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Search Cottages in Islesboro

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Compare 149 Cottages in Islesboro with updated reviews, rates, and availability.

Hidden Gem Cottage' Near Blue Hill Peninsula
10.0 out of 10, Exceptional, (20)
"Very nice cabin. Very well represented in the listing"
Hidden Gem Cottage' Near Blue Hill Peninsula
Country Mama's Modern Artsy Cottage
Country Mama's Modern Artsy Cottage
Waterfront cottage with deep water dock, ocean front.
9.8 out of 10, Exceptional, (69)
"We went kayaking and biking in Acadia National Park, but we enjoyed staying away from the tourist crowds on this property. It was a super cute house, on a gorgeous setting on a hill. And the town of Belfast has many options to eat and shop. Definitely coming back!!"
Waterfront cottage with deep water dock, ocean front.
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Rustic Retreat Across from Lake; Family Friendly!
8.4 out of 10, Very Good, (9)
"This property is very charming and was the perfect quiet location for a weekend away. The place was clean and quiet and had beautiful views of the lake! Recommend for sure!"
Rustic Retreat Across from Lake; Family Friendly!
WATERFRONT Maine Historical Cottage with Separate Guest Cottage
8.8 out of 10, Excellent, (3)
"Bayside is in an amazing location right on the water with great sea views from the master bedroom, living room and sun room. The area is a quiet suburban neighborhood which would be great for families and the use of the bikes is a great addition. The property itself is in need of some updating. Some doors don't shut properly and lots of creaky floorboards...etc. One of the rooms had not been cleaned on arrival, but communication was great with the owner and the issue was sorted quickly."
WATERFRONT Maine Historical Cottage with Separate Guest Cottage
Cozy Cottage on Cat Cove w/ Wraparound Deck!
7.4 out of 10, Good, (8)
"Super cute cabin RIGHT on the lake. Wish it would have been warmer during our stay. The cabin is very secluded and quiet with a fire pit outside for relaxing. Be sure to have the directions ready from the property manager as your GPS won't pick the address up."
Cozy Cottage on Cat Cove w/ Wraparound Deck!
Unplug here!
9.6 out of 10, Exceptional, (19)
"This sweet cottage is convenient to Blue Hill and centrally located to the whole area."
Unplug here!
Quaint Cottage on Swan Lake
9.4 out of 10, Exceptional, (3)
"We went to Maine for a wedding and needed a place to stay when in town. We found this gem 💎 in the listings. It was available and looked like it had plenty of character for us. It was everything we were looking for, clean , neat and off the beaten path. The lake is beautiful, the grocery 7 minutes away on the other end of the lake was equally as amazing! Everything you can think of! We didn’t have the weather to enjoy the lake, but the calming that took place because of the atmosphere was...
Quaint Cottage on Swan Lake
Cozy Cottage on Blue Hill Farm
9.8 out of 10, Exceptional, (69)
"My wife and I enjoyed our stay at the cottage. The cottage is nicely built and very airy. We really enjoyed our stay and hope to return. Sean was easy to communicate with."
Cozy Cottage on Blue Hill Farm
Dog-friendly cottage with amazing bay views & deck - snowbirds welcome
9.2 out of 10, Wonderful, (19)
"Very clean and a attractive cottage. I enjoyed the location and view of bay. Great location to small shops and bigger convenient stores. Process of checking in and out was easy and instructions were easy to follow."
Dog-friendly cottage with amazing bay views & deck - snowbirds welcome
Ocean Front cottage in Belfast
10.0 out of 10, Exceptional, (113)
"We stayed here for a fall wedding in Winterport. Cabin was great for my family and loved being closer to Belfast. The rocky beach in front of cabin is great to explore. We found the place to be very clean and the mattresses to be comfortable. It’s a quick 5 minute drive to town. We would stay here again!"
Ocean Front cottage in Belfast
"The Honeymoon Cottage" - Just a short walk to the cove
10.0 out of 10, Exceptional, (47)
"no wild life , thought i would see a deer or bear ."
"The Honeymoon Cottage" - Just a short walk to the cove
Waterfront home with ocean views, beach access, AC & washer/dryer - dog-friendly
9.6 out of 10, Exceptional, (4)
"Great location, harbor view, clean, comfortable, pet friendly."
Waterfront home with ocean views, beach access, AC & washer/dryer - dog-friendly
Garden cottage w/ 4 kayaks/gear/dock/patio, parking on Stonington Harbor nearby
9.2 out of 10, Wonderful, (45)
"Stonington was an amazing town and the Sweet Pea Cottage was perfect for friends and family."
Garden cottage w/ 4 kayaks/gear/dock/patio, parking on Stonington Harbor nearby
Cozy quiet Cottage
9.4 out of 10, Exceptional, (15)
"This small home was perfect for the two of us visiting friends on Deer Isle. It had everything we needed, including a Keurig coffee maker and pods. The gravel road and slightly sloping grassy entrance was a bit hard to navigate cleanly on the one really rainy day we were there. Overall, we had a wonderful stay in this charming community."
Cozy quiet Cottage
Shipshape, next door to Sand Beach in Stonington
7.8 out of 10, Good, (8)
"The cottage is so unique and right on a large ocean front property with rock ledges and small private beach. My kids caught crabs every day and we paddle boarded to nearby islands. Stonington was 1.5 miles away where we went to eat and shopped and yalked to locals. My kids are ages 9-14 and loved every minute here. The cottage itself was very clean when we arrived and we were in love from the beginning with its private feel. The views are stunning. The bunk room not pictured is in a very small...
Shipshape, next door to Sand Beach in Stonington
The Nightingale - Beautifully Updated Seaside Cottage
The Nightingale - Beautifully Updated Seaside Cottage
Geary House at Fifield Point
8.8 out of 10, Excellent, (13)
"We had an amazing stay at this property. Having two beaches to enjoy was an experience we can never forget! The house was charming and had all we needed to be comfortable. Highly recommend!"
Geary House at Fifield Point
Private cottage on Swanlake
Private cottage on Swanlake
Back to basics small simple cottage just a two minute drive to the beach.
Back to basics small simple cottage just a two minute drive to the beach.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Islesboro

Island log home in Maine with ocean views
10.0 out of 10, Exceptional, (54)
"My wife and I thought the property was fantastic. It was well maintained and very clean. If you want a nice quiet getaway I would highly recommend this place."
Island log home in Maine with ocean views
~ Peaceful And Quaint Family Cottage On An Island In Maine ~
9.8 out of 10, Exceptional, (38)
"Pros: Quiet. This is it if you are looking for quiet. The cottage: The glassed-in porch is the star. The windows open too. The kitchen is updated and a pleasure to cook in. The living room is very cozy at night. There was a musky smell when we 1st arrived, but went away quickly once all windows were open and never came back, but then again the windows were open the whole vacation. Cons: The view will be obstructed soon if the owner doesn't cut down some small trees, it seems without affecting...
~ Peaceful And Quaint Family Cottage On An Island In Maine ~
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, (43)
"It was very relaxing"
The price is SAR 518
SAR 610 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Trade Winds on the Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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