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Compare 188 Cottages in Islesboro with updated reviews, rates, and availability.

Waterfront cottage with deep water dock, ocean front.

10.0 out of 10, Exceptional, (90)
"The host made the check in process very easy. The cottage was clean and prepared for us when we got there. It was a perfect getaway weekend! "
Waterfront cottage with deep water dock, ocean front.

House At The Point - Rustic Cottage on Ocean's Edge

9.8 out of 10, Exceptional, (16)
"We had the most amazing time at this little cabin. Great trips are made by their location and this cabin has the most incredible location. We will definitely stay here again! "
House At The Point - Rustic Cottage on Ocean's Edge

Dow Road Waterfront - Privately situated

9.4 out of 10, Exceptional, (21)
"Unfortunately the mold is still in the shower. We were without heat for 3 days. We did message, text, and call but it took a full day for someone to call us and it did not get resolved before we left. The cabin got to 50 degrees at night. The private location was lovely and peaceful."
Dow Road Waterfront - Privately situated

2 bedroom cottage house at Pond Hill Farms

10.0 out of 10, Exceptional, (5)
"We love to support small farms when we travel and this was a convenient location in between our plans in Portland and Acadia. The cottage is at the top of the hill with panoramic views. We woke up to thick fog which blanketed the scenery in clouds and made for scenery which we don't often get to see. The cottage is brand new and very clean and comfortable. We were sad we only stayed one night. The driveway is a bit steep and not paved. Our SUV handled it fine but a smaller car may have a bit of...
2 bedroom cottage house at Pond Hill Farms

Cozy cottage -Close to Downtown Camden!

2.0 star property
9.8 out of 10, Exceptional, (8)
"We had a wonderful time staying at this property. It's a short drive to the Camden Snow Bowl and from downtown Camden. The house is beautifully decorated and very clean. The attention to detail was appreciated. We imagine it would be a great place to stay in the Summer months. Overall we highly recommend!"
The price is AED 1,377
AED 2,402 total
includes taxes & fees
13 Apr - 14 Apr
Cozy cottage -Close to Downtown Camden!

Superb Location! 5min walk to town & EV charger port

9.6 out of 10, Exceptional, (53)
"What a wonderful spot in the heart of Camden Maine! It is perfect for a couple or small family. Beautiful decor and comfortable mattress. The owner is extremely dog friendly, as is the neighborhood, with an amazing no-leash beach in a beautiful spot on the bay (great place to watch the sunrise) a short walk from the cottage. We want to come back!"
Superb Location! 5min walk to town & EV charger port

Christine's Cottage - Private Oceanfront

10.0 out of 10, Exceptional, (1)
Christine's Cottage - Private Oceanfront

NEW Updated 2 bedroom cottage 3 blocks from downtown Camden, Maine.

10.0 out of 10, Exceptional, (62)
"quiet and peaceful...just what we needed!"
NEW Updated 2 bedroom cottage 3 blocks from downtown Camden, Maine.

"The Cottage " is Perfect couples retreat!

9.6 out of 10, Exceptional, (26)
"We picked this property because it sounded like just what we needed for a short vacation. It fit the bill. Very cozy. The owner was super nice and responded to questions immediately. We didn't prepare any meals but everything was there to do so. Likewise, the "in case you forgot" selection was quite comprehensive. We would definitely stay here again."
"The Cottage " is Perfect couples retreat!

Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden

10.0 out of 10, Exceptional, (75)
"Scenic, remote location that’s perfectly located close to Camden, Rockport, Rockland, and Acadia. Very comfortable and had everything I needed. Highly recommend!"
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden

Cozy Cottage on Cat Cove w/ Wraparound Deck!

7.6 out of 10, Good, (10)
"Grill did not work. "
Cozy Cottage on Cat Cove w/ Wraparound Deck!

Hidden Gem Cottage' Near Blue Hill Peninsula

10.0 out of 10, Exceptional, (36)
"A beautiful, well-maintained and lavishly provisioned property. A bit out of the way, but within easy reach of Bar Harbor and Acadia National Park. We enjoyed our stay!"
Hidden Gem Cottage' Near Blue Hill Peninsula

Morning sun, coffee in hand, a good book and so much more...

9.8 out of 10, Exceptional, (77)
"Quiet. Beautiful view. "
Morning sun, coffee in hand, a good book and so much more...

Dragonfly Cottage: An airy 2-bedroom cottage in delightful Brooklin with WiFi

Dragonfly Cottage: An airy 2-bedroom cottage in delightful Brooklin with WiFi

Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

9.0 out of 10, Wonderful, (17)
"We enjoyed our stay here. Cottage was clean and well appointed. Loved the front porch. It was busy with lobster processing traffic going by but not so much that it was a problem. Two issues that were not good: no wifi. Zip .Zero. No internet service n this day and age is not acceptable. (which we were supposed to have according to the website.) Phoned the number provided. Zero response. V bad in my opinion. Second the fire dept was prepping to burn an abandoned house next door so there were...
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

New Secluded Deer Isle Cottage With Island Views - Quiet Woodland Retreat

10.0 out of 10, Exceptional, (73)
"This place is everything and more. For starters, the house is fully stocked with everything you need (kitchen supplies, bathroom supplies, etc), the beds are comfortable, the place was spotless, and the hosts are there if you need them but you rarely see them and they are SO friendly. The location is incredible, it’s near this very sweet town called Stonington, which has amazing lobster, beautiful harbour views, and the perfect place to walk around and see what Maine is about. It’s a short drive...
New Secluded Deer Isle Cottage With Island Views - Quiet Woodland Retreat

Tranquil Lakefront Cottage Near Acadia Nat’l Park.

9.6 out of 10, Exceptional, (100)
"What a wonderful view, loved our stay!"
Tranquil Lakefront Cottage Near Acadia Nat’l Park.

Awanadjo Shores on Toddy Pond

10.0 out of 10, Exceptional, (139)
"This property had everything we needed for a weeks stay. It was close to many of the places we wanted to visit. Hosts were lovely people who answered questions promptly, and even let us borrow a cooler of theirs for a day trip, since we arrived by plane. Would recommend"
Awanadjo Shores on Toddy Pond

Secluded Orland Cottage w/ Grill, Near State Parks

8.8 out of 10, Excellent, (8)
"Quiet, out of the way, and very scenic. Much bigger than we expected too. Really a very nice stay overall. The only thing we wanted for was better bath towels. "
Secluded Orland Cottage w/ Grill, Near State Parks

Comfortable home near the beach - dog-friendly - full kitchen & washer/dryer

9.6 out of 10, Exceptional, (8)
"This was our second time staying at Montgomery Cottage and we came back because we loved it so much the first time. The home has everything you need with the bonus of washer/dryer and pet-friendly! Walking distance to downtown Rockland, Harbor Walk and Sandy Beach. Easy drives to many other Maine destinations. The home is comfortable, clean and very welcoming. Thank you for such a wonderful stay!"
Comfortable home near the beach - dog-friendly - full kitchen & washer/dryer
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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Other property types in Islesboro

Island log home in Maine with ocean views

10.0 out of 10, Exceptional, (69)
"Cozy, quiet cabin with a good layout and nice view on the water. Easy check-in and check-out process. Host is very responsive. "
Island log home in Maine with ocean views

Trade Winds on the Bay

4.0 star property
8.2 out of 10, Very Good, (202)
"A wonderful pool area with great amenities. I don't understand why there are no napkins/paper towels in the rooms. We had to use towels and they were extra dirty after. Our housekeeper for the 4th floor. She was very sweet and kind. Also, she seemed efficient. We enjoyed our stay. Thank you "
The price is AED 450
AED 535 total
includes taxes & fees
21 Apr - 22 Apr
Trade Winds on the Bay

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (167)
"This is the second time I’ve stayed at the Cozy Cabin. I just wanted to get away for reading and accomplished my goal! I love that there isn’t a TV, but there is WiFi. The fridge is great capacity and the microwave and oven are perfect. There is a grocery store less than 15 minutes away if you’re like me and just want to stay in. Barbara and John leave a great welcome message. I’ll be staying here again when I want a quiet getaway! "
The price is AED 441
AED 733 total
includes taxes & fees
13 Apr - 14 Apr
Cozy Cabin By The Pond, Sleeps 2
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.

Frequently asked questions

How much do cottages in Islesboro cost?
Cottages in Islesboro range between AED 1,377 and AED 1,377 per night. These properties offer a chance to soak in nature’s beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Islesboro?
Take your pick of 188 cottages in Islesboro. Whether you’re traveling with the kids or organizing a weekend break with close friends, Expedia can help you find the ideal space to escape the hustle and bustle.
Why book your cottage in Islesboro with Expedia?
Booking a cottage in Islesboro is as simple as clicking on your travel dates and choosing your ideal place for a vacation in the outdoors. From high-end retreats to inexpensive stays and cottages that offer conveniences like a kitchen, Expedia has something for all styles. As for terrific deals? We’ve got them as well!
How can I find cheap cottages in Islesboro?
With Expedia’s helpful filter tool, comparing cheap cottages in Islesboro is a cinch. To view accommodations that are friendly on the wallet, tailor your search results by star rating, budget and amenities.