Chestnut Hills Beach House Rentals & Places to Stay

Find the best beach rentals in Chestnut Hills - We found 38 exact matches

About Chestnut Hills Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Chestnut Hills? PickleTrip™ features more than 38 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Chestnut Hills. Several of these vacation rentals in Chestnut Hills 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 Chestnut Hills.

PickleTrip™ Offers 38 holiday homes and places to stay in Chestnut Hills. 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 Chestnut Hills Beach Rentals

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

The average cost for a beach rental in Chestnut Hills is $332 per night. PickleTrip has a wide assortment of great beachfront homes near Chestnut Hills that would suit your needs.
Yes, we have 38 beach rentals with pools available in Chestnut Hills. Check our search bar to find a selection of vacation rentals available near Chestnut Hills.
Yes, here are the top beach rentals in Chestnut Hills that allow you to bring your pet:

See all pet-friendly beach rentals in Chestnut Hills 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 Chestnut Hills to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 38 properties with private swimming pools or private homes with indoor pools in the Chestnut Hills area.
About 38 properties in Chestnut Hills boast of having access to hot tubs.