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Waterfront vacation rentals in Islesboro

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Popular amenities for Islesboro waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Cornville
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars3 months ago
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.
Guest favorite
Apartment in Richmond
4.92 out of 5 average rating, 154 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

PamelaRating, 5 stars3 months ago
This apartment was spacious, quiet and comfortable. Perfect for two couples.
Guest favorite
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 favorite
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 favorite
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 favorite
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 favorite
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, 313 reviews

Lakefront Vacation Apartment in Searsport ME

SaulRating, 5 stars1 day 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.

Waterfront house rentals

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 favorite
Home in Gardiner
4.98 out of 5 average rating, 43 reviews

2 Acre Waterfront w/Canoes & Kayaks, Game Room

CatherineRating, 5 stars2 weeks ago
We stayed here for the Maine Pond Hockey Tournament weekend. Location was great--a few minutes off the highway. There was a lot of snow so we didn't explore outside but we enjoyed the covered deck area a little bit and the views from the house. It was my MIL's first airbnb experience and she's now sold on them instead of hotels! Everything was super clean and I felt safe having my 15 month old run around there. If you have a little one, they provide a fold out gate for the stairs that we reinforced with a chair so he couldn't move it. If you have a crawler, just be careful because there is a gap under the stairs they might be able to squeak under but with that being said we were able to block the area no problem for our little one just in case! The game room was great and so much fun. When I had a question, they responded in the app chat within moments. We highly recommend this home and hosts! We would stay here again in a heartbeat.
Guest favorite
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 favorite
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 favorite
Home in East Boothbay
4.89 out of 5 average rating, 61 reviews

Stunning Location, ocean front & idyllic cove

HarperRating, 5 stars4 months ago
We had an amazing time! My family enjoyed the dock and hot tub. The older crowd loved the deck and watching boats and birds.
Guest favorite
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.
Guest favorite
Home in Bath
4.92 out of 5 average rating, 119 reviews

Winter River Wonderland with Hiking Trails

LindaRating, 5 stars1 month ago
Very responsive host. Awesome kitchen with everything you can imagine. Very comfortable furniture. Clean and no clutter! Plenty of wood for working fireplace!! Right next to trails. Beautiful yard. Loved it

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 favorite
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 stars4 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

    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

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