Cottage vacation rentals in Islesboro
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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 Bucksport
4.91 out of 5 average rating, 150 reviewsLake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe
Dec 24 – 31
Cottage in Verona Island
4.88 out of 5 average rating, 154 reviewsNashport on the Penobscot
Mar 5 – 12
Cottage in Camden
5.0 out of 5 average rating, 19 reviewsMegunticook Retreat
Mar 10 – 17
Cottage in Searsport
4.97 out of 5 average rating, 75 reviewsCanoe House Bungalow and Spa Retreat ,Searsport
Sep 11 – 18
Cottage in Deer Isle
4.91 out of 5 average rating, 35 reviewsIsland Getaway
Nov 4 – 11
Cottage in Brooksville
4.91 out of 5 average rating, 43 reviewsAt the edge of the woods near the sea
Sep 22 – 29
Cottage in Trenton
4.92 out of 5 average rating, 12 reviews15 1Br Cottage Heart of Maine Open Hearth Inn
Nov 11 – 18
Cottage in Belfast
4.63 out of 5 average rating, 8 reviewsLawn Cottage
Nov 17 – 24
Pet-friendly cottage rentals
Cottage in Edgecomb
4.91 out of 5 average rating, 106 reviewsSpectacular Water View Cottage
Nov 13 – 20
Cottage in Trenton
4.88 out of 5 average rating, 189 reviewsThe Float Cottage
May 1 – 8
Cottage in Edgecomb
4.97 out of 5 average rating, 179 reviewsCharming Cottage With Spectacular Water View
Cottage in Lamoine
4.96 out of 5 average rating, 106 reviewsUp Back Cottage
May 11 – 18
Cottage in Wiscasset
4.87 out of 5 average rating, 211 reviewsWaterscape Cottage - private waterfront
Feb 8 – 15
Cottage in Friendship
4.9 out of 5 average rating, 211 reviewsOur charming,oceanfront, Bradford point cottage
Oct 30 – Nov 6
Cottage in Gouldsboro
5.0 out of 5 average rating, 164 reviewsDriftwood Cottage
Nov 12 – 19
Cottage in Deer Isle
4.88 out of 5 average rating, 126 reviewsFerry Keeper’s Cottage: Deer Isle
Aug 10 – 17
Private cottage rentals
Cottage in Washington
4.89 out of 5 average rating, 322 reviewsCottage on u pick blueberry farm.
Dec 2 – 9
Cottage in Deer Isle
4.91 out of 5 average rating, 116 reviewsThe Sailors Retreat - Waterfront Home with Kayaks!
Mar 13 – 20
Cottage in Boothbay Harbor
4.98 out of 5 average rating, 328 reviewsThe Cottage at the McCobb House
Dec 3 – 10
Cottage in Vinalhaven
4.83 out of 5 average rating, 138 reviewsAffordable Bungalow Walk to Town and Ferry
Apr 14 – 21
Cottage in South Thomaston
4.93 out of 5 average rating, 116 reviewsTimeless Tides Cottage
Apr 19 – 26
Cottage in Trenton
4.97 out of 5 average rating, 266 reviewsNEW Whitetail Cottage, Acadia National Park 7m
Nov 30 – Dec 5
Cottage in Verona Island
4.85 out of 5 average rating, 162 reviewsCottage on Maine's Penobscot River
Sep 28 – Oct 5
Cottage in Bath
4.88 out of 5 average rating, 498 reviewsDoubling Point Cottage
May 8 – 15
Quick stats about cottage rentals in Islesboro
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.1K reviews
Nightly prices starting at
R1,505 ZAR before taxes and fees
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