Old Windsor Summer Rentals, Cottages & Cabins

Book a Place to Stay in Old Windsor for Your Summer Getaway

About Old Windsor Summer Rental on Rent By Owner

With 445 summer rentals in or near Old Windsor, 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 Old Windsor 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 Old Windsor 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 Old Windsor, RBO has got you covered for your next summer holiday.

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Frequently Asked Questions About Old Windsor Luxury Rentals

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

In 2025, RBO offers 445 summer rentals in or around Old Windsor. 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 Old Windsor is $330. Check the full list of summer accommodations in Old Windsor.
There are 445 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 Old Windsor that have a private or indoor pool:

Check all holiday rentals with a pool in Old Windsor on Rent By Owner.