
Waterfront vacation rentals in Islesboro
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Islesboro
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Popular amenities for Islesboro waterfront rentals
Waterfront apartment rentals

Large Home with Great View next to horse farm
Great house and good location, it was warm during our stay. Enough space for our company. Not far away from the city. Overall it was nice staying there.

Canal View|DTWN Bangor|Steps to great Restaurants
Decorated beautifully! Wonderful location. Responsive host!

Stunning Royal Richmond 2 Br Apartment Get Away!
This apartment was spacious, quiet and comfortable. Perfect for two couples.

Union River Retreat Private Apartment
Beautiful and cozy place and very responsive and accommodating host. Place is 30 mins drive from bar harbor and Acadia . The river down the house is an additional beauty in its own. The place had everything you need. The care the host took for arranging everything is really appreciated.

Andrew Peter's Block Apartment 3
Amazing location in quant and charming smalltown Maine! As close as it gets to Acadia without having to pay exorbitant lodging prices. Amenities were beautiful and the unit was well furnished and clean. Would highly recommend a stay here and may even come back again myself!

The American Eagle - Inn on the Harbor
I really enjoyed the hospitality room. It was great to arrive and use the room for hot drinks and snacks that were free. It was good to sit down there after our long trip and relax before heading up to our room. I also enjoyed meeting the manager and cleaner. It gave it a personal touch. The location was very convenient because there was an open restaurant next door.

Private Apartment at Cabin Cove
Perfect location for a short visit to see my mom. Apartment was cozy and comfortable, and Blue Hill being nearby for groceries and restaurants was very handy. If you are planning a trip to the area you should check this place out.

Welcome to "West Winds at Pemaquid"
We had a great stay here. The apartment was perfectly clean and well appointed. Bob and Laura covered everything; thoughtful snacks, a comprehensive guest book, fully stocked kitchen and they even made umbrellas available. We were super comfortable and it was a great spot to base our Bristol adventures from!
Waterfront house rentals

2 Acre Waterfront w/Canoes & Kayaks, Game Room
I love coming to Maine, and this was my first time staying at Rob's place—it was beautiful! Rob was more than accommodating and incredibly hospitable. The home is gorgeous, super clean, cozy, and very private. The game room was such a fun bonus! It was the perfect little getaway. Thank you so much, Rob, for everything! I will definitely be keeping this place in mind for future visits!

Stunning Location, ocean front & idyllic cove
We had an amazing time! My family enjoyed the dock and hot tub. The older crowd loved the deck and watching boats and birds.

Enchanting waterfront home on serene 15 acres
Unbelievable place! This is perfect coastal Maine , so no need to leave property.its close to a great beach , Acadia, and host makes it easy and a wonderful experience!

Authentic Maine Harbor 5 Bedroom Home
The house was exactly what we were looking for: relaxing with great views. The marina with fresh seafood within walking distance was icing on the cake.

Sunset River House
Great location for thw weddkmg qe were attending, could not ask for a closer location.

Spring River Retreat with Hiking Trails
We had an amazing stay at this beautiful, spotless property in the perfect location. The river views were breathtaking, and watching the snowfall by the wood fire was magical. The kitchen was one of the best we’ve seen in an Airbnb—fully equipped with everything from a French press to baking sheets. Plenty of towels, linens, and great communication from the owners. One note—some of the artwork wasn’t our style and felt a bit intense, which we didn’t notice much in the listing photos. It’s purely personal preference and didn’t take away from the beauty of the space, but it didn’t create the most relaxing atmosphere for us. That said, the home itself was fantastic. Overall, this place felt like a private retreat with all the amenities nearby. We loved Burano’s Sicilian Pizza and Café Crème in town. Thank you for hosting us.

The South Bay Maine House "on the rocks"
Gorgeous, well appointed Airbnb. It was even better than expected. Our family very comfortable and enjoyed all aspects of this very pretty location. The house had fantastic amenities on top of being in an amazing setting. We’ve discussed how we could return….

New Listing! Waterfront Round Pond Home
What an amazing spot! My family and I enjoyed mornings on the dock, watching spectacular sunrises and daily sightings of bald eagles. The walk down to the dock was lined nicely with stone steps and once on the dock it was hard to leave. The three kayaks allowed us to explore the coastline and although the shoreline was rocky, we enjoyed a dip in the cool September waters. The house was perfectly decorated and equipped with everything and anything needed. Lisa was great to work with, quick to answer any questions and accommodating with requests. The beds were extremely comfortable and the view of the sunrise each morning, priceless. The location was perfect, within minutes from a venue where we were attending a wedding and a few restaurants, although we hated to leave the house. I would highly recommend staying at this beautiful home that slept seven of us comfortably. If you're looking for a peaceful spot with stunning views, this place is perfect. We would love to visit again.
Waterfront condo rentals

Marina side Stern condo
The photos don't do this place justice. It was spacious and squeaky clean. Beautiful views of the water. For a busy marina it was pretty quiet. During the day there would be people just outside the unit talking but nothing disruptive. Great price for a beautiful place. Only about a 25min drive to Bar Harbor. We would definitely stay here again.

Oceanfront, dog-friendly 2BR with harbor view
Very nice place, totally renovated, spacious, cozy, and comfortable. It is located in a very beautiful area. We will be back for sure!

Toddy Haven: A Lakeside Condo Near Acadia.
BEAUTIFUL landscape directly on a lake with access to fishing poles, kayaks, and canoes, we felt like we didn’t need to leave the property at all. Perfect location to visit Acadia and near by towns. I wish we could have stayed for twice as long. The condo itself seems to be brand new! The beds were comfortable and the decorations and big screen tv were a nice touch. We spent hours on the dock and in the lake (kayaks). Cannot wait to return to this slice of heaven.

1BR Waterview | Deck | Partial AC
nice place

Best views on MDI 2 bdrm 2 bth condo waterfront
Well-equipped with guidebooks, kitchen implements, extra pillows, bikes, even a lobster steam pot! We lacked for nothing. Loved the photographs throughout the condo showcasing Acadia NP. Especially loved the map on the wall showing what islands we could see from the balcony. Neighbors were quite friendly & gave several good restaurant recommendations. Peaceful & quiet side of the island allowed for restful sleep each night such that I wasn’t tired after our vacation.

2BR Condo + Ocean Views in Downtown SW [Seaglass]
Excellent stay in this flat, very well equipped, well located and as per the photos. Patrick's instructions for check-in and check-out were very clear and allowed guests complete autonomy. Only downside: it's true that the flat is not very well soundproofed, so it's easy to hear people upstairs. Otherwise it was perfect!
Quick stats about waterfront rentals in Islesboro
Total rentals
40 properties
Nightly prices starting at
$97 CAD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Acadia National Park
- Samoset Resort
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Pemaquid Point Lighthouse
- Narrow Place Beach
- Sand Beach
- Gilley Beach
- Northeast Harbour Golf Club
- Spragues Beach
- Pinnacle Park
- Dragonfly Farm & Winery
- Hermon Mountain Ski Area
- Rockland Breakwater Light
- The Camden Snow Bowl
- Farnsworth Art Museum
- Pebbly Beach
- Islesboro Town Beach
- Bear Island Beach
- Indian Camp Beach
- Hero Beach
- Orchard Beach
- Lighthouse Beach
- Three Island Beach