Vacation rentals in Islesboro Island

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Top-rated vacation rentals in Islesboro Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Yurt in Appleton

4.96 out of 5 average rating, 221 reviews

SUMMER ROSE a Yurt for ALL Seasons

SUMMER ROSE - Overlooking the Field of Dreams pasture, and future pond, is a spacious wooden yurt with a spectacular ceiling, personal hot tub and "Hideout" a screened in sanctuary. The Appleton Retreat is situated on 120 acres of privately owned land. To the south, a short walk from Summer Rose, is the Pettengill Stream, a resource protected area where you can view wildlife or kayak; and to the north, a wooded trail leads to a secluded pond on 1,300 acres of Nature Conservancy protected land.

Feb 16 – 23

€ 172 per night
Guest favorite

Guesthouse in Lincolnville

4.97 out of 5 average rating, 327 reviews

"The Lair" Guesthouse

"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Jun 2 – 9

€ 164 per night
Guest favorite

Guesthouse in Lincolnville

4.98 out of 5 average rating, 161 reviews

Peaceful Suite - Hiking, Beach, Nature

Welcome to the “East Wing”! The complete apartment is new: salt box style with beautiful views of nature (hummingbirds, fireflies, starry skies). The East Wing is first to greet the sun in the morning. Enjoy your coffee on the private deck, or sip wine at night by the fire pit. Close to Tanglewood Rd (4H camp) , Camden Hills State Park trails, and Lincolnville Beach(1 -2 miles). The area is quiet- yet just a few miles away from shopping and restaurants in Camden, Belfast, & Rockland.

Nov 12 – 19

€ 171 per night

Popular amenities for Islesboro Island vacation rentals

Other great vacation rentals in Islesboro Island

Guest favorite

Apartment in Searsmont

4.97 out of 5 average rating, 108 reviews

Searsmont Studio

Apr 15 – 22

€ 77 per night
Superhost

Apartment in Searsport

4.82 out of 5 average rating, 290 reviews

Lakefront Vacation Apartment in Searsport ME

Oct 24 – 31

€ 117 per night
Guest favorite

Apartment in Rockland

4.94 out of 5 average rating, 193 reviews

Sunny New England House Apartment STR22-44

Jan 23 – 30

€ 132 per night
Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 349 reviews

ONE BIG ROOM Studio in Rockport

Oct 25 – Nov 1

€ 146 per night
Guest favorite

Cabin in Bremen

4.95 out of 5 average rating, 173 reviews

Ocean Front Cottage: Little Heaven

Sep 25 – Oct 2

€ 168 per night
Guest favorite

Tiny home in Blue Hill

4.94 out of 5 average rating, 155 reviews

New enchanting retreat near Acadia National

Mar 2 – 9

€ 129 per night
Guest favorite

Cottage in Sedgwick

4.99 out of 5 average rating, 188 reviews

Exquisitely Modern Maine Cottage @Diagonair

Jun 6 – 13

€ 424 per night
Guest favorite

Apartment in Belfast

4.88 out of 5 average rating, 169 reviews

Sunny apartment overlooks Main St.

Mar 12 – 19

€ 86 per night
Guest favorite

Guest suite in Rockland

4.96 out of 5 average rating, 157 reviews

Salty Dog Hilltop Guest Suite (permit #SDR22-18)

Mar 20 – 27

€ 158 per night
Superhost

Tiny home in Jackson

4.85 out of 5 average rating, 203 reviews

Tiny House oasis in Beautiful Waldo County. We❤️🐕

Dec 17 – 24

€ 116 per night
Guest favorite

Cottage in Lincolnville

4.91 out of 5 average rating, 325 reviews

Eco-friendly studio - ocean views, close to beach

Nov 27 – Dec 4

€ 212 per night
Guest favorite

Tiny home in Islesboro

4.95 out of 5 average rating, 19 reviews

"Bohemian Bungalow" Studio Island Guest Cottage

Jan 16 – 23

€ 179 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Islesboro
  6. Islesboro Island