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Chesapeake City Summer Rentals, Cottages & Cabins

Book a Place to Stay in Chesapeake City for Your Summer Getaway

About Chesapeake City Summer Rental on Casai.ca

With 58 summer rental in or near Chesapeake City? 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 Chesapeake City 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 Chesapeake City 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 Chesapeake City.

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Frequently Asked Questions About Chesapeake City Luxury Rentals

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

In 2025, Casai offers 58 summer rentals in or around Chesapeake City. 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 Chesapeake City is $646. Check the full list of summer accommodations in Chesapeake City.
There are 58 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 Chesapeake City that have a private or indoor pool:

Check all holiday rentals with a pool in Chesapeake City on Casai.ca.

Yes, We have 58 summer rental homes in Chesapeake City and types of place to stay in Chesapeake City include:

  • Vacation Homes: 58 available for rent
  • Villas: 58 Rentals available for rent
  • Holiday Apartments: 58 Rentals available for rent
  • Hotels with Suites: 58 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Chesapeake City. 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 Chesapeake City.