Waterfront holiday rentals in Islesboro

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Islesboro

Waterfront apartment rentals

Guest favourite
Flat in Richmond
4.92 out of 5 average rating, 157 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

MaryRating, 5 stars2 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!
Top guest favourite
Flat in Ellsworth
4.93 out of 5 average rating, 131 reviews

Union River Retreat Private Apartment

AllisonRating, 5 stars2 weeks ago
Quiet and convenient to Bar Harbor! Comfortable living area with a full kitchen. The hosts were proactive with details for a smooth stay.
Guest favourite
Flat in Belfast
4.86 out of 5 average rating, 105 reviews

Downtown waterfront Belfast with amazing views.

MaddieRating, 5 stars7 months ago
Absolutely beautiful place to stay! Would love to come back :)
Top guest favourite
Flat in Tremont
5 out of 5 average rating, 167 reviews

Duck Cove Apartment

JeremyRating, 5 stars6 days ago
We had a fantastic stay in Tremont! Nancy's place was spotless and well appointed, with a beautiful view of the water. The kitchen was well stocked with cookware and essentials (coffee, tea, sugar, salt etc), making it easy to cook several meals. The apartment is in a peaceful part of MDI, yet conveniently close to the island's sights and towns. Nancy was responsive and helpful - overall a great stay. Highly recommend!
Top guest favourite
Flat in Boothbay Harbor
5 out of 5 average rating, 113 reviews

Sail Loft - Upscale Oceanfront on a Pier near BBH!

JoyceRating, 5 stars1 week ago
The location is incredible! Ive never had such a great view. The place was clean and comfortable. Booth ay Harbor is very nice place to stay.
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!
Guest favourite
Flat in Edgecomb
4.85 out of 5 average rating, 483 reviews

Waterfront Condo at the Sheepscot

KathyRating, 5 stars1 day ago
This place is very convenient to everything! Well worth the stop for many nights!
Top guest favourite
Flat in Sedgwick
4.91 out of 5 average rating, 237 reviews

Private Apartment at Cabin Cove

JiaxinRating, 5 stars1 week ago
Nancy is a very friendly and kind host. The place is very quiet and tidy. It’s very easy for us to drive to Acadia National Park.

Waterfront house rentals

Guest favourite
Home in St. George
4.91 out of 5 average rating, 34 reviews

Unique Octagonal House with Private Beach!

SamRating, 5 stars1 month ago
Simply magical! Cozy and fun space. We enjoyed watching eagles and ospreys fish, seals pop their heads up, and even an adorable family of foxes from the comfort of the living room! Kitchen had all necessities for cooking most meals at home. A nice trail for walking down the road and an awesome beach where the kids threw stones and searched for seaglass each afternoon. We were all sad to leave!
Guest favourite
Home in Hancock
4.97 out of 5 average rating, 151 reviews

Water's Edge-Oceanfront with Stellar View

AmyRating, 5 stars4 weeks 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.
Top guest favourite
Home in Bath
5 out of 5 average rating, 103 reviews

Waterfront Farmhouse with Modern Flair!

JosephRating, 5 stars2 weeks ago
We stayed for eight days and loved it! It surpassed our expectations and the open floor plan allowed our three generation family to spend great time just talking and spending quality time together. We were met with some great snacks when we arrived which came into handy after a long day of traveling from the west coast. We were captivated by the beautiful landscape including amazing eagles plunging into the waters and catching fish. The changing tides meant the landscape and natural activities were always providing a new show to enjoy. We loved everything about this stay and would highly recommend it!
Guest favourite
Home in Blue Hill
4.94 out of 5 average rating, 102 reviews

Sunny Waterfront Home Overlooking Blueberry Field

LisaRating, 5 stars3 weeks ago
This house is remarkably beautiful and welcoming. The walls of windows welcome sunshine throughout and the private views of the water are unmatched. Artistic details abound in the interior - like Anthro and West Elm had a baby. We vacationed with our toddler and my in-laws and we all had ample space to gather, as well as disperse. Highly recommend! Local recs: The Activity Shop for kayak rental delivery, pizza from Blaze, coffee from Bucklyn, brunch at Humblebee Cafe, sundries from Blue Hill Co-op, blueberry pie from Mount Desserts (on way to Acadia).
Guest favourite
Home in Deer Isle-Stonington
4.95 out of 5 average rating, 154 reviews

Blue Arches: waterfront vacation home on 18+ acres

VictoriaRating, 5 stars2 weeks ago
The Hadley home was so beautiful and comfortable! We felt right at home in such a beautiful space. It was well stocked with kitchen items, which made cooking at the house a breeze. Mike was such a great and responsive hosts with great recommendations around town. Hope to stay again!
Top guest favourite
Home in Georgetown
5 out of 5 average rating, 101 reviews

Perched atop the Coast of the Atlantic Ocean

BrianRating, 5 stars3 weeks 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 stars1 week 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 Bucksport
4.96 out of 5 average rating, 153 reviews

Lake Front-Maine Themed-Soaking Tub-Fire Pit-Kayak

Lydia ARating, 5 stars2 weeks ago
The house was spacious, comfortable and came with everything we needed from cooking, to sleeping and even extra things for my pups! We celebrated my husband's 30th birthday and we arrived to a hand written card with food suggestions - very thoughtful. It was a great stay, and easy check-in/check-out!

Waterfront apartment rentals

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

Harbor Heights

KatonRating, 5 stars7 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 stars15 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
4.98 out of 5 average rating, 66 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

EmilyRating, 5 stars7 months ago
We thoroughly enjoyed our stay and didn’t want to leave! Everything about the cabin was well thought out. We loved having a fire and looking at the stars from the dock! Mark and Laurie were fantastic, friendly hosts and made us feel right at home. We would love to come back someday!
Apartment in Edgecomb
4.55 out of 5 average rating, 44 reviews

1BR Waterview | Deck | Partial AC

OrandeRating, 5 stars11 months ago
nice place
Superhost
Apartment in Southwest Harbor
4.84 out of 5 average rating, 117 reviews

2BR Condo + Ocean Views in Downtown SW [Seaglass]

TimothyRating, 5 stars2 weeks ago
Great location and clean. As noted in the description, the walls are thin, but we had no issues. The internet connection is spotty, in case you are planning to do some remote work, but we weren't, and had a great time.
Guest favourite
Apartment in Southwest Harbor
5 out of 5 average rating, 12 reviews

Best views on MDI 2 bdrm 2 bth condo waterfront

ElizabethRating, 5 stars10 months ago
This condo was the perfect home away from home for our family vacation to MDI! Everything was excellent from the view to the location to the amenities to the helpful host. We would definitely stay here again.
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!

Quick stats about waterfront rentals in Islesboro

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹6,005 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