Cumberland Beach House Rentals & Places to Stay

Find the best beach rentals in Cumberland - We found 94 exact matches

About Cumberland Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Cumberland? PickleTrip™ features more than 94 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Cumberland. Several of these vacation rentals in Cumberland are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. PickleTrip™’s rental listings come in all shapes and sizes for large groups, friends, or couples, or wedding retreats in Cumberland.

PickleTrip™ Offers 94 holiday homes and places to stay in Cumberland. The site provides unique Airbnb, VRBO, PickleTrip-style accommodations to fit your trip or get away with your friends and family.

PickleTrip™ beachfront rentals give you the best travel experience that makes it easy to find and book the best place to stay at the best destinations.

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Frequently Asked Questions About Cumberland Beach Rentals

There are a lot of options in Cumberland. If you plan on staying in the Cumberland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Home Rentals in Cumberland:

The average cost for a beach rental in Cumberland is $288 per night. PickleTrip has a wide assortment of great beachfront homes near Cumberland that would suit your needs.
Yes, we have 94 beach rentals with pools available in Cumberland. Check our search bar to find a selection of vacation rentals available near Cumberland.
Yes, here are the top beach rentals in Cumberland that allow you to bring your pet:

See all pet-friendly beach rentals in Cumberland on PickleTrip

Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in Cumberland to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 94 properties with private swimming pools or private homes with indoor pools in the Cumberland area.
About 94 properties in Cumberland boast of having access to hot tubs.