
Pet-friendly vacation rentals in Islesboro
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Islesboro
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

"The Lair" Guesthouse
"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Cozy cottage in Orland Village-Penobscot Bay area
Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

Harborview Escape Downtown Belfast
Enjoy a bright, sun-filled, stylish experience at this centrally-located 2nd floor apartment. This open concept, king bed studio apartment is perfect for a couple or a solo experience. (The bedroom space is defined but does not have a door.) Spacious and cozy with a well-appointed kitchen and washer/dryer. Lots of restaurants & shops nearby with a superb coffee bar downstairs. Belfast waterfront, Saturday morning United Farmers Market, and the fabulous Harborwalk just 2 blocks away.

Belfast Harbor Loft
Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

Little Apple Cabin on 5 acres, amazing stargazing!
Cabins don't come much cuter than Little Apple Cabin. It's as if someone stayed here and *then* invented the word 'CabinCore'. Nestled in the magical woods of Midcoast, Maine, this cabin is the perfect getaway. Located just 25 minutes from the coast, it's the perfect spot for exploring all that the midcoast has to offer. 20 minutes to Camden and Rockland, 25 minutes to Belfast. (No hunting allowed). Surround yourself by the forest, stargaze all night, and rejuvenate in nature.

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.

Beachfront Guest Cottage - Year-round Hot Tub!
Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

Tapley Farm Waterfront Apartment, Acadia, Pets
Private Beach on Historic Waterfront farm with cozy, private apartment for two. In remote, quintessential Maine style, gaze at breathtaking sunsets over private beaches. Queen bed, full kitchen, full bath and 5G await. Stunning open fields with fireflies and star-filled skies and the saltwater air lulls you to sleep. Antique charm and complete modern comfort and privacy. Experience the real Maine on a Sea Captain Farm. Acadia National Park, Castine. Dog OK $30 per day

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.

Birch Hill Cabin w/Hot Tub
Birch Hill Cabin is set on the side of a hill, surrounded by almost 8 acres of woods. The cabin is 288 square feet, and the bathroom is detached and located approximately 20 feet from the cabin. A hot tub is conveniently located off the deck for ultimate relaxation! This cabin is tucked away, surrounded by nature! But also conveniently located to so many wonderful spots in the Midcoast! Come enjoy the peace and quiet, where you can rest and recharge!

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.
Popular amenities for Islesboro pet-friendly home rentals
Pet-friendly house rentals

Plovers Cottage, Waterfront

Gorgeous Studio on the Kennebec

Quiet 2-bedroom house on Acadia's doorstep.

Cabin on the rocks

Sunny Waterfront Home Overlooking Blueberry Field

The Maine Getaway - Lakefront with Beach

Cedar Swamp Farm

Sweet home away (pet friendly)
Pet-friendly home rentals with a pool

Large Home with Great View next to horse farm

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

New Boho Cape with Pool! Fenced yard, pet friendly

Luxe Liberty: Getaway with Heated Indoor Pool!

Single level Cabin @ Wild Acadia

Dog Friendly Midcoast Cape

Ocean View Retreat with Pool / Hot Tub

Main Street Suite with Waterfront Resort Access
Private, pet-friendly home rentals

Rockport Oceanside Deck House

#1 NE Small Coastal Town- Castine, Shell Cottage

Four-Season Luxury Lakefront Cabin Close to Camden

Milk House

The Optimist Guesthouse | 2

Wildwood Acadia Salt House: 55 minutes from Acadia

Bayside Island View Log Cabin, with Beach Access

Casa on the Bagaduce River
When is the best time to visit Islesboro?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | G$49,724 GYD | G$44,919 GYD | G$52,231 GYD | G$52,231 GYD | G$40,949 GYD | G$52,022 GYD | G$52,649 GYD | G$57,454 GYD | G$52,231 GYD | G$50,142 GYD | G$49,724 GYD | G$44,292 GYD |
Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Quick stats about vacation rentals that are pet-friendly in Islesboro
Total vacation rentals
Explore 100 vacation rentals in Islesboro
Nightly prices starting at
Islesboro vacation rentals start at G$14,625 GYD per night before taxes and fees
Verified guest reviews
Over 3,050 verified reviews to help you choose
Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wi-Fi availability
90 of Islesboro vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Islesboro rentals
4.7 Average rating
Islesboro stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Boston Vacation rentals
- Quebec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Halifax Vacation rentals
- Quebec City Area Vacation rentals
- Salem Vacation rentals
- Laval Vacation rentals
- Portland Vacation rentals
- Québec Vacation rentals
- China Vacation rentals
- Beachfront rentals Islesboro
- Rentals with a patio Islesboro
- Rentals with a washer and dryer Islesboro
- Cabin rentals Islesboro
- Family-friendly rentals Islesboro
- Rentals with outdoor seating Islesboro
- Waterfront rentals Islesboro
- Cottage rentals Islesboro
- Rentals with a fireplace Islesboro
- Rentals with a fire pit Islesboro
- Rentals with beach access Islesboro
- House rentals Islesboro
- Fitness-friendly rentals Islesboro
- Apartment rentals Islesboro
- Pet-friendly rentals Waldo County
- Pet-friendly rentals Maine
- Pet-friendly rentals United States
- Acadia National Park
- Pemaquid Beach
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Sandy Point Beach
- Bear Island Beach
- Sand Beach
- Lighthouse Beach
- Kebo Valley Golf Club
- Pebbly Beach
- Wadsworth Cove Beach
- Eaton Mountain Ski Resort
- Farnsworth Art Museum
- The Camden Snow Bowl
- Spragues Beach
- Narrow Place Beach
- Three Island Beach
- Driftwood Beach
- Rockland Breakwater Light
- Hero Beach
- Islesboro Town Beach