Waterfront vacation rentals in Islesboro

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Popular amenities for Islesboro waterfront rentals

Waterfront apartment rentals

Top guest favorite
A spacious living area features warm wooden paneling and a soft white sofa with decorative pillows. A recliner is positioned nearby, while a wooden coffee table rests in front. The open layout includes a kitchen area with bar seating and light-colored cabinets, creating a welcoming environment.
Apartment in Cornville
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars5 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
A bright, spacious room features large windows with flowing dark curtains, allowing natural light to illuminate the hardwood flooring. A plush bed is positioned centrally with wooden bedside tables on either side. A wall-mounted television is visible above a compact fridge, enhancing the practical layout.
Apartment in Bangor
4.86 out of 5 average rating, 104 reviews

Canal View|DTWN Bangor|Steps to great Restaurants

MandyRating, 5 stars5 days ago
Great place to stay with incredibly friendly and helpful staff.
Guest favorite
A welcoming living area is showcased with soft furnishings in varied colors, including a green sofa and light blue armchair. A patterned area rug is placed under a coffee table. Natural light streams through a window adorned with sheer curtains, while a floor lamp and table lamp provide additional illumination.
Apartment in Richmond
4.92 out of 5 average rating, 154 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

PamelaRating, 5 stars5 months ago
This apartment was spacious, quiet and comfortable. Perfect for two couples.
Top guest favorite
A charming exterior view of the property showcases a well-maintained home surrounded by lush greenery. The landscaping features neatly trimmed bushes and trees, with a spacious driveway leading to the entrance. Sunlight illuminates the scene, enhancing the sense of tranquility.
Apartment in Ellsworth
4.93 out of 5 average rating, 130 reviews

Union River Retreat Private Apartment

Anil KumarRating, 5 stars6 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
A private deck is shown, featuring a small table and two chairs, overlooking a harbor scene. Boats can be seen in the distance against a backdrop of clouds and blue sky, creating a serene coastal atmosphere.
Apartment in Stonington
4.94 out of 5 average rating, 107 reviews

The American Eagle - Inn on the Harbor

LeslieRating, 5 stars2 weeks 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 favorite
A bright bedroom is filled with natural light from a large window, featuring a cozy bed covered with a patterned quilt. An octagonal window provides an additional source of light, while a bedside lamp offers soft illumination. A small green nightstand holds books and a decorative plant.
Apartment in Sedgwick
4.91 out of 5 average rating, 235 reviews

Private Apartment at Cabin Cove

MichaelRating, 5 stars2 months ago
Nancy is a great host. Location is perfect for my needs and the place is very clean and comfortable.
Top guest favorite
A dark blue oval sign displaying the name 'West Winds at Pemaquid' features an anchor design, indicating a nautical theme. The sign is framed in silver and includes the establishment year '2016,' suspended by a chain against a backdrop of green trees.
Apartment in Bristol
5 out of 5 average rating, 145 reviews

Welcome to "West Winds at Pemaquid"

ToddRating, 5 stars4 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!
Guest favorite
A cozy bedroom features a wooden bed with a patterned quilt and two decorative pillows. Natural light streams in through large windows with floral curtains. A wooden rocking chair and a small table are positioned nearby, creating a inviting space to relax.
Apartment in Damariscotta
4.85 out of 5 average rating, 512 reviews

"Ship Shape": waterfront, cozy studio- downtown

LawrenceRating, 5 stars6 months ago
Excellent spot and fast response from Grace for a last minute reservation. Clean, and everything needed. Shower was hot, heat great on a cold night after a long day's work.

Waterfront house rentals

Guest favorite
A cottage is nestled among grassy fields, surrounded by trees. A view of the water is visible in the background, framed by the natural landscape. The sky displays wispy clouds against a bright blue backdrop.
Home in Deer Isle
4.92 out of 5 average rating, 36 reviews

Lupine Landing

EmilyRating, 5 stars6 months ago
We couldn't have asked for a better experience! Noah's home is a little slice of paradise on the coast of Maine. It's private, cozy, and surrounded by stunning nature. We found the home very clean and well-cared for. My husband, children, and I spent a week unwinding at Noah's home and only wish we could have stayed longer. We particularly loved the fireplace, well-appointed kitchen, and the kayaks. Beds were super comfortable. Views were gorgeous and location perfect jumping off point to explore nearby Blue Hill and Deer Isle/Stonington. Highly recommend visiting during autumn. We can't wait to return!
Guest favorite
A serene river scene is captured, reflecting lush green trees along the banks and a clear blue sky above. The calm water displays soft ripples, while the surrounding foliage offers a tranquil, nature-filled environment ideal for relaxation and wildlife observation.
Home in Belfast
4.91 out of 5 average rating, 23 reviews

Between the Dams

SaiRating, 5 stars6 months ago
Tina was a great host, and very accommodating. She was quick to answer any questions I had. The AirBnB was really nice and cozy.
Top guest favorite
A scenic view of a wide body of water reflects sunlight, surrounded by trees. The exterior of the home showcases a spacious deck, overlooking a lush green lawn. The interior features a vaulted wood ceiling and a game room with air hockey and tables. The deck is adorned with comfortable chairs.
Home in Gardiner
4.98 out of 5 average rating, 46 reviews

2 Acre Waterfront w/Canoes & Kayaks, Game Room

BrianRating, 5 stars5 days ago
If you want a private, well furnished home in the woods with fishing access on the stream and 2 fire pits this is your place!! Staying at this house made a work trip for my crew and I, feel like we were on vacation for 2 nights while staying there. Worth the money and great hosts!
Superhost
A deck area is shown with a wicker chair and matching ottoman, both featuring red cushions. Lush greenery surrounds the space, with trees visible in the background. A glimpse of the waterfront can be seen through the foliage, enhancing the natural setting.
Home in Surry
5 out of 5 average rating, 3 reviews

Waterfront hideaway

AnthonyRating, 5 stars4 months ago
Beautiful, comfortable, private and secluded, nestled in the woods with a view of the water. 8 deer frequently visit this property!
Guest favorite
A spacious yard features lush green grass and well-maintained landscaping. Two buildings can be seen: a gray cape-style home with multiple decks and a rustic structure. White outdoor furniture is positioned for relaxation, with trees providing a serene backdrop.
Home in Bremen
5 out of 5 average rating, 10 reviews

Authentic Maine Harbor 5 Bedroom Home

RandallRating, 5 stars7 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
A modern home is set amidst a lush green landscape, featuring a metal roof and large windows. A gravel driveway leads to the entrance, with a small seating area of colorful chairs positioned around a fire pit nearby. Trees provide shade and privacy.
Home in Belgrade
4.84 out of 5 average rating, 19 reviews

5Bed- Hot Tub - Sauna-Pool Table -Lake Front, Pets

RebekahRating, 5 stars2 months ago
We had a great, low key girls weekend at Alanna’s place. The hot tub was great for soaking in, and right off the deck. We brought our snowshoes and enjoyed snowshoeing down to the lake and around the property. The tvs in the living room felt a bit over powering, but we figured out how to put two to sleep so we could just listen to music on the third.
Guest favorite
A serene view of the Kennebec River is framed by lush green trees. The landscape features a wooden bench in the foreground, overlooking the water, while distant homes and docks are visible across the river. The sky displays a mix of soft colors as clouds gather.
Home in Bath
4.92 out of 5 average rating, 125 reviews

Spring River Retreat with Hiking Trails

RebeccaRating, 5 stars2 weeks ago
Wonderful relaxing getaway! We loved hiking the trails from the property and relaxing on the deck overlooking the river. Pip was an excellent host, and we would love to come back another time!
Guest favorite
A fire pit surrounded by four dark wooden Adirondack chairs sits on a grassy area, with a clear view of Muscongus Bay. Light strings are visible above, and a docking area is seen in the background, framed by trees and lush greenery.
Home in Bristol
4.95 out of 5 average rating, 19 reviews

New Listing! Waterfront Round Pond Home

RachelRating, 5 stars7 months ago
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

Superhost
A light-filled living area features a cozy white sofa with striped cushions, accompanied by a rustic wooden coffee table. A ceiling fan hangs above, and a wall-mounted TV is positioned near the door leading to the outdoor deck. Natural textures and soft tones enhance the space.
Condo in Southwest Harbor
4.84 out of 5 average rating, 49 reviews

Peaceful Cozy 2BR Unit w/ Dockside Views [Topside

SarahRating, 5 stars18 months ago
Patrick’s place was so quaint and cute! We felt very cozy and the entire place felt extremely clean. The bedding was sooo comfortable, so much so that we looked up the brand and almost bought some for ourselves! Would definitely stay here again.
Superhost
A rustic building with wooden siding and a wide balcony is shown. Hanging floral planters add color to the exterior while large windows allow ample natural light. The signage displays the name 'The Cannery,' indicating a dining establishment in an inviting marina setting.
Condo in Southwest Harbor
4.91 out of 5 average rating, 91 reviews

Marina side Stern condo

ShannonRating, 5 stars8 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.
A spacious living area features a light-colored wood floor, complemented by a blue area rug. Two blue armchairs and a large sectional sofa provide ample seating. A wall-mounted TV is visible, and sliding glass doors lead to a balcony with views of the harbor.
Condo in Boothbay Harbor
4.75 out of 5 average rating, 8 reviews

Oceanfront, dog-friendly 2BR with harbor view

MarconeRating, 5 stars14 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 favorite
The exterior of the lakeside condo is illuminated at dusk, surrounded by tall evergreens. Warm light shines from the windows, offering a welcoming appearance. A gravel path leads to the entrance, bordered by a natural stone wall. The serene setting enhances the peaceful ambiance.
Condo in Orland
4.98 out of 5 average rating, 65 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

JoeRating, 5 stars6 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
4.55 out of 5 average rating, 44 reviews

1BR Waterview | Deck | Partial AC

OrandeRating, 5 stars10 months ago
nice place
Superhost
The open living area features a light-coloured sectional sofa positioned beside a coffee table. Large sliding glass doors provide access to the private deck, showcasing views of the harbor. A dining area and kitchen can be seen in the distance.
Condo in Southwest Harbor
4.83 out of 5 average rating, 114 reviews

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

EmileRating, 5 stars2 weeks ago
Excellent stay in this flat, very well equipped, well located and as per the photos. Patrick's instructions for check-in and check-out were very clear and allowed guests complete autonomy. Only downside: it's true that the flat is not very well soundproofed, so it's easy to hear people upstairs. Otherwise it was perfect!
A tranquil view of Southwest Harbor at sunrise, featuring soft hues of orange and purple in the sky. Silhouettes of boats dot the water, while a tree stands prominently in the foreground. The scene captures the peaceful atmosphere of the harbor.
Condo in Southwest Harbor
5 out of 5 average rating, 11 reviews

Best views on MDI 2 bdrm 2 bth condo waterfront

PatriciaRating, 5 stars10 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.

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

    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