews

A view overlooking a well-maintained pool surrounded by green grass, with beach access visible in the distance. The landscape features a mix of trees and charming houses, set against a clear blue sky and tranquil water.

Home in Plymouth

Ocean Side, Amazing View, close to town/beach, Spa

WalkabilityOutdoor spacesCleanliness

4.91 out of 5 average rating, 162 reviews

A heated indoor pool is framed by sleek gray walls and illuminated with recessed lighting. Large sliding glass doors offer a view of the outdoor patio. Colorful pool floats and equipment are neatly arranged nearby, providing options for leisure activities.

Home in Plymouth

Seaview Summit | Ocean Views, Indoor Pool, Beach

Outdoor spacesWalkabilityNearby

4.93 out of 5 average rating, 41 reviews

An aerial view of a spacious property featuring a uniquely shaped heated saltwater pool surrounded by a stone patio. A large deck is positioned next to the pool, with several lounge chairs arranged nearby and greenery framing the area.

Home in New Seabury

Coastal Charm New Seabury: 5BRs with Private Pool

Outdoor spacesIndoor spacesLayout

4.92 out of 5 average rating, 51 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

PetsWalkabilityBackyard

4.88 out of 5 average rating, 17 reviews

Apartment in Dennis Port

King Bed Suite (Pet Friendly) in a Great Location

PetsConditionNearby

Private, pet-friendly home rentals

4.96 out of 5 average rating, 79 reviews

An outdoor seating area is presented with plush, striped furniture and a large firepit at the center. A bright turquoise umbrella provides shade, while the tranquil waterfront view showcases shimmering water and greenery. Potted flowers add a touch of color to the serene setting.

Home in Harwich

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

WalkabilityPetsHospitality

5 out of 5 average rating, 77 reviews

A fire pit area features six sturdy blue Adirondack chairs arranged around a circular stone fire pit, overlooking a serene waterfront view. Lush greenery surrounds the area, with the calm water of Long Pond visible in the background.

Home in Yarmouth

Sunburst Cottage on Long Pond

Outdoor spacesPetsBeach

4.83 out of 5 average rating, 6 reviews

Your Home Away From Home!

TVComfortCleanliness

5 out of 5 average rating, 25 reviews

The Roost with path to beach

WalkabilityOutdoor spacesAccess

A welcoming living room showcases two comfortable couches, one with striped cushions, arranged around a wooden coffee table. Natural light floods through two windows, enhancing the warm wooden ceiling and inviting atmosphere. A soft area rug adds a touch of color to the hardwood floor.

4.68 out of 5 average rating, 37 reviews

Brewster Retreat Near Bay Beaches & Dining

Outdoor spacesWalkabilityAccess

4.92 out of 5 average rating, 98 reviews

Home in East Dennis

** East Dennis - Perfect Spot - Historic Rte 6A **

WalkabilityOutdoor spacesComfort

4.92 out of 5 average rating, 26 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 spacesPetsAmenities