Middlebury Vacation Rentals

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Vacation Rentals in Middlebury

Charming farmhouse in peaceful countryside

Nappanee IN

Located in Nappanee, this vacation home is in a rural location, within a 15-minute drive of Derksen Farm & Wetlands and Nappanee Dog Park.

Kitchen

Washer

Millie's Cottage

Shipshewana IN

$182 nightly

$209 total

Jun 18 - Jun 19

Total with taxes and fees

A stay at this vacation home places you in the heart of Shipshewana, within a 5-minute drive of Dutch Creek Farm Animal Park and Blue Gate Theater.

Kitchen

Washer

Natural Nook | Tiny Home #2 in Amish Country!

Shipshewana IN

$292 nightly

$335 total

Jun 27 - Jun 28

Total with taxes and fees

With a stay at this vacation home in Shipshewana, you'll be within a 5-minute walk of North Park and Davis Mercantile.

Kitchen

Air conditioning

Nature's Nest | Tiny Home #4 in Amish Country!

Shipshewana IN

$182 nightly

$210 total

Jun 16 - Jun 17

Total with taxes and fees

With a stay at this vacation home in Shipshewana, you'll be within a 5-minute walk of North Park and Davis Mercantile.

Emma's Place

LaGrange IN

$300 nightly

$345 total

Jun 17 - Jun 18

Total with taxes and fees

With a stay at this vacation home in LaGrange, you'll be within a 15-minute drive of Parkview LaGrange Hospital and Maple Wood Nature Center.

Riverhaven! Glamorous A-Frame on St Joe River!

Bristol IN

$701 nightly

$750 total

Jun 18 - Jun 19

Total with taxes and fees

With a stay at this vacation home in Bristol, you'll be a 4-minute walk from Congdon Park and 7 minutes by foot from Bristol Opera House.

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

Middlebury IN

$305 nightly

$326 total

Jun 21 - Jun 22

Total with taxes and fees

Located in Middlebury, this vacation home is in a rural location, within a 5-minute drive of Stone Lake and Hunter Lake.

Lakeshore Cottage

Elkhart IN

$726 nightly

$777 total

Jun 21 - Jun 22

Total with taxes and fees

With a stay at this vacation home in Elkhart, you'll be on the waterfront, just steps from Heaton Lake and a 2-minute drive from Elkhart Bog Nature Preserve.

Urban Escape

Shipshewana IN

$219 nightly

$252 total

Jun 21 - Jun 22

Total with taxes and fees

With a stay at this vacation home in Shipshewana, you'll be within a 5-minute drive of Blue Gate Theater and Davis Mercantile.

Riverfront Retreat: Pool, fishing & Norte Dame nearby

Mishawaka IN

Located in Mishawaka, this vacation home is a 5-minute drive from Legend Park and 5 minutes from Merrifield Pool.

Little Luxe Retreat #7 | Tiny Home + Fire Table

Shipshewana IN

$213 nightly

$245 total

Jun 22 - Jun 23

Total with taxes and fees

Located in Shipshewana, this vacation home is in the mountains, within a 5-minute walk of North Park and Davis Mercantile.

Kitchen

Free WiFi

Rocky River Resort

Marcellus MI

Located in Marcellus, this vacation home is on a river, within a 15-minute drive of Swiss Valley Ski Area and Corey Lake.

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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.