Holiday rentals in Islesboro

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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 reviews

The 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 reviews

Sunny 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 reviews

Antique 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 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!
Top guest favourite
Flat in Northport
4.97 out of 5 average rating, 98 reviews

Maine 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 reviews

Breathtaking 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 reviews

Lakefront 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 reviews

Bayside 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

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