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  5. Beach Home Rentals

Winston Beach House Rentals & Places to Stay

Find the best beach rentals in Winston - We found 21 exact matches

About Winston Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Winston? PickleTrip™ features more than 21 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Winston. Several of these vacation rentals in Winston 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 Winston.

PickleTrip™ Offers 21 holiday homes and places to stay in Winston. 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 Winston Beach Rentals

There are a lot of options in Winston. If you plan on staying in the Winston 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 Winston:

The average cost for a beach rental in Winston is $143 per night. PickleTrip has a wide assortment of great beachfront homes near Winston that would suit your needs.
Yes, we have 21 beach rentals with pools available in Winston. Check our search bar to find a selection of vacation rentals available near Winston.
Yes, here are the top beach rentals in Winston that allow you to bring your pet:

See all pet-friendly beach rentals in Winston 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 Winston to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 21 properties with private swimming pools or private homes with indoor pools in the Winston area.
About 21 properties in Winston boast of having access to hot tubs.