Middlestown Beach House Rentals & Places to Stay

Find the best beach rentals in Middlestown - We found 45 exact matches

About Middlestown Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Middlestown? PickleTrip™ features more than 45 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Middlestown. Several of these vacation rentals in Middlestown 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 Middlestown.

PickleTrip™ Offers 45 holiday homes and places to stay in Middlestown. 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 Middlestown Beach Rentals

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

The average cost for a beach rental in Middlestown is $321 per night. PickleTrip has a wide assortment of great beachfront homes near Middlestown that would suit your needs.
Yes, we have 45 beach rentals with pools available in Middlestown. Check our search bar to find a selection of vacation rentals available near Middlestown.
Yes, here are the top beach rentals in Middlestown that allow you to bring your pet:

See all pet-friendly beach rentals in Middlestown 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 Middlestown to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 45 properties with private swimming pools or private homes with indoor pools in the Middlestown area.
About 45 properties in Middlestown boast of having access to hot tubs.