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

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Islesboro holiday homes

Exterior

1. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (5 reviews)
The price is £194
includes taxes & fees
19 Oct - 20 Oct
Romantic Coastal Escape near Harbor
Interior

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

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
9.8 out of 10, Exceptional, (16 reviews)
"This is a great place, nice and quiet, very clean and cozy. Loved it here!!"
United States
Lorna W.
The price is £426
includes taxes & fees
20 Sept - 21 Sept
Cheerful Two Bedroom Cabin - 10 minutes to Camden!
1 bedroom, free WiFi, bed sheets

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (33 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is £125
includes taxes & fees
18 Oct - 19 Oct
Simplicity-Just what you need! STR24-20
TV, offices

4. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is £461
includes taxes & fees
21 Sept - 22 Sept
Fully Updated Airy Historic Home in West Rockport
Exterior

5. Magical Home & Setting on Reversing Falls. Kayaks, Recreation, Beauty & FUN!

Magical Home & Setting on Reversing Falls. Kayaks, Recreation, Beauty & FUN!
Penobscot
10.0 out of 10, Exceptional, (1 review)
Magical Home & Setting on Reversing Falls. Kayaks, Recreation, Beauty & FUN!
Marina

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (81 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
The price is £358
includes taxes & fees
23 Sept - 24 Sept
Harbor/🦞 Pound Access & Views from Large Deck
Property grounds

7. Waterfront Getaway Near Acadia w/ Spectacular View

Waterfront Getaway Near Acadia w/ Spectacular View
Deer Isle
10.0 out of 10, Exceptional, (26 reviews)
"Great location with everything we needed."
United States
Thomas P.
The price is £436
includes taxes & fees
12 Oct - 13 Oct
Waterfront Getaway Near Acadia w/ Spectacular View
Smart TV

8. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (40 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is £226
includes taxes & fees
20 Oct - 21 Oct
Peaceful, Centrally Located Home with Seasonal River Views
Property grounds

9. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (75 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
The price is £443
includes taxes & fees
27 Sept - 28 Sept
Oceanview Bungalow Style Home in Owls Head
Dining

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

Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
8.0 out of 10, Very good, (5 reviews)
"We booked this place for Memorial Weekend, and drove into Camden to explore the town. Host was so friendly and responsive, the cabin was so clean and quaint/cute, loved the location that we go that cabin feel but could drive a short distance to get into town/harbor, and overall had a great time! "
United States
Kimberly
The price is £426
includes taxes & fees
20 Sept - 21 Sept
Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Smart TV

11. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (54 reviews)
"Perfect location to everything. Spacious house and clean. The directions for check in and check out where very clear and helpful!"
United States
Brianna M.
The price is £236
includes taxes & fees
22 Sept - 23 Sept
2 Bedroom Close to Town Home
Property grounds

12. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (13 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
The price is £199
includes taxes & fees
13 Oct - 14 Oct
Bright 2-Bedroom Apartment Near Downtown Thomaston
Interior

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (97 reviews)
"Great location close to town"
United States
Rich W.
The price is £301
includes taxes & fees
13 Oct - 14 Oct
Comfortable, Close to Town Home, with Oceanview.
Interior

14. Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (18 reviews)
"Property was very nice, clean and Lisa our host was very nice and helpful. Great place, highly recommend!"
United States
brian g.
The price is £218
includes taxes & fees
20 Oct - 21 Oct
Inkwell Suite at Spofford Lodge
Interior

15. Waterfront Home - Mid Coast Maine near Camden and Belfast

Waterfront Home - Mid Coast Maine near Camden and Belfast
Belmont
10.0 out of 10, Exceptional, (25 reviews)
"Beautiful, peaceful home with lots of activities for families. Between the kayaking, hiking, and convenience of the house to Acadia and surrounding towns, we could not have asked for a better home to house my entire family for the week. "
United States
Michael L.
The price is £894
includes taxes & fees
23 Sept - 24 Sept
Waterfront Home - Mid Coast Maine near Camden and Belfast
WiFi

16. Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.6 out of 10, Excellent, (14 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is £193
includes taxes & fees
20 Sept - 21 Sept
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Coffee/tea maker, fridge, microwave, oven

17. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is £324
includes taxes & fees
20 Oct - 21 Oct
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Coffee/tea maker, fridge, microwave, oven

18. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (50 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is £453
includes taxes & fees
1 Oct - 2 Oct
In-town, coastal + relaxing in Rockland
Outdoor dining

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

A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views
Stonington
9.8 out of 10, Exceptional, (51 reviews)
"This is a gorgeous cottage in a perfect location to enjoy Stonington!"
United States
Kate S.
The price is £535
includes taxes & fees
6 Oct - 7 Oct
A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views
Outdoor dining

20. Waterfront Deer Isle Retreat w/ Fire Pit!

Waterfront Deer Isle Retreat w/ Fire Pit!
Deer Isle
10.0 out of 10, Exceptional, (7 reviews)
"Excellent accommodations with lovely natural surroundings."
United States
Sara
The price is £550
includes taxes & fees
20 Sept - 21 Sept
Waterfront Deer Isle Retreat w/ Fire Pit!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Islesboro Hotel Reviews

Belfast Harbor Inn

Belfast Harbor Inn

10/10 Excellent
"Beautiful place! Rooms were clean and spacious! Breakfast was fabulous!! All the staff were kind and helpful! Highly recommend!"
Penne 1-night trip
Posted 2 hours ago
Belfast Harbor Inn

Find out more about Islesboro

Islesboro Holiday Homes information

Number of reviews
589
Accommodation
546 Holiday Homes
Lowest Price
£125
Highest Price
£894