Pet-friendly holiday rentals in Wareham

4.86 out of 5 average rating, 145 reviews

A serene bay view is depicted during sunset, with gentle hues of orange and blue reflected on the calm water. Silhouettes of dock pilings line the shore, and a bare tree branch extends into the scene, adding a touch of natural framing.

Flat in Wareham

⭐ Amazing Onset Getaway in the Starfish Suite

The spacious and comfortable Starfish Suite is in an amazing location just steps away from Onset Beach, village, boat rentals, market, & restaurants! Located on the second floor of a renovated Sea Captain's house, this large apartment gets great natural light. A/C included in all bedrooms. Fully stocked kitchen. Fiber WiFi & Smart TV. Nice covered deck with park and bay views. One of the very best locations in Onset! Pet friendly as well 🙂 Perfect spot for a beach getaway or family vacation.

WalkabilityPetsLayout

4.86 out of 5 average rating, 464 reviews

An outdoor seating area is presented with a fire table at its center, illuminated by flames. Comfortable chairs surround the fire, with a red umbrella providing shade above. The ocean and sunset create a serene backdrop, showcasing vibrant colors across the sky.

Cottage in Sandwich

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

RARE: DIRECT OCEANFRONT & BEACHFRONT CAPE COD COTTAGE — DOG FRIENDLY — LOCATED ON THE COTTAGE’S VERY OWN PRIVATE BEACH! Lil’ Sea Sass is a 3 BR vintage beach cottage that is nestled in the dunes offering unparalleled ocean views and is located in a very private serene setting. This oasis is near the end of a private road and then down a long drive — with free guaranteed parking for 2+ cars! Amenities include: gas fireplace, fire table, FAST WIFI, central AC & heat, and an outdoor shower.

Outdoor spacesPetsGrill

4.93 out of 5 average rating, 332 reviews

A serene view of the Westport River at dusk features soft pastel hues reflecting on the water. A wooden dock extends into the calm river, framed by gentle grasses in the foreground. The sky transitions from deep blue to warm oranges and yellows as the sun sets.

Cabin in Westport

Koselig Cabin on the Farm Coast of New England!

This cabin is full of comforts, convenience, and love. Just 4 miles from the ocean. It is located under a mile to Buzzards Bay Brewery and Westport Rivers Winery and a 5 minute walk to the quiet little neighborhoods private beach on the East Branch of the Westport River. Koselig embodies feelings of family, friends, warmth, love, coziness, contentment, and comfort. We have a custom area and house guide at the Cabin with everything you need to know to maximize your experience in the area!

Outdoor spacesWalkabilityGetting around

Serviced apartment in Bourne

An open-concept living space showcases a well-equipped kitchen featuring a retro blue refrigerator and modern appliances. A comfortable sofa with decorative pillows faces the kitchen, with a wooden dining table positioned nearby. Light streams in through a nearby window, complementing the warm tones of the decor.

4.97 out of 5 average rating, 211 reviews

A Shore Thing (King Bed, private patio w/ grill)

Welcome to Cape Cod! Cute, quiet and clean. This adorable apartment is located just minutes over the Bourne bridge. This is an above-the-garage apartment at my primary home with it's own living space, separate entrance and private patio with grill. It’s a tastefully decorated, very clean and peaceful getaway ideal for a couple, small group or single person. There is 1 bedroom with a very comfy king bed and a twin size bed in the main living area. Smart TVs. Pet friendly. Coffee & tea

PetsWalkabilityWifi

4.97 out of 5 average rating, 349 reviews

A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.

Cottage in Pocasset

Upper Cape Cozy Cottage

Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

WalkabilityPetsSolo travel

4.8 out of 5 average rating, 125 reviews

The charming beach cottage features a light-colored exterior with multiple windows, framed by lush greenery and well-maintained bushes. A grassy lawn leads to the entrance, with a clear path visible and surrounding trees providing a natural backdrop.

Cottage in Bourne

Adorable Gray Gables Beach Cottage

Adorable beach cottage in Gray Gables! This very charming home features a private back patio and outdoor shower. Updated kitchen and bathroom, laundry in unit. The living room features Cathedral-ceilings, a loft, and great natural light. Beautiful and lush plantings surround this warm and comfortable home - the perfect getaway! The sunroom is another great area and makes the space feel much larger. Steps to Gray Gables beach and the Mashnee Dike. Perfect for a Cape Cod family vacation!

Outdoor spacesPetsGrill

4.94 out of 5 average rating, 78 reviews

The Perfect Restful Retreat

Escape to our newly renovated two-bedroom home peacefully nestled between the serene ponds in beautiful East Wareham. Our home offers the perfect blend of modern comfort and New England tranquility. Whether you're seeking a relaxing retreat or an adventurous getaway, our charming modern home is the perfect base being centrally located to all the attractions and activities that make Wareham, the gateway to the Cape, so special. Book your stay today and create unforgettable memories!

WalkabilityPetsBeach

4.76 out of 5 average rating, 51 reviews

A charming cottage exterior is displayed, featuring a light blue shingled facade with a red accent number. Two blue Adirondack chairs surround a portable fire pit in the grassy yard, providing a welcoming outdoor gathering space. A white privacy fence encloses the area.

Bungalow in Wareham

Charming Cute Cottage

Relax with family or Friends! This classic Atlantic escape awaits at this Wareham vacation rental! Boasting updated amenities, a peaceful coastal location, and outdoor space, this charming 2-bedroom, 1-bathroom cottage offers an ideal haven for gathering with family or friends. Enjoy the area by heading to Onset Beach, going whale watching, or visiting Cape Cod sites like the Heritage Museums and Gardens. Top off exhilarating days by grilling and enjoying dinner on the back deck!

Outdoor spacesWalkabilityCondition

5 out of 5 average rating, 167 reviews

A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.

Home in Falmouth

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

PetsWalkabilityAccuracy

4.92 out of 5 average rating, 104 reviews

An open floor plan living area features a light-colored sofa adorned with teal accent pillows, complemented by a plush gray rug. Large windows provide a view of the ocean, while a dining area is visible in the background, surrounded by wooden beams and natural light.

Home in Buzzards Bay

Relax by the Sea, Cozy 2 bedroom home

Relax with the whole family at this Ocean front family home. This home is tide dependent. This single family home is in a quiet neighborhood where the kids can ride their bikes, walk to the canal or splash park. In the cooler months watch a storm while cuddled on the couch. We are conveniently located less then 1/4 mile to Mass Maritime Academy. Wifi, smart TV, lots of options. If traveling with Pets please see our pet policy No smoking on the property

PetsWalkabilityBathroom

4.85 out of 5 average rating, 74 reviews

A sandy path winds through low greenery, leading to a calm beach with gentle waves. Grassy plants frame the scene on both sides, contributing to a natural coastal ambiance. The horizon displays a serene meeting of the sky and water under a clear blue sky.

Cottage in Wareham

Quiet cottage with private beach

Escape to a quaint, secluded cottage with private access to a quiet New England beach. Located at the end of a dirt road a short stroll from Long Beach Point in Wareham, this house will let you sink into the sounds of the wind in the trees and the waves on the beach. With everything you need for a quiet, relaxing beach vacation (and nothing you don't), our cottage is the perfect place for a couple, family, or group of friends to enjoy the beach.

PetsWalkabilityLocation

4.89 out of 5 average rating, 192 reviews

Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.

Guest house in Dartmouth

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

WalkabilityPetsCleanliness

Popular amenities for Wareham pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.89 out of 5 average rating, 224 reviews

A light-filled living room features two comfortable grey sofas positioned around a central coffee table. Neutral walls enhance the space, complemented by large windows with light curtains. Decorative shelves and a cozy rug add an inviting touch to the area.

Home in Middletown

Renovated 2 Bed Private Vacation Home near Newport

PetsWalkabilityBathroom

4.82 out of 5 average rating, 85 reviews

A classic Cape Cod home is presented in a spacious outdoor setting, featuring a mix of natural greenery and colorful flower beds. The structure displays traditional siding and multiple windows, with a large fenced yard creating a welcoming environment.

Home in Buzzards Bay

Cape Cod Home 3BD, walk to restaurants & Canal

WalkabilityPetsBack garden

4.78 out of 5 average rating, 250 reviews

A vibrant sunset casts shades of orange and pink over a peaceful landscape. Silhouettes of trees and telephone poles frame the view, while houses and a small shed are visible in the foreground, providing a glimpse of the tranquil environment.

Home in Westport

Kayak in the Westport River!

PetsWalkabilityComfort

The living area features a contemporary design with a comfortable sofa, accentuated by a light blue throw blanket. A round area rug lies beneath a circular coffee table, and natural light fills the room through large windows. A modern kitchen bar with stools is visible in the background.

4.96 out of 5 average rating, 50 reviews

Lil Beach Bungalow

Outdoor spacesWalkabilityKitchen

4.95 out of 5 average rating, 126 reviews

A light-filled living room features a cozy blue sofa facing a modern television unit. Two contemporary chairs are positioned around a low coffee table, set atop a blue and white striped area rug. A large window and bright interior create an inviting atmosphere.

Home in Mashpee

The Little Ranch - A contemporary coastal retreat!

WalkabilityOutdoor spacesTV

5 out of 5 average rating, 23 reviews

A silhouette of a bridge spans across a calm body of water during sunset, with vibrant orange and blue hues in the sky. The scene captures the tranquil atmosphere of the canal, with the outline of the bridge and distant structures visible against the horizon.

Home in Buzzards Bay

Beautiful Cape Cod Canal

Outdoor spacesPetsAccuracy

A view from a patio features several green outdoor chairs set around a matching table, with a backdrop of a calm waterfront. The scene is framed by tall trees and includes glimpses of distant boats and a blue sky with scattered clouds.

5 out of 5 average rating, 35 reviews

Spacious home with beach access and amenities

Outdoor spacesPetsLaundry

A tranquil waterfront scene is illuminated by twilight, showcasing a calm body of water reflecting the deep blue and orange hues of the sky. A small boat rests gently near the shore, surrounded by grasses, while trees outline the distant horizon.

5 out of 5 average rating, 16 reviews

Waterfront, 10 minutes to Cape Cod & Mass Maritime

Outdoor spacesQuietIndoor spaces

Pet-friendly home rentals with a pool

4.89 out of 5 average rating, 98 reviews

A lagoon-style pool surrounded by a concrete deck provides lounge chairs and shaded areas under umbrellas. A gazebo is visible in the background, complementing the lush greenery that borders the property.

Villa in Wareham

Perfect Farmhouse for groups-golf/trails/beach

PetsWalkabilityCondition

4.87 out of 5 average rating, 45 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 Bourne

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

Outdoor spacesWalkabilityKitchen

4.87 out of 5 average rating, 30 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 spacesHospitalityIndoor spaces

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 spacesPetsHospitality

4.73 out of 5 average rating, 223 reviews

An indoor pool area features large windows and skylights that allow ample natural light. A tropical plant in a pot is positioned in the foreground. The pool is surrounded by a spacious deck with seating options, providing a relaxed environment for enjoyment.

Home in New Bedford

Poseidon's Palace - 2.0

PetsOutdoor spacesView

4.9 out of 5 average rating, 173 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

WalkabilityPetsSleep quality

4.8 out of 5 average rating, 5 reviews

Home in Falmouth

Pool Escape in East Falmouth

PetsCheck-inBack garden

4.94 out of 5 average rating, 49 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 spacesWalkabilityCondition

Private, pet-friendly home rentals

5 out of 5 average rating, 11 reviews

Waterfront Retreat w/ Private Dock – Dog-Friendly

Outdoor spacesPetsView

4.83 out of 5 average rating, 23 reviews

A historic library building is set in a landscaped area, featuring elegant architectural details such as arched windows and a prominent entrance. Colorful flower beds and greenery enhance the surroundings, creating an inviting appearance for visitors.

Guest house in Marion

Charming Private House all points Cape Cod!

PetsComfortTV

4.83 out of 5 average rating, 40 reviews

The dining area features a round wooden table surrounded by four black and natural chairs, with a tasteful floral arrangement at the center. Large glass doors provide a view of the ocean, and a cozy living space with a gas fireplace is visible in the background.

Home in Pocasset

Pocasset Private Beach Family Retreat/firepit

Outdoor spacesBeachCheckout

5 out of 5 average rating, 48 reviews

An open-concept living space features a sectional sofa and an armchair overlooking large windows that showcase water views. A television is mounted nearby, and a dining area with a white table and chairs is visible in the background, creating a bright and inviting atmosphere.

Townhouse in Wareham

Onset, pets welcome waterfront,unit B

WalkabilityPetsBack garden

4.74 out of 5 average rating, 19 reviews

A spacious deck features a light-colored wooden surface and is surrounded by trees. Two hanging chairs sit comfortably on the deck, alongside two lounge chairs, creating an inviting area for relaxation and enjoyment of the serene views.

Townhouse in Wareham

Cozy Riverfront Stay in Wareham

Outdoor spacesPetsView

4.98 out of 5 average rating, 64 reviews

The exterior of the residence showcases a two-story design with a steeply pitched roof and shingle siding. Lush green shrubs and trees frame the entrance, while a gravel path leads to the welcoming front steps. A clear blue sky adds to the inviting ambiance.

Guest suite in Plymouth

`Unique and private in-law!

WalkabilityOutdoor spacesParking

5 out of 5 average rating, 15 reviews

Home in Pocasset

Coastal Getaway Near Saltwater Beaches & Boating

PetsOutdoor spacesSleep quality