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Featured Vacation Homes in Middlebury

Elkhart Haven: Cozy Family Retreat 3 Bedroom Home by RedAwning

Elkhart Haven: Cozy Family Retreat 3 Bedroom Home by RedAwning

3 out of 5
2435 Roys Avenue Elkhart IN
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Stay at this vacation home in Elkhart. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Elkhart Environmental Center and National New York Central ...
Relaxing Riverside 10 Minutes to Shipshewana

Relaxing Riverside 10 Minutes to Shipshewana

2 out of 5
Howe IN
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Stay at this vacation home in Howe. Popular attractions Green Valley Golf Club and North Park are located nearby.
Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated

2 out of 5
Middlebury IN
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Stay at this vacation home in Middlebury. Popular attractions Meadow Valley Golf Club and Riverbend Park are located nearby.
Lakeside Retreat With Hot Tub & Game Room 3 Bedroom Home

Lakeside Retreat With Hot Tub & Game Room 3 Bedroom Home

3.5 out of 5
25528 County Road 24 Elkhart IN
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Stay at this vacation home in Elkhart. Enjoy free WiFi, private hot tubs, and a pool table. Popular attractions Puppet Parlor Theatre and Elkhart Environmental ...
Cozy Retreat With Hot Tub In Peaceful Goshen 4 Bedroom Home

Cozy Retreat With Hot Tub In Peaceful Goshen 4 Bedroom Home

3 out of 5
18088 Hedgewood Drive Goshen IN
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Stay at this vacation home in Goshen. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Baintertown Park and DeFries Gardens are located ...
The Chicken Coop a Modern Riverfront Oasis 908

The Chicken Coop a Modern Riverfront Oasis 908

2 out of 5
Osceola IN
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Stay at this vacation home in Osceola. Enjoy free parking. Popular attractions Legend Park and Merrifield Ice Rink are located nearby.
HOT TUB Beauitiful Backyard Oasis Newly Renovated

HOT TUB Beauitiful Backyard Oasis Newly Renovated

2 out of 5
Middlebury IN
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Stay at this vacation home in Middlebury. Popular attractions Memorial Park and East Park are located nearby.
Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family

2 out of 5
Middlebury IN
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Lake Front Cottage Kayaks Game Table Fun

Lake Front Cottage Kayaks Game Table Fun

2 out of 5
Shipshewana IN
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Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit

2 out of 5
Middlebury IN
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Secluded Shipshewana Log Cabin In the Woods

Secluded Shipshewana Log Cabin In the Woods

2 out of 5
Shipshewana IN
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Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier

2 out of 5
Rome City IN
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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.

Can't find what you're looking for? Check out these other accommodation options...

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20 Middlebury IN
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Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
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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.

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