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Search Cottages in Islesboro

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Compare 150 Cottages in Islesboro with updated reviews, rates, and availability.

Waterfront cottage with deep water dock, ocean front.
10.0 out of 10, Exceptional, (86)
"Had a great time! House was very clean, had anything you could ask for. Will be back!"
Waterfront cottage with deep water dock, ocean front.
Morning sun, coffee in hand, a good book and so much more...
9.8 out of 10, Exceptional, (77)
"The location of this cabin is ideal- you are just a few minutes drive from all the amenities Camden has to offer and you get your water view- which we found more serene than the ocean with the beautiful loons calling. This cabin has everything you need and then some! We hope to return!"
Morning sun, coffee in hand, a good book and so much more...
Pine Grove Cottages
2.5 star property
9.8 out of 10, Exceptional, (86)
"Perfect for a quiet stay. Central to a lot of areas of interest and close enough to restaurants and shops without the hassle of them invading your solitude. Clean and cozy. "
Pine Grove Cottages
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
Lakefront Cozy Cottage
9.8 out of 10, Exceptional, (64)
"Very cosy. Could use a new mattress and a small shelf above the toilet."
Lakefront Cozy Cottage
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
9.6 out of 10, Exceptional, (80)
"My husband and I just retired and enjoyed this place immensely! Especially the fireplace and the quiet space."
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
Oceanfront and Pet Friendly Cottage
9.6 out of 10, Exceptional, (7)
"The quiet relaxing cottage and area was what I need to escape the AZ heat for a week! Enjoyed taking my dog for walks on the beach and everyone was very friendly. The cottage was very clean and once I was able to get the WiFi connected it was a great place to get some work done while having the ocean view. Would have stayed longer if there was an option to do laundry as other Vrbo’s in the area have."
Oceanfront and Pet Friendly Cottage
Cozy, private cottage for two
10.0 out of 10, Exceptional, (14)
"We just loved this cozy 2nd floor “cottage” just minutes from Blue Hill and a nice market. This was our home base for five days while we took day trips to explore the coast. Perfectly clean, charmingly decorated, great communication with manager, just what we were looking for!"
Cozy, private cottage for two
Oak Point Cottage - Waterfront with a great beach
9.8 out of 10, Exceptional, (8)
"Our second time staying here, and we love this place. Best location you could ask for, and beautiful cottage!"
Oak Point Cottage - Waterfront with a great beach
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
2.0 star property
10.0 out of 10, Exceptional, (3)
"Four days on coastal Maine. Chose Camden area so we had easy access to Arcadia National Park ( two hours to the north) and easy day trip to Boothbay area( two hours to the south) and there is plenty to do in Camden or take a trip over to Portland. "
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.0 out of 10, Wonderful, (17)
"For a small cottage it was spacious, had modern amenities. The listing says harbor view but you have to look thru power lines, power poles and a lobster processing plant. The side stone steps are overgrown with vegetation making it hard to maneuver. All in all a good experience."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Overlook Cottage, Toddy Pond!
8.8 out of 10, Excellent, (43)
"We had a wonderful stay at the Overlook. The view was fantastic, use of kayaks & fire pit was great & we totally relaxed with our pup. The only thing we could have used was info on where the transfer station was, how to get the bedroom TV to work (we figured it out, though) & a starter roll of paper towels. Aside from these minute issues, this is a wonderful cabin to escape to! I’d definitely stay here again! "
Overlook Cottage, Toddy Pond!
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
Cozy Cottage on Blue Hill Farm
9.6 out of 10, Exceptional, (73)
"Amazing cottage with all the amenities! It was our first visit to Blue Hills and it was so Much fun! I would highly recommend this lovely cottage on the farm!!!"
Cozy Cottage on Blue Hill Farm
Breathtaking Oceanfront Private Cottage
10.0 out of 10, Exceptional, (60)
"We had a great stay! The cottage has everything you could need and special touches. We enjoyed talking with the hosts and got to meet Pilot once a day. The hosts were just right, and available for questions. This is such a beautiful place! Want to come back again!"
Breathtaking Oceanfront Private Cottage
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
~ Peaceful And Quaint Family Cottage On An Island In Maine ~
9.8 out of 10, Exceptional, (44)
"We just finished a five-night stay at this property. Rustic is the perfect way to describe it along with offering modern amenities like 1 and 1/2 baths, a complete kitchen, washer dryer and great internet. It's a great secluded location with the General Store just a five minute drive away."
~ Peaceful And Quaint Family Cottage On An Island In Maine ~
Dog-friendly cottage with amazing bay views & deck - snowbirds welcome
9.0 out of 10, Wonderful, (24)
"This rental was clean and the perfect size. The view out back is breathtaking. This rental showcases all of the natural beauty that Maine is famous for. The air conditioning was cold and the water in the shower was hot. All linens were crisp and white. The driveway was a challenge to navigate, however it is manageable. We hope to stay here again."
Dog-friendly cottage with amazing bay views & deck - snowbirds welcome
Hidden Gem Cottage' Near Blue Hill Peninsula
10.0 out of 10, Exceptional, (34)
"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
Charming abode with water views, updated kitchen, & internet - dog-friendly
9.4 out of 10, Exceptional, (3)
Charming abode with water views, updated kitchen, & internet - dog-friendly
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, (66)
"A nice quiet spot tucked off the beaten path. All you need - coffee galore, a comfy bed and the space to relax. "
Island log home in Maine with ocean views
~ Peaceful And Quaint Family Cottage On An Island In Maine ~
9.8 out of 10, Exceptional, (44)
"We just finished a five-night stay at this property. Rustic is the perfect way to describe it along with offering modern amenities like 1 and 1/2 baths, a complete kitchen, washer dryer and great internet. It's a great secluded location with the General Store just a five minute drive away."
~ Peaceful And Quaint Family Cottage On An Island In Maine ~
Trade Winds on the Bay
3.5 star property
8.0 out of 10, Very Good, (135)
"Love and highly recommend "
The price is SAR 451
SAR 536 total
includes taxes & fees
16 Nov - 17 Nov
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.

Frequently asked questions

How much do cottages in Islesboro cost?
Expect to pay between and per night for cottages in Islesboro. No matter your budget, an ideal stay is only clicks away on Expedia. 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 150 cottages in Islesboro. Whether you’re traveling with the kids or planning a weekend break with your pals, Expedia can help you find the ideal space to enjoy nature’s beauty.
Why book your cottage in Islesboro with Expedia?
Expedia has some terrific cottages in Islesboro, so get ready for a memorable stay close to nature. If you have a fixed budget, select how much you’re willing to spend and the preferred star rating of your property. Or, use our filters to search for cottages with free WiFi or a pool. We’ll help you find the right place whatever your bank balance or plans.
How can I find cheap cottages in Islesboro?
Expedia can help you locate cheap cottages in Islesboro. To reserve your perfect stay in just a few keystrokes, simply use the filter tool to tailor your search results by budget, star rating and amenities.