Photo by Colleen Johnson

Search Cottages in Islesboro

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 185 Cottages in Islesboro with updated reviews, rates, and availability.

Waterfront cottage with deep water dock, ocean front.
Exterior

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
Exterior

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
Interior

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
Miscellaneous

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 bedrooms, WiFi, bed sheets

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 2,058 total
includes taxes & fees
27 Mar - 28 Mar
Cozy cottage -Close to Downtown Camden!
Superb Location! 5min walk to town & EV charger port
Beach

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
Christine's Cottage - Private Oceanfront
Exterior

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.
Exterior

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!
Property grounds

"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
Property grounds

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!
Fridge, microwave, stovetop, coffee/tea maker

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
Marina

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...
Property grounds

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
Exterior

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
TV, books, streaming services

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
Exterior

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.
Property grounds

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
Fridge, microwave, oven, stovetop

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
Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils

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
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
Exterior detail

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
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.
Don't see what you're looking for?
See all available properties in Islesboro
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Islesboro

Island log home in Maine with ocean views
Fridge, microwave, oven, stovetop

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
Reception

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
30 Mar - 31 Mar
Trade Winds on the Bay
Cozy Cabin By The Pond, Sleeps 2
Exterior

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 729 total
includes taxes & fees
27 Mar - 28 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.