
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
This is run by a company that is remote, not on site and therefore not familiar with the seasonal changes in terms of closures and what is actually available at a particular time of year.

Private Apartment at Cabin Cove
Nancy is a great host. Location is perfect for my needs and the place is very clean and comfortable.

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.

Waterfront hideaway
Beautiful, comfortable, private and secluded, nestled in the woods with a view of the water. 8 deer frequently visit this property!

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….
Waterfront condo rentals

Peaceful Cozy 2BR Unit w/ Dockside Views [Topside
Patrick’s place was so quaint and cute! We felt very cozy and the entire place felt extremely clean. The bedding was sooo comfortable, so much so that we looked up the brand and almost bought some for ourselves! Would definitely stay here again.

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

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!

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.
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 Pond
- Acadia National Park
- Echo Lake Beach
- Wales Beach
- Lucia Beach
- Bakeman Beach
- Samoset Resort
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Dragonfly Farm & Winery
- Pinnacle Park
- Northeast Harbour Golf Club
- Spragues Beach
- Coastal Maine Botanical Gardens
- Narrow Place Beach
- Bear Island Beach
- Sand Beach
- Gilley Beach
- Hermon Mountain Ski Area
- Pebbly Beach
- The Camden Snow Bowl
- Eaton Mountain Ski Resort
- Farnsworth Art Museum
- Rockland Breakwater Light