Windmill Harbor Beach House Rentals & Places to Stay

Find the best beach rentals in Windmill Harbor - We found 49 exact matches

About Windmill Harbor Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Windmill Harbor? PickleTrip™ features more than 49 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Windmill Harbor. Several of these vacation rentals in Windmill Harbor 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 Windmill Harbor.

PickleTrip™ Offers 49 holiday homes and places to stay in Windmill Harbor. 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 Windmill Harbor Beach Rentals

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

The average cost for a beach rental in Windmill Harbor is $382 per night. PickleTrip has a wide assortment of great beachfront homes near Windmill Harbor that would suit your needs.
Yes, we have 49 beach rentals with pools available in Windmill Harbor. Check our search bar to find a selection of vacation rentals available near Windmill Harbor.
Yes, here are the top beach rentals in Windmill Harbor that allow you to bring your pet:

See all pet-friendly beach rentals in Windmill Harbor 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 Windmill Harbor to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 49 properties with private swimming pools or private homes with indoor pools in the Windmill Harbor area.
About 49 properties in Windmill Harbor boast of having access to hot tubs.