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Compare 174 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, (231)
The price is SAR 506
SAR 743 total
includes taxes & fees
18 Mar - 19 Mar

Live & Love Life on the Lake at Sunset Peak!
Live & Love Life on the Lake at Sunset Peak!
10.0 out of 10, Exceptional, (3)
The price is SAR 405
SAR 1,033 total
includes taxes & fees
16 Mar - 17 Mar

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 371
SAR 869 total
includes taxes & fees
18 Mar - 19 Mar

Peaceful lakefront home perfect for families - 2 1/2 hours from Chicago
Peaceful lakefront home perfect for families - 2 1/2 hours from Chicago
9.8 out of 10, Exceptional, (76)

Channel Front Lake Wawasee
Channel Front Lake Wawasee
9.6 out of 10, Exceptional, (21)

Lake House | Kayaks | Patio/Deck | Private Pier
Lake House | Kayaks | Patio/Deck | Private Pier
10.0 out of 10, Exceptional, (7)
The price is SAR 725
SAR 1,341 total
includes taxes & fees
5 Apr - 6 Apr

Summer Sizzle! 6-Bed Channel Home!
Summer Sizzle! 6-Bed Channel Home!
10.0 out of 10, Exceptional, (24)
The price is SAR 900
SAR 2,352 total
includes taxes & fees
17 Mar - 18 Mar

Charming, Beautiful 5-bedroom house in wonderful Shipshewana with WiFi, Hot Tub.
Charming, Beautiful 5-bedroom house in wonderful Shipshewana with WiFi, Hot Tub.
10.0 out of 10, Exceptional, (3)
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

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, (14)
The price is SAR 469
SAR 1,148 total
includes taxes & fees
25 Mar - 26 Mar

Freedom Farm
Freedom Farm
9.8 out of 10, Exceptional, (29)

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 413
SAR 522 total
includes taxes & fees
17 Mar - 18 Mar
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

Van Buren Hotel
5/5 Excellent
"Was nice & clean"
A verified traveler stayed at Van Buren Hotel
Posted 18 hours ago