House vacation rentals in Islesboro

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Popular amenities for Islesboro house rentals

House rentals with a pool

Guest favorite
A clear blue swimming pool sits within a wooden deck, surrounded by lush greenery and a white privacy fence. A shaded seating area features comfortable lounge chairs, inviting relaxation in the sunlit outdoor space.
Home in Bangor
4.97 out of 5 average rating, 300 reviews

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

CarrieRating, 5 stars2 days ago
Ryan’s place was just as advertised. It’s was centrally located within walking distance to stores and restaurants within a quiet neighborhood. The home had all one would need to be comfortable. Additionally there was a nice outdoor fire pit and a hot tub. I would recommend Ryan’s place.
Guest favorite
Home in Ellsworth
4.99 out of 5 average rating, 76 reviews

The Jarvis Homestead | Historic Maine Mansion

AshleyRating, 5 stars1 month ago
A beautiful, historical home. Walkable location- easy to get to restaurants and shopping. The home has plenty of room for a large group of people! The home is well decorated, well thought out- including labels everywhere so you can find what you need. The rooms and beds were cozy. My kids enjoyed a game of hide and seek in this massive place! The kitchen was a dream to cook in! Cale was an amazing host- super responsive, so helpful and kind! Would definitely stay again!
Top guest favorite
A fenced backyard features an in-ground pool, adorned with colorful floats. Several lounge chairs are positioned around the pool, providing ample seating for relaxation. Lush trees provide shade, enhancing the outdoor space for enjoyable gatherings.
Home in Bangor
5 out of 5 average rating, 27 reviews

New Boho Cape with Pool! Fenced yard, pet friendly

AshleyRating, 5 stars4 months ago
Better than pictured and Christina was great! Will definitely stay again!
Superhost
A calm tidal pool is bordered by smooth stones and rocky edges, reflecting soft hues of pink and orange from the sunset. The tranquil water contrasts with the lush green trees in the background, creating a serene and natural setting by the ocean.
Home in Stonington
4.95 out of 5 average rating, 20 reviews

The Boathouse at Spruce Harbor

Janette Is pronounced as YanetteRating, 5 stars7 months ago
My return visit to the Boathouse was even lovelier than I hoped it would be. The location can't be matched by anything else I've seen. I enjoyed a September visit with my dog and was lucky to have pristine weather. I lived a very simple and healthy outdoors life and came home the better for it. The Boathouse is true to its description: it is simple and rustic and uncomplicated but well-equipped, and is perfect for one-and-dog, or for two people. A little coming-and-going from the neighboring houses meant that I didn't feel isolated. Margaret is truly an exceptional and friendly host who communicates promptly and clearly. I almost hesitate to share "my" Boathouse location with too many of my back-home friends because it feels so intimate and special. I already want to be back there. I offer my deep thanks to Margaret and to the place that I could - briefly - call home.
Superhost
A well-maintained pool surrounded by a neatly arranged garden with colorful flowers and greenery. The lawn extends into the distance, bordered by trees. A small shed is visible nearby, providing an additional outdoor feature.
Home in Washington
4.86 out of 5 average rating, 7 reviews

House in the woods

SavannahRating, 5 stars4 months ago
Booked this place for our anniversary to get away from the city for a weekend.. we found exactly what we were looking for! The hot tub was wonderful, the house was clean and cute, and we had everything we could have needed! Estelle was very responsive and gave clear instructions for everything. Would recommend this place for a quiet getaway or a small group trip in the summer!
Superhost
A well-maintained cape-style home is surrounded by lush green grass and flowering trees. A stone wall frames the property, complemented by a warm-colored front door and multiple windows that enhance the inviting façade.
Home in Rockport
4.96 out of 5 average rating, 52 reviews

Dog Friendly Midcoast Cape

SarahRating, 5 stars6 months ago
BEAUTIFUL Home!! Tons of space to relax and spread out with our family! The beds were very comfortable! We really appreciated all of the bathrooms for our group! The kitchen was huge and so handy for preparing meals! I absolutely loved the style and atmosphere of this wonderful home! We also loved being able to bring our dogs!! We had a lovely time and we would most definitely come back!!! 🥰
Guest favorite
A kitchen area features wooden cabinetry and a dark countertops, complemented by wall art and decorative items. The open layout offers a view into the adjacent living room, where seating arrangements invite relaxation. Warm colors are used on the walls, enhancing the inviting atmosphere.
Home in Trenton
4.97 out of 5 average rating, 29 reviews

Acadia get away.! With pool and hot tub

JanelleRating, 5 stars6 months ago
I recently stayed with my family at this incredible Airbnb that exceeded all my expectations. This property offered a hot tub, a pool table, and a level of privacy and tranquility that made for a truly relaxing getaway. One of the highlights of our stay was being able to watch the northern lights from the hot tub – it was absolutely magical. We spent a week in Acadia, and the location was perfect, just 15-20 minutes from Bar Harbor or the nearest town. The hosts were very responsive, and the place was fantastic for families, being both kid and pet friendly. It was a week filled with unforgettable moments, and I can't recommend this place enough!
Superhost
The image depicts a rustic home exterior with a welcoming entrance featuring a dark door. A wooden deck extends outward, bordered by lush greenery and vibrant purple flowers in the foreground. Trees and foliage provide a natural backdrop on a clear day.
Home in Tremont
4.7 out of 5 average rating, 47 reviews

Large MDI house w/pool perfect for groups+families

MauraRating, 5 stars6 months ago
We had a great stay at this house! Plenty of beds for everyone. Convenient to get to Acadia and bar harbor with a short drive!

Weekly house rentals

Top guest favorite
The dining area is visible through a doorway, featuring a round table surrounded by chairs. Natural light enters through a window, illuminating the space. A rocking chair is positioned nearby, and a decorative chair can be seen in the foreground, adding character to the room.
Home in Newcastle
4.96 out of 5 average rating, 45 reviews

Cozy & quiet on the river... the Captain's House

UtpalRating, 5 stars8 months ago
The hosts were very prompt in communicating. The thoughtfulness they have put into furnishing the property is amazing. It has a very vintage nautical feeling to it. The house is extremely well appointed. We didn’t have any problems at all. The surroundings are off the beaten path which we especially appreciated. It’s a short 10 minute drive to Damariscotta Downtown. I would highly recommend this property.
Superhost
A rustic cottage is positioned amidst lush greenery, featuring a wraparound deck that extends from the main structure. The gardenbed is well-maintained with various flowering plants, and the warm weather facilitates a tranquil outdoor environment. A neighboring building is visible, maintaining a harmonious setting.
Home in Ellsworth
4.6 out of 5 average rating, 248 reviews

Lazy Lake Cottage

LaurenRating, 5 stars6 months ago
I really enjoyed staying at this house! It was a perfect location central location if you’re traveling to Acadia or Bangor. The house was clean and cozy. It has a rustic and charming feel.
Superhost
A charming two-story home features a welcoming front porch surrounded by vibrant flower gardens. The exterior is painted in soft yellow with red accents, and a spacious yard is visible beside the house. Off-street parking is provided on a cobblestone area.
Home in Bar Harbor
5 out of 5 average rating, 30 reviews

Freshly Renovated Classic Home Downtown Bar Harbor

LouisRating, 5 stars7 months ago
We had a great stay here. A short walk to everything yet tucked away in a quiet residential street with easy parking. The house itself feels perfectly on brand for a Maine getaway too!
Top guest favorite
The exterior of a three-story building features a classic design with light blue shingles and decorative details. A balcony adorned with hanging planters overlooks the streets below. Large windows provide ample natural light, while an awning with signage marks the entrance to the ground level.
Home in Bar Harbor
4.98 out of 5 average rating, 156 reviews

Beautiful, spacious, downtown Bar Harbor home!

GarrettRating, 5 stars6 months ago
We loved our stay here! Jana was very accommodating for 2 infants, helping us get extra supplies to make travel to the location easier. This location is perfect. Everything is walkable and you don’t have to worry about parking. Highly recommend. Easily the best air bnb we have stayed at.
Guest favorite
A cozy living area is presented with a large arched window offering views of the outdoors. A small table is set for two, and colorful glass bottles are displayed above the window. Light hardwood floors complement the seating arrangement with plush chairs and a side table.
Home in Ocean Point
4.93 out of 5 average rating, 45 reviews

137 Shore Road Ocean Point view now with WiFi

ThomasRating, 5 stars6 months ago
Jerry's house was a great location with terrific views. The house was tastefully decorated and immaculate. A perfect Maine getaway that we cannot wait to go back to in the future.
Guest favorite
A welcoming grey house is set against a clear blue sky, surrounded by lush green grass. In the foreground, large clusters of white flowering bushes add a touch of nature. The home features a front porch and is positioned near the waterfront.
Home in Trenton
5 out of 5 average rating, 15 reviews

Lovely waterfront in Trenton.

MichaelRating, 5 stars7 months ago
The house and views are excellent, you can sit on the back deck or outside area and just gaze out at the view, see Bald Eagles fly over every day, even saw one grab a fish from the water. Very clean and well appointed with the essentials like detergents for laundry and dishwasher, garbage bags, slat, pepper and other cooking basics, foil and cling wrap, beach chairs. Overall I can say it is a very nice house, very clean. The location is 20 - 25 minutes from Bar Harbor and maybe 20 min to Acadia. We didn't mind this at all. We ate lobster at 5 different places, if you want the absolute best Lobster rolls go to the Travilin Lobster, there is one in Trenton and one in Bar Harbor, by far the best lobster roll. Oh, and probably as important as the house being very clean, the beds were very comfortable.
Guest favorite
A recently renovated cottage is depicted, showcasing a light grey exterior with white trim. Lush green shrubs surround the home, and a white picket fence adds charm. Large windows illuminate the spacious design, while trees provide a natural backdrop, emphasizing the inviting setting.
Home in Camden
4.93 out of 5 average rating, 131 reviews

Cozy Cottage With River View

NatalieRating, 5 stars1 month ago
Jeremy and Ellen are fantastic hosts. Very communicative during booking and prior to arrival with suggestions of what to do (we were travelling from the UK). We stayed for 16 nights and the house felt like home - it has everything you need. Absolutely fantastic place to stay and we really recommend it.
Top guest favorite
Home in Belfast
4.94 out of 5 average rating, 170 reviews

Charming Belfast home. Walk downtown/water

KrisRating, 5 stars4 days ago
Erica and Jack’s Belfast home is a charming place close to a little rocky beach area and walkable to Main St. It’s in a very good location. We have relatives in town who we were able to visit easily. The owners are responsive during and after booking, and have provided good info about the area prior to checking in. It’s self check-in and we felt safe and comfortable the second we entered their rental. Everything is very clean. The kitchen has all cooking essentials and even some pantry items. They have a large sized fridge perfect for grocery/snack items when you have kids with you. The beds are comfortable, enough blankets, towels, and washcloths to use. Bathroom in the main bedroom. It’s a nice cozy place to stay in for a few days. 💛

Private house rentals

Guest favorite
A fire pit area is surrounded by circular seating created with red Adirondack chairs and logs. A stone wall outlines the space, while a spacious yard is visible in the background, framed by tall pine trees and a glimpse of the house.
Home in Northport
4.93 out of 5 average rating, 28 reviews

Close to the Beach, Hiking, Golf course, and Town!

ValerieRating, 5 stars4 months ago
Our family and I had a wonderful stay at Jackies, we are all originally from maine, and her home gives you everything great about maine. We really felt at home, it snowed christmas eve which made it even more beautiful ( The driveway was plowed out early as well). I brought a small christmas tree with us on our trip up, and when we walked in, the place was decorated for christmas, which was just amazing and so thoughtful. We definitly plan on staying again, the next time we are back in maine. Thank you again Jackie!
Guest favorite
A charming coastal house is positioned beside a small guest house, both featuring shingled exteriors. A well-maintained pathway leads to the main entrance, surrounded by vibrant greenery and flowering plants. The landscape is framed by tall trees and a clear blue sky.
Home in Belfast
4.96 out of 5 average rating, 138 reviews

Cove House

SusanRating, 5 stars6 months ago
We have been going to this area of Maine for over fifty years. I found this gem several years ago and haven’t stayed anywhere since. I find it to be peaceful, walkable to the center via footbridge, it’s all that we want. Kathy is a great host, quickly responds to any questions or needs you may have. We always know we will have a great experience staying here.
Guest favorite
A waterfront cabin is presented with a metal roof reflecting sunlight. The front porch features seating arrangements, while a grassy area leads to the surrounding woods, enhancing the natural setting of the property.
Home in Liberty
4.98 out of 5 average rating, 87 reviews

Kirby Island Road Retreat

BlakeRating, 5 stars2 months ago
Loved staying at this cabin! I was a last minute booking and the hosts were super nice and accommodating. Would recommend these hosts and this cabin to everyone!!
Superhost
Home in Harpswell
5 out of 5 average rating, 36 reviews

Oceanfront Luxury Estate in Mid-Coast Maine

SharonRating, 5 stars7 months ago
This was such a wonderful property for my family -- beautiful and peaceful with lovely views. We loved spending our days out in the spacious yard, playing lawn games, sitting around the fire pit, and fishing, and eating all our meals out on the patio. Everyone left feeling very relaxed and happy. Thank you Pam and David for sharing your home!
Guest favorite
Home in Belfast
5 out of 5 average rating, 16 reviews

4bed Full House on Private Dr. w/ Large Yard

WendeeRating, 5 stars1 month ago
Had a great stay and will be back! Thank you
Guest favorite
Home in Phippsburg
4.93 out of 5 average rating, 262 reviews

Classic Maine, Modern Comfort

JeanaRating, 5 stars4 weeks ago
We had a wonderful stay at this Maine house--Barb, the property manager was incredibly responsive, helped with a heating issue while we were there and had the repairs done same day--The house was well equipped with everything you need for a family getaway at the beach! puzzles and games galore, kitchen was fully stocked with everything needed for family meals (including lobster cooking essentials--bibs, crackers, steam pots) Great little fire pit out front which we enjoyed, and fenced in back yard area so pets or kids can be safely contained :) Linens, towels, all clean and provided--truly a wonderful home away from home, perfect for our family trip to the beach!
Superhost
A tranquil hot tub sits on a spacious deck, featuring soft lighting and an inviting surface. Beyond, a sunset casts vibrant hues over the calm tidal waters, framed by tall trees and a serene landscape.
Home in Milbridge
4.9 out of 5 average rating, 41 reviews

New Waterfront Home Close to Acadia with Hot Tub.

NadiaRating, 5 stars6 months ago
This Airbnb is BEAUTIFUL inside and out. We were a group of 3 couples and this was perfect for our weekend vacation. The view from the hot tub was incredible and the kitchen had everything we needed to make dinner. Beds were comfortable and the living room was spacious enough for 6! Thank you for the great experience!
Top guest favorite
The exterior of the home is featured, showcasing a single-story structure with a light grey façade. A brick pathway leads to the front entrance, accompanied by well-maintained lawns and decorative flower beds. Surrounding trees provide a natural setting, enhancing the peaceful atmosphere.
Home in Rockport
4.95 out of 5 average rating, 306 reviews

Sweet home away (pet friendly)

JudeRating, 5 stars3 months ago
Just as described! Very clean. Far enough to feel private but still close to grocery stores, shops, and nearby towns! Lisa is great at communicating and it was a seamless process! Had a wonderful new year’s getaway!

Quick stats about house rentals in Islesboro

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Islesboro
  6. House rentals