Chesterwood Summer Rentals, Cottages & Cabins

Book a Place to Stay in Chesterwood for Your Summer Getaway

About Chesterwood Summer Rental on Casai.co.za

With 88 summer rental in or near Chesterwood? 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 Chesterwood 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 Chesterwood 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 Chesterwood.

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Frequently Asked Questions About Chesterwood Luxury Rentals

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

In 2025, Casai offers 88 summer rentals in or around Chesterwood. 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 Chesterwood is $482. Check the full list of summer accommodations in Chesterwood.
There are 88 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Casai.co.za.

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

Check all holiday rentals with a pool in Chesterwood on Casai.co.za.

Yes, We have 88 summer rental homes in Chesterwood and types of place to stay in Chesterwood include:

  • Vacation Homes: 88 available for rent
  • Villas: 88 Rentals available for rent
  • Holiday Apartments: 88 Rentals available for rent
  • Hotels with Suites: 88 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Chesterwood. 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 Chesterwood.