Discover a selection of 2,000 vacation rentals in Cumberland County that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $115 per night, and cabins and condos are popular options for a stay in Cumberland County. Either way, you'll find a rental for everyone's needs.
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Reviews are in, families love these Cumberland County properties
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How many vacation rentals are available around Cumberland County?

Our 2021 property listings offer a large selection of 1,912 vacation rentals around Cumberland County. From 469 cabin rentals to 376 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Explore destinations around Cumberland County

Portland
659 vacation rentals
Harpswell
347 vacation rentals
Standish
306 vacation rentals
Cape Elizabeth
971 vacation rentals
Bridgton
454 vacation rentals
Peaks Island
46 vacation rentals
Naples
418 vacation rentals
Freeport
676 vacation rentals
Scarborough
694 vacation rentals
Brunswick
988 vacation rentals
Raymond
379 vacation rentals
Bailey Island
119 vacation rentals
Sebago
401 vacation rentals
South Portland
228 vacation rentals
Falmouth
622 vacation rentals
Windham
553 vacation rentals
Yarmouth
662 vacation rentals
Orrs Island
161 vacation rentals
Harrison
238 vacation rentals
Long Island
295 vacation rentals