
Cottage vacation rentals in Islesboro
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Top-rated cottage rentals in Islesboro
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Popular amenities for Islesboro cottage rentals
Cottage rentals with a hot tub

Oceanfront Family Getaway - 8BR/6BA/5Acres
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.

Maine Cottage - HOT TUB, Dead End, 100+ft shore.
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!

Lakeview Cottage
Wonderful place right on the lake. Hugo was super responsive. We had a great time.

2 oceanfront Cottages with spectacular views
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.

11 Cute 1Br Acadia Cottage Open Hearth Inn
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!

Canoe House Bungalow and Spa Retreat ,Searsport
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.

Lawn Cottage - Newly Renovated 2024
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.

Nashport on the Penobscot
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.
Pet-friendly cottage rentals

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe
We thoroughly enjoyed our stay! Would highly recommend and will definitely be back!!!

Up Back Cottage
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!

Chic Farmhouse Cottage, WiFi, Private Beach, A/C
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!

Our charming,oceanfront, Bradford point cottage
Our stay at Jeff’s cottage was one of the most relaxing since we began our yearly mother-daughter long weekend getaway tradition about 8 years ago. The cottage is rustic, yet cute, comfortable, and clean and the setting is simply beautiful. Some highlights were foggy harbor explorations by kayak, sunset happy hours at the harbor shore, and napping to the sound of the rain on the metal roof. The minimal steps and level front yard made it possible for our mother to enjoy the setting and access the harbor with us. We especially appreciated a freezer full of ice upon our arrival :) We hope to return next June. Highly recommend!

Camp on private Beach / Bears Den / Graham Lake
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!

Lakefront Stargazing Haven w/Loons, 35 Min Acadia
We had an amazing stay at Jason’s place despite a (mostly) rainy Memorial Day weekend! We still found plenty to do including inside the Airbnb, outside at the pond, and locally at all of the great restaurants/breweries/nature around. We also made it out to Acadia two of our days. I will say, the trip took longer than advertised (about an hour to get to the edge of the park), but was a pleasant enough ride. We also had our two dogs staying with us and we all felt right at home! Jason was a very responsive and helpful host as well - you can’t go wrong with this peaceful retreat on the pond!

Waterscape Cottage - private waterfront
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.

Katy's Seaside Cottage
Katy's Cottage was a great place to stay and explore Little Deer Isle, Deer Isle, and the Blue Hill Peninsula. It was a great space to relax, hike, and explore Downeast Maine. The kitchen was very well stocked, and we had several great family meals with locally sourced seafood. We had a wonderful time staying here!
Private cottage rentals

Sunny 2 Bedroom cottage - Walk to the beach!
Megan’s Lincolnville house was peaceful and cozy, just right for a friends weekend getaway. Would have loved to stay for a week or more. Nice to stay there before the busyness of the season. We easily went between Belfast, Camden and the charming Rockport. Don’t miss Mt Battie and all the waterfront areas. You can see the water across the street and the green expanse behind the house. We liked seeing the old house next door being restored .

Owl Glass Cottage
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.

Stylish ocean-view home on Acadia's Schoodic Loop
Great place. Exactly as described. Julie and Rich went above and beyond with recommendations and itineraries. Would stay there again!

Reach Winds Classic Maine seaside 2 bdrm. cottage
This place was magical, and Basha is a fantastic and informative host. It’s perfect for a getaway! But also had strong wifi :)

Cozy, tranquil forest retreat, 10 min. to coast
(Written by Keith’s wife 🤣) : I am going to miss the conversation with Linsay! There became a point where I almost felt lost if I didn’t talk to her at least once a day! Lol 😂 We were supposed to return on 3/9, and Linsay had blocked time off for us, but plans changed and she was SO understanding!! Love her to pieces! ❤️ We will DEFINITELY be coming back just to visit - in warmer weather of course! Maine can keep their winters! 😂

Quiet lakefront cottage on Graham Lake
Absolutely a wonderful visit, Deb was so sweet and communicated so well with us throughout our stay! The home is so lovely and the most perfect place for a getaway!

Oak Grove Cottage at Sennebec Pond
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.

Lakefront Cottage at Salisbury Camp
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!
Quick stats about cottage rentals in Islesboro
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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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
- Eaton Mountain Ski Resort
- Rockland Breakwater Light
- Pinnacle Park
- Spragues Beach
- Hero Beach
- Sand Beach
- Bear Island Beach
- Narrow Place Beach
- Pebbly Beach
- Pebble Beach
- Three Island Beach
- Indian Camp Beach
- Lighthouse Beach
- North Point Beach
- Islesboro Town Beach