Winslow Beach House Rentals & Places to Stay

Find the best beach rentals in Winslow - We found 46 exact matches

About Winslow Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Winslow? PickleTrip™ features more than 46 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Winslow. Several of these vacation rentals in Winslow 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 Winslow.

PickleTrip™ Offers 46 holiday homes and places to stay in Winslow. 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 Winslow Beach Rentals

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

The average cost for a beach rental in Winslow is $454 per night. PickleTrip has a wide assortment of great beachfront homes near Winslow that would suit your needs.
Yes, we have 46 beach rentals with pools available in Winslow. Check our search bar to find a selection of vacation rentals available near Winslow.
Yes, here are the top beach rentals in Winslow that allow you to bring your pet:

See all pet-friendly beach rentals in Winslow 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 Winslow to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 46 properties with private swimming pools or private homes with indoor pools in the Winslow area.
About 46 properties in Winslow boast of having access to hot tubs.