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

Islesboro Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Islesboro vacation rentals

Lobby sitting area

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (419 reviews)
"Everything was great and the location was amazing. Right in the arts district and surrounded by interesting shops, amazing eats and coffee & right on the harbor."
United States
Gerald
The price is P10,852
P11,828 total
includes taxes & fees
Jul 5 - Jul 6
Trade Winds on the Bay
Interior

Hidden Gem Cottage' Near Blue Hill Peninsula

Hidden Gem Cottage' Near Blue Hill Peninsula
3.0 star property
Brooklin
The price is P12,847
P20,121 total
includes taxes & fees
Jul 12 - Jul 13
Hidden Gem Cottage' Near Blue Hill Peninsula
Boating

Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (90 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is P15,407
P17,633 total
includes taxes & fees
Jul 2 - Jul 3
Pine Grove Cottages
Interior

Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
9.0 out of 10, Wonderful, (2 reviews)
"I liked that it was by the lake quiet and secluded. "
United States
Wilma
The price is P11,440
P27,560 total
includes taxes & fees
Jul 21 - Jul 22
Rustic Retreat Across From Lake; Family Friendly!
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

Camden Riverhouse Hotel

Camden Riverhouse Hotel

8/10 Good
"The location was great and enjoyed the firepit and outdoor seating. The property was nicely landscaped as well. They have a s'mores table so you can make your own over the wood burning fire. Wish we had made some but never did. It was a great hotel to stay with others as you could enjoy socializing on the property, outside of the rooms. Did not take advantage of the continental breakfast, though many people were. We booked 3 rooms and there needed a bit more attention to cleaning the rugs and bathrooms, but overall a nice place to stay with very helpful staff. Parking was free and next to the property."
Eric 1-night trip
Posted 5 hours ago
Camden Riverhouse Hotel

Find out more about Islesboro

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

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

Frequently asked questions

Can I find a vacation rental in Islesboro?

Yes, you can find vacation rentals close to the most popular points of interest in Islesboro, or you can choose a more remote option if you're looking for a relaxing stay.

How many vacation rentals are there in Islesboro?

With 7 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Islesboro like?

Vacation rentals are private properties where you can stay for short or long periods in Islesboro. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.