
House holiday rentals in Islesboro
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Top-rated house rentals in Islesboro
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Popular amenities for house rentals in Islesboro
House rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
Nice place! I had a great time here with my dog. The host gave us instructions when we arrived, and he response very quickly and friendly. Highly recommend

Higgins Retreat Quiet Country Cape
The house was perfect for us. Very clean and organized. Great host always responded in a timely manner. Was only about a 30 to 40 minute drive to Acadia National Park & Bar harbor, depending on traffic it could take longer. If we ever make it back to Maine I would definitely stay at the Higgins Retreat again. Thanks again Richard & Tina.

New Boho Cape with Pool! Fenced yard, pet friendly
Thank you Christina! Great weekend stay for UMaine graduation. Great location from campus and stores for the things we forgot (haha).

Luxe Liberty: Getaway with Heated Indoor Pool!
What a wonderful experience! Rebecca was an absolutely outstanding host, always quick to respond and went above and beyond to ensure we had everything we needed. My family and I had such a peaceful stay. The home and location were incredibly tranquil, perfect for a relaxing getaway. The house and property were absolutely beautiful, and we loved sipping our morning coffee on the amazing balconies with the breathtaking views. There is so much space, and every room in the house is well thought out, functional, and cozy. The pool is even better than we hoped, so big and clean and in immaculate condition. We spent most of our time swimming and relaxing by the pool. We also enjoyed playing pool and having so many rooms to gather in with the comfort of plenty of new comfy furniture. Highly recommend for anyone looking to unwind for a vacation away from all the noise and chaos of daily life. Every single area was as described in the listing and better. Thank you for an unforgettable stay!

Coastal Retreat with Pool and Cheerful Vibes
We felt like at home. The house is located in a private property with swimming pool and tennis courts. It’s very clean and very peaceful. Just a clarification about the description : there’s no bathroom in the basement. Then if you come with elderly people or very young kids, it could be annoying. If you like cooking, the kitchen is very well equipped. We´ll keep a very good memory of our stay in Ducktrap Retreat during the colorful foliage season.

House in the woods
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!

The Boathouse at Spruce Harbor
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.

Acadia get away.! With pool and hot tub
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!
Weekly house rentals

ZephFir House - Brooklin, Maine!
We had an incredible stay at the Blue Hill Bay house! Nestled in a peaceful wooded setting, the home feels wonderfully secluded, yet inviting. The expansive windows, especially from the top floor loft, make you feel like you’re living in a treehouse. We loved spending evenings around the fire pit, which is surrounded by thoughtfully curated plants, creating a truly magical atmosphere. The grill was easy to use, making outdoor meals a breeze. Inside, the beds were comfortable and the bathrooms spotless. We also appreciated how thoughtfully designed the space was, especially since it's hard to find a cute place that also warmly welcomes dogs. If you’re considering a stay here, don’t hesitate, this place is a gem! We can’t wait to return.

Family Escape w/ Kayaks, Fire Pit, & Water Access
What a whimsical town! In the middle of nowhere So peaceful Yet, Wallace's General Store, right up the road Maybe a mile Amazing food and Sandwiches and just about everything under sun to Need So, just down the road is this Amazing Place! Three Sisters Farm Heaven Awaits Must check out

Cozy Country Cottage On 10 Acres
The cottage was beautiful, I loved the artwork and light fixtures. The small details made Babettes home lovely and peaceful. I enjoyed watching the deer in the back meadow in the evenings and was most appreciative that my pup was welcomed there as well. I highly recommend if you tee looking for a quite get away

Harbor View Loft in Downtown Belfast!
We loved our stay in Belfast! Whitney is a great host. We enjoyed our welcome treat, the view from the balcony, and the comfortable, cozy feel of the house. We took a few great walks to the farmer's market, to town, and along the harbor walk and foot bridge. Thank you for the great guide book with local tips!

Lovely Cottage on Penobscot Bay
We had a magical weekend at this quintessential Maine cottage, nestled among others and right on the water, complete with a porch perfect for studying the tides and the stars. The area is just lovely—walking down to Bayside to admire the Victorian cottages and take a swim or a quick drive to Belfast for meals and shopping. Suzanne’s suggestions made for a great weekend and we could have stayed much longer with lots to do (and more time on the porch). While the bedrooms are all close together on the second floor, the cottage lives larger than it looks, with a comfortable kitchen, two sitting rooms, a windowed dining room and of course that porch! We loved our time here and hope to come back!

Harmonic Pond Retreat - Cozy and Relaxing Setting
Exactly what we wanted. Thanks!

Camden Maine Renovated Cottage
We loved our time and stay at Elana’s place. The house is beautifully designed and decorated and we appreciated the thoughtful upgrades in bedding, soaps, overall decor, etc. We were a group of 4 (two couples) and we each had more than enough space to ourselves. We spent most of our time during the day out and about either on hikes (drove to Acadia one day!) or visiting the shops and restaurants in the village. Coming back to the house in the evenings felt like coming home. Camden is a postcard town with great food/ restaurants, nature activities and stunning views. We stayed for a full week and felt like we ran out of time. We can’t wait to come back!

The Eleanor - Maine Charm and Comfort on the Coast
I loved the place I felt right at home, beautiful and cozy. beautiful view from the balcony, and from the bathroom upstairs.
Private house rentals

Dog-friendly Boatyard Cottage
We very much enjoyed our stay here. The hosts couldn’t have been any nicer. We loved the space was perfect for our needs. It was close to all that we needed but nice and quiet. The extra touches in the house like fresh flowers were lovely. Highly recommend this place.

Hobbs Pond Nature Retreat
Loved being at the cabin for the week. Coffee outside on the lower porch, walks down to the pond, and the cool breeze through the house in the evenings. The house had everything we needed and more. Definitely stop by Hope general store if you’re staying here! Hostess was available but not invasive, great experience

Lupine Landing
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!

The Loft
What a dream it was to stay in this beautiful, dog-friendly spot! Being able to let my pups run, play, and explore the woods was such a gift. The loft, with its high ceilings, was warm and inviting, and the bed was so comfortable I didn’t want to get up! Tony was a kind and welcoming host—I’m already looking forward to my next stay.

Sun, Salt & Sand at Heart Rock House!
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!

Stonington Dream House
Absolutely loved being in Stonington. Such a lovely town that felt true to Maine’s roots. Susan’s place is right at the heart of Stonington. The house has lots of rustic charm, we loved the views of the harbor. The kitchen was nice to have for breakfast and lunch, for dinner we were able to walk to restaurants right from the house. Worth noting that several restaurants are closed before the first weekend of June and/or on weekdays (Monday especially).

"The Roost" Cottage
Highly recommend John's place. Perfect location - could walk to beach and get to other areas quickly. John was an excellent host. There to answer any questions, wasn't intrusive, and made a mean cup of coffee. Having the coffee shop next door was a HUGE perk! Place was spotless upon arrival and check in was seamless. I was pleasantly surprised that the place was larger than I expected. The primary suite had a a bonus seating area that I don't believe I saw in the photos as well as a small room on the first floor that had a daybed. We will surely be a repeat customer.

Entire House/Mill/modern vintage on 35 Acre Pond
We had a very nice stay at Mill House! Patrick and Martha were quick to respond to my messages. We had a very rainy weekend and they gave great recommendations to help our stay in Belfast be memorable! The house was clean and comfortable and we loved birdwatching every morning with our coffee on the back deck. Simply beautiful! Thank you for a great stay!
Quick stats about house rentals in Islesboro
Total rentals
60 properties
Nightly prices starting at
$90 SGD 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
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- Acadia National Park
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Samoset Resort
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Dragonfly Farm & Winery
- Hermon Mountain Ski Area
- Kebo Valley Golf Club
- Rockland Breakwater Light
- Eaton Mountain Ski Resort
- Pinnacle Park
- Spragues Beach
- Sand Beach
- Hero Beach
- Pebbly Beach
- Pebble Beach
- Narrow Place Beach
- Bear Island Beach
- Three Island Beach
- Indian Camp Beach
- Lighthouse Beach
- Farnsworth Art Museum
- The Camden Snow Bowl