
Pet-friendly vacation rentals in Westport Island
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Westport Island

Total vacation rentals
Explore 30 vacation rentals in Westport Island

Nightly prices starting at
Westport Island vacation rentals start at G$20,888 GYD per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Westport Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Westport Island rentals

4.8 Average rating
Westport Island stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Westport Island
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Pet Friendly Audubon Bring Your Fishing Gear!
Enjoy the view from this wonderful 1940's waterfront cottage on the Sasanoa River in Woolwich. From here access Reid or Popham Beach State Parks with ease. Visit Maine Maritime museum in Bath, the "City of Ships." Head to Portland for a night out. Just relax and watch the seals, osprey and eagles. Rent a boat to enjoy all this extremely special waterway has to offer. Around the corner is the Kennebec River and Merrymeeting Bay, to the south you'll discover Phippsburg and historical Fort Popham.
PetsOutdoor spacesTV

Tiny A-Frame Romantic Getaway
Camp Lupine is a brand new Luxury 400 sq ft Tiny A-Frame tucked away on a private wooded lot with a small stream just a quarter mile off Coastal Route 1. With Historic Wiscasset, Booth Bay, Bath, Freeport, and Portland all at your fingertips, it’s the perfect romantic getaway. Spend your days exploring coastal Maine and your nights soaking in the hot tub with a glass of Malbec. Stay for a while and explore the growing restaurant scene in Wiscasset and the entire Midcoast region. See you soon!
Outdoor spacesPetsBathroom

Oak Leaf
Welcome to our charming 1940s cottage, nestled in the banks of the beautiful New Meadows River. This cozy getaway boasts stunning river views and vintage charm with all the modern comforts. With two bedrooms and a bright, airy living space, you’ll feel right at home. Conveniently located just off Route 1, you’re only 10 to 20 minutes from Maine’s top beaches, fine dining, and unique shopping experiences. Enjoy beautiful sunsets by the fire pit, unwind and make lasting memories by the river.
Outdoor spacesPetsBeach

Waterscape Cottage - private waterfront
This is where you want to stay! Away from all the traffic and noise of HWY 1, down a long driveway but super close to the village. Perched on the hillside with elevated panoramic views of the river and Wiscasset Harbor. This adorable little building is post and beam construction - comfy, quiet, peaceful on 34 acres of woodlands and river front. Want to squeeze in more kids? Talk to us. 2 quiet nonaggressive furry friends welcome. $20 per nt. per pet paid on arrival. Max pet fee $100.
WalkabilityOutdoor spacesHiking

Gorgeous Studio on the Kennebec
Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.
WalkabilityPetsDecor

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.
PetsWalkabilityValue

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.
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SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.
WalkabilityOutdoor spacesBreakfast

Lakeside 3 BR Cabin in Boothbay Harbor
This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).
WalkabilityPetsHospitality

Waterfront Sunrise Cove Cottage
Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! This is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Owners live on property with small dog.
WalkabilityPetsFamily

Cozy Rock Cabin #thewaylifeshouldbe
*As seen on Magnolia Network's 'The Cabin Chronicles'* Cozy Rock Cabin is an 800 sq ft cabin on three acres of wooded land. Carefully designed for couples and digital nomads, it has everything you'll need to explore southern Maine (#thewaylifeshouldbe) or just stay cozy in front of a fire. Follow the journey on IG at @cozyrockcabin!
PetsOutdoor spacesNearby

Cozy, romantic cabin overlooking a stream - 24
The Cozy is a small A-frame cabin that features a wall of glass overlooking beautiful woods with a little stream winding through. The cabin is 11/10 romantic and surprisingly comfortable for such a small space. Outside you have a charming seating area with bistro lights, Adirondack chairs, and a fire pit to enjoy a crackling fire.
Outdoor spacesWalkabilityShared spaces
Popular amenities for Westport Island pet-friendly home rentals
Pet-friendly house rentals

Maine Cottage/Your Year-Round Destination
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Stunning Mountain & Ocean Post&Beam
WalkabilityOutdoor spacesCleanliness

Hallowell Hilltop Home
WalkabilityPetsGrill

Peaceful Getaway at The Ledges
Outdoor spacesPetsLocation

Renovated home with amazing waterfront views
WalkabilityPetsValue

Riverside
Outdoor spacesPetsLong stay

Beautiful Designer's Hideaway on the Maine coast!
WalkabilityOutdoor spacesRiver

Classic Maine, Modern Comfort
PetsOutdoor spacesHospitality
Pet-friendly home rentals with a pool

Lake Beach House at Poland Spring Resort
PetsOutdoor spacesBeach

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast
WalkabilityPetsGetting around

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Outdoor spacesWalkabilityDecor

Large Historic 7 Bedroom home with Pool & Hot Tub
PetsWalkabilityHospitality

Dog Friendly Midcoast Cape
Outdoor spacesPetsQuiet

The Getaway - A River Paradise
PetsRiverQuiet

Back street!
Outdoor spacesBackyardNearby

OOB Oasis: 6BR Home w/ Private Pool Near Beach
WalkabilityOutdoor spacesPool
Private, pet-friendly home rentals

McKeen's Riverside Retreat
WalkabilityPetsAccuracy

Naughty Dog Private Island Log Cabin
PetsWalkabilityHiking

Maybelle the Tiny Cabin on 100 acres
Outdoor spacesPetsKitchen

Little Apple Cabin on 5 acres, amazing stargazing!
Outdoor spacesPetsAccuracy

Yurt on Chebeague Island
PetsOutdoor spacesKitchen

Linekin Guest Suite
WalkabilityOutdoor spacesAccuracy

Spectacular Water View Cottage
WalkabilityPetsBathroom

Cozy Midcoast Island Cottage
Outdoor spacesPetsAccess
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- Sebago Lake
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Coastal Maine Botanical Gardens
- Popham Beach State Park
- Hills Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Fortunes Rocks Beach
- Funtown Splashtown USA
- Palace Playland
- The Camden Snow Bowl
- Portland Museum of Art
- Maine Maritime Museum
- Rockland Breakwater Light
- Farnsworth Art Museum
- Bradbury Mountain State Park
- Bug Light Park
- Camden Hills State Park
- Aquaboggan Water Park





