Photo by Colleen Johnson

Search Cottages in Islesboro

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Cottages in Islesboro

Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine
Terrace/patio

Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine

10.0 out of 10, Exceptional, (8)
Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine
Pine Grove Cottages
Exterior

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (88)
"Wonderful quiet place, The Host was a great person."
The price is AED 841
AED 962 total
includes taxes & fees
6 Aug - 7 Aug
Pine Grove Cottages
NEW Updated 2 bedroom cottage 3 blocks from downtown Camden, Maine.
Property grounds

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

10.0 out of 10, Exceptional, (68)
"quiet and peaceful...just what we needed!"
NEW Updated 2 bedroom cottage 3 blocks from downtown Camden, Maine.
Charming abode with water views, updated kitchen, & internet - dog-friendly
Dining

Charming abode with water views, updated kitchen, & internet - dog-friendly

9.4 out of 10, Exceptional, (8)
"The cottage is comfortable and homey, the views are perfection. Our stay at Lobster Tail Cottage was wonderful and we highly recommend it!"
Charming abode with water views, updated kitchen, & internet - dog-friendly
2 bedroom cottage house at Pond Hill Farms
Smart TV

2 bedroom cottage house at Pond Hill Farms

10.0 out of 10, Exceptional, (5)
"Excellent host"
2 bedroom cottage house at Pond Hill Farms
Clean Cozy Waterfront Cottage - Perfect for Family Relaxation and Recreation
3 bedrooms, free WiFi, bed sheets

Clean Cozy Waterfront Cottage - Perfect for Family Relaxation and Recreation

10.0 out of 10, Exceptional, (2)
"Wonderful cabin very private and quiet. Had everything we needed. Ralph the host was very helpful and quick to reply to any questions we may have had. Will definitely be back. "
Clean Cozy Waterfront Cottage - Perfect for Family Relaxation and Recreation
Waterfront cottage with deep water dock, ocean front.
Exterior

Waterfront cottage with deep water dock, ocean front.

9.8 out of 10, Exceptional, (96)
"The cottage was cozy and had everything I needed. The walking path was great for me and my dog. The sunsets were fantastic and my stay great even though it rained most of the time. "
Waterfront cottage with deep water dock, ocean front.
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Property grounds

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

9.0 out of 10, Wonderful, (18)
"Great place for a romantic get a way. Great lobster just down the road."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Bunkhouse Cabin at Toddy Pond - water fun, close coastal towns/parks and more!
Property grounds

Bunkhouse Cabin at Toddy Pond - water fun, close coastal towns/parks and more!

Bunkhouse Cabin at Toddy Pond - water fun, close coastal towns/parks and more!
Lakefront Cozy Cottage
Terrace/patio

Lakefront Cozy Cottage

9.8 out of 10, Exceptional, (68)
"We loved our stay at the little cottage by the pond. It was peaceful and relaxing."
Lakefront Cozy Cottage
Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun
Property grounds

Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun

7.0 out of 10, Good, (2)
"Great little place beautiful location.The owners are very nice "
Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun
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, (84)
"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
The Birches-New Twin A Frame!
Exterior detail

The Birches-New Twin A Frame!

10.0 out of 10, Exceptional, (4)
"We had a fantastic stay here! The place is beautiful and exactly as pictured. It is clear that it was very thoughtfully put together for guests and we really appreciated all of the little touches."
The Birches-New Twin A Frame!
Toddy Pond Sunset Cabin-Stunning views, water fun, close to coastal towns, parks
Property grounds

Toddy Pond Sunset Cabin-Stunning views, water fun, close to coastal towns, parks

10.0 out of 10, Exceptional, (2)
"The best stay in a cozy cabin! We will definitely be back. Perfect location to get to hikes, parks and restaurants. So much to do right on the property, fishing-swimming-kayaking. Star gazing on the dock was phenomenal. Scenery was beautiful. Communication for check in and out was stellar. "
Toddy Pond Sunset Cabin-Stunning views, water fun, close to coastal towns, parks
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, (10)
"Very nice clean place. Very happy with it hope to stay again sometime"
The price is AED 1,561
AED 2,610 total
includes taxes & fees
31 Aug - 1 Sep
Cozy cottage -Close to Downtown Camden!
Tranquil Lakefront Cottage Near Acadia Nat’l Park.
Property grounds

Tranquil Lakefront Cottage Near Acadia Nat’l Park.

9.6 out of 10, Exceptional, (104)
"What a wonderful view, loved our stay!"
Tranquil Lakefront Cottage Near Acadia Nat’l Park.
Maine ocean front cottage with spectacular views
Property grounds

Maine ocean front cottage with spectacular views

10.0 out of 10, Exceptional, (26)
"This is out 2nd year in a row we stayed at the cottage, it's always a pleasure with the hosts being friendly and courteous. We love the cottage and especially the location, very peaceful with the sound, smell and view of the water."
Maine ocean front cottage with spectacular views
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden
Exterior

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

10.0 out of 10, Exceptional, (77)
"Such a great place to go to , and had perfect weather all week , love it there !"
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden
"The Cottage " is Perfect couples retreat!
Property grounds

"The Cottage " is Perfect couples retreat!

9.6 out of 10, Exceptional, (28)
"Lovely, quiet retreat. Would definitely stay again."
"The Cottage " is Perfect couples retreat!
Pat's Place - Peacefull & charming cottage
Outdoor dining

Pat's Place - Peacefull & charming cottage

10.0 out of 10, Exceptional, (21)
"We really enjoyed our stay. The house was perfect and very well equipped. The cove and tide changes were fun to watch. We will come back again."
Pat's Place - Peacefull & charming cottage
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Islesboro Hotel Reviews

Whitehall

Whitehall

10/10 Excellent
"Love the Whitehall! Enjoyed walking into town, meeting new friends around the fire pit, the friendly staff and wonderful breakfast in lovely surroundings! Hooe to be back next summer!"
Ellen 2-night trip
Posted 8 hours ago
Whitehall

Frequently asked questions

How much do cottages in Islesboro cost?
Cottages in Islesboro range between AED 841 and AED 1,561 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 212 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!