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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, (235)
The price is SAR 507
SAR 735 total
includes taxes & fees
30 Apr - 1 May

Live & Love Life on the Lake at Sunset Peak!
Live & Love Life on the Lake at Sunset Peak!
10.0 out of 10, Exceptional, (6)
The price is SAR 488
SAR 1,147 total
includes taxes & fees
22 Apr - 23 Apr

Lake Retreat With Hot Tub
Lake Retreat With Hot Tub
10.0 out of 10, Exceptional, (15)
The price is SAR 523
SAR 670 total
includes taxes & fees
24 Apr - 25 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 559
SAR 1,114 total
includes taxes & fees
27 Apr - 28 Apr

Freedom Farm
Freedom Farm
9.8 out of 10, Exceptional, (31)

Kayaks | Relax by River | 10 Min to Shipshewana |
Kayaks | Relax by River | 10 Min to Shipshewana |
10.0 out of 10, Exceptional, (15)

The Cozy Cottage
The Cozy Cottage
9.4 out of 10, Exceptional, (6)

Cozy Home Retreat
Cozy Home Retreat
10.0 out of 10, Exceptional, (7)
The price is SAR 675
SAR 1,425 total
includes taxes & fees
18 Apr - 19 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.
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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, (10)
The price is SAR 432
SAR 542 total
includes taxes & fees
20 Apr - 21 Apr

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.
10.0 out of 10, Exceptional, (9)

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 480
SAR 1,168 total
includes taxes & fees
20 Apr - 21 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 continental breakfast had a nice selection of foods and was very good."
A verified traveler stayed at Farmstead Inn & Conference Center
Posted 2 days ago