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Waterfront vacation rentals in Islesboro

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Popular amenities for Islesboro waterfront rentals

Waterfront apartment rentals

Guest favourite
Apartment in Ellsworth
4.93 out of 5 average rating, 130 reviews

Union River Retreat Private Apartment

Anil KumarRating, 5 stars4 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 Ellsworth
4.94 out of 5 average rating, 31 reviews

Andrew Peter's Block Apartment 3

AndrewRating, 5 stars3 months ago
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!
Guest favourite
Apartment in Bucksport
4.93 out of 5 average rating, 42 reviews

Penthouse Dynamic Water Views

DerekRating, 5 stars4 months ago
We had a great stay at the Penthouse! It was a perfect launching point for our downeast adventures in Acadia and points beyond. There was a beautiful waterfront view in a charming small town. The space was cozy, clean, modern and very comfortable for our stay. Highly recommend it.
Guest favourite
Apartment in Belfast
4.99 out of 5 average rating, 93 reviews

Parisian apartment in downtown Belfast, Maine

KristiRating, 5 stars1 month ago
We had a wonderful stay in Belfast! Thierry was always quick to respond with any questions we had or recommendations needed. Apartment was clean, adorable and very comfortable. We were able to walk into town to enjoy the many restaurants near by. We would be happy to stay again when we visit and would recommend to friends and family.
Guest favourite
Apartment in Stonington
4.94 out of 5 average rating, 104 reviews

The American Eagle - Inn on the Harbor

ElizabethRating, 5 stars2 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.
Guest favourite
Apartment in Sedgwick
4.91 out of 5 average rating, 234 reviews

Private Apartment at Cabin Cove

MichaelRating, 5 stars2 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.
Guest favourite
Apartment in Bristol
5 out of 5 average rating, 145 reviews

Welcome to "West Winds at Pemaquid"

ToddRating, 5 stars2 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!
Superhost
Apartment in Searsport
4.82 out of 5 average rating, 311 reviews

Lakefront Vacation Apartment in Searsport ME

MeaganRating, 5 stars2 months ago
Bohni was an amazing host! Her place was so comfortable and a nice break from the city. She was very responsive via text, and had a lovely list of recommendations for her visitors. Will definitely return!

Waterfront house rentals

Guest favourite
Home in Southwest Harbor
4.92 out of 5 average rating, 13 reviews

Harbormaster’s House: Picturesque Waterfront

MarkRating, 5 stars4 months ago
Peaceful location with stunning views. Event though I was only there for a short stay as part of a work trip, I found the home quaint, comfortable and within easy walking distance to shops and restaurants. I'd like to stay again if I'm ever back up that way.
Superhost
Home in Deer Isle
4.55 out of 5 average rating, 56 reviews

Heron Watch - Oceanfront Home on Private Cove

LoriRating, 5 stars30 months ago
Our family loved our stay here, plenty of space to spread out and a well appointed kitchen for cooking. We loved paddling around the cove in the two kayaks.
Guest favourite
Home in Rockport
5 out of 5 average rating, 23 reviews

Rockport Oceanside Deck House

KiraRating, 5 stars3 months ago
We could not have asked for a better stay! The house is both gorgeous and functional, a perfect layout with views from every room and a well-appointed kitchen for guests that like to cook! Communication with Timothy was easy and clear. We cannot wait for the next opportunity to rent this house, any time of year!
Guest favourite
Home in Mount Desert
5 out of 5 average rating, 29 reviews

Waterfront Big House views of Acadia & dock

KarlyRating, 5 stars4 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.
Guest favourite
Home in Hancock
5 out of 5 average rating, 108 reviews

Waterfront Home on Tidal Falls

ChrisRating, 5 stars2 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 Boothbay Harbor
4.92 out of 5 average rating, 36 reviews

Coastal Vibes in Boothbay Harbor

JenniferRating, 5 stars4 months ago
We would have moved in but the owner might not have liked that. It was so amazingly beautiful and watching the tide go in and out every day was peaceful. The bedrooms were pristine. The kitchen was well appointed, even the knives were sharp. This is a very walkable stay in Boothbay Harbor. The Thistle Restaurant is superb and get the carrot cake !! We will be booking again with a trip with the children and another trip with friends. The theater was lovely but we did not take advantage of it this trip.
Guest favourite
Home in Bremen
5 out of 5 average rating, 10 reviews

Authentic Maine Harbor 5 Bedroom Home

RandallRating, 5 stars4 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 South Thomaston
4.78 out of 5 average rating, 49 reviews

Sunset River House

KristyRating, 5 stars5 months ago
Great location for thw weddkmg qe were attending, could not ask for a closer location.

Waterfront condo rentals

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

Marina side Stern condo

ShannonRating, 5 stars6 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 stars12 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!
Guest favourite
Condo in Orland
4.98 out of 5 average rating, 65 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

JoeRating, 5 stars4 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
4.53 out of 5 average rating, 43 reviews

1BR Waterview | Deck | Partial AC

LiamRating, 5 stars12 months ago
Second time staying with one of their properties, and was a no-fuss, convenient stay as before. Definitely would stay again (and plan to!).
Condo in Southwest Harbor
5 out of 5 average rating, 11 reviews

Best views on MDI 2 bdrm 2 bth condo waterfront

PatriciaRating, 5 stars8 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 stars3 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

    $87 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