
Waterfront vacation rentals in Islesboro
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Islesboro
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islesboro waterfront rentals
Waterfront apartment rentals

Canal View|DTWN Bangor|Steps to great Restaurants
Another wonderful stay at the Phoenix Hotel, we always feel like we are hiding away from the world when we stay here not front desk staff it's self check in which is awesome. Rooms are amazing and I love the fact that they leave you 2 cartons of water in the fridge, yes cartons which taste so so much better than plastic and better for the environment. Another plus you can walk out the back door go 10 steps and enjoy a wonderful cocktail with there sister company Barlimans

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
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!

Lakefront Vacation Apartment in Searsport ME
Bohni’s place is exactly what my wife and I were looking for - somewhere out in the woods on the water with a hot tub close to all the amazing little towns we love - Belfast, Camden, Rockland, etc. Bohni was one of the best hosts we’ve ever had. We felt horrible because we got half way home and realized we forgot to take the trash out :( I would highly recommend her adorable home.

"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

Waterfront Big House views of Acadia & dock
My group and I had a wonderful stay at Jeanne’s. Depending on where you’re going to Acadia, it’s between 10-30 minutes drive there - it’s also a gorgeous drive. The option to kayak, all the space, the amenities, clear communication - we all just wanted to stay longer! Highly recommend staying here.

Waterfront Home on Tidal Falls
Sue's home in Hancock was better than as advertised. We found her home remotely nestled in the woods on tidal flats. In the mornings we saw two deer just outside our door as well as an array of birds including Loons, Hooded Mergansers, Iders, Mallords, Canadian Geese, and of course, a few Seagulls. The house itself was classically decorated with modern touches. The space was clean, cozy and had a plethora of natural light. The kitchen had every utensil that we needed and we found ourselves very comfortable in all the other spaces. Sue was pleasant and easy to communicate with. We would definitely recommend.

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.

Majestic Point
Great place that had everything and even gaming amenities that we wished we could have enjoyed, given enough time. Beautiful location, great beds and so many furnished appliances for the kitchen! Only the master bedroom has a Smart TV, so we wish there was one downstairs, but definitely did not detract from the Airbnb at all. Book it if you want to enjoy the Maine experience, and only less than 1 hr and 30 minutes from Acadia National Park!

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.

2 BR Waterfront house with stunning view.
This was a really nice house on a beautiful lake. The beds were comfortable and there were enough to accommodate us. It was very clean and easy to enjoy your stay. We really enjoyed our stay.
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]
Great and convenient, matched description, easy to access and check in and out. Responsive and helpful host.
Quick stats about waterfront rentals in Islesboro
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ220 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
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- China Vacation rentals
- Portland Vacation rentals
- Bar Harbor Vacation rentals
- Mid-Coast Vacation rentals
- Southern Maine Coast Vacation rentals
- Old Orchard Beach Vacation rentals
- Bangor Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Rentals with a washer and dryer Islesboro
- Rentals with beach access Islesboro
- Rentals with a patio Islesboro
- Rentals with a fire pit Islesboro
- Rentals with outdoor seating Islesboro
- House rentals Islesboro
- Rentals with a fireplace Islesboro
- Fitness-friendly rentals Islesboro
- Kid-friendly rentals Islesboro
- Cabin rentals Islesboro
- Family-friendly rentals Islesboro
- Cottage rentals Islesboro
- Beachfront rentals Islesboro
- Apartment rentals Islesboro
- Pet-friendly rentals Islesboro
- Waterfront rentals Waldo County
- Waterfront rentals Maine
- Waterfront rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Acadia National Park
- Samoset Resort
- Northeast Harbour Golf Club
- Pebbly Beach
- Pemaquid Point Lighthouse
- Pemaquid Beach
- Indian Camp Beach
- Narrow Place Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Hero Beach
- Bear Island Beach
- Spragues Beach
- The Camden Snow Bowl
- Three Island Beach
- Pebble Beach
- Islesboro Town Beach
- North Point Beach
- Wadsworth Cove Beach
- Redman Beach
- Lighthouse Beach
- Sand Beach
- Orchard Beach
- Hunters Beach