Cottage holiday rentals in Islesboro

Spent quite a while here for work and saw winter turn to spring. What an amazing place to stay! Right on the water, great views, and it’s so peaceful. Thanks Craig for being so flexible! Everything was up to par and then some. I hope to come back in the summer sometime and enjoy it again!

The most beautiful place, exceeding all expectations. The views are spectacular. We breathed in peace and tranquility. A fabulous place to celebrate my 80th birthday with the whole family -- 16 of us. Everyone was comfortable in the space. In addition to being the perfect host, Samantha provided surprise extras which was such fun! Just a few of the highlights: S'mores at the firepit, lobster dinners, seals, bald eagles and fireworks. She made our stay truly memorable. My family gives the place the highest recommendation.

This house has a beautiful view of the lake!! The complementary water activity’s are worth booking!! We enjoyed our stay and will come back!! Make sure to walk out on the dock at night and look at the stars!!

Was a great place for a weekend get together with our family. Right on the water and a great throwback feel but with all the amenities.

We stayed here our last night while visiting Acadia. Super cute little cabin! We loved that they had a common space in the main house that was full of supplies and very welcoming. Would stay here again!

We had a great two nights here and enjoyed the hot soak and the sauna. It was near many amenities and also felt very removed. Matt’s was attentive without being intrusive, making sure our stay was perfect and the escape we hoped it would be.

Adorable cottage, newly renovated. Perfect for two with an open space loft for one more. Kitchen is well stocked right down to the coffee. A good location if visiting Fort Knox, Mt. Barrie and not too far from Bar Harbor if that is on your list. Great stay, highly recommend. Beautiful view and private.

great stay for a relaxing weekend trip. perfect house for chilling but still drivable to Acadia. well stocked on the essentials, linens, and stunning views! host very responsive as well.

Eric is a super friendly host and he knows the local recommendations. His cabin is easy to check-in, clean and very peaceful. One sidenote is this listing doesn't provide wifi, making it ideal for people looking for an unplugged getaway. We truly enjoyed our time on the beautiful Maine coast!

Absolutely loved our stay here! If you're someone who enjoys being close to nature and traveling with your dog, this place is perfect. The surroundings are peaceful and green. Fabiola was super friendly and made everything easy from check-in to check-out. The house rules were clear and straightforward, which made the whole experience stress-free. We felt really welcomed and comfortable the entire time. All in all, a great stay—we’d definitely come back!

We had a lovely stay at Jeff's place in Friendship and appreciated all the thoughtful touches there. It was wonderful taking the kayaks out to explore the surrounding islands. I would also recommend the lobster rolls nearby at the Jameson Point restaurant.

I had a wonderful stay here! The inside is clean and cozy! Plus we enjoyed being able to cook over the fire and hang out by the lake. The location is private and peaceful. 35 minutes to the entrance of Acadia but depending on what part of the park you are headed to it can be up to an hour drive. I would stay again!

We loved staying at Ann's place! It was exactly what we wanted, close to town and to lots of activities but also felt remote and in a really gorgeous location. Great, rustic spot.

Such an absolutely magical place to stay! My pup and I stayed for a month while I worked and played. Gorgeous views of the Beech Hill Pond and close enough to various towns for hiking, sightseeing and enjoying local food. Spent time on Deer Isle, MDI at Bar Harbour & Acadia, and even made the trek to Lubec. if you want to experience a wee bit of winter and early spring, mid to late March into April was the perfect time. We had a few inches of snow fall within the first few days of the trip. Don't hesitate to book this cottage!

We HiGHLY recommend Katy’s Seaside Cottage. It is a cozy, bright home away from home. Great location for hiking, nature, and ocean views. You can see the ocean from the property! I’m a sensitive sleeper and it was super quiet at night for sleeping and quiet during the day. Great kitchen full of everything you need to cook at home. Strong WiFi. I taught an online class no problem. Would definitely visit again.

Beautiful quite location with rustic craftsmanship like no other. Close to Acadia and Gulf of Maine, scenic farm and whimsy charm. Amazing place!

We had the most wonderful stay at this charming Airbnb in Bass Harbor! The location is absolutely perfect — right on the water, offering stunning views and a peaceful, quiet atmosphere. After a full day of exploring and sightseeing, it was such a joy to come back to this cozy and homey spot to unwind and relax. The home itself has such a warm, inviting feel. It’s thoughtfully decorated, comfortable, and had everything we needed for a relaxing stay. It’s also in a prime spot — just a short drive to the iconic Bass Harbor Head Light and several beautiful coastal hiking trails. Plus, just a short drive to Acadia National Park, making it easy to explore the best of the area. Highly recommend this place for anyone looking for a peaceful getaway with close access to both nature and some of the region’s most popular attractions. Can't wait to return!

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!

Out of the busy part of town but very drivable to many locations. We went south and north to find hiking spots and beaches. The sunset was amazing from both inside and outside of the cottage. Thanks Annie for the recommendations. Your place is super cute.

Great place. Exactly as described. Julie and Rich went above and beyond with recommendations and itineraries. Would stay there again!

Loved our time here! It’s about a 40 minute drive from Portland and then 5-10 from Brunswick. The neighborhood is quiet and perfect, exactly what we needed to relax! We loved coming back from Portland and grabbing dinner and gelato in Brunswick, such a nice way to unwind from a long day. Highly recommend and would love to stay here again :)

I have zero complaints about Gordon's home. Everything was accurately described and the property was beautiful! it is right on the pond and the pictures do it justice. Yes, it's a little small and gets cold in the winter but it's worth it if you want to stay somewhere pretty without breaking the bank. Also, he has 3 heaters. We didn't leave them on because we were gone a lot of the time but it probably would have stayed warm if we did. This is really a great property for a couple! Highly recommended.

Words cannot express how much my husband and I enjoyed Chelsea's cottage. It was everything and more in what we were hoping for. Chelsea and her husband went out of their way to help provide us with a truly authentic experience as we wrapped up our 2 week road trip through Maine. We highly recommend without hesitation the area, the cottage and gracious hospitality we received.

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!