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
Get the amount of space that is right for you
Popular amenities for Chebeague Island vacation rentals
Chebeague Island cottage rentals
Cottage in Harpswell
4.9 out of 5 average rating, 128 reviewsClassic Maine Cottage - dock, sauna & kayaks
Cottage in Scarborough
4.97 out of 5 average rating, 163 reviewsBright, clean, private cottage near Higgins Beach!
Cottage in Portland
4.9 out of 5 average rating, 501 reviewsCozy & Quiet Modern Cottage
Cottage in Pownal
4.99 out of 5 average rating, 330 reviewsUpscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Cottage in Wiscasset
4.87 out of 5 average rating, 218 reviewsWaterscape Cottage - private waterfront
Cottage in Georgetown
4.98 out of 5 average rating, 101 reviewsCottage on Todd Bay
Cottage in Topsham
4.95 out of 5 average rating, 216 reviewsCozy waterfront home on Merrymeeting Bay.
Cottage in Edgecomb
4.97 out of 5 average rating, 189 reviewsCharming Cottage With Spectacular Water View
Other great vacation rentals in Chebeague Island
Guesthouse in Cumberland
4.96 out of 5 average rating, 162 reviewsCottage Under a Crabapple Tree
Guest suite in Windham
4.92 out of 5 average rating, 155 reviewsMillers Private Studio on Highland Lake
Guest suite in Portland
4.95 out of 5 average rating, 121 reviewsSunflower Retreat in North Back Cove
Loft in Freeport
4.97 out of 5 average rating, 200 reviewsCozy & Private Studio Apartment (Pet Friendly!)
Barn in Freeport
5.0 out of 5 average rating, 133 reviewsCozy Maine Barn Hideaway- 2nd Floor Apartment
Guest suite in Freeport
4.97 out of 5 average rating, 122 reviewsSolar Suite surrounded by Nature
Tiny home in Freeport
5.0 out of 5 average rating, 217 reviewsCozy Rock Cabin #thewaylifeshouldbe
Guest suite in Lewiston
4.97 out of 5 average rating, 198 reviewsSanctuary in the City
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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