Waterfront holiday rentals in Islesboro

Find and book unique waterfront rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for waterfront rentals in Islesboro

Waterfront apartment rentals

Guest favourite
Flat in Richmond
4.92 out of 5 average rating, 158 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

MaryRating, 5 stars3 weeks ago
The apartment is beautifully designed, spacious, relaxing, and comfortable. What more could you ask for? We enjoyed our 3-night stay. Read some of the assembled books on birds and enjoyed delicious food at the local restaurants. Alice was a gracious and responsive host. You will truly love staying in her apartment!
Guest favourite
Flat in Ellsworth
4.93 out of 5 average rating, 133 reviews

Union River Retreat Private Apartment

JennaRating, 5 stars1 week ago
We really enjoyed our stay at April’s private river retreat house. The apartment was very clean with lots of amenities. The travel toiletries were a nice surprise. We were about a 30 minute drive from Bar Harbor but it took close to an hour to get to some trailheads in Acadia NP. The weather got hot during our stay and April had her husband come to put the window AC in for us which was appreciated. Our only complaint was slow response time from the host during our stay and difficulty finding the driveway upon initial arrival. Google maps said the house was 3 doors closer on the road than it actually was. We would love to come back in the future!
Guest favourite
Flat in Belfast
4.86 out of 5 average rating, 105 reviews

Downtown waterfront Belfast with amazing views.

MaddieRating, 5 stars8 months ago
Absolutely beautiful place to stay! Would love to come back :)
Top guest favourite
Flat in Boothbay Harbor
5 out of 5 average rating, 115 reviews

Sail Loft - Upscale Oceanfront on a Pier near BBH!

WestonRating, 5 stars4 days ago
In short, a unique experience where we met a few extremely friendly people. The property has amazing views of the harbor without noisy working boats. We would out this at the top of our rental experiences.
Top guest favourite
Flat in Tremont
5 out of 5 average rating, 168 reviews

Duck Cove Apartment

SarahRating, 5 stars1 week ago
Beautiful place! Felt like home away from home. Very clean and has all the essentials you might need for a vacation. Nancy and her husband were very friendly. Highly recommend!
Guest favourite
Flat in Edgecomb
4.86 out of 5 average rating, 487 reviews

Waterfront Condo at the Sheepscot

TeddiRating, 5 stars4 days ago
We had a lovely night at Audray’s place! The location & the views exceed expectations. It was clean, cozy and inviting. Edited to add- not reducing stars for this because we enjoyed the accommodations, but I want other travelers w/ pets to be aware: Audray reached out 24+ hours after we checked out to say her cleaning person reported “an excess of pet hair on furniture and linens than her washing machine could not handle”, and requested we mail her an extra $50 to cover special laundering. We sent $75 on platform instead as we were shocked and sorry to hear this. We found it surprising b/c were in the condo only 14 hours, we immediately covered the furniture w/ pet covers (we brought our own) upon arrival, we covered the beds w/ our own extra top sheets to protect the quilts from pet hair, & we do not let dogs sleep in the beds- we bring pet beds. We have only received compliments on cleanliness & exclusively 5 star reviews from hosts over 7 yrs and 23 stays all w/ multiple pets.
Guest favourite
Flat in Stonington
4.94 out of 5 average rating, 108 reviews

The American Eagle - Inn on the Harbor

LeslieRating, 5 stars1 month ago
So peaceful but off season. So not sure how it would be with lots of traffic and people. But the private deck and entrance was wonderful. The water view couldn’t have been more up close and personal with the beautiful harbor. The place was clean and cozy. Perfect lighting. Didn’t watch tv once. A convenient common room for extra supplies or a cup of coffee. Staff was very friendly when we were checking out. No front desk attendant and none needed. They answer messages quickly!
Top guest favourite
Flat in Sedgwick
4.91 out of 5 average rating, 238 reviews

Private Apartment at Cabin Cove

RoryRating, 5 stars3 days ago
A lovely, clean, cozy option that’s convenient to LDI, Brooklin, etc. Nancy is a wonderful host, and the place is quiet and peaceful.

Waterfront house rentals

Top guest favourite
Home in Searsport
4.98 out of 5 average rating, 50 reviews

Sun, Salt & Sand at Heart Rock House!

JessicaRating, 5 stars1 week ago
Five stars, all the way! Absolutely incredible house nestled on a private drive with the most gorgeous neighborhood beach. We really appreciated all the amenities and loving small touches that the owners put into their dream home. Would stay here a million times over again. Thank you so much for helping us create lifeline memories at the Heart Rock House!
Top guest favourite
Home in Lincolnville
5 out of 5 average rating, 47 reviews

Antique Barn Apartment at Salt Water Farm

BethRating, 5 stars7 months ago
All the previous reviews indicated we would love this location, the setting, the caring of the host....we were inspired to join Airbnb to just be able to stay here!!! The beauty of the surroundings is remarkable and we admire the care taken to keep it in its refined natural state. We are so thankful we took the description and reviews to heart! We now have another great Maine memory!
Guest favourite
Home in Hancock
4.97 out of 5 average rating, 151 reviews

Water's Edge-Oceanfront with Stellar View

AmyRating, 5 stars1 month ago
Gorgeous ocean views right on the water! Every room has gorgeous photography on the walls, the house was extremely clean, everything clearly laid out in the house manual. Sunrises and moonrises over the ocean were stunning and unbelievable. Amazing location, super close to Tidal Falls. Drive to Acadia was easy and it is a great spot in between the Schoodic peninsula part of Acadia and the Bar Harbor part.
Guest favourite
Home in Augusta
4.96 out of 5 average rating, 157 reviews

Lakefront: Private Hot Tub, Sauna & Free Massages!

MichelleRating, 5 stars4 days ago
We had two nights to spend in Maine after a week long trip to Quebec. The lake house was a wonderful place to unwind after our busy trip to Canada. We spent our full day parked in the yard, enjoying the boats provided, reading, playing bags, and just sunning. It was a gorgeous day, and we loved it. The house is spacious, very well-stocked, and has many little amenities to make it feel like home. Highly recommend!
Top guest favourite
Home in Stonington
5 out of 5 average rating, 39 reviews

Sunlit Cottage on Crockett Cove

LaurenRating, 5 stars2 days ago
Such a lovely spot! The surroundings are beautiful and the house is pristine. Big thanks to Barbara and all of her local recommendations for an incredible first trip to Deer Isle! We can’t wait to come back in the future :).
Top guest favourite
Home in Georgetown
5 out of 5 average rating, 101 reviews

Perched atop the Coast of the Atlantic Ocean

BrianRating, 5 stars1 month ago
We had a wonderful stay! The house was impeccable with an incredible view of the ocean. We had everything we could want. Marsha was a wonderful host and we’re so glad we stayed here!
Top guest favourite
Home in Orland
4.98 out of 5 average rating, 127 reviews

Lavender by the Sea

PrashantRating, 5 stars3 weeks ago
We had a truly unforgettable stay in Penobscot, Maine, and Suzanne’s Airbnb was a big reason why. The view from the property was absolutely stunning — serene, scenic, and the perfect escape from everyday life. Suzanne was an incredibly warm and gracious host who even invited us for breakfast and made us fresh coffee, making us feel instantly at home. Melissa, the property manager, was equally wonderful — welcoming, attentive, and always quick to respond to any questions we had. Both Suzanne and Melissa went above and beyond to make our stay comfortable and memorable. Their kindness made it feel like we were visiting family rather than staying in a rental. I’ll definitely be returning to Suzanne’s place for my next visit to Maine. Highly recommend this beautiful spot to anyone looking for a peaceful and heartwarming getaway!
Guest favourite
Home in Hancock
4.95 out of 5 average rating, 211 reviews

Acadia's Cove Cottage - near Bar Harbor

DouglasRating, 5 stars2 weeks ago
We were so beyond happy with our stay at Brianna’s! The house was so cozy and well kept, and the property was beautiful and peaceful! She was so helpful with giving us recommendations on where to eat and things to do, and she always answered any questions we had in a timely manner and was super friendly. We were honestly planning our next booking with Brianna before we even finished the first lol We can’t wait to book with her again!

Waterfront apartment rentals

Apartment in Winter Harbor
4.5 out of 5 average rating, 38 reviews

Harbor Heights

KatonRating, 5 stars8 months ago
Great home in a great location. Very spacious and clean and Corey was very responsive. We had 0 problems with there being a restaurant down stairs. Beautiful views of the bay and a near by field where we watched little kittens playing with each other! It was adorable. We slept great and felt right at home!
Superhost
Apartment in Southwest Harbor
4.91 out of 5 average rating, 91 reviews

Marina side Stern condo

ShannonRating, 5 stars9 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.
Apartment in Boothbay Harbor
4.75 out of 5 average rating, 8 reviews

Oceanfront, dog-friendly 2BR with harbor view

MarconeRating, 5 stars16 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
Apartment in Orland
4.99 out of 5 average rating, 67 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

KenRating, 5 stars4 days ago
We rented both the Toddy House and Rocky House for a week for our family of 12. The houses were as described and in pristine condition. We loved the fact that they were close together, so the late night group could stay up socializing, while the children could be put to bed without distraction. The Toddy House had a pool table which provided lots of late night entertainment. It also had a large open common area to accommodate our group, and we spent a lot of time on the screened porches. We really liked the access to the water with the dock, the canoes and kayaks, and the super cool fire ring. We are the type of family that asks a lot of questions, and Mark was quick to answer and take care of any questions or issues we had. We spent a great deal of time at Acadia, and while the drive was about 45 minutes to get there, it was not a problem at all. We would definitely return to 3Havens if we decided to take another vacation in this area. Mark and Laurie were excellent hosts.
Apartment in Edgecomb
4.55 out of 5 average rating, 44 reviews

1BR Waterview | Deck | Partial AC

OrandeRating, 5 stars11 months ago
nice place
Guest favourite
Apartment in Southwest Harbor
5 out of 5 average rating, 13 reviews

Best views on MDI 2 bdrm 2 bth condo waterfront

EnkeRating, 5 stars2 weeks ago
We had a wonderful stay in Ted's place. It has amazing views and the unit is well stocked with all necessities. Highly recommended!
Apartment in Boothbay Harbor

3-BR Elegant Oceanfront Condo w/ Stunning Views

MavisRating, 5 stars7 months ago
We can't say enough about the fantastic location and condition of Vacasa Maine's condo. It appeared the furnishings and everything is brand new. The decorating is very attractive and the unit was pristine in cleanliness. The best thing about it is the location. We could not have asked for anything better than to overlook the bay, watch the tide, the boat traffic, and the twinkling lights across the bay in the evening. The shops and restaurant's of Boothbay Harbor are within walking distance. We frequented the restaurant downstairs several times and were not disappointed. This was our first trip to Maine and your accommodations made it all we hoped for. We would definitely stay there again!
Top guest favourite
Apartment in Belfast
5 out of 5 average rating, 17 reviews

Harbor View Cottage Unit A 2 bedroom downtown

BrandonRating, 5 stars9 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

    $90 SGD 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

    20 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