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  5. Beach Home Rentals

Windside Beach House Rentals & Places to Stay

Find the best beach rentals in Windside - We found 29 exact matches

About Windside Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Windside? PickleTrip™ features more than 29 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Windside. Several of these vacation rentals in Windside 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 Windside.

PickleTrip™ Offers 29 holiday homes and places to stay in Windside. 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 Windside Beach Rentals

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

The average cost for a beach rental in Windside is $213 per night. PickleTrip has a wide assortment of great beachfront homes near Windside that would suit your needs.
Yes, we have 29 beach rentals with pools available in Windside. Check our search bar to find a selection of vacation rentals available near Windside.
Yes, here are the top beach rentals in Windside that allow you to bring your pet:

See all pet-friendly beach rentals in Windside 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 Windside to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 29 properties with private swimming pools or private homes with indoor pools in the Windside area.
About 29 properties in Windside boast of having access to hot tubs.