Chebeague Island vacation rentals
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Top-rated vacation rentals in Chebeague Island
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chebeague Island vacation rentals
Stay near Chebeague Island's top sights
Chebeague Island cottage rentals
Cottage in Pownal
Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Cottage in Portland
Cozy & Quiet Modern Cottage
Cottage in Harpswell
Classic Maine Cottage - dock, sauna & kayaks
Cottage in Scarborough
Bright, clean, private cottage near Higgins Beach!
Cottage in Georgetown
Cottage on Todd Bay
Cottage in Topsham
Cozy waterfront home on Merrymeeting Bay.
Cottage in Edgecomb
Spectacular Water View Cottage
Cottage in Edgecomb
Charming Cottage With Spectacular Water View
Other great vacation rentals in Chebeague Island
Loft in Freeport
Cozy & Private Studio Apartment (Pet Friendly!)
Guest suite in Brunswick
Private Guest Suite in Historic Downtown Brunswick
Rental unit in Yarmouth
Quiet and Private Apartment
Rental unit in Portland
Compact & Complete in residential neighborhood
Guest suite in Portland
Sunflower Retreat in North Back Cove
Guest suite in East End
Gorgeous Studio 2 Blocks from Eastern Prom!
Guest suite in Freeport
Solar Suite surrounded by Nature
Rental unit in Brunswick
Charming Saltwater Farm apartment
Destinations to explore
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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