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!

4.98 out of 5 average rating, 356 reviews

Tiny home in Wellfleet

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

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.

4.98 out of 5 average rating, 223 reviews

A sandy beach is visible in the foreground, leading to a calm body of water. The surface of the lake reflects a bright blue sky filled with white clouds, while lush greenery lines the shore in the background.

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

4.86 out of 5 average rating, 72 reviews

A charming guesthouse features a wooden wrap-around deck with steps leading to the entrance. The exterior showcases shingled siding with a small window adorned with a flower pot. Surrounding greenery and gravel provide a natural, inviting setting.

Cottage in Brewster

Private Brewster Beachfront Guest Cottage

Charming cozy antique Cape Cod cottage on private beachfront property with private white sand beach. "Honeymoon style" set up with open kitchen/dining/sleeping/living area. Private three quarter wrap-around-deck, Sliders to outdoor patio furniture. Enjoy stunning sunsets on a private white sand beach. Beach chairs and towels provided. Pets allowed for extra fee, pending owner approval. Please contact host for details. Additional cottage on property; sleeps 4, fireplace, breathtaking views.

4.95 out of 5 average rating, 309 reviews

A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.

Home in Chatham

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

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, 154 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

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!

5 out of 5 average rating, 116 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

4.88 out of 5 average rating, 344 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.

Apartment 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!

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, 201 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

4.83 out of 5 average rating, 132 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.

Flat 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

4.95 out of 5 average rating, 317 reviews

A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.

Flat in East Orleans

Cozy Waterfront Apartment, Private Beach Access

Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!

Popular amenities for Brewster pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 22 reviews

An outdoor fire pit, surrounded by four white Adirondack chairs, sits on a stone patio. Stone landscaping features greenery and flowering plants in the background, providing a serene setting for gatherings. The flames add warmth to the inviting atmosphere.

Home in Chatham

Beautifully renovated home, outdoor space, pets ok

4.95 out of 5 average rating, 42 reviews

A charming antique Cape Cod home is framed by a white picket fence and surrounded by lush greenery. The exterior features a gray wood shingle facade and multiple windows. Two red adirondack chairs are positioned on the front porch, inviting relaxation amidst the serene garden.

Home in Orleans

1850 Orleans Antique Home with Path to Arey’s Pond

A two-story lakefront home is set amid lush greenery and flower beds. The exterior features a light gray facade with white trim, a balcony, and large windows that offer inviting views. A well-maintained lawn leads to the entrance, while a blue fire hydrant stands nearby.

4.94 out of 5 average rating, 18 reviews

Water front lake house with Private Beach! Dock

4.83 out of 5 average rating, 6 reviews

Your Home Away From Home!

5 out of 5 average rating, 73 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 South Yarmouth

Sunburst Cottage on Long Pond

A spacious living room features a high vaulted ceiling and soft blue walls. A dark green sofa, adorned with decorative pillows, is positioned across from a wooden coffee table. Two windows allow natural light to fill the area, creating a bright and welcoming atmosphere.

5 out of 5 average rating, 39 reviews

Happy Home in Harwich/Fenced backyard/Dog friendly

A Cape Cod style house is displayed, featuring a welcoming front porch and a neatly landscaped yard. A circular driveway emphasizes the home's spaciousness, while a detached garage is visible on the left. The property is surrounded by greenery and mature trees, enhancing the setting.

4.89 out of 5 average rating, 9 reviews

Newly updated quiet & comfortable Family Home!

An open floor plan living area includes a large wooden dining table surrounded by black chairs. The kitchen features white cabinets and modern appliances. Natural light brightens the space, creating a welcoming atmosphere. A nautical-themed decoration is visible in the adjacent seating area.

5 out of 5 average rating, 30 reviews

The peaceful side of Cape Cod: Hidden Acres

Pet-friendly home rentals with a pool

5 out of 5 average rating, 33 reviews

An aerial view showcases a tranquil swimming pool surrounded by a spacious lawn. Adjacent seating areas, including sun loungers and a fire pit with chairs, are positioned within the private fenced yard. Lush greenery and garden beds enhance the outdoor space.

Home in Harwich Center

Harwich Haven: Pool & Fire Pit

4.91 out of 5 average rating, 34 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.

4.84 out of 5 average rating, 37 reviews

The exterior showcases a contemporary home with a blend of stone and siding elements. Solar panels are visible on the roof, and a circular driveway leads to a welcoming entrance with double doors. Surrounding greenery enhances the property’s serene setting.

Home in Sagamore

Sagamore Manor | Pool | Hot Tub | 5min to Beach!

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

4.82 out of 5 average rating, 11 reviews

A fenced backyard with a sparkling pool is surrounded by a manicured lawn and blooming shrubbery. Lounge chairs are positioned near the water, inviting relaxation. The home features a two-story design, with windows overlooking the outdoor space and wooded area in the background.

Home in Falmouth

Overlook Poolside Getaway Heated Pool (May - Oct 2

4.91 out of 5 average rating, 158 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

4.92 out of 5 average rating, 49 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

4.69 out of 5 average rating, 13 reviews

Cabin in Sandwich

Cape Cod Resort|Cabin w/Pool & Private Beach

Private, pet-friendly home rentals

Tiny home in Yarmouth Port

A charming cottage outdoor area features a shaded patio with a table, six chairs, and an umbrella. Nearby, a grill is positioned by a Zen pond, surrounded by greenery. The tranquil setting is embraced by trees, providing privacy and a serene environment.

4.97 out of 5 average rating, 58 reviews

Pet Friendly Paradise Found

4.99 out of 5 average rating, 97 reviews

A charming cottage exterior is surrounded by lush green grass and vibrant flower boxes. The house features a shingle facade and windows adorned with traditional shutters. A tranquil garden area adds to the serene atmosphere, inviting guests to enjoy the peaceful surroundings.

Cottage in East Orleans

Hobbit Cottage with Marsh View

4.98 out of 5 average rating, 98 reviews

The exterior of the beach house displays a welcoming porch adorned with two light blue Adirondack chairs and a small table. A bird feeder hangs nearby, while a decorative lantern and a birdbath provide additional charm. The entryway features a bright yellow door with a sign reading 'Cottage.'

Cottage in North Eastham

Cottage Getaway walk to beach

5 out of 5 average rating, 10 reviews

Home in Chatham

Meadow + Main

A charming Cape-style home is presented with a well-maintained front yard featuring lush green grass and neatly arranged flower beds. A stone pathway leads to the front door, flanked by two chairs and a welcoming door with a round window. Bright blue skies complete the scene.

4.93 out of 5 average rating, 44 reviews

June Deals, Sleeps 8, Fire Pit & Grill, Near Beach

4.83 out of 5 average rating, 29 reviews

A spacious cedar deck is furnished with a picnic table and two wooden lounge chairs, surrounded by greenery. The cottage features a screened-in porch with large windows, allowing natural light to illuminate the interior while blending outdoor and indoor living.

Cottage in Eastham

1940 Cottage Studio/Loft Style Stunner! Dogs ok!

5 out of 5 average rating, 4 reviews

A rustic cottage exterior displays light brown shingles with darker accents. A screened door opens to a wooden deck surrounded by greenery. Two window boxes filled with flowers enhance the inviting entrance. A charcoal grill is positioned in front, complementing the natural surroundings.

Cabin in Brewster

Windswept | Rustic & Cozy| Private Beach Access