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  2. Virginia
  3. Chincoteague
  4. Deep Hole
  5. Beach Home Rentals

Deep Hole Beach House Rentals & Places to Stay

Find the best beach rentals in Deep Hole - We found 17 exact matches

About Deep Hole Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Deep Hole? PickleTrip™ features more than 17 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Deep Hole. Several of these vacation rentals in Deep Hole 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 Deep Hole.

PickleTrip™ Offers 17 holiday homes and places to stay in Deep Hole. 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 Deep Hole Beach Rentals

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

The average cost for a beach rental in Deep Hole is $322 per night. PickleTrip has a wide assortment of great beachfront homes near Deep Hole that would suit your needs.
Yes, we have 17 beach rentals with pools available in Deep Hole. Check our search bar to find a selection of vacation rentals available near Deep Hole.
Yes, here are the top beach rentals in Deep Hole that allow you to bring your pet:

See all pet-friendly beach rentals in Deep Hole 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 Deep Hole to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 17 properties with private swimming pools or private homes with indoor pools in the Deep Hole area.
About 17 properties in Deep Hole boast of having access to hot tubs.