Middlebury Vacation Rentals

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Vacation Rentals in Middlebury

Millie's Cottage

Shipshewana IN

$182 nightly

$209 total

Oct 20 - Oct 21

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.

Vacation at Garver Lake ~ Private Beach For Your Enjoyment!

Edwardsburg MI

Located in Edwardsburg, this vacation home is on the waterfront, within a 10-minute drive of Eagle Lake and Coberts Lake.

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

Shipshewana IN

$183 nightly

$211 total

Oct 12 - Oct 13

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.

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

Natural Nook | Tiny Home #2 in Amish Country!

Shipshewana IN

$211 nightly

$243 total

Oct 12 - Oct 13

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.

Superb 5-bedroom farmhouse in Goshen with WiFi, AC

Goshen IN

$273 nightly

$292 total

Nov 1 - Nov 2

Total with taxes and fees

With a stay at this vacation home in Goshen, you'll be within a 15-minute drive of Meadow Valley Golf Club and Memorial Park.

Hearthstone Hideaway #5 | Shewana Tiny Home Village

Shipshewana IN

$184 nightly

$212 total

Oct 14 - Oct 15

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

Serene Sanctuary | Tiny Home #1 in Amish Country!

Shipshewana IN

$213 nightly

$245 total

Oct 13 - Oct 14

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.

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

Middlebury IN

When you stay at this vacation home in Middlebury, you'll be on the waterfront, just steps from Stone Lake and Brokesha Lake.

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

Middlebury IN

$308 nightly

$311 total

Nov 8 - Nov 9

Total with taxes and fees

With a stay at this vacation home in Middlebury, you'll be just steps from Memorial Park and East Park.

Relaxing Riverfront House • Dock Access • Sleeps 6

Osceola IN

Located in Osceola, this vacation home is on a lake, within a 10-minute drive of Legend Park and Merrifield Pool.

Lake cottage with a great view. Sylvan Cellars is 10 minutes away.

LaGrange IN

With a stay at this vacation home in LaGrange, you'll be on a lake, just steps from Oliver Lake and a 4-minute drive from Olin 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.