Islesboro Holiday Homes from £102: Search Holiday Homes in Islesboro

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Our top choices for Islesboro holiday homes

A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

1. Simplicity-Just what you need! STR24-20

Rockland

Beth

includes taxes & fees

5 Nov - 6 Nov

A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

2. Fully Updated Airy Historic Home in West Rockport

Rockport

includes taxes & fees

6 Nov - 7 Nov

A wooden dock leading to a beach with a picnic table and chairs, surrounded by greenery.

3. Waterfront Getaway Near Acadia w/ Spectacular View

Deer Isle

Thomas P.

includes taxes & fees

8 Nov - 9 Nov

An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

4. Harbor/🦞 Pound Access & Views from Large Deck

Owls Head

Jeanette Q.

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with a central island, white cabinetry, and a stainless steel range hood.

5. Tides' Reach - Private Waterfront King Beds

Orland

Anup B.

includes taxes & fees

8 Nov - 9 Nov

A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

6. 2 Bedroom Close to Town Home

Thomaston

Nita S.

includes taxes & fees

8 Nov - 9 Nov

A cozy room with a large arched window, a potted plant on a wooden side table, and two white armchairs.

7. Inkwell Suite at Spofford Lodge

Bucksport

brian g.

includes taxes & fees

17 Nov - 18 Nov

A wooden deck with Adirondack chairs and a grill.

8. Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston

Alexis H.

includes taxes & fees

1 Dec - 2 Dec

A room with a large window offering a view of a snowy landscape and a body of water.

9. Comfortable, Close to Town Home, with Oceanview.

Owls Head

Ted H.

includes taxes & fees

8 Nov - 9 Nov

A covered porch with a grill, a potted plant, and a small table.

10. Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Lincolnville

Patricia T.

includes taxes & fees

5 Nov - 6 Nov

A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

11. Peaceful, Centrally Located Home with Seasonal River Views

Thomaston

Pastor Heidi G.

includes taxes & fees

1 Dec - 2 Dec

A wooden cabin-style kitchen with a central dining table, wooden cabinets, and a hanging light fixture.

12. Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Lincolnville

Kimberly

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with a wooden ceiling, a dining area with a wooden table and chairs, and a view of the outdoors through large windows.

13. Meadow Place Modern 3BR Belfast Getaway with Deck

Belfast

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

14. Silver Oak Retreat Private Forest Getaway

Belfast

includes taxes & fees

5 Nov - 6 Nov

A cozy interior of a geodesic dome tent with a bed, a sofa, a small table with a bottle, a fireplace, and a view of the outdoors.

15. Come Spring Farm Glamping Dome 2

Union

Healy C.

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

16. In-town, coastal + relaxing in Rockland

Rockland

Rob J.

includes taxes & fees

6 Nov - 7 Nov

A marina with boats docked, a building labeled 'LYMAN-MORSE', and a residential area in the background.

17. Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Camden

Teresa O.

includes taxes & fees

10 Nov - 11 Nov

A deck with wicker furniture and a glass table, overlooking a marina with boats and a lighthouse.

18. A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views

Stonington

Kate S.

includes taxes & fees

8 Nov - 9 Nov

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Learn more about Islesboro

This tranquil island offers scenic bike rides along coastal roads and peaceful beaches perfect for swimming at Pendleton Point. Catch the ferry to explore historic lighthouses or rent kayaks to paddle around the island's protected harbours.

See all hotels in Islesboro

A calm lake with a dock, boats, and a forested shoreline.

Top reviews in Islesboro

A swimming pool with a view of a lake and hills, surrounded by white walls and large windows.

Belfast Harbor Inn

Belfast

10/10 Excellent

Susan

A rocking chair on a wooden deck with a view of the sea.

Beach Cottage Inn

Lincolnville

10/10 Excellent

We had a lovely room with a nice outdoor terrace area - all very clean and comfortable. The Inn is in a fabulous location overlooking the beach and near to the ferry. It is also next door to the Whale Tooth pub which did great evening meals. The hostess recommended Dot's diner for breakfast, a 2-minute drive up the road and it was excellent. Lincolnville is a great location for visiting various places, including Acadia National Park and Fort Knox and the bridge observatory, highly recommend...

Annette

A hallway with two wicker chairs, a patterned rug, and framed pictures on the wall.

Yankee Clipper Motel

Belfast

10/10 Excellent

Gregory

A building with a blue roof and a view of the sea.

Colonial Gables Oceanfront Village

Belfast

10/10 Excellent

Nadia

A two-story Victorian-style house with a turret and a porch.

LimeRock Inn

Rockland

10/10 Excellent

John

A circular mirror with a brass frame reflecting a hotel room. The room has a bed with white bedding, a blue and white pillow, a wooden headboard, a bedside table with a lamp, and a wall-mounted painting of a whale.

The Towne Motel

Camden

10/10 Excellent

2 queen beds, light snacks and water in the room on arrival, had everything needed in the room. The shower had a seat attachment if needed - our young kids took advantage of a sit down shower. Spacious room and fab location - walkable to central Camden. There is a common area - not just one room but many incl. books, games and a fully stocked kitchen. We didn’t use it much as only stayed the one night but looked good for longer stays or if arriving late and restaurants are closed.

Kirsty Jane

A hotel lobby with a fireplace, seating area, and a view of the dining area.

Rockport Harbor Hotel

Rockport

10/10 Excellent

Ellis

A deck with wicker furniture and red cushions, overlooking a marina with boats and a distant island.

16 Bay View

Camden

10/10 Excellent

Very friendly staff, room was large with excellent amenities. Flavoured water, cookies and coffee offered at certain times of the day and complimentary breakfast welcomed. Very convenient location.You got used to the church bells after the first night and it was handy to know the time actually. Restaurant on roof - what a view and wonderful staff again and excellent food. Lovely bookshop across the road.

caroline