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  2. New Hampshire
  3. Manchester
  4. Chester
  5. Beach Home Rentals

Chester Beach House Rentals & Places to Stay

Find the best beach rentals in Chester - We found 27 exact matches

About Chester Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Chester? PickleTrip™ features more than 27 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Chester. Several of these vacation rentals in Chester 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 Chester.

PickleTrip™ Offers 27 holiday homes and places to stay in Chester. 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 Chester Beach Rentals

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

The average cost for a beach rental in Chester is $351 per night. PickleTrip has a wide assortment of great beachfront homes near Chester that would suit your needs.
Yes, we have 27 beach rentals with pools available in Chester. Check our search bar to find a selection of vacation rentals available near Chester.
Yes, here are the top beach rentals in Chester that allow you to bring your pet:

See all pet-friendly beach rentals in Chester 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 Chester to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 27 properties with private swimming pools or private homes with indoor pools in the Chester area.
About 27 properties in Chester boast of having access to hot tubs.