Photo by Colleen Johnson

Islesboro Holiday Rentals

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Holiday Rentals in Islesboro

Trade Winds on the Bay

3.5 star property
8.4 out of 10, Very good, (220)
"Great place to stay...everything was great"
Trade Winds on the Bay

Point Lookout

3.0 star property
9.0 out of 10, Wonderful, (2)
"Great cabin with all the comforts of home!"
Point Lookout

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (86)
"Wonderful quiet place, The Host was a great person."
The price is S$268
includes taxes & fees
24 Jun - 25 Jun
Pine Grove Cottages

1812 Pierce House

3.5 star property
The price is S$346
includes taxes & fees
24 Jun - 25 Jun
1812 Pierce House
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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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 11 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 Lincolnville Ferry Terminal 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.