Compare Middlebury Vacation Rentals

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Middlebury Rentals

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

2 out of 5
Middlebury IN
2.81 mi from city center
$135 nightly
The price is $144 total per night
$144 total
Nov 23 - Nov 24
Total with taxes and fees
At this cottage, guests have access to a garden.
Kitchen
Free WiFi
HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

Middlebury IN
0 mi from city center
$271 nightly
The price is $273 total per night
$273 total
Nov 23 - Nov 24
Total with taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
The Wellington Cottage

The Wellington Cottage

3 out of 5
7420 N 1160 W Middlebury IN
Free Cancellation
5.66 mi from city center
$67 nightly
The price is $77 total per night
$77 total
Nov 23 - Nov 24
Total with taxes and fees
Renovated in 2018, this cottage offers free WiFi in public areas, a 24-hour business center, and a computer station. You can take advantage of free parking if you drive. Friendly staff can provide luggage storage, and also offer advice about sightseeing. Other amenities at this family-friendly cottage include a library, laundry facilities, and barbecue grills.
Parking included
Free WiFi
The Back Porch Haven Stay in Amish Country yet close to Notre Dame

The Back Porch Haven Stay in Amish Country yet close to Notre Dame

Middlebury IN
4.81 mi from city center
$310 nightly
The price is $332 total per night
$332 total
Nov 23 - Nov 24
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

Middlebury IN
5.24 mi from city center
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
| Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |

Middlebury IN
2.74 mi from city center
$243 nightly
The price is $246 total per night
$246 total
Nov 24 - Nov 25
Total with taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Relax and unwind at the Cozy Cabin on Heaton Lake.

Relax and unwind at the Cozy Cabin on Heaton Lake.

2 out of 5
Elkhart IN
11.12 mi from city center
$178 nightly
The price is $190 total per night
$190 total
Nov 30 - Dec 1
Total with taxes and fees
At this cabin, guests have access to features like laundry facilities. This smoke-free cabin also has a garden.
Kitchen
Washer
Live & Love Life on the Lake at Sunset Cottage!

Live & Love Life on the Lake at Sunset Cottage!

Howe IN
12.88 mi from city center
$222 nightly
The price is $255 total per night
$255 total
Nov 23 - Nov 24
Total with taxes and fees
At this cottage, guests have access to barbecue grills.
Kitchen
Free WiFi
Live & Love Life on the Lake at Sunset Peak!

Live & Love Life on the Lake at Sunset Peak!

Howe IN
13.07 mi from city center
$263 nightly
The price is $303 total per night
$303 total
Nov 24 - Nov 25
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Lake Retreat With Hot Tub

Lake Retreat With Hot Tub

Howe IN
17.9 mi from city center
$155 nightly
The price is $179 total per night
$179 total
Dec 1 - Dec 2
Total with taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet

Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet

Vandalia MI
20.45 mi from city center
$220 nightly
The price is $228 total per night
$228 total
Nov 23 - Nov 24
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Hot Tub
Kitchen
Nautical 5 Bedroom 5 Bathroom Home on Diamond Lake

Nautical 5 Bedroom 5 Bathroom Home on Diamond Lake

Cassopolis MI
20.65 mi from city center
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
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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.

How to Book Vacation Rentals in Middlebury



🏠 What is the best price for Middlebury vacation rentals?

Middlebury vacation rentals range in price, starting at $77 per night.


🏠 What types of vacation rentals in Middlebury can I rent?

Orbitz offers a wide range of Middlebury rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Middlebury condo rentals.


🏠 Is it free to cancel my Middlebury vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Middlebury vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Middlebury. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Middlebury?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Middlebury apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Middlebury?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Middlebury package deals will get you even more savings.

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