Waterfront vacation rentals in Islesboro
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Islesboro
Guests agree: these waterfront rentals 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 waterfront rentals
Waterfront apartment rentals
Apartment in Damariscotta
4.94 out of 5 average rating, 339 reviewsCottrill House on Damariscotta River # 1
Apr 20 – 27
Apartment in Boothbay Harbor
4.95 out of 5 average rating, 334 reviewsDeckhouse with Footbridge Views!
Oct 15 – 22
Apartment in Edgecomb
4.86 out of 5 average rating, 423 reviewsWaterfront Condo at the Sheepscot
Jan 27 – Feb 3
Apartment in Tremont
5.0 out of 5 average rating, 129 reviewsDuck Cove Apartment
Apr 2 – 9
Apartment in Damariscotta
4.84 out of 5 average rating, 461 reviews"Ship Shape": waterfront, cozy studio- downtown
Jun 30 – Jul 7
Apartment in Bristol
5.0 out of 5 average rating, 123 reviewsWelcome to "West Winds at Pemaquid"
Mar 8 – 15
Apartment in Ellsworth
4.94 out of 5 average rating, 124 reviewsStill Point (where the river meets the sea)
May 30 – Jun 6
Apartment in Trenton
4.97 out of 5 average rating, 109 reviewsEco-friendly water view retreat near Acadia
Sep 27 – Oct 4
Waterfront house rentals
Home in Liberty
4.94 out of 5 average rating, 152 reviewsThe Pearl of Lake Saint George
Feb 7 – 14
Home in Stonington
4.9 out of 5 average rating, 126 reviewsPuppa’s View- a private waterfront home
Sep 29 – Oct 6
Home in Stetson
4.96 out of 5 average rating, 151 reviewsLakefront Log Cabin on Pleasant Lake
May 27 – Jun 3
Home in Hancock
4.98 out of 5 average rating, 126 reviewsWater's Edge-Oceanfront with Stellar View
Mar 19 – 26
Home in Eastbrook
5.0 out of 5 average rating, 110 reviewsThe Maine Getaway - Lakefront with Beach
Sep 7 – 14
Home in Hancock
4.99 out of 5 average rating, 142 reviewsAcadia's Oceanfront CAMP - near Bar Harbor
Nov 20 – 27
Home in Ellsworth
4.99 out of 5 average rating, 108 reviewsGreen's Landing on Branch Lake
Apr 21 – 28
Home in Lincolnville
5.0 out of 5 average rating, 32 reviewsAntique Barn Apartment at Salt Water Farm
Dec 28 – Jan 4
Waterfront condo rentals
Condo in Southwest Harbor
4.92 out of 5 average rating, 102 reviews2BR Condo w/ 3 min Walk to Downtown SWH [Low Tide]
Apr 8 – 15
Condo in Orland
4.98 out of 5 average rating, 40 reviewsToddy Haven: A Lakeside Condo Near Acadia.
Oct 24 – 31
Condo in Rockland
5.0 out of 5 average rating, 3 reviewsWaterfront Home! Rockland Harbor Views. STR23-25
Oct 15 – 22
Condo in Belfast
Harbor View Cottage - Cottage A
Jun 29 – Jul 6
Condo in Edgecomb
4.59 out of 5 average rating, 39 reviews1BR Waterview | Deck | Partial AC
Dec 5 – 12
Condo in Stonington
4.95 out of 5 average rating, 91 reviewsThe American Eagle - Inn on the Harbor
Jan 19 – 26
Condo in Boothbay Harbor
Waterfront Boothbay Harbor Condo w/ Patio!
Feb 15 – 22
Condo in Southwest Harbor
4.91 out of 5 average rating, 85 reviewsMarina side Stern condo
Nov 25 – Dec 2
Quick stats about waterfront rentals in Islesboro
Total rentals
40 properties
Rentals with dedicated workspaces
20 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
1.2K reviews
Nightly prices starting at
$110 before taxes and fees
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