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Dutchess County Summer Rentals, Cottages & Cabins

Book a Place to Stay in Dutchess County for Your Summer Getaway

About Dutchess County Summer Rental on Casai.ca

With 474 summer rental in or near Dutchess County? Look no further than Casai for your upcoming summer getaway. Whether you're traveling with family, friends, or a group, we offer a wide selection of holiday homes and villas designed for the perfect summer retreat.

Our holiday homes and villas in Dutchess County come with a range of top amenities, including private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.

Searching for a relaxing retreat in Dutchess County to make unforgettable summer memories? Casai has you covered with a variety of options, including unique condos, luxury resorts, bungalows, cozy cabins, RVs, and cottages in Dutchess County.

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Frequently Asked Questions About Dutchess County Luxury Rentals

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

In 2025, Casai offers 474 summer rentals in or around Dutchess County. 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 Dutchess County is $608. Check the full list of summer accommodations in Dutchess County.
There are 474 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Casai.ca.

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

Check all holiday rentals with a pool in Dutchess County on Casai.ca.

Yes, We have 474 summer rental homes in Dutchess County and types of place to stay in Dutchess County include:

  • Vacation Homes: 474 available for rent
  • Villas: 474 Rentals available for rent
  • Holiday Apartments: 474 Rentals available for rent
  • Hotels with Suites: 474 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Dutchess County. 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 Dutchess County.