
Waterfront vacation rentals in Islesboro
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Top-rated waterfront rentals 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.

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
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!

"Ship Shape": waterfront, cozy studio- downtown
Excellent spot and fast response from Grace for a last minute reservation. Clean, and everything needed. Shower was hot, heat great on a cold night after a long day's work.
Waterfront house rentals

Lupine Landing
We couldn't have asked for a better experience! Noah's home is a little slice of paradise on the coast of Maine. It's private, cozy, and surrounded by stunning nature. We found the home very clean and well-cared for. My husband, children, and I spent a week unwinding at Noah's home and only wish we could have stayed longer. We particularly loved the fireplace, well-appointed kitchen, and the kayaks. Beds were super comfortable. Views were gorgeous and location perfect jumping off point to explore nearby Blue Hill and Deer Isle/Stonington. Highly recommend visiting during autumn. We can't wait to return!

Between the Dams
Tina was a great host, and very accommodating. She was quick to answer any questions I had. The AirBnB was really nice and cozy.

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!

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.

5Bed- Hot Tub - Sauna-Pool Table -Lake Front, Pets
We had a great, low key girls weekend at Alanna’s place. The hot tub was great for soaking in, and right off the deck. We brought our snowshoes and enjoyed snowshoeing down to the lake and around the property. The tvs in the living room felt a bit over powering, but we figured out how to put two to sleep so we could just listen to music on the third.

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.

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

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
ﺩ.ﺇ257 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
- Sand Beach
- Narrow Place Beach
- Pemaquid Point Lighthouse
- Spragues Beach
- Gilley Beach
- Northeast Harbour Golf Club
- Hermon Mountain Ski Area
- Pinnacle Park
- Dragonfly Farm & Winery
- Farnsworth Art Museum
- Bear Island Beach
- Hero Beach
- Indian Camp Beach
- The Camden Snow Bowl
- Orchard Beach
- Rockland Breakwater Light
- Lighthouse Beach
- Islesboro Town Beach
- Pebbly Beach
- Three Island Beach