Cottage vacation rentals in Islesboro

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Popular amenities for Islesboro cottage rentals

Cottage rentals with a hot tub

Superhost
A bright living area features large windows offering views of the water and trees. A comfortable blue sofa is positioned near a wooden coffee table, while a small TV sits on a stand. Skylights provide natural light, enhancing the inviting and spacious feel.
Cottage in Cushing
4.82 out of 5 average rating, 22 reviews

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

BarbieRating, 5 stars10 months ago
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.
Guest favorite
A serene view of a lake is captured at sunset, with vibrant shades of purple and pink reflecting off the water's surface. The shoreline is lined with trees, creating a peaceful atmosphere in this natural setting.
Cottage in Madison
4.83 out of 5 average rating, 40 reviews

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

KyleighRating, 5 stars1 month ago
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!
Superhost
A wooden dock extends over calm waters, accompanied by two Adirondack chairs positioned to enjoy the view. Lush green trees frame the scene, while distant hills are visible in the background, creating a serene lakeside atmosphere.
Cottage in Ellsworth
4.94 out of 5 average rating, 49 reviews

Lakeview Cottage

NathanRating, 5 stars3 weeks ago
Wonderful place right on the lake. Hugo was super responsive. We had a great time.
Superhost
An aerial view captures the two oceanfront cottages situated on rocky ledge, surrounded by lush forests. A private dock extends toward calm waters, with a boat anchored nearby. The cottages display a classic design, harmoniously blending into the coastal landscape.
Cottage in Phippsburg

2 oceanfront Cottages with spectacular views

JeremyRating, 5 stars9 months ago
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.
Guest favorite
A row of rustic cottages is set against a backdrop of lush greenery and tall trees. Each cottage features a red door with window shutters and picnic tables positioned on a gravel path, inviting guests to enjoy the outdoors.
Cottage in Trenton
4.93 out of 5 average rating, 97 reviews

11 Cute 1Br Acadia Cottage Open Hearth Inn

BethRating, 5 stars2 weeks ago
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!
Guest favorite
A serene outdoor space features a cozy fire pit surrounded by log seating, amid a lush green forest. The rustic bungalow, with its wooden siding and large windows, sits adjacent to a wooden sauna. A patio umbrella provides shade over the entrance.
Cottage in Searsport
4.93 out of 5 average rating, 103 reviews

Canoe House Bungalow and Spa Retreat ,Searsport

Melinda JRating, 5 stars2 days ago
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.
Guest favorite
A vast expanse of greenery is visible beyond the wooden railing, framed by a clear blue sky. The horizon reveals a calm body of water, creating a serene backdrop against lush trees and shrubs that define the landscape.
Cottage in Belfast
4.88 out of 5 average rating, 24 reviews

Lawn Cottage - Newly Renovated 2024

CarolineRating, 5 stars2 weeks ago
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.
Guest favorite
The exterior of a two-story house is surrounded by a green lawn and neatly trimmed bushes. The home features multiple windows and a balcony. A flag is displayed on a pole, while trees and landscaping create a natural backdrop.
Cottage in Verona Island
4.89 out of 5 average rating, 171 reviews

Nashport on the Penobscot

DeanRating, 5 stars3 days ago
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

Guest favorite
A multi-level lakehouse is nestled among tall trees, showcasing a snow-covered deck and a roof with a distinctive slope. Outdoor seating areas include chairs and a glider, while a pathway leads to the driveway. The setting reflects a serene winter atmosphere.
Cottage in Bucksport
4.92 out of 5 average rating, 222 reviews

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe

Donna N KeithRating, 5 stars4 days ago
We thoroughly enjoyed our stay! Would highly recommend and will definitely be back!!!
Superhost
The cottage displays a natural wood exterior, framed by vibrant green foliage. A large screened-in porch offers access to the surroundings. A picnic table sits nearby, inviting outdoor meals. Pink rhododendron flowers add a pop of color, enhancing the serene woodland setting.
Cottage in Lamoine
4.96 out of 5 average rating, 113 reviews

Up Back Cottage

SophieRating, 5 stars2 weeks ago
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!
Top guest favorite
The well-maintained garden features lush greenery and a manicured lawn, with Adirondack chairs positioned for relaxation. A white picket fence encloses the space, separating a dog-friendly area. The surrounding trees add privacy and a natural backdrop to the outdoor setting.
Cottage in Blue Hill
4.97 out of 5 average rating, 116 reviews

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

BálintRating, 5 stars2 weeks ago
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!
Guest favorite
A circular tree swing hangs from a sturdy branch, overlooking a spacious green yard. The view includes a serene body of water with a dock and distant islands framed by trees under a clear blue sky.
Cottage in Friendship
4.91 out of 5 average rating, 265 reviews

Our charming,oceanfront, Bradford point cottage

LyndaRating, 5 stars3 days ago
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!
Superhost
A wooden deck is surrounded by trees, offering a view of the lake at sunset. Several chairs are positioned around a small table, while potted plants add a touch of greenery. A grill cover is located on the deck, indicating a space for outdoor cooking.
Cottage in Ellsworth
4.79 out of 5 average rating, 173 reviews

Camp on private Beach / Bears Den / Graham Lake

Jesse RebeccaRating, 5 stars7 months ago
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!
Guest favorite
A well-lit wooden dock extends toward a charming cottage, illuminated warmly against the night sky. Soft lights along the dock highlight the path to the house, while silhouettes of trees frame the peaceful setting. A paddleboat rests gently in the calm water nearby.
Cottage in Orrington
4.89 out of 5 average rating, 102 reviews

Lakefront Stargazing Haven w/Loons, 35 Min Acadia

HeatherRating, 5 stars2 weeks ago
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!
Guest favorite
A charming cottage is nestled among tall trees, featuring a welcoming entrance with wooden doors. A small porch is adorned with a chair, providing a peaceful spot to enjoy the surrounding woodland. Multiple windows enhance the cabin's light-filled exterior.
Cottage in Wiscasset
4.88 out of 5 average rating, 274 reviews

Waterscape Cottage - private waterfront

SophieRating, 5 stars5 days ago
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.
Guest favorite
A spacious deck features wooden chairs and a blue-striped lounge chair, providing a comfortable outdoor seating area. Light casts shadows along the gray wooden floor, with a view of the green lawn and surrounding trees in the background.
Cottage in Deer Isle
4.89 out of 5 average rating, 137 reviews

Katy's Seaside Cottage

KyleRating, 5 stars4 days ago
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

Top guest favorite
A charming single-story cottage is surrounded by a lush green lawn. Large windows allow for ample natural light, and flower beds with colorful blooms adorn the entrance. A serene landscape with distant hills completes the tranquil scene under a partly cloudy sky.
Cottage in Lincolnville
5 out of 5 average rating, 75 reviews

Sunny 2 Bedroom cottage - Walk to the beach!

MarkRating, 5 stars1 month ago
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 .
Guest favorite
A bright interior space features large windows offering views of the water. A glass door leads to the outdoor area. A light-colored sofa and a dining table are present, with a chair and area rug adding warmth to the room.
Cottage in Owls Head
4.97 out of 5 average rating, 93 reviews

Owl Glass Cottage

FarmingtonRating, 5 stars1 day ago
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.
Top guest favorite
Cottage in Gouldsboro
4.97 out of 5 average rating, 79 reviews

Stylish ocean-view home on Acadia's Schoodic Loop

TrevorRating, 5 stars1 week ago
Great place. Exactly as described. Julie and Rich went above and beyond with recommendations and itineraries. Would stay there again!
Guest favorite
A rocky beachfront is visible, with smooth stones and pebbles scattered along the shore. In the distance, the water reflects a clear blue sky, and wooded areas line the coast. The image includes sunlit rocks and gentle waves lapping against the shoreline.
Cottage in Deer Isle
4.92 out of 5 average rating, 38 reviews

Reach Winds Classic Maine seaside 2 bdrm. cottage

MelissaRating, 5 stars1 week ago
This place was magical, and Basha is a fantastic and informative host. It’s perfect for a getaway! But also had strong wifi :)
Guest favorite
A charming glass greenhouse is illuminated under the moonlight, featuring warm string lights that create a cozy ambiance. Inside, various plants are arranged alongside a table and chairs, inviting relaxation and connection with nature.
Cottage in Swanville
4.95 out of 5 average rating, 43 reviews

Cozy, tranquil forest retreat, 10 min. to coast

KeithRating, 5 stars3 months ago
(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! 😂
Top guest favorite
A vibrant sunset is reflected on the calm waters of Graham Lake, with streaks of orange, pink, and purple filling the sky. Silhouettes of distant hills and trees frame the scene, creating a serene atmosphere perfect for relaxation.
Cottage in Waltham
4.95 out of 5 average rating, 791 reviews

Quiet lakefront cottage on Graham Lake

NickiRating, 5 stars1 week ago
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!
Top guest favorite
Cottage in Appleton
5 out of 5 average rating, 21 reviews

Oak Grove Cottage at Sennebec Pond

RyanRating, 5 stars8 months ago
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.
Top guest favorite
The exterior of the cottage features a welcoming entrance with a wooden door and steps leading to a grassy area. The view of Hobbs Pond is visible in the background, framed by surrounding trees and a shoreline with seating options.
Cottage in Hope
5 out of 5 average rating, 22 reviews

Lakefront Cottage at Salisbury Camp

TerriRating, 5 stars7 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!

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

Destinations to explore

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  5. Islesboro
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