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Waterfront vacation rentals in Islesboro

Find and book unique waterfront accommodations on Airbnb

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Popular amenities for Islesboro waterfront rentals

Waterfront apartment rentals

Guest favourite
Apartment in Bangor
4.85 out of 5 average rating, 101 reviews

Canal View|DTWN Bangor|Steps to great Restaurants

Kimberly Rating, 5 stars1 month ago
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
Guest favourite
Apartment in Richmond
4.92 out of 5 average rating, 154 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

PamelaRating, 5 stars4 months ago
This apartment was spacious, quiet and comfortable. Perfect for two couples.
Top guest favourite
Apartment in Ellsworth
4.93 out of 5 average rating, 130 reviews

Union River Retreat Private Apartment

Anil KumarRating, 5 stars5 months ago
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.
Guest favourite
Apartment in Stonington
4.94 out of 5 average rating, 105 reviews

The American Eagle - Inn on the Harbor

ElizabethRating, 5 stars3 months ago
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.
Top guest favourite
Apartment in Sedgwick
4.91 out of 5 average rating, 234 reviews

Private Apartment at Cabin Cove

MichaelRating, 5 stars3 months ago
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.
Top guest favourite
Apartment in Bristol
5 out of 5 average rating, 145 reviews

Welcome to "West Winds at Pemaquid"

ToddRating, 5 stars3 months ago
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!
Apartment in Searsport
4.81 out of 5 average rating, 314 reviews

Lakefront Vacation Apartment in Searsport ME

SaulRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Damariscotta
4.85 out of 5 average rating, 512 reviews

"Ship Shape": waterfront, cozy studio- downtown

LawrenceRating, 5 stars5 months ago
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

Top guest favourite
Home in Mount Desert
5 out of 5 average rating, 29 reviews

Waterfront Big House views of Acadia & dock

KarlyRating, 5 stars5 months ago
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.
Top guest favourite
Home in Hancock
5 out of 5 average rating, 108 reviews

Waterfront Home on Tidal Falls

ChrisRating, 5 stars3 months ago
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.
Guest favourite
Home in Bremen
5 out of 5 average rating, 10 reviews

Authentic Maine Harbor 5 Bedroom Home

RandallRating, 5 stars6 months ago
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.
Superhost
Home in Belgrade
4.83 out of 5 average rating, 18 reviews

5Bed- Hot Tub - Sauna-Pool Table -Lake Front, Pets

RebekahRating, 5 stars1 month ago
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.
Top guest favourite
Home in Glenburn
5 out of 5 average rating, 20 reviews

Majestic Point

MichaelRating, 5 stars5 months ago
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!
Guest favourite
Home in Bath
4.92 out of 5 average rating, 124 reviews

Spring River Retreat with Hiking Trails

JessicaRating, 5 stars6 days ago
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.
Guest favourite
Home in Bristol
4.95 out of 5 average rating, 19 reviews

New Listing! Waterfront Round Pond Home

RachelRating, 5 stars6 months ago
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.
Guest favourite
Home in West Gardiner
4.96 out of 5 average rating, 26 reviews

2 BR Waterfront house with stunning view.

KristenRating, 5 stars6 months ago
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

Superhost
Condo in Southwest Harbor
4.91 out of 5 average rating, 91 reviews

Marina side Stern condo

ShannonRating, 5 stars7 months ago
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.
Condo in Boothbay Harbor
4.75 out of 5 average rating, 8 reviews

Oceanfront, dog-friendly 2BR with harbor view

MarconeRating, 5 stars13 months ago
Very nice place, totally renovated, spacious, cozy, and comfortable. It is located in a very beautiful area. We will be back for sure!
Top guest favourite
Condo in Orland
4.98 out of 5 average rating, 65 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

JoeRating, 5 stars5 months ago
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.
Condo in Edgecomb
4.55 out of 5 average rating, 44 reviews

1BR Waterview | Deck | Partial AC

OrandeRating, 5 stars9 months ago
nice place
Condo in Southwest Harbor
5 out of 5 average rating, 11 reviews

Best views on MDI 2 bdrm 2 bth condo waterfront

PatriciaRating, 5 stars9 months ago
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.
Superhost
Condo in Southwest Harbor
4.83 out of 5 average rating, 112 reviews

2BR Condo + Ocean Views in Downtown SW [Seaglass]

MichaelRating, 5 stars5 months ago
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

    $85 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

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

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