The Berkshires Summer Rentals, Cottages & Cabins

Book a Place to Stay in The Berkshires for Your Summer Getaway

About The Berkshires Summer Rental on Rent By Owner

With 1254 summer rentals in or near The Berkshires, choosing a suitable rental home for your upcoming summer getaway on Rent By Owner is easy. Whether you are traveling with family, friends, or in a group to The Berkshires or areas nearby, RBO has plenty of summer accommodations to choose from, many with top amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxury bedrooms, bathtubs, and pet-allowed environments.

Looking for a relaxing place to stay in The Berkshires for a summer vacation you do not want to forget easily? Rent By Owner summer rental homes are available to provide you with the maximum comfort you deserve. Whether you're needing a unique style condo, luxury resort, villas, bungalow, cozy cabin, RV, or cottage in The Berkshires, RBO has got you covered for your next summer holiday.

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Frequently Asked Questions About The Berkshires Luxury Rentals

There are a lot of options in The Berkshires. If you plan on staying in the The Berkshires area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in The Berkshires:

In 2025, RBO offers 1254 summer rentals in or around The Berkshires. 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 The Berkshires is $454. Check the full list of summer accommodations in The Berkshires.
There are 1254 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Rent By Owner.

Yes, here are some popular summer holiday rentals in The Berkshires that have a private or indoor pool:

Check all holiday rentals with a pool in The Berkshires on Rent By Owner.