Waterfront holiday rentals in Islesboro

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Popular amenities for Islesboro waterfront rentals

Waterfront apartment accommodation

Guest favourite

Apartment in Cornville

4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars1 month 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 favourite

Apartment in Richmond

4.92 out of 5 average rating, 154 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

PamelaRating, 5 stars2 months ago
This apartment was spacious, quiet and comfortable. Perfect for two couples.
Guest favourite

Apartment in Ellsworth

4.93 out of 5 average rating, 130 reviews

Union River Retreat Private Apartment

Anil KumarRating, 5 stars3 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 stars2 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 Deer Isle

4.99 out of 5 average rating, 288 reviews

The Reach Retreat

JodiRating, 5 stars3 months ago
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!
Guest favourite

Apartment in Sedgwick

4.91 out of 5 average rating, 233 reviews

Private Apartment at Cabin Cove

MichaelRating, 5 stars1 month 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 stars1 month 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 stars1 month 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

Superhost

Home in Deer Isle

4.55 out of 5 average rating, 56 reviews

Heron Watch - Oceanfront Home on Private Cove

LoriRating, 5 stars29 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 Gardiner

4.98 out of 5 average rating, 41 reviews

2 Acre Waterfront w/Canoes & Kayaks, Game Room

JohnRating, 5 stars2 months ago
Unbelievably awesome Cabin and Hosts. Will be back as soon as possible, if there is room.
Guest favourite

Home in Mount Desert

5 out of 5 average rating, 29 reviews

Waterfront Big House views of Acadia & dock

KarlyRating, 5 stars3 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 stars4 weeks 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 East Boothbay

4.89 out of 5 average rating, 61 reviews

Stunning Location, ocean front & idyllic cove

HarperRating, 5 stars3 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 favourite

Home in Bremen

5 out of 5 average rating, 10 reviews

Authentic Maine Harbor 5 Bedroom Home

RandallRating, 5 stars3 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 stars4 months ago
Great location for thw weddkmg qe were attending, could not ask for a closer location.
Guest favourite

Home in Bath

4.92 out of 5 average rating, 119 reviews

Winter River Wonderland with Hiking Trails

LindaRating, 5 stars1 week 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 accommodation

Superhost

Condo in Southwest Harbor

4.91 out of 5 average rating, 91 reviews

Marina side Stern condo

ShannonRating, 5 stars5 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 stars11 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!

Condo in Rockport

5 out of 5 average rating, 8 reviews

Oceanfront Multi-level Condo with Prime Amenities

EdRating, 5 stars17 months ago
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.
Guest favourite

Condo in Orland

4.98 out of 5 average rating, 65 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

JoeRating, 5 stars3 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 stars11 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 stars7 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.
Guest favourite

Condo in Belfast

5 out of 5 average rating, 17 reviews

Harbor View Cottage Unit A 2 bedroom downtown

BrandonRating, 5 stars4 months ago
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

    $113 AUD 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