
Holiday rentals in Islesboro
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Islesboro
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Islesboro holiday rentals
Other great holiday rentals in Islesboro
Top guest favourite

Cabin in Sedgwick
5 out of 5 average rating, 84 reviewsThe Cabins at Currier Landing Cabin 2: Meadow
MatthewRating, 5 stars1 week ago
I feel everyone that longs for an absolutely authentic Maine experience needs to find their way to the very special destination that David & Bill have created. There is magic here. From the moment that we heard classical music welcoming us into the space, it was clear that our stay would be one to remember. Lupine were in full bloom, the birds endlessly singing, and from the interior of the lovely dwelling, you feel at one with the nature around you. This is why people run to Maine. I could speak of the perfect linens and the deep sleeps, and the waking to songbirds, but it would be an injustice to just how at ease you feel here. A 5-star stay, in the midst of the forest, just steps from the ocean. We are all the better for it. Matthew We are already booking our next stay.
Top guest favourite

Cottage in Lincolnville
5 out of 5 average rating, 76 reviewsSunny 2 Bedroom cottage - Walk to the beach!
CherylRating, 5 stars2 days ago
Beautiful home! Bed was great! Other things we loved were: having a well stocked kitchen (and coffee), and a washer/dryer. We did struggle to sleep the 1st night with the road noise, but we got ear plugs for the 2nd night and had no issue. Also, the sun does come in early, it would be nice to have an option of blackout curtains. Overall, a beautiful place and we would definitely stay again!
Top guest favourite

Home in Lincolnville
5 out of 5 average rating, 47 reviewsAntique 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 St. George
4.91 out of 5 average rating, 34 reviewsUnique 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!
Top guest favourite

Flat in Northport
4.97 out of 5 average rating, 98 reviewsMaine Alpaca Experience A Maine Coast Get Away
JeanetteRating, 5 stars2 months ago
We loved our stay. This Airbnb is beautiful, comfortable, and ideally located to explore mid-coastal Maine. We hope to visit again soon!
Guest favourite

Home in Georgetown
4.96 out of 5 average rating, 23 reviewsBreathtaking Bay Views!
ColletteRating, 5 stars8 months ago
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.
Top guest favourite

Cottage in Hope
5 out of 5 average rating, 22 reviewsLakefront Cottage at Salisbury Camp
TerriRating, 5 stars8 months ago
I loved my stay and Salisbury Camp. I was there in October during peak foliage and the view from every window was just stunning! The interior is beautiful, everything is high-end and well-done. Huge kitchen that had everything I needed. The yard is right on the shore, there’s a solo stove, kayaks and a canoe, and it’s just a peaceful spot to relax. Jenny was very helpful and proactive in all communications, and even provided welcome treats from Stonewall Kitchen, along with a bottle of wine. I had to leave a day early due to a family medical emergency and she was so thoughtful and kind. My only regret is that I didn’t get to use one of the kayaks to explore the pond. Next time! I definitely plan to return, this is such a wonderful spot!
Guest favourite

Cabin in Northport
4.94 out of 5 average rating, 51 reviewsBayside Island View Log Cabin, with Beach Access
JustinRating, 5 stars5 days ago
Truly a lovely stay. Cozy, clean, well-equipped (and well-built!) space, with a breathtaking view of the Bay from the big deck. We walked down the hill to the beach many times in the two days we were there, and our hosts were remarkably responsive & helped us with the kayaks and canoe, and even an extra life vest :). And while we were at the beach—a gorgeous rocky point with bench & chair & picnic table, and sandy/pebble shore, and stunning views of the entire bay and beyond—we were the only people there (and strong recommendation for sitting out during the morning fog and watching it slowly clear away to reveal the majestic bay!). They even hooked us up with a coffee grinder when we asked! A great place, and wish we’d stayed longer..
Quick stats about holiday rentals in Islesboro
Total rentals
200 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Destinations to explore
- China Holiday rentals
- Portland Holiday rentals
- Bar Harbor Holiday rentals
- Mid-Coast Holiday rentals
- Southern Maine Coast Holiday rentals
- Old Orchard Beach Holiday rentals
- Scarborough Holiday rentals
- Bangor Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Cabin rentals Islesboro
- Family-friendly rentals Islesboro
- House rentals Islesboro
- Rentals with beach access Islesboro
- Flat rentals Islesboro
- Rentals with a firepit Islesboro
- Beachfront rentals Islesboro
- Rentals with outdoor seating Islesboro
- Waterfront rentals Islesboro
- Pet-friendly rentals Islesboro
- Fitness-friendly rentals Islesboro
- Cottage rentals Islesboro
- Rentals with a fireplace Islesboro
- Rentals with a washing machine and dryer Islesboro
- Rentals with a patio Islesboro
- Family-friendly rentals Islesboro
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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