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Search Holiday Rentals in Islesboro

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Top Holiday Rentals in Islesboro

Trade Winds on the Bay
Water view

Trade Winds on the Bay

3.5 star property
8.4 out of 10, Very good, (280)
"The rooms were spacious and the view was beautiful!"
Trade Winds on the Bay
Pine Grove Cottages
Exterior

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (90)
"Wonderful quiet place, The Host was a great person."
The price is 6.045.073 ₫
6.918.617 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Pine Grove Cottages
Point Lookout
Exterior

Point Lookout

3.0 star property
9.6 out of 10, Exceptional, (9)
"Great location. Away from the down town bustle, but close enough to enjoy the best of both worlds. Clean cabin, great amenities. "
Point Lookout
1812 Pierce House
Front of property

1812 Pierce House

3.5 star property
1812 Pierce House
Rustic Searsport Cabin: Loft + Sunroom on 10 Acres
House (2 Bedrooms) | Interior

Rustic Searsport Cabin: Loft + Sunroom on 10 Acres

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."
Rustic Searsport Cabin: Loft + Sunroom on 10 Acres
35 Mi to Acadia: Rustic Retreat in Orland!
House (1 Bedroom) | Interior

35 Mi to Acadia: Rustic Retreat in Orland!

2.0 star property
10.0 out of 10, Exceptional, (1)
"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. "
35 Mi to Acadia: Rustic Retreat in Orland!
Pet-friendly Prospect Apartment: 7 Mi to Beach!
Apartment (1 Bedroom) | Interior

Pet-friendly Prospect Apartment: 7 Mi to Beach!

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"
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

Fort Knox Park Inn

Fort Knox Park Inn

10/10 Excellent
"Beautiful setting, Beautiful views"
Tiffany 1-night trip
Posted 22 hours ago
Fort Knox Park Inn

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 9 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 Perry's Nut House, 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.