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Compare 185 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

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 1,102
AED 2,054 total
includes taxes & fees
25 Mar - 26 Mar
Cozy cottage -Close to Downtown Camden!

Christine's Cottage - Private Oceanfront

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

Lakefront cottage, deep water, now booking Summer 2025

10.0 out of 10, Exceptional, (25)
"Another magical stay at Babb Camp with family. Weather was not ideal but did not matter. We love the setting and the lake is so much fun. So much to do even in cloudy weather - hikes for all levels, trips to town, canoeing and kayaking. We will be back!!!"
Lakefront cottage, deep water, now booking Summer 2025

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!

Stunning Views on Ocean's Edge. Pebble beach, sunbathing, firepit and grill.

10.0 out of 10, Exceptional, (47)
"My husband & I stayed for a week. Owner was available & even turned some lights in for us since we were arriving after dark. The cottage was clean & comfortable. Nice updated bathroom with a very nice walk-in shower. Kitchen fully stocked. There was never anything that we needed that wasn’t there. It’s set on a beautiful & peaceful, oceanfront private drive. The view from the bed was amazing to wake up to. Location was just wanted we were hoping for as far as convenience to all that we wanted...
Stunning Views on Ocean's Edge. Pebble beach, sunbathing, firepit and grill.

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

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...

Newly renovated 2-bedroom cottage conveniently located with all the amenities!

2.0 star property
10.0 out of 10, Exceptional, (4)
"The cottage was clean, well maintained and equipped, and within walking distance to town. Good communication with owner. Would definitely stay here again!"
Newly renovated 2-bedroom cottage conveniently located with all the amenities!

Winter Rate: 1k month Nov -Mid May. Convo for details!

9.8 out of 10, Exceptional, (22)
"Great place. Everything's just as described. "
Winter Rate: 1k month Nov -Mid May. Convo for details!

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.

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

9.6 out of 10, Exceptional, (52)
"The cottage is a former "garage-barn" (2 floors) that's been lovingly re-crafted into a cottage that's nicely decorated with sea-themed and comfy decor. The locale is great if you'd like to ditch your car and walk to restaurants; and bike on nearby trails! We are only cautioning that IF you plan to cook your own meals, the kitchen set-up is on the 2nd floor with the bedroom. It's OK for short, quick meals (e.g microwaveable meals) you wish to prepare, but inconvenient for anything fancier. The...
Superb Location! 5min walk to town & EV charger port

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

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

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (86)
"It was a wonderful and relaxing time! Great communication between staff. "
Pine Grove Cottages
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, (68)
"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, (195)
"Very nice motel. Our room was more thrn we expected. Was like we was in an apartment. Very clean. Quiet. Bed was comfortable..we will definitely be staying again. If u need a motel room trade winds is the place to go "
The price is AED 380
AED 452 total
includes taxes & fees
26 Mar - 27 Mar
Trade Winds on the Bay

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (167)
"We got into the cottage and John and Barbara stopped in to make sure we had everything we needed and the cottage was warm enough) on a cold chilly February day). Our dogs were welcomed (we brought our own bed cover but they had one available too!). Great location to visit Belfast. The cottage was comfortable with a well supplied kitchen. Wonderful stay!"
The price is AED 441
AED 721 total
includes taxes & fees
25 Mar - 26 Mar
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 1,102 and AED 1,102 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 185 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.