Vacation rentals in Islesboro Island

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Popular amenities for Islesboro Island vacation rentals

Other great vacation rentals in Islesboro Island

Top guest favorite
A charming single-story cottage is surrounded by a lush green lawn. Large windows allow for ample natural light, and flower beds with colorful blooms adorn the entrance. A serene landscape with distant hills completes the tranquil scene under a partly cloudy sky.
Cottage in Lincolnville
5 out of 5 average rating, 76 reviews

Sunny 2 Bedroom cottage - Walk to the beach!

CherylRating, 5 starstoday
Beautiful home! Bed was great! Other things we loved were: having a well stocked kitchen (and coffee), and a washer/dryer. We did struggle to sleep the 1st night with the road noise, but we got ear plugs for the 2nd night and had no issue. Also, the sun does come in early, it would be nice to have an option of blackout curtains. Overall, a beautiful place and we would definitely stay again!
Top guest favorite
A cozy living area features a glass-top coffee table styled with a collection of books. A white entertainment unit houses a television, and the walls are adorned with warm wooden paneling. A potted plant adds a touch of greenery to the space.
Apartment in Belfast
4.99 out of 5 average rating, 68 reviews

Coastal Loft with Beach Access

MelissaRating, 5 stars5 days ago
We had a very relaxing and peaceful weekend at Andrew’s place! The interior was gorgeous and comfortable, the backyard and path down to the water were so pretty and private. Andrew was super responsive, kind, and helpful. Belfast is an adorable little town, we would definitely go back.
Top guest favorite
The living area features a mid-century style loveseat positioned on a patterned rug, with warm wooden walls and exposed beams. Large windows allow for natural light and offer views of the surroundings. A dining area with multiple chairs and a table is visible in the background.
Home in Lincolnville
5 out of 5 average rating, 46 reviews

Antique Barn Apartment at Salt Water Farm

BethRating, 5 stars7 months ago
All the previous reviews indicated we would love this location, the setting, the caring of the host....we were inspired to join Airbnb to just be able to stay here!!! The beauty of the surroundings is remarkable and we admire the care taken to keep it in its refined natural state. We are so thankful we took the description and reviews to heart! We now have another great Maine memory!
Top guest favorite
Steps lead down to a serene waterfront, where clear water reveals submerged rocks and pebbles. Lush greenery frames the natural scene, and reflections of trees can be seen on the calm surface.
Guesthouse in Islesboro
5 out of 5 average rating, 10 reviews

Islesboro Island Oceanfront Cottage

AndrewRating, 5 stars9 months ago
This is a little slice of paradise. I came here to do nothing, essentially--read & swim for a few days in beautiful, quiet surroundings. Diane was immediately welcoming with a warm greeting and quick tour. You have privacy here, but if you need anything, she is right next door. I couldn't recommend staying here more highly! Thanks, Diane! Andrew
Top guest favorite
A fire pit with vibrant flames burns brightly in the foreground, surrounded by a natural setting of trees and leaves. In the background, a tranquil lake is visible, with a kayak resting along its shore, enhancing the outdoor experience.
Treehouse in Brooks
5 out of 5 average rating, 17 reviews

Lakeview Tree-house

BelmiraRating, 5 stars1 week ago
Beautiful tree house for a weekend get away. One of the main highlights was kayaking on the lake it was serene and absolutely stunning. Toni provided everything we needed and was very responsive the whole time we were there. If you’re looking for a peaceful retreat to unplug and recharge, this treehouse is a hidden gem. I can’t wait to come back!
Top guest favorite
A cabin nestled among tall trees, illuminated by warm lights from within. The exterior features a wooden deck that extends into the surrounding forest, creating a serene and natural atmosphere. The forest floor is dotted with small stones and foliage, enhancing the woodland setting.
Cabin in Orland
5 out of 5 average rating, 47 reviews

Magical Lakefront Cabin on 5 Acres-25 Mi to Acadia

MirandaRating, 5 stars5 days ago
Mandi and Michael’s place was a dream come true! Our jaws dropped the moment we stepped foot out of the car and walked the path to the cabin. As hosts, they thought of everything we could need and more. Our stay at the Happy Loon was better than we could’ve imagined. Thank you both for making our trip so magical. We appreciate your hospitality and for sharing your beautiful property with us.
Top guest favorite
A light-filled living area features comfortable seating arranged around a coffee table. Large windows frame scenic views of rolling hills and trees, allowing natural light to illuminate the space. Soft curtains complement the neutral tones of the furniture.
Guesthouse in Lincolnville
5 out of 5 average rating, 52 reviews

Moody Mountain Cottage

GwenRating, 5 stars5 months ago
This Airbnb was amazing in every way! We especially enjoyed the views of the mountains, the decor, how clean it was, the trees decorated with lights outside, and all the personal touches. It was inviting, comfortable, and had everything we could think of including sleds! (There was a privacy screen to put between the beds which was an added bonus). The Moody Mt. Cottage was the perfect location for a cozy winter getaway to hike and relax. We highly recommend staying here. You won’t be disappointed. Cait was a fantastic host and went above and beyond to ensure our stay was special. We are so grateful!
Guest favorite
The entrance to the cottage is framed by double doors, inviting guests into the interior. A wooden bench sits to the side, while light fixtures illuminate the entrance. A welcome mat lies on the ground, leading into a view of the interior space.
Home in Northport
5 out of 5 average rating, 12 reviews

Sternman's Cottage

JanaRating, 5 stars1 month ago
The place was serene—the perfect spot to relax, unwind, and bond. It is spacious, featuring two bedrooms and two full bathrooms, which is a plus. I highly recommend staying here whether you're visiting Bar Harbor, Acadia, or just exploring Maine. We enjoy all that this house has to offer. Thank you, Charlie, for your hard work on this place. It's clear that the house was built with love and passion. We’re grateful for the opportunity to stay here.

Destinations to explore

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