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Vacation Homes in Islesboro

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 Isaac Evans - 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 AED 540
AED 789 total
includes taxes & fees
23 Jun - 24 Jun
The Roseway - Inn on the Harbor

The Nathaniel Bowditch - Inn on the Harbor

10.0 out of 10, Exceptional, (8)
"We enjoyed our stay. Great location . "
The price is AED 567
AED 822 total
includes taxes & fees
23 Jun - 24 Jun
The Nathaniel Bowditch - Inn on the Harbor

The Timberwind - Inn on the Harbor

9.6 out of 10, Exceptional, (17)
"We had a wonderful stay. We enjoyed the staff, the view, the location! We plan to come back again in the next year or two. "
The Timberwind - Inn on the Harbor

The Victory Chimes - Inn on the Harbor

9.2 out of 10, Wonderful, (7)
"Excellent accommodations! Very clean and an awesome view of the Harbor. I would definitely recommend to others!"
The price is AED 625
AED 893 total
includes taxes & fees
26 Jun - 27 Jun
The Victory Chimes - 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 Mary Day - Inn on the Harbor

The Lewis R. French- Inn on the Harbor

9.2 out of 10, Wonderful, (5)
"The space was in a scenic location. While not fancy it was comfortable and close to conveniences. "
The price is AED 729
AED 1,023 total
includes taxes & fees
29 Jun - 30 Jun
The Lewis R. French- Inn on the Harbor

Cozy Little Carriage House with Spectacular Sunsets at The Rockbound House

The price is AED 658
AED 1,261 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Little Carriage House with Spectacular Sunsets at The Rockbound House

3BR 2Bath Home in Brooklin The Rockbound House 1HR to Acadia National Park

The price is AED 1,649
AED 2,698 total
includes taxes & fees
22 Jun - 23 Jun
3BR 2Bath Home in Brooklin The Rockbound House 1HR to Acadia National Park

Journeys End Loft

10.0 out of 10, Exceptional, (21)
"Very welcoming host. Nice place to stay visit Cadillac mountains."
The price is AED 590
AED 1,283 total
includes taxes & fees
22 Jun - 23 Jun
Journeys End Loft

Cozy, ocean-side retreat

9.6 out of 10, Exceptional, (20)
"Views were fantastic could sit in that living room and watch the boats and tide all day long."
The price is AED 727
AED 1,289 total
includes taxes & fees
23 Jun - 24 Jun
Cozy, ocean-side retreat

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 AED 760
AED 1,737 total
includes taxes & fees
25 Jun - 26 Jun
Waterfront Getaway Near Acadia w/ Spectacular View

Cozy RV in Charming Orland with AC

Cozy RV in Charming Orland with AC

Little Slice of River Paradise on The Narramissic River

The price is AED 1,098
AED 1,809 total
includes taxes & fees
21 Jun - 22 Jun
Little Slice of River Paradise on The Narramissic River

Tides' Reach - Private Waterfront King Beds

9.8 out of 10, Exceptional, (17)
"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 AED 938
AED 2,219 total
includes taxes & fees
28 Jun - 29 Jun
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 AED 569
AED 920 total
includes taxes & fees
23 Jun - 24 Jun
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 AED 422
AED 1,372 total
includes taxes & fees
21 Jun - 22 Jun
Ground-floor duplex with WiFi & W/D - walk to river and downtown

Family friendly farm house in ideal location

The price is AED 464
AED 922 total
includes taxes & fees
23 Jun - 24 Jun
Family friendly farm house in ideal location

Cozy 2 BR by River- Crooked Steeple Hall

4.0 star property
The price is AED 1,285
AED 1,401 total
includes taxes & fees
30 Jun - 1 Jul
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."
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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