Middlebury Summer Rentals, Cottages & Cabins

Book a Place to Stay in Middlebury for Your Summer Getaway

About Middlebury Summer Rental on Casai.co.za

With 59 summer rental in or near Middlebury? 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 Middlebury 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 Middlebury 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 Middlebury.

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Frequently Asked Questions About Middlebury Luxury Rentals

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

In 2025, Casai offers 59 summer rentals in or around Middlebury. 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 Middlebury is $373. Check the full list of summer accommodations in Middlebury.
There are 59 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 Middlebury that have a private or indoor pool:

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

Yes, We have 59 summer rental homes in Middlebury and types of place to stay in Middlebury include:

  • Vacation Homes: 59 available for rent
  • Villas: 59 Rentals available for rent
  • Holiday Apartments: 59 Rentals available for rent
  • Hotels with Suites: 59 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Middlebury. 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 Middlebury.