Vacation Homes in Middlebury, IN

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Vacation Homes in Middlebury

Don't see what you're looking for?
See all available properties in Middlebury
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top hotels in Middlebury

Find the Best Vacation Homes in Middlebury

Why book a vacation home in Middlebury?

Vacation homes in Middlebury make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Middlebury?

Private Middlebury rental homes range between $74 - $479 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Middlebury vacation home rentals. You might look for Middlebury rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Middlebury offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Middlebury?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Middlebury. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Middlebury hotels and vacation homes that best suit your stay. We also have deals for flights, and Middlebury car rentals. You’ll save even more when you bundle your items into a Middlebury vacation package!

How many vacation homes are available to book in Middlebury?

There are 211 rental homes in Middlebury. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Middlebury?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Middlebury Vacation Homes essential information

Accommodation
211 Vacation Homes
Lowest Price
$74
Highest Price
$479
Popular accommodation
Charming 3-bedroom house located on Main Street in Downtown Middlebury, Lake cottage with a great view. Sylvan Cellars is 10 minutes away., Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath., Woodside Retreat in the Heart of Amish Country, Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!, Charming farmhouse in peaceful countryside, Newly Remodeled Cabin Steps from Sylvan Lake, Beautiful Private Setting !!!, Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!, Unique barnhouse, newly built, great ND weekend rental, 15 minutes from stadium., Perfect Vacation Home! 2 Master Suites! Game Rm Arcade Fish Kayak 15 Mins to ND, The Back Porch Haven Stay in Amish Country yet close to Notre Dame