
House vacation rentals in Islesboro
Find and book unique houses on Airbnb
Quick stats about house rentals in Islesboro

Total vacation rentals
Explore 120 vacation rentals in Islesboro

Nightly prices starting at
Islesboro vacation rentals start at G$25,085 GYD per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
110 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!
Top-rated house rentals in Islesboro
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.
LocationValueLong stay

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
ValueFamilyHospitality

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.
FamilyValueIndoor spaces

Private Beach, Bar Harbor, Acadia, 15 beds, Pets
" Memories that will last a lifetime". Discover The Retreat House, a charming Waterfront Maine haven near Bar Harbor and Acadia. Unlike typical rentals, our property offers a private beach and stunning water views while being pet-friendly. The House is designed to meet the needs of multi-generational families and larger groups, providing ample space for unforgettable vacation moments. Enjoy beach bonfires, whale watching, lobster bakes, and swimming. Be sure to view the 200+ photos, then book.
FamilyLocationComfort

Blue Arches: waterfront vacation home on 18+ acres
A lovely custom-designed home nestled in a pristine oceanfront cove, Blue Arches offers 18 acres of privacy and relaxation on beautiful Deer Isle, Maine. Charming Stonington Village is just five minutes away & features harbor-front restaurants, shops, kayaking adventures, galleries and the acclaimed Opera House Arts center. Day trips to nearby Bar Harbor, Mt. Desert Island and Acadia National Park expand your possibilities and let you create a truly memorable vacation for your friends & family.
FamilyLocationLayout

"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
LocationValueQuiet

Quaint 3 Bedroom In Town Camden Home
Our 1900’s New England style home is located in a quiet neighborhood less than a mile from the heart of downtown Camden. Midcoast Maine is home to many great restaurants, shops, and art galleries, as well as events such as the National Toboggan Championships, North Atlantic Blues Festival, Maine Lobster Festival, and more! With Rockland just a quick 15 min. drive and Belfast located approximately half an hour north, you’ll be in a prime location to experience everything this area has to offer.
ValueLocationLong stay

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

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.
LocationFamilyBiking

Lavender by the Sea
The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.
LocationFamilyBiking

Blue Heron
Blue Heron, recently renovated with modern amenities, is conveniently located near local art, culture, restaurants, and fine dining. Its beautiful Burnt Cove sunsets, peaceful private settings, and natural ambiance make it a favorite among couples, solo adventurers, and families. The spacious front lawn offers ample space for relaxation. Just a short walk away, you can enjoy a lobster bake on the shore, launch your kayak in the backyard, or explore the local shops within a mile’s reach.
LocationValueAccess

Hot Tub Time Machine
Step into a vibrant world with this collection of paintings that celebrate color and texture. Enjoy pristine beaches and forest and spread out in this 2600 sq ft house with cathedral ceilings, 2 fireplaces, sauna and well stocked kitchen. Explore the island and it's hikes and fine sand beaches or take a dip in the quarry. Discover a dramatic narrative with this striking home that juxtaposes nature and fantastic mythical creatures Please read “other details”, we are on an island.
ValueFamilySleep quality
Popular amenities for Islesboro house rentals
House rentals with a pool

Large private area, close to Rockland
ValueLocationCheckout

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

Coastal Retreat with Pool and Cheerful Vibes
FamilyLocationHospitality

Gorgeous house with a view
LocationFamilyIndoor spaces

Indoor Pool*Hot Tub*Sauna*Game Room*Near Acadia
LocationFamilyDecor

Dog Friendly Midcoast Cape
FamilyLocationBiking

Ocean View Retreat with Heated Pool / Hot Tub
ValueFamilyAccess

Large MDI house w/pool perfect for groups+families
ValueLocationAccuracy
Weekly house rentals

MASSIVE Oceanfront Dark Harbor Home on ISLESBORO
ValueLocationSleep quality

Double On The Rocks, ocean view family retreat
FamilyLocationBreakfast

Antique Barn Apartment at Salt Water Farm
LocationFamilyNearby

Cliff House - Ocean Views! Architectural designed.
ValueLocationAccuracy

Casa on the Bagaduce River
LocationValueBathroom

Above & Beyond: Beautiful home on Penobscot Bay
FamilyLocationNearby

Stonington Dream House
FamilyLocationAccuracy

Modern Home / Sweeping Views on House&Garden tour
ValueFamilyView
Private house rentals

Sweeping Views with Private Beach in Castine
ValueLocationCheck-in

Condé Nast pick: 1840 home, walk to Camden Harbor
FamilyLocationComfort

Cozy Cottage - Close to Downtown Camden!
LocationFamilyComfort

Spacious Oceanfront Home Stunning Sunset Views
ValueLocationSleep quality

Hilltop Retreat
FamilyValueParks

4bed Full House on Private Dr. w/ Large Yard
FamilyValueCheck-in

Island View Cottage - NEW! Waterfront Home in LDI
FamilyLocationHospitality

Dockside Oasis
LocationFamilyCheckout
When is the best time to visit Islesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,259 GYD | G$73,163 GYD | G$52,259 GYD | G$52,259 GYD | G$35,954 GYD | G$73,163 GYD | G$73,163 GYD | G$73,163 GYD | G$72,118 GYD | G$70,446 GYD | G$61,666 GYD | G$47,033 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 |
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- Acadia National Park
- Acadia National Park Pond
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
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