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Compare 219 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, (236)
The price is AED 496
AED 728 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, (7)
The price is AED 489
AED 1,127 total
includes taxes & fees
27 Apr - 28 Apr

Lake Retreat With Hot Tub
Lake Retreat With Hot Tub
10.0 out of 10, Exceptional, (15)
The price is AED 512
AED 656 total
includes taxes & fees
28 Apr - 29 Apr

Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
10.0 out of 10, Exceptional, (20)
The price is AED 437
AED 1,041 total
includes taxes & fees
27 Apr - 28 Apr

Freedom Farm
Freedom Farm
9.8 out of 10, Exceptional, (32)

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, (8)
The price is AED 661
AED 1,395 total
includes taxes & fees
11 May - 12 May
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

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)

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 AED 422
AED 531 total
includes taxes & fees
18 May - 19 May

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 AED 470
AED 1,144 total
includes taxes & fees
27 Apr - 28 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

Travelodge by Wyndham Elkhart
5/5 Excellent
"They were very friendly and helpful at the front desk"
A verified traveler stayed at Travelodge by Wyndham Elkhart
Posted 1 day ago