Ossining Summer Rentals, Cottages & Cabins

Book a Place to Stay in Ossining for Your Summer Getaway

About Ossining Summer Rental on Online Reservations

With 42 top-notch stay to make the most of your summer travels? Consider a summer resort or summer villa rental in or near Ossining. Choosing a suitable holiday rental for your upcoming summer getaway on Online Reservations is easy. Whether you are traveling with family, friends, or in a group to Ossining or areas nearby, Online Reservations has plenty of luxury summer accommodations to choose from. Many of these stays provide top amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxury bedrooms, bathtubs, and pet-friendly environments.

Looking for a relaxing place to stay in Ossining for a summer holiday that will make for an unforgettable experience? Online Reservations summer rental homes are available to provide you with the maximum comfort you deserve. Whether you're needing a premium summer condo, luxury flat, luxury resort, villas, bungalow, cozy cabin, RV, or cottage in Ossining, Online Reservations has got you covered for your next summer holiday.

Show more
Show less

Frequently Asked Questions About Ossining Luxury Rentals

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

In 2025, Online Reservations offers 42 summer rentals in or around Ossining. 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 Ossining is $703. Check the full list of summer accommodations in Ossining.
There are 42 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Online Reservations.

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

Check all holiday rentals with a pool in Ossining on Online Reservations.

Yes, We have 42 summer rental homes in Ossining and types of place to stay in Ossining include:

  • Vacation Homes: 42 available for rent
  • Villas: 42 Rentals available for rent
  • Holiday Apartments: 42 Rentals available for rent
  • Hotels with Suites: 42 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Ossining. 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 Ossining.