Chestnut Hill Summer Rentals, Cottages & Cabins

Book a Place to Stay in Chestnut Hill for Your Summer Getaway

About Chestnut Hill Summer Rental on Casai.ca

With 43 summer rental in or near Chestnut Hill? 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 Chestnut Hill 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 Chestnut Hill 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 Chestnut Hill.

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Frequently Asked Questions About Chestnut Hill Luxury Rentals

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

In 2025, Casai offers 43 summer rentals in or around Chestnut Hill. 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 Chestnut Hill is $219. Check the full list of summer accommodations in Chestnut Hill.
There are 43 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 Chestnut Hill that have a private or indoor pool:

Check all holiday rentals with a pool in Chestnut Hill on Casai.ca.

Yes, We have 43 summer rental homes in Chestnut Hill and types of place to stay in Chestnut Hill include:

  • Vacation Homes: 43 available for rent
  • Villas: 43 Rentals available for rent
  • Holiday Apartments: 43 Rentals available for rent
  • Hotels with Suites: 43 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Chestnut Hill. 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 Chestnut Hill.