Chebeague Island vacation rentals
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Top-rated vacation rentals in Chebeague 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 Chebeague Island vacation rentals
Stay near Chebeague Island's top sights
Other great vacation rentals in Chebeague Island
Cottage in Portland
4.9 out of 5 average rating, 488 reviewsCozy & Quiet Modern Cottage
Jul 27 – Aug 3
Cottage in Pownal
4.99 out of 5 average rating, 322 reviewsUpscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Dec 31 – Jan 7
Cottage in Scarborough
4.97 out of 5 average rating, 161 reviewsBright, clean, private cottage near Higgins Beach!
Feb 16 – 23
Cottage in Topsham
4.95 out of 5 average rating, 212 reviewsCozy waterfront home on Merrymeeting Bay.
Nov 11 – 18
Cottage in Bath
4.88 out of 5 average rating, 497 reviewsDoubling Point Cottage
May 8 – 15
Cottage in Harpswell
4.9 out of 5 average rating, 124 reviewsClassic Maine Cottage - dock, sauna & kayaks
Oct 3 – 10
Cottage in Boothbay Harbor
4.98 out of 5 average rating, 326 reviewsThe Cottage at the McCobb House
Feb 27 – Mar 6
Cottage in Edgecomb
4.9 out of 5 average rating, 105 reviewsSpectacular Water View Cottage
May 6 – 13
Other great vacation rentals in Chebeague Island
Apartment in Portland
4.96 out of 5 average rating, 151 reviewsCompact & Complete in residential neighborhood
Dec 8 – 15
Guest suite in Windham
4.92 out of 5 average rating, 151 reviewsMillers Private Studio on Highland Lake
Sep 16 – 23
Guest suite in Portland
4.91 out of 5 average rating, 196 reviewsGorgeous Studio 2 Blocks from Eastern Prom!
Feb 24 – Mar 3
Guesthouse in Georgetown
4.9 out of 5 average rating, 136 reviewsIsland Alchemy Cottage
Jul 16 – 23
Apartment in Boothbay
4.96 out of 5 average rating, 259 reviewsSunnymeade
Oct 17 – 24
Guesthouse in Cape Elizabeth
4.98 out of 5 average rating, 138 reviewsNewly built private guest suite off Shore Road
Mar 28 – Apr 4
Apartment in Harpswell
4.94 out of 5 average rating, 172 reviewsComfortable studio apartment in quiet location
Feb 18 – 25
Apartment in Freeport
5.0 out of 5 average rating, 130 reviewsCozy Maine Barn Hideaway- 2nd Floor Apartment
Oct 14 – 21
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