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
Chebeague Island cottage rentals
Cottage in Scarborough
4.97 out of 5 average rating, 162 reviewsBright, clean, private cottage near Higgins Beach!
Cottage in Portland
4.9 out of 5 average rating, 500 reviewsCozy & Quiet Modern Cottage
Cottage in Topsham
4.95 out of 5 average rating, 214 reviewsCozy waterfront home on Merrymeeting Bay.
Cottage in Pownal
4.99 out of 5 average rating, 329 reviewsUpscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Cottage in Boothbay Harbor
4.98 out of 5 average rating, 332 reviewsThe Cottage at the McCobb House
Cottage in Georgetown
4.98 out of 5 average rating, 101 reviewsCottage on Todd Bay
Cottage in Edgecomb
4.91 out of 5 average rating, 110 reviewsSpectacular Water View Cottage
Cottage in Harpswell
4.9 out of 5 average rating, 128 reviewsClassic Maine Cottage - dock, sauna & kayaks
Other great vacation rentals in Chebeague Island
Apartment in Harpswell
4.94 out of 5 average rating, 174 reviewsComfortable studio apartment in quiet location
Guest suite in Freeport
4.97 out of 5 average rating, 122 reviewsSolar Suite surrounded by Nature
Guest suite in Brunswick
4.94 out of 5 average rating, 324 reviewsPrivate Guest Suite in Historic Downtown Brunswick
Guest suite in Windham
4.92 out of 5 average rating, 154 reviewsMillers Private Studio on Highland Lake
Guesthouse in Cape Elizabeth
4.98 out of 5 average rating, 143 reviewsNewly built private guest suite off Shore Road
Apartment in Freeport
4.91 out of 5 average rating, 198 reviews1000 sq. ft. 1BR+ Apt Close to Town & Nature
Farm stay in North Yarmouth
4.97 out of 5 average rating, 115 reviewsHobby Farm Guesthouse-17 acre trails-1 good dog OK
Guest suite in Portland
4.91 out of 5 average rating, 203 reviewsGorgeous Studio 2 Blocks from Eastern Prom!
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes