Bailey Island vacation rentals
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Top-rated vacation rentals in Bailey Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Bailey Island vacation rentals
Other great vacation rentals in Bailey Island
Cottage in Harpswell
4.9 out of 5 average rating, 124 reviewsClassic Maine Cottage - dock, sauna & kayaks
Oct 3 – 10
Cottage in Bath
4.88 out of 5 average rating, 498 reviewsDoubling Point Cottage
May 8 – 15
Cottage in Boothbay Harbor
4.98 out of 5 average rating, 327 reviewsThe Cottage at the McCobb House
Jan 8 – 15
Cottage in Scarborough
4.97 out of 5 average rating, 161 reviewsBright, clean, private cottage near Higgins Beach!
Mar 11 – 18
Cottage in Pownal
4.99 out of 5 average rating, 323 reviewsUpscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Oct 31 – Nov 7
Cottage in Lincolnville
4.91 out of 5 average rating, 332 reviewsEco-friendly studio - ocean views, close to beach
Nov 21 – 28
Cottage in Owls Head
4.99 out of 5 average rating, 139 reviewsCoastal Maine contemporary cottage
Sep 23 – 30
Cottage in Edgecomb
4.91 out of 5 average rating, 106 reviewsSpectacular Water View Cottage
Dec 19 – 26
Other great vacation rentals in Bailey Island
Guest suite in South Portland
5.0 out of 5 average rating, 170 reviewsBright Guest Studio Near Lighthouses and Beach
Dec 6 – 13
Guesthouse in Portland
4.95 out of 5 average rating, 281 reviewsBeautiful large studio on the ocean.
May 27 – Jun 3
Cabin in Lovell
4.97 out of 5 average rating, 254 reviewsSecluded, cozy cabin nestled in the Maine woods
Dec 6 – 13
Apartment in Portland
4.93 out of 5 average rating, 556 reviewsAdorable getaway on the Eastern Promenade
Nov 7 – 14
Guesthouse in Windham
5.0 out of 5 average rating, 219 reviewsCottage on Black Brook Preserve
Jun 23 – 30
Treehouse in Georgetown
4.98 out of 5 average rating, 403 reviewsModern Tree Dwelling w/Water Views+Cedar Hot Tub
Dec 14 – 21
Loft in Brunswick
4.97 out of 5 average rating, 180 reviewsThe Douglas Park Loft
Mar 13 – 20
Home in Freeport
4.94 out of 5 average rating, 206 reviewsThe Outlet House, Comfortable Cottage
Oct 3 – 10
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