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Islesboro Vacation Rentals

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Vacation Rentals in Islesboro

The Grace Bailey - Inn on the Harbor

9.6 out of 10, Exceptional, (5)
"Property was very nice. Views we were looking for , a little warm the week we were there. AC would be nice , deck was cool outside"
The price is CA $229
CA $329 total
includes taxes & fees
Jul 22 - Jul 23
The Grace Bailey - Inn on the Harbor

The Nathaniel Bowditch - Inn on the Harbor

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay. Great location . "
The price is CA $229
CA $329 total
includes taxes & fees
Jul 27 - Jul 28
The Nathaniel Bowditch - Inn on the Harbor

The Isaac Evans - Inn on the Harbor

9.8 out of 10, Exceptional, (9)
"It was very welcoming and cozy . A bit disappointing that we didnt have the view of the harbor from our room , but still a very nice getaway ."
The price is CA $287
CA $401 total
includes taxes & fees
Aug 6 - Aug 7
The Isaac Evans - Inn on the Harbor

The Stephen Taber - Inn on the Harbor

10.0 out of 10, Exceptional, (1)
"Great place. Manager was fantastic "
The price is CA $287
CA $398 total
includes taxes & fees
Jul 31 - Aug 1
The Stephen Taber - Inn on the Harbor

The Roseway - Inn on the Harbor

9.6 out of 10, Exceptional, (4)
"We had a great stay, location couldn’t have been better!"
The price is CA $306
CA $421 total
includes taxes & fees
Aug 19 - Aug 20
The Roseway - Inn on the Harbor

The Mary Day - Inn on the Harbor

10.0 out of 10, Exceptional, (6)
"View is everything and this place has no competition"
The price is CA $287
CA $398 total
includes taxes & fees
Jul 31 - Aug 1
The Mary Day - Inn on the Harbor

The Heritage - Inn on the Harbor

9.0 out of 10, Wonderful, (4)
"Professionally kept, cozy place with fantastic views. Excellent get away from hustle of city life!"
The price is CA $294
CA $409 total
includes taxes & fees
Aug 3 - Aug 4
The Heritage - Inn on the Harbor

The Victory Chimes - Inn on the Harbor

9.4 out of 10, Exceptional, (8)
"Excellent accommodations! Very clean and an awesome view of the Harbor. I would definitely recommend to others!"
The price is CA $359
CA $490 total
includes taxes & fees
Jul 26 - Jul 27
The Victory Chimes - Inn on the Harbor

The Lewis R. French- Inn on the Harbor

9.4 out of 10, Exceptional, (6)
"Manager, Trish, was very accommodating. Morning coffee was great and nice to have snacks available. The large back deck offers gorgeous views of the harbor and bay."
The price is CA $254
CA $359 total
includes taxes & fees
Jul 30 - Jul 31
The Lewis R. French- Inn on the Harbor

The Angelique - Inn on the Harbor

9.8 out of 10, Exceptional, (8)
"An amazing stay at the Inn on the Harbor. Our room was very clean and check-in was super easy. Highly recommend this Inn for a stay to see the beautiful Maine coast. "
The price is CA $241
CA $343 total
includes taxes & fees
Jul 27 - Jul 28
The Angelique - Inn on the Harbor

Journeys End Loft

9.8 out of 10, Exceptional, (23)
"Very welcoming host. Nice place to stay visit Cadillac mountains."
The price is CA $177
CA $425 total
includes taxes & fees
Jul 23 - Jul 24
Journeys End Loft

Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine

10.0 out of 10, Exceptional, (6)
The price is CA $172
CA $217 total
includes taxes & fees
Aug 5 - Aug 6
Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine

Waterfront Getaway Near Acadia w/ Spectacular View

10.0 out of 10, Exceptional, (13)
"Super easy place in a wonderful location - clean and easy to get into - would definitely stay here again if coming back. Views were wonderful!"
The price is CA $371
CA $760 total
includes taxes & fees
Aug 4 - Aug 5
Waterfront Getaway Near Acadia w/ Spectacular View

Cozy RV in Charming Orland with AC

10.0 out of 10, Exceptional, (1)
"We needed a place in two weeks in the middle of July in Maine. That's a pretty hot time and location for availability. This place was pretty good, and my wife and I were already curious about RVs. We liked it."
The price is CA $165
CA $256 total
includes taxes & fees
Jul 27 - Jul 28
Cozy RV in Charming Orland with AC

Tides' Reach - Private Waterfront King Beds

9.8 out of 10, Exceptional, (18)
"The property was amazing. Great views of the water, snow, deer watching and a wonderful house that met all of our needs. "
The price is CA $503
CA $1,003 total
includes taxes & fees
Aug 3 - Aug 4
Tides' Reach - Private Waterfront King Beds

Inkwell Suite at Spofford Lodge

10.0 out of 10, Exceptional, (13)
"Beautiful relaxing stay with very easy check in process. Decorated superbly!"
The price is CA $244
CA $384 total
includes taxes & fees
Jul 29 - Jul 30
Inkwell Suite at Spofford Lodge

Ground-floor duplex with WiFi & W/D - walk to river and downtown

9.0 out of 10, Wonderful, (14)
"Property was very nice, and located in a quiet riverside town just under an hour from Bar Harbor, Bangor, and Acadia. This place is excellent for the outdoor tourist or enthusiast that doesn't want to spend a fortune on lodging."
The price is CA $147
CA $482 total
includes taxes & fees
Jul 27 - Jul 28
Ground-floor duplex with WiFi & W/D - walk to river and downtown

Coastal Comfort

9.6 out of 10, Exceptional, (14)
"The house was very accommodating. Perfect space for 4 people, easily. We would stay again hands down."
The price is CA $463
CA $705 total
includes taxes & fees
Jul 31 - Aug 1
Coastal Comfort

Cozy 2 BR by River- Crooked Steeple Hall

4.0 star property
The price is CA $480
CA $524 total
includes taxes & fees
Jul 22 - Jul 23
Cozy 2 BR by River- Crooked Steeple Hall

Cozy 2 BR by River, Crooked Steeple Hall

2.0 star property
2.0 out of 10, (1)
"There are safety, fire and handicap issues which make this location a risk for fire and physical injury for anyone. The shower height is inappropriate for any age. Extension cords connected to space heaters are a fire hazard. There should be a warning in the description of the property when considering booking for personal comfort. We checked out early as we could not stay at this VRBO."
The price is CA $412
CA $513 total
includes taxes & fees
Jul 22 - Jul 23
Cozy 2 BR by River, Crooked Steeple Hall
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

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.

What are some of the best vacation rentals that Islesboro has to offer?

1812 Pierce House: This vacation home rental outside Islesboro is equipped with a barbecue grill, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Another good choice for your trip to Islesboro is Island log home in Maine with ocean views.

How many vacation rentals are there in Islesboro?

With 12 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 Perry's Nut House, 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 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.