
Cottage vacation rentals in Islesboro
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Islesboro
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Islesboro cottage rentals
Cottage rentals with a hot tub

Cottage in Cushing
4.82 out of 5 average rating, 22 reviewsOceanfront Family Getaway - 8BR/6BA/5Acres

Cottage in Madison
4.81 out of 5 average rating, 37 reviewsMaine Cottage - HOT TUB, Dead End, 100+ft shore.

Cottage in Ellsworth
4.94 out of 5 average rating, 48 reviewsLakeview Cottage

Cottage in Deer Isle
4.94 out of 5 average rating, 347 reviewsBeachfront Guest Cottage - Year-round Hot Tub!

Cottage in Searsport
4.93 out of 5 average rating, 101 reviewsCanoe House Bungalow and Spa Retreat ,Searsport

Cottage in Belfast
4.86 out of 5 average rating, 21 reviewsLawn Cottage - Newly Renovated 2024

Cottage in Verona Island
4.89 out of 5 average rating, 169 reviewsNashport on the Penobscot
Pet-friendly cottage rentals

Cottage in Stonington
4.99 out of 5 average rating, 94 reviewsStonington Harbor Cottage - Vacation / Remote Work

Cottage in Bar Harbor
4.9 out of 5 average rating, 84 reviewsCottage #7 at Lewis Cottages

Cottage in Georgetown
4.98 out of 5 average rating, 117 reviewsCottage on Todd Bay

Cottage in Sullivan
4.82 out of 5 average rating, 115 reviewsCozy Cottage on Frenchman Bay

Cottage in Lincolnville
5 out of 5 average rating, 12 reviewsLily Pond Studio Cabin #4

Cottage in Tremont
4.9 out of 5 average rating, 21 reviewsFiona's Cottage on the Quiet Side of MDI

Cottage in Belgrade
4.93 out of 5 average rating, 130 reviewsClose to Waterville | Ice Fishing | Dog Friendly

Cottage in Woolwich
4.92 out of 5 average rating, 178 reviewsPet Friendly Audubon Bring Your Fishing Gear!
Private cottage rentals

Cottage in Hermon
4.92 out of 5 average rating, 95 reviewsLakefront Cottage on Tracy Pond

Cottage in Ellsworth
4.78 out of 5 average rating, 45 reviewsThe Green Cottage@ Twin Hills Cottages

Cottage in Sedgwick
4.99 out of 5 average rating, 210 reviewsExquisitely Modern Maine Cottage @Diagonair

Cottage in Owls Head
4.97 out of 5 average rating, 88 reviewsOwl Glass Cottage

Cottage in Lamoine
4.95 out of 5 average rating, 110 reviewsHoover's Cottage Retreat

Cottage in Surry
5 out of 5 average rating, 31 reviewsCottage nr Acadia NP, King bed, AC, beach sunsets

Cottage in Saint George
4.95 out of 5 average rating, 222 reviewsHidden Haven A Rustic Retreat In St. George, Maine

Cottage in Sidney
4.91 out of 5 average rating, 130 reviewsWaterfront Cottage
Quick stats about cottage rentals in Islesboro
Total rentals
30 properties
Nightly prices starting at
$114 CAD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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