Bear Hollow Village Summer Rentals, Cottages & Cabins

Book a Place to Stay in Bear Hollow Village for Your Summer Getaway

About Bear Hollow Village Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Bear Hollow Village are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.

Enjoy the perfect summer vacation in Bear Hollow Village with PickleTrip™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay and play pickleball when you travel with PickleTrip™.

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Frequently Asked Questions About Bear Hollow Village Luxury Rentals

In 2025, PickleTrip offers 348 summer rentals in or around Bear Hollow Village. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Bear Hollow Village is $432. Check the full list of summer accommodations in Bear Hollow Village.
There are 348 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Yes, here are some popular summer holiday rentals in Bear Hollow Village that have a private or indoor pool:

Check all holiday rentals with a pool in Bear Hollow Village on PickleTrip.

Yes, We have 348 summer rental homes in Bear Hollow Village and types of place to stay in Bear Hollow Village include:

  • Vacation Homes: 348 available for rent
  • Villas: 348 Rentals available for rent
  • Holiday Apartments: 348 Rentals available for rent
  • Hotels with Suites: 348 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Bear Hollow Village. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Bear Hollow Village.