Waterfront vacation rentals in Islesboro
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Top-rated waterfront rentals in Islesboro
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Islesboro waterfront rentals
Waterfront apartment rentals
Apartment in Cornville
4.86 out of 5 average rating, 132 reviewsLarge 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.
Apartment in Richmond
4.92 out of 5 average rating, 154 reviewsStunning Royal Richmond 2 Br Apartment Get Away!
This apartment was spacious, quiet and comfortable. Perfect for two couples.
Apartment in Ellsworth
4.93 out of 5 average rating, 130 reviewsUnion 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.
Apartment in Ellsworth
4.94 out of 5 average rating, 31 reviewsAndrew Peter's Block Apartment 3
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!
Apartment in Deer Isle
4.99 out of 5 average rating, 288 reviewsThe Reach Retreat
Wow! What a spectacular location! Only wished we had more time to stay longer! Absolutely adorable and immaculate place. Very reasonably priced! You couldn’t ask for friendlier people. I felt like Maggie was an old friend right from the moment I met her. We enjoyed watching the seals from backyard. I sat on steps every morning with coffee, enjoying the sunrise, while watching seals with the binoculars. The most gorgeous view! I enjoyed the book Stonington before and after. That is a neat old fishing town on the island worth checking out. We drove to Acadia two days. Rode e-bikes on 23 miles of carriage roads and drove the loop. I would love to come back and stay longer next time!
Apartment in Sedgwick
4.91 out of 5 average rating, 233 reviewsPrivate 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.
Apartment in Bristol
5 out of 5 average rating, 145 reviewsWelcome 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!
Apartment in Searsport
4.82 out of 5 average rating, 311 reviewsLakefront Vacation Apartment in Searsport ME
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
Home in Deer Isle
4.55 out of 5 average rating, 56 reviewsHeron Watch - Oceanfront Home on Private Cove
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.
Home in Gardiner
4.98 out of 5 average rating, 41 reviews2 Acre Waterfront w/Canoes & Kayaks, Game Room
Unbelievably awesome Cabin and Hosts. Will be back as soon as possible, if there is room.
Home in Mount Desert
5 out of 5 average rating, 29 reviewsWaterfront 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.
Home in Hancock
5 out of 5 average rating, 108 reviewsWaterfront 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.
Home in Bremen
5 out of 5 average rating, 10 reviewsAuthentic 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.
Home in South Thomaston
4.78 out of 5 average rating, 49 reviewsSunset River House
Great location for thw weddkmg qe were attending, could not ask for a closer location.
Home in Bath
4.92 out of 5 average rating, 119 reviewsWinter River Wonderland with Hiking Trails
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
Home in Bristol
4.95 out of 5 average rating, 19 reviewsNew 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
Condo in Southwest Harbor
4.91 out of 5 average rating, 91 reviewsMarina 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.
Condo in Boothbay Harbor
4.75 out of 5 average rating, 8 reviewsOceanfront, 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!
Condo in Rockport
5 out of 5 average rating, 8 reviewsOceanfront Multi-level Condo with Prime Amenities
Had a wonderful family trip at Samoset Resort. Lovely golf course, clubhouse with restaurant’s and a gorgeous pool. Convenient location to Camden and Rockport where we enjoyed many restaurant’s overlooking the harbor, shopping, Farnsworth Museum as well as a sunset boat tour.
Condo in Orland
4.98 out of 5 average rating, 65 reviewsToddy 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.
Condo in Edgecomb
4.53 out of 5 average rating, 43 reviews1BR Waterview | Deck | Partial AC
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 reviewsBest 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.
Condo in Belfast
5 out of 5 average rating, 17 reviewsHarbor View Cottage Unit A 2 bedroom downtown
What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.
Quick stats about waterfront rentals in Islesboro
Total rentals
40 properties
Nightly prices starting at
$70 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
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