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 Topsham
4.95 out of 5 average rating, 213 reviewsCozy waterfront home on Merrymeeting Bay.
Cottage in Pownal
4.99 out of 5 average rating, 328 reviewsUpscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Cottage in Portland
4.9 out of 5 average rating, 500 reviewsCozy & Quiet Modern Cottage
Cottage in Wiscasset
4.87 out of 5 average rating, 216 reviewsWaterscape Cottage - private waterfront
Cottage in Boothbay Harbor
4.98 out of 5 average rating, 331 reviewsThe Cottage at the McCobb House
Cottage in Edgecomb
4.97 out of 5 average rating, 185 reviewsCharming Cottage With Spectacular Water View
Cottage in Bath
4.88 out of 5 average rating, 502 reviewsDoubling Point Cottage
Other great vacation rentals in Chebeague Island
Guesthouse in Cape Elizabeth
4.98 out of 5 average rating, 141 reviewsNewly built private guest suite off Shore Road
Guest suite in Freeport
4.97 out of 5 average rating, 122 reviewsSolar Suite surrounded by Nature
Guest suite in Portland
4.95 out of 5 average rating, 118 reviewsSunflower Retreat in North Back Cove
Loft in Freeport
4.97 out of 5 average rating, 199 reviewsCozy & Private Studio Apartment (Pet Friendly!)
Guest suite in Portland
4.91 out of 5 average rating, 202 reviewsGorgeous Studio 2 Blocks from Eastern Prom!
Barn in Freeport
5.0 out of 5 average rating, 132 reviewsCozy Maine Barn Hideaway- 2nd Floor Apartment
Guest suite in Brunswick
4.94 out of 5 average rating, 324 reviewsPrivate Guest Suite in Historic Downtown Brunswick
Farm stay in North Yarmouth
4.97 out of 5 average rating, 115 reviewsHobby Farm Guesthouse-17 acre trails-1 good dog OK
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- 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