33+ Luxury Vacation Rentals & Cabins in Middlebury |
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Middlebury Cabin Rentals

About Middlebury Vacation Rentals

There are more than 33 incredible getaway rentals that are available in Middlebury. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Middlebury.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Middlebury, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Middlebury. Places to stay near Middlebury are 860.15 ft² on average, with prices averaging CA $314 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Middlebury. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Middlebury

Type Count
Vacation Homes 21
Holiday Apartments 3
Cottages 2
B&B 1
Cabin Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Middlebury

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Middlebury with Cabinns.ca.

Weather in Middlebury, IN

View the weather forecast for Middlebury before booking your Middlebury Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Middlebury Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Middlebury. Discover Top Attractions For Your Next Outdoor Adventure.


Deutsch Kase Haus
Blue Gate Theater
Lake Wawasee
Shipshewana Flea Market
Amish Acres
Shipshewana Auction and Flea Market
Legend Park
Stone Lake
Concord Mall
The Lerner
Elkhart County Fairgrounds
Michiana Event Center
Swiss Valley Ski Area
Sturgis Hospital
Bonneyville Mill County Park
Maple Lane Wildlife Farm
Wawasee Golf Club
Hall of Heroes Super Hero Museum
Coppes Commons
Wellfield Botanic Gardens

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Deutsch Kase Haus 105 Properties

Complexes around Middlebury, IN


Hampton Inn Suites Middlebury 3 Properties

Frequently Asked Questions About Middlebury?

What are the top cabins, lake houses & summer homes in Middlebury?

We provide an array of great vacation destinations in Middlebury. If you are looking to stay in or around the Middlebury area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Middlebury:

Which cabin rental, resort, or holiday home in Middlebury is best for families?

Searching for a family-friendly cabin in Middlebury? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Middlebury?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 33 in the Middlebury area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Middlebury.


People Also Ask

There are 4 hotels in Middlebury and 25 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Middlebury