
House vacation rentals in Islesboro
Find and book unique houses on Airbnb
Top-rated house rentals in Islesboro
Guests agree: these houses are highly rated for location, cleanliness, and more.

Coveside Lakehouse on Sandy Point
If you are looking for a beautiful vacation spot on Green Lake, look no further. Cove Side Lake House on Sandy Point is the perfect place for you and your whole family to enjoy the lovely Maine summer, from sunrise until sun set. Whether you enjoy relaxing on the deck, catching a nap in the hammock, or fishing and kayaking, this is the vacation destination you've been dreaming of. Green Lake, located in Ellsworth/Dedham Maine, is a 3,132 acre freshwater lake with a maximum depth of over 170ft.

Cute Midcoast Cottage w Hot Tub
Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Treetop Vista: stunning views, modern farmhouse
Relax in this beautiful, architect-designed new house. Enjoy expansive 180-degree views to the south and west, including spectacular sunsets and incredible foliage. Immerse yourself in the scenery, go hiking out the door, go swimming in nearby Hobbs pond, or take a 10-minute drive into Camden to enjoy food, art, shopping, and the ocean. This area is a mecca for outdoor and cultural activities. The house has 3 bedrooms, 2.5 bathrooms, a great room with kitchen, dining, living areas, and a deck.

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 Roost" Cottage
"The Roost" is a bright 1400 sqft. 2 bedroom c.1890 cottage that has been recently renovated and painted located on a two acre property with a coffee roaster Green Tree Coffee and Tea as well as another very small cabin called "The Lair". We are located 400 yards from Lincolnville Beach, 2 miles from Mt. Battie State park, 4 miles from downtown Camden, and 12 miles from Belfast. We are a very dog friendly property, plenty of room for your dog to roam out back in small pasture. Sorry no cats

Sunny Waterfront Home Overlooking Blueberry Field
5 acres of lawns, gardens, and meadows and a gentle rocky beach on Blue Hill's Salt Pond, a protected inlet of the Atlantic Ocean. The house faces south towards the water and overlooks a gorgeous blueberry field that turns a majestic shade of deep red in the fall. Please feel free to reach out with us for more information or to inquire about a longer term booking. The house has two bedrooms and baths on the main level and an two additional bedrooms, bathroom, and living space downstairs.

Historic Stephenson Farm on 35 acre Mason Pond
This water front historic Stephenson Farmhouse is a cozy 3 bedroom farmhouse that sits on 5 acres with frontage on Lower Mason Pond. A bird lovers paradise along with sightings of beaver & river otters. Trail from house leads to waterfront, canoes, paddles & PFD’s and a picnic table. We’ve maintained the antiquity of the house along with many antique pieces of furniture. Enjoy amazing sunsets, expand your birding life list, pick apples and blueberries in season. . . on a nature preserve.

Quiet 2-bedroom house on Acadia's doorstep.
Minutes from Acadia, Bar Harbor, Ellsworth and other DownEast destinations. Relax with the whole family at this peaceful home in the heart of Vacationland. We are nearing the end of a long renovation, so you will find some projects unfinished (mostly exterior). But, we hope that won't stop you from having a great time exploring the area. New floors, kitchen, lighting, and hot water heat pump - we've poured a lot of love and energy into making this a great spot for our family, and yours!

[Trending Now]Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Historic Camden Farmhouse • Pets Welcome
Charming 1820s farmhouse just one mile from downtown Camden, the harbor, and Camden Hills State Park. Listed on the National Register of Historic Places, this unique home blends historic New England character with modern comfort. Enjoy cozy, welcoming spaces after hiking Mount Battie, sailing Penobscot Bay, or exploring Camden’s shops and restaurants. Pet- and family-friendly, with room to relax, unwind, and experience authentic coastal Maine living in every season.

1830s Cape hosted by George & Paul
This 1830 cape is for rent by the month or weekly or for a two-night minimum stay. It is located at the edge of the historic village of Waldoboro. It offers a convenient base to sightseeing in midcoast Maine. It’s old-fashioned, decorated with plants, antiques and paintings and features a large, fully equipped kitchen, music room with piano, television room with pull-out sofa, full bath with stall shower and outside patio. Your hosts are right across the driveway.
Popular amenities for Islesboro house rentals
House rentals with a pool

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

The Jarvis Homestead | Historic Maine Mansion

Coastal Retreat with Pool and Cheerful Vibes

Luxe Liberty: Getaway with Heated Indoor Pool!

Stay Together in Style

House in the woods

Bar Harbor shorefront near Acadia with dock & pool

Ocean View Retreat with Heated Pool / Hot Tub
Weekly house rentals

Dog-friendly Boatyard Cottage

Sweeping Views with Private Beach in Castine

Belfast Oceanside House - downtown harbor walk

Sweet Camden Cottage

Alewife House

A quiet place on the coast of Maine

SunnySide - Cottage w/ Pen Bay Views in Bayside

Cozy Deer Isle Farmhouse Retreat
Private house rentals

Lupine Landing

Coastal Farmhouse for Families | HotTub + Firepits

Bucksport gem, w/hot tub! One hour to Acadia NP!

*NEW* Bagaduce River Cottage @ Old Hart Farm

Red Barn at The Appleton Retreat

Harbor View Loft in Downtown Belfast!

Private Bright Forest House by Lake

Cliff House - Ocean Views! Architectural designed.
When is the best time to visit Islesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,316 GYD | G$52,316 GYD | G$52,316 GYD | G$56,501 GYD | G$52,316 GYD | G$70,103 GYD | G$73,242 GYD | G$73,242 GYD | G$72,196 GYD | G$70,521 GYD | G$61,732 GYD | G$47,084 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 house rentals in Islesboro

Total vacation rentals
Explore 70 vacation rentals in Islesboro

Nightly prices starting at
Islesboro vacation rentals start at G$12,556 GYD per night before taxes and fees

Verified guest reviews
Over 2,020 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Islesboro vacation rentals include wi-fi access

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

4.8 Average rating
Islesboro stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Boston Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Quebec City Area Vacation rentals
- Halifax Vacation rentals
- Laval Vacation rentals
- Québec Vacation rentals
- Lanaudière Vacation rentals
- Cambridge Vacation rentals
- Portland Vacation rentals
- Pet-friendly rentals Islesboro
- Cabin rentals Islesboro
- Family-friendly rentals Islesboro
- Rentals with a washer and dryer Islesboro
- Rentals with a patio Islesboro
- Rentals with beach access Islesboro
- Waterfront rentals Islesboro
- Beachfront rentals Islesboro
- Rentals with a fire pit Islesboro
- Fitness-friendly rentals Islesboro
- Apartment rentals Islesboro
- Rentals with a fireplace Islesboro
- Cottage rentals Islesboro
- Rentals with outdoor seating Islesboro
- House rentals Waldo County
- House rentals Maine
- House rentals United States
- Acadia National Park
- Acadia National Park Pond
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Sand Beach
- Farnsworth Art Museum
- Rockland Breakwater Light
- University of Maine
- Schoodic Peninsula
- Bass Harbor Head Light Station
- Maine Discovery Museum
- Hollywood Slots Hotel & Raceway
- Cellardoor Winery
- Moose Point State Park
- Maine Lighthouse Museum
- Camden Hills State Park




