Discover a selection of 28 vacation rentals in Middlebury, IN that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $76 per night, and houses and cabins are popular options for a stay in Middlebury. Either way, you'll find a rental for everyone's needs.
Destination guide

Take in the natural beauty of Middlebury

The gardens and surrounding scenery provide a peaceful ambiance to your vacation home in Middlebury. Travelers to this welcoming city praise the shopping, hiking and biking. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in and around Middlebury

Are you looking for top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Middlebury a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Shipshewana Auction and Flea Market (6.5 mi / 10.4 km)
  • Elkhart County Fairgrounds (8.4 mi / 13.5 km)
  • NIBCO Water and Ice Park (13.6 mi / 22 km)
  • Sauganash Golf Club (16.5 mi / 26.6 km)
  • Maxwelton Golf Club (16.6 mi / 26.7 km)
  • Wawasee Golf Club (18 mi / 29 km)
Natural features

Exploring the natural features in Middlebury

Whether you're looking for adventure or just want to take in the scenery, Middlebury is a great place to get outside. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • North Park (6.7 mi / 10.7 km)
  • Wellfield Botanic Gardens (14 mi / 22.6 km)
  • Oaklawn Terrace Park (16.8 mi / 27.1 km)
  • Lakeside Park (17 mi / 27.4 km)
  • Scidmore Park and Petting Zoo (18.8 mi / 30.2 km)
  • Hidden Marsh Sanctuary (20.3 mi / 32.7 km)
How to get there

How to get to and around Middlebury

Fly into Goshen, IN (GSH-Goshen Municipal), the closest airport, located 11.5 mi (18.5 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to South Bend, IN (SBN-South Bend Intl.), which is 31.3 mi (50.4 km) away.

How many vacation rentals are available around Middlebury, IN?

Our 2020 property listings offer a large selection of 28 vacation rentals around Middlebury. From 25 house rentals to 7 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Middlebury?

Vrbo offers a large selection of vacation rentals near lovely places in Middlebury. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Deutsch Kase Haus: 81 vacation rentals
  • Shipshewana: 50 vacation rentals
  • Chain O' Lakes State Park: 67 vacation rentals
  • Wawasee Golf Club: 91 vacation rentals
  • Shipshewana Auction and Flea Market: 54 vacation rentals

But there are many other points of interest around Middlebury listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Middlebury?

Yes, of course. Vrbo has 25 Houses in Middlebury. Our other popular types of vacation rentals in Middlebury include:

  • Cabins: 7 rentals available
  • Cottages: 7 rentals available
  • Bungalows: 7 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Guest houses and more.

Can I find a vacation rental with internet/wifi in Middlebury?

Yes, you can select your preferred vacation rental with internet/wifi among our 24 vacation rentals with internet/wifi available in Middlebury. Please use our search bar to access the selection of vacation rentals available.