
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$27,219 GYD per night before taxes and fees

Verified guest reviews
Over 850 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

4.9 Average rating
Westport Island stays are highly rated by guests—averaging 4.9 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.
WalkabilityPetsBathroom

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!
WalkabilityPetsQuiet

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.
PetsOutdoor spacesTV

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.
Outdoor spacesPetsLocation

SILVER MOON, a Yurt for All Seasons
Silver Moon at The Appleton Retreat is quite private, check out the Trail Map. This contemporary yurt features a private therapeutic hot tub on the wrap around deck, a fire pit, and fast wifi. Silver Moon is located in a wooded area close to a bog that attracts a variety of wildlife. 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.
PetsWalkabilityComfort

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.
PetsOutdoor spacesHeating

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own 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.
WalkabilityPetsView

Spectacular River Retreat with Hiking Trails
Spectacular listing brought to you by seasoned Bath Superhosts! Enjoy sweeping views of the Kennebec River while cozying up by the fireplace. This modern art filled minimalist house sits on a bluff overlooking the Kennebec River and leads into Bath's peaceful Thorne Head Preserve, a vast network of trails that climb and hug the river's edge. It's just minutes away from downtown Bath, the historic and charming City of Ships.
PetsWalkabilityWifi

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).
PetsWalkabilityAmenities

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.
Outdoor spacesPetsCleanliness

Naughty Dog Private Island Log Cabin
Naughty Dog Island is what happens when island time meets unapologetic canine freedom. This is a private island log cabin where you and your pup can truly be away away — no leashes once you arrive, no neighbors, no schedules worth keeping. Just you, your dog(s), and a 1,400-acre lake that becomes your shared backyard. If your dog has ever dreamed of running the show, this is their moment.
PetsOutdoor spacesBathroom

The Highland Cottage on Sheepscot
NO HIDDEN FEES THE PRICE IS THE PRICE + CLEANING! Charming, updated, 1920's cottage directly on the banks of the Sheepscot bay. Cottage has - one bedroom with queen bed, bistro table for two, sitting area with sofa and cable television, small convenience kitchen area (no stove), full bath, linens
Outdoor spacesPetsAccess
Popular amenities for Westport Island pet-friendly home rentals
Pet-friendly house rentals

Newly renovated 3BR house w/ stunning ocean views
PetsWalkabilityHospitality

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

The Rowe House
Outdoor spacesPetsWifi

Renovated home with amazing waterfront views
WalkabilityOutdoor spacesGrill

Beautiful Designer's Hideaway on the Maine coast!
Outdoor spacesPetsCheckout

Classic Maine, Modern Comfort
Outdoor spacesPetsLayout

Little Cottage on the Kennebec
Outdoor spacesPetsAir conditioning
Pet-friendly home rentals with a pool

Lake Beach House at Poland Spring Resort
Outdoor spacesPetsAir conditioning

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
WalkabilityOutdoor spacesParking

Large Historic 7 Bedroom home with Pool & Hot Tub
WalkabilityOutdoor spacesValue

Brand new 2 b/r tiny home, 5 minute walk to beach
WalkabilityPetsAccuracy

The Getaway - A River Paradise
Outdoor spacesPetsRiver

Back street!
Outdoor spacesPoolCleanliness

OOB Oasis: 6BR Home w/ Private Pool Near Beach
PetsOutdoor spacesCheck-in

Pool+Hot Tub+Sauna Near Beaches Spa Retreat
Outdoor spacesPetsHiking
Private, pet-friendly home rentals

Charming Victorian farmhouse 1880's bedrooms-2
WalkabilityOutdoor spacesSolo travel

“Hip-Torical” “Hip-Historical” near Bowdoin
PetsWalkabilityAccuracy

A comforting sweet off grid cabin near the beach!
PetsOutdoor spacesCondition

SkyView Treehouse | Lakefront • Private Hot Tub
Outdoor spacesPetsCheck-in

Whisper
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Rustic Oceanfront Log Cabin
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Linekin Guest Suite
Outdoor spacesWalkabilityNearby

Perfectly located in the heart of Midcoast Maine!
PetsOutdoor spacesParks
When is the best time to visit Westport Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,782 GYD | G$43,341 GYD | G$37,269 GYD | G$38,526 GYD | G$59,463 GYD | G$49,832 GYD | G$46,482 GYD | G$52,973 GYD | G$55,276 GYD | G$56,323 GYD | G$57,579 GYD | G$52,345 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
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- Sebago Lake
- Popham Beach, Phippsburg
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- Scarborough Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Coastal Maine Botanical Gardens
- Hills Beach
- Fortunes Rocks Beach
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- The Camden Snow Bowl
- Palace Playland
- Rockland Breakwater Light
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Bug Light Park
- Farnsworth Art Museum
- Reid State Park
- Camden Hills State Park





