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Compare 206 Vacation Homes in Middlebury with updated reviews, rates, and availability.

Recently renovated country cottage, 2.5 miles from Shipshewana
Recently renovated country cottage, 2.5 miles from Shipshewana
10.0 out of 10, Exceptional, (233)
The price is SAR 506
SAR 748 total
includes taxes & fees
5 Apr - 6 Apr

Live & Love Life on the Lake at Sunset Peak!
Live & Love Life on the Lake at Sunset Peak!
10.0 out of 10, Exceptional, (4)
The price is SAR 428
SAR 1,076 total
includes taxes & fees
1 Apr - 2 Apr

Lake Retreat With Hot Tub
Lake Retreat With Hot Tub
10.0 out of 10, Exceptional, (15)
The price is SAR 561
SAR 720 total
includes taxes & fees
2 Apr - 3 Apr

Davis Street Shipshewana
Davis Street Shipshewana
10.0 out of 10, Exceptional, (68)
The price is SAR 525
SAR 912 total
includes taxes & fees
1 Apr - 2 Apr

Spring Sale ! Songbird Haven, 3 min from town, full house, 3 bedroom, 2 bath
Spring Sale ! Songbird Haven, 3 min from town, full house, 3 bedroom, 2 bath
10.0 out of 10, Exceptional, (19)
The price is SAR 450
SAR 987 total
includes taxes & fees
1 Apr - 2 Apr

Freedom Farm
Freedom Farm
9.8 out of 10, Exceptional, (30)

Kayaks | Relax by River | 10 Min to Shipshewana |
Kayaks | Relax by River | 10 Min to Shipshewana |
10.0 out of 10, Exceptional, (13)
The price is SAR 289
SAR 686 total
includes taxes & fees
2 Apr - 3 Apr

The Cozy Cottage
The Cozy Cottage
9.4 out of 10, Exceptional, (6)
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.
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Other property types in Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
9.8 out of 10, Exceptional, (7)
The price is SAR 431
SAR 542 total
includes taxes & fees
1 Apr - 2 Apr

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
10.0 out of 10, Exceptional, (15)
The price is SAR 488
SAR 1,180 total
includes taxes & fees
7 Apr - 8 Apr

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
10.0 out of 10, Exceptional, (48)
The price is SAR 475
SAR 937 total
includes taxes & fees
2 Apr - 3 Apr
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.
Recent reviews of Middlebury hotels
Recent reviews of Middlebury hotels

Farmstead Inn & Conference Center
5/5 Excellent
"The room was nice and clean and we had ample room for the both of us. Was nice to have an accessible bathroom even though we don’t need one just yet. "
A verified traveler stayed at Farmstead Inn & Conference Center
Posted 1 day ago