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Pet-friendly vacation rentals in Westport Island

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Westport Island

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A well-maintained backyard garden features a stone fire pit surrounded by seating. Flower beds with various plants provide color and texture. A wooden swing set and a shed are visible in the background, with a stone path leading through the grassy area.

Home in South Portland

4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

Comfortable Cottage style home with 3 bedrooms, private baths. Many amenities. Two living areas for everyone's comfort, a beautiful kitchen, a large private outdoor patio with multiple seating, a fire pit and a gas grill. Backyard is partially shared. We are close to the Portland nightlife, airport, shopping, restaurants and family-friendly activities. We are in a community that offers biking , running routes, parks and History. Warm, welcoming home. In law attached with private entrance.

A cozy living room is shown with hardwood floors and neutral-colored walls. A comfortable black chair sits beside a wooden coffee table adorned with a vase of flowers. Natural light fills the space through large windows, and a modern TV is positioned on a media console.

Apartment in East End

4.93 out of 5 average rating, 349 reviews

Haven on the Hill

Registration #2018-4091. On top of a quiet, leafy street in Portland's East End, our hippest neighborhood! Short walk to popular destinations like the Old Port, the ferry terminal, breweries and award-winning restaurants...plus water views, sea gulls, fog horns, running trails, sunrises and sunsets! NOTE: Please *do not book this space* if you can't honestly live by our House Rules. All guests must confirm that their group will abide by House Rules w/in 24 hours of booking to be confirmed.

A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.

Apartment in Falmouth

4.96 out of 5 average rating, 153 reviews

Falmouth Waterfront Carriage House Apt

Waterviews! This 1 bedroom apt has a new “purple”mattress, above our detached garage in classic Maine waterfront neighborhood. Next door to the iconic Town Landing Market and Town Landing pier/beach. In beautiful Falmouth Foreside neighborhood. Walkable to Dockside Restaurant and marina, and 10 minute drive or bus to downtown Portland. 20 minute drive to Freeport shopping. We only accept well- behaved and house- trained dogs, no other pets are allowed for a fee of $75.00 per dog per stay.

Top guest favorite

A calm river reflects the surrounding greenery, bordered by a well-maintained lawn. A wooden wharf extends towards the water, providing a peaceful place to sit and enjoy the view. A hint of colorful buildings can be seen in the distance, framed by trees.

Home in Pittston

4.99 out of 5 average rating, 144 reviews

Riverside

Overlooking Kennebec River, Riverside is a perfect setting. Open 365 days per year; 2BR, 1 BA, kitchen, DR/common area. Situates 6 comfortably, 8 with use of floor mattresses. Renovated, open concept, our home is wheelchair accessible with a wide range of amenities for disabled. We accept Service dogs and will consider family dogs and other pets on a case-by-case; please ask. Owners reside on property in separate building. Outdoor trail cameras in use to monitor exterior of residence only.

A scenic view of the ocean is framed by a spacious lawn, with a wooden deck featuring a long bench. A well-groomed dog rests on a blanket beside the deck, with trees lining the property and a picnic table visible in the background.

Cottage in South Thomaston

4.95 out of 5 average rating, 104 reviews

Cottage by the sea private oceanfront shoreline

Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

A spacious bedroom is presented with a large bed, dressed in fresh white bedding. Two bedside lamps provide soft lighting, while decorative wall art adds character. A comfortable bench is positioned at the foot of the bed, and sheer curtains allow natural light to filter in.

Apartment in East End

4.78 out of 5 average rating, 118 reviews

Munjoy Hill House - Pet Friendly !

1st floor spacious home on Munjoy Hill- 5 minute walk to Eastern promenade ocean front park, 15 minute walk to downtown. Two private bedrooms with queen beds, brand new bedding and pillows and living room with a large couch. Dog bed in the living room and brand new 60 inch flat screen with all premium streaming channels , live TV with sports package. Full kitchen, newly remodeled bathroom and you have access to a large porch with plenty of seating and a fire pit in the front yard.

A spacious fenced yard is featured, showcasing a mix of colorful seating options and a round firepit area. Paved pathways lead to a picnic table in the background, surrounded by green grass and a serene atmosphere.

Home in Old Orchard Beach

4.8 out of 5 average rating, 10 reviews

Pet-Friendly Cottage in OOB

Welcome to our inviting pet-friendly cottage nestled in Old Orchard Beach! Perfect for up to 5 guests, this cozy retreat features a warm living space, a well-appointed kitchen, a grill, and an electric outdoor firepit among many other amenities. With comfortable sleeping arrangements, a modern bathroom, and a fenced yard for your furry companions, it's an ideal spot for a coastal getaway. Located a short walk from beach and attractions it is sure to be a memorable stay!

A private patio area is enclosed by a wooden fence, featuring a small dining table with two chairs. Potted flowers and ferns add color to the space, while string lights create a cozy ambiance. Natural light filters through leafy trees above.

Apartment in Portland

4.8 out of 5 average rating, 364 reviews

Studio w/ Patio, Sauna & Onsite Massage

Cozy daylight basement studio in the center of Rosemont. Relax with your own private patio, sauna, on-site massage & facial. Just minutes to Portland's extensive trail system. Delicious restaurants and markets within a short walk and just 2.5 miles from the historical Old Port and artsy downtown! Perfect for business and leisure! Conveniently located just 10 minutes from the Portland Jetport and less than five minutes from I-295 and I-95. STHR-000170-2018

A modern open-plan living area features a comfortable sofa with a decorative pillow. Bar stools line a stylish kitchen island illuminated by pendant lights. Natural light streams through several large windows, showcasing a clean and airy atmosphere. Light wooden flooring adds to the spacious feel.

Guest suite in Old Orchard Beach

4.9 out of 5 average rating, 162 reviews

Captain Cookie's sea cottage

It’s the most wonderful type of the year in Maine. The leaves are red, the crowds are gone, the lobsters are still fresh. The suite is newly renovated with off street parking and a private entrance - Pet friendly! We have all the amenities you’ll need for your vacation including heatpumps in each room as the nights get colder. Set in a peaceful neighborhood, 10 mins to beach, 15 to pier and Old Orchard street. Off leash allowed at all times on the beach!

The exterior of the cottage features a wooden deck leading to a welcoming door marked 'BEACH HOUSE.' A private, fenced yard includes a seating area with several chairs surrounding a fire pit, alongside vibrant potted flowers, and lush green grass.

Cottage in Old Orchard Beach

4.95 out of 5 average rating, 210 reviews

#7 Family Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. The Perfect 2 Bedroom Family Beach Cottage. Just a short walk to the pier and 7 miles of sandy beach, shopping and more. This cottage features a queen master bedroom and bunk beds in the second bedroom. Full size washer dryer and full size bathroom with tub and shower. Take advantage of the essentials stocked kitchen or grill outside on your private, fenced in patio. Heat and AC are included. Pets are welcome.

The exterior of the house is presented from a gravel path, indicating a spacious yard surrounded by a fence. Trees line the property, and a deck extends from the house, providing access to the outdoors. Natural lighting and clear skies enhance the inviting appearance.

Home in Owls Head

4.9 out of 5 average rating, 207 reviews

Comfortable, Close to Town Home, with Oceanview.

This conveniently located home is 1.5 miles from downtown Rockland and all the local festivals. It is a short drive to Camden & Thomaston and only minutes to the Farnsworth Art Museum & Transportation Museum . Centrally located, about 1.5 hours from both Portland and Bangor and only 2 hours from Acadia National Park. Local amenities include, beaches, scenic hiking trails, light houses, lakes, golf, skiing, art galleries, and of course lobsters.

The tiny home is set in a snowy wooded area, with its natural wood exterior complementing the surrounding environment. A fire pit and seating area are visible in front, surrounded by a blanket of snow, indicating a tranquil retreat in winter.

Tiny home in Biddeford

4.96 out of 5 average rating, 156 reviews

Tiny house near the beach!

Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

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Popular amenities for Westport Island pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Top guest favorite

A comfortable living area features a large sectional sofa adorned with decorative pillows, positioned around a central coffee table. A colorful area rug defines the space, while a world map hangs on the wall. Natural light brightens the room through the windows.

Home in Old Orchard Beach

4.99 out of 5 average rating, 243 reviews

Walk to Beach from Spacious 1920 Home

A bright kitchen is featured with white cabinetry and open shelving. Glass jars and wooden accents are arranged on the shelves, while a sink with a modern faucet is positioned next to an electric stove. Natural light fills the space from a nearby window.

Home in Brunswick

4.85 out of 5 average rating, 119 reviews

King beds-Charming Retro 3BR+Office House

A peaceful scene showcases a glistening river surrounded by lush greenery. A hammock hangs between two trees, and a blue bench overlooks the water, offering a serene spot to relax. Gentle ripples reflect the blue sky, enhancing the tranquil atmosphere.

Home in West Bath

4.85 out of 5 average rating, 103 reviews

Oak Leaf

Top guest favorite

The exterior of a 1840s farmhouse is shown, featuring beige siding with blue window shutters. The brick pathway leads to the side of the house, where utilities are visible. The surrounding area has greenery and a glimpse of neighboring structures.

Home in West End

4.96 out of 5 average rating, 113 reviews

2 bed house w/king bed, pets & off-street parking!

A classic New England farmhouse is shown, featuring a white exterior with green accents. The property includes a large driveway and a nearby garage. Surrounding grassy areas present a well-maintained setting, with a few shrubs adding greenery to the scene under a partly cloudy sky.

4.94 out of 5 average rating, 105 reviews

Cheerful spacious updated 1825 Maine Farmhouse!

A bright living area features a turquoise sofa paired with a patterned accent chair. Light filters through multiple windows, illuminating an artistically decorated wall. Artwork adorns the space alongside warm wooden accents on the floor, creating a cozy and inviting environment.

Home in Newcastle

4.9 out of 5 average rating, 195 reviews

Rustic Farmhouse at Oxbow Brewery

Home in Portland

4.88 out of 5 average rating, 165 reviews

Charming Portland Home Near Back Cove & Downtown

A bright dining area is showcased with a wooden table and six chairs, surrounded by light grey walls. A large mirror hangs above a decorative console table featuring a 'BEACH' sign. A vibrant area rug adds color, complemented by natural light from the nearby window.

Home in Rockland

4.93 out of 5 average rating, 191 reviews

Rockland Relaxing Retreat/Walk to Town (STR25-23)

Pet-friendly home rentals with a pool

Top guest favorite

Home in Biddeford

5 out of 5 average rating, 27 reviews

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

An aerial view showcases a charming colonial home surrounded by green landscapes. An above ground pool is visible in the backyard, complemented by a spacious yard and wooded areas. Nearby residential structures can also be seen, indicating a tranquil and inviting neighborhood.

Home in Mechanic Falls

5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

Apartment in Portland

4.95 out of 5 average rating, 58 reviews

Portland Sweet Escape

An expansive fenced yard is captured from above, showcasing lush green grass and a variety of trees surrounding the perimeter. Outdoor seating is arranged with blue chairs, and a picnic table is positioned on a wooden deck area. The property offers ample space for relaxation and activities.

Home in Portland

4.95 out of 5 average rating, 122 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

An inviting outdoor pool area is surrounded by lush greenery and vibrant pink flowers. Comfortable lounge chairs and a shaded seating area are positioned near the pool, providing opportunities for relaxation. The house is visible in the background, featuring large windows that enhance natural light.

Home in Rockport

4.96 out of 5 average rating, 52 reviews

Dog Friendly Midcoast Cape

A tranquil beach scene captures a dog standing on wet sand, with the shoreline stretching into the distance. Soft pastel colors reflect off the water and sky during sunset. Coastal buildings are visible in the background against a serene horizon.

Guest suite in Biddeford

4.89 out of 5 average rating, 64 reviews

Heron's Hide-Away

The A-frame cabin features a wooden deck supported by a sturdy frame, providing access to outdoor seating and a hot tub. Large windows offer views of the surrounding trees, while a snow-covered ground adds to the tranquil winter setting.

Tiny home in Harrison

4.89 out of 5 average rating, 303 reviews

Million $ views, Hot Tub, Crooked River- Private

A charming A-frame tiny house is positioned among trees, featuring a wooden exterior with a brown metal roof. A screened door allows for natural light, while a flower box with vibrant blooms decorates the front. A small stone patio is visible with a rustic wooden stool nearby.

Tiny home in Mount Vernon

5 out of 5 average rating, 26 reviews

A place to be The Hidden Gem Mt Vernon, Me

Private, pet-friendly home rentals

A fire pit area is surrounded by circular seating created with red Adirondack chairs and logs. A stone wall outlines the space, while a spacious yard is visible in the background, framed by tall pine trees and a glimpse of the house.

Home in Northport

4.93 out of 5 average rating, 28 reviews

Close to the Beach, Hiking, Golf course, and Town!

A spacious yard surrounds a charming three-bedroom home, featuring a pale exterior with multiple windows. Green grass stretches across the landscape, dotted with trees and bushes. The clear blue sky is visible, filled with fluffy white clouds, enhancing the serene environment.

Home in Cushing

4.71 out of 5 average rating, 14 reviews

Close to the Coast, 2025 availability

A spacious kitchen is presented with a large wooden dining table surrounded by six chairs. A bowl is centered on the table. Stylish bar stools are positioned at a counter, and modern appliances, including a refrigerator and oven, are visible in the background.

Apartment in Portland

4.76 out of 5 average rating, 34 reviews

Cozy private Portland apartment.

A spacious bedroom features a large bed with decorative bedding, complemented by two bedside lamps on wooden tables. Soft curtains frame a window allowing natural light. A decorative area rug adds texture to the dark wood flooring.

Apartment in Portland

4.91 out of 5 average rating, 113 reviews

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry

The exterior of the cottage is visible, featuring a welcoming front deck with white wicker seating. A small outdoor table with black wrought iron chairs sits on the grass, surrounded by trees, with two brick chimneys prominently displayed.

Cottage in Falmouth

4.97 out of 5 average rating, 73 reviews

Osprey Cottage, peaceful setting, walk to beach

Top guest favorite

A spacious living area is furnished with a dark sectional sofa decorated with team-themed pillows. A coffee table with storage sits in front of the sofa. A fireplace is visible, flanked by blue and red wall accents with a sports theme.

Apartment in Portland

4.98 out of 5 average rating, 111 reviews

The Yankee Dugout

A cozy living area features two comfortable sofas arranged around a coffee table, with a vibrant area rug adding texture. Natural light filters through sheer curtains, and a ceiling fan provides ventilation. Decorative elements include potted plants and a wall-mounted television.

Apartment in Portland

4.91 out of 5 average rating, 214 reviews

Safe, quiet, friendly area

A serene outdoor deck features comfortable seating around a fire pit, surrounded by trees. A friendly dog rests on the wooden floor, enjoying the peaceful atmosphere. The backdrop reveals a view of lush greenery, enhancing the natural setting.

Home in Freeport

4.88 out of 5 average rating, 59 reviews

Waterfront Private Home, 8 Acres, 5 min to LLBean

Quick stats about vacation rentals that are pet-friendly in Westport Island

Total rentals
20 properties
Nightly prices starting at
G$8,368 GYD before taxes and fees
Total number of reviews
670 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore