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Islesboro Vacation Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Vacation Rentals in Islesboro

Water view
Trade Winds on the Bay

Aparthotel in Rockland

3.5 star property
8.4 out of 10, Very good, (318)
"Basic room , clean and perfect for our stay. "
United States
Deborah
Trade Winds on the Bay
Exterior
Point Lookout

Cabin in Lincolnville

3.0 star property
9.8 out of 10, Exceptional, (11)
"A nice quiet getaway "
United States
Camilla
Point Lookout
Interior
35 Mi to Acadia: Rustic Retreat in Orland!

Cottage in Orland

2.0 star property
6.0 out of 10, (2)
"Exactly what you think of a cabin in the Maine woods. Close to Bucksport. No wifi. Only got one channel on the rabbit ears for the TV, but many movies available to use on the dvd player. Dark outside at night. Quick response from property manager. Would stay there again. "
United States
Jayson
35 Mi to Acadia: Rustic Retreat in Orland!
Interior
Secluded Orland Cottage w/ Grill, Near State Parks

Cottage in Orland

3.0 star property
Secluded Orland Cottage w/ Grill, Near State Parks
Interior
Rustic Searsport Cabin: Loft + Sunroom on 10 Acres

Cottage in Searsport

3.0 star property
10.0 out of 10, Exceptional, (3)
"This cabin is very well decorated with comfortable bedding and furniture. The decor and taxidermy are consistent with a rustic cabin, while the kitchen is set up well to cook, with all the condiments and seasonings to be able to eat in if you choose. The cabin and the nearby hosts both exceeded expectations."
United States
Dennis
Rustic Searsport Cabin: Loft + Sunroom on 10 Acres
Interior
Pet-friendly Prospect Apartment: 7 Mi to Beach!

Apartment in Stockton Springs

3.0 star property
7.0 out of 10, Good, (2)
"Like: Very private, close to nature, extra blankets available, very clean kitchen and bathroom, towels and cafe k-cups available Didn't like: Mattress, odor in the bathroom, yellow pillow under pillowcase"
Canada
Lyne
Pet-friendly Prospect Apartment: 7 Mi to Beach!
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

Trade Winds on the Bay

Trade Winds on the Bay

10/10 Excellent
"Perfect location, extra friendly staff. We will be staying here again! "
Christian 2-night trip
Posted 3 days ago
Trade Winds on the Bay

Find out more about Islesboro

Search for holiday rentals in Islesboro on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Islesboro using one of the methods below:

  • View our selection of featured holiday rentals in Islesboro
  • Use the map to find apartments and other holiday homes in the Islesboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Islesboro while they last

Look no further and take a look at our great range of rental properties in Islesboro!

Frequently asked questions

Can I find a holiday rental in Islesboro?

Yes, there are holiday rentals close to the most popular sights in Islesboro, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Islesboro?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Islesboro stay.

What’s there to see and do in Islesboro?

While exploring the area, visit family-friendly sights like Penobscot Marine Museum, or get outside and enjoy nature at Lincolnville Beach. Warren Island State Park and Camden Hills State Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Islesboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Islesboro. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for families.