Vacation rentals in Middlebury, IN

16 available vacation rental offers

7 nights
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Middlebury, IN vacation rentals
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Middlebury, IN Vacation rentals: no available offers. Here are other great options for your stay!

Near Shipshewana & Amish Country: Grill & Patio! - Middlebury, IN
Middlebury, IN
08/14 – 08/16
$206/nighttotal: $412 (2 )

Near Shipshewana & Amish Country: Grill & Patio!

1 2
apartment , Millersburg
This accessible, single-story guest house is located in Millersburg, Amish country, offering a rural experience 12 miles from Shipshewana Trading Place and 25 miles from Amish Acres.
This 890 sq ft rental accommodates up to 5 guests, featuring 1 bedroom, 1 bathroom with a roll-in shower, a full kitchen with a fridge and microwave, air conditioning, free WiFi, a private patio with a grill, and parking for 2 vehicles with trailer space.
Charming Middlebury Retreat W/ Patio & Fire Pit - Middlebury, IN
10 4 reviews
Middlebury, IN
10/20 – 10/31
$261/nighttotal: $2871 (11 )

Charming Middlebury Retreat W/ Patio & Fire Pit

3 2
apartment , Middlebury
This Middlebury vacation rental is located 31 miles from South Bend, offering easy access to attractions like the Wellfield Botanic Gardens and Potawatomi Zoo.
This furnished 3-bedroom, 3-bathroom house accommodates up to 8 guests with a king bed, two queen beds, and a queen sleeper sofa, featuring a full kitchen, free WiFi, central air, laundry, and a patio with a fire pit.
Lake Front Cottage | Kayaks | Game Table Fun - Middlebury, IN
10 41 reviews
Middlebury, IN
08/14 – 08/16
$545/nighttotal: $1090 (2 )

Lake Front Cottage | Kayaks | Game Table Fun

2 2
apartment , Middlebury
Stone Lake Cottage Retreat, a lakefront house near Middlebury, offers direct access to Stone Lake via a private pier across the road.
This two-bedroom, one-bathroom vacation rental sleeps six, features an open-concept living area with an Infinity Game Table, a fully equipped kitchen, and outdoor amenities including a gas grill, fire pit, and four kayaks.
135 M² Apartment ∙ 3 Bedrooms ∙ 8 Guests - Middlebury, IN
Middlebury, IN
10/20 – 10/31
$249/nighttotal: $2739 (11 )

135 M² Apartment ∙ 3 Bedrooms ∙ 8 Guests

3 2
apartment , Middlebury
This family-friendly house rental in Middlebury offers a unique working farm experience with views of animals and countryside, located conveniently close to Shipshewana and Essenhaus.
This 1450 sq ft accommodation sleeps 8 and features 3 bedrooms, 1 bathroom, a fully equipped kitchen, air conditioning, Wi-Fi, a fire pit, and a gas grill, with parking directly in front.

Frequently Asked Questions about vacation rentals in Middlebury, IN

  • Which walking or cycling routes are the best in Middlebury, IN?

    The Middlebury Greenway Trail is a paved, 3-mile trail that runs along the Little Elkhart River, perfect for walking or biking. You can also explore the scenic backroads around Middlebury on a leisurely bike ride, enjoying the rolling hills and farmland.
  • What are the best Airbnb and vacation rentals in Middlebury, IN?

  • What sports or outdoor activites can visitors enjoy in and around Middlebury, IN?

    Middlebury is a great place for outdoor enthusiasts! You can enjoy fishing, kayaking, and canoeing on the Little Elkhart River. The nearby Shipshewana Lake offers boating and swimming, and the area has several golf courses. For a more relaxed experience, visit the Middlebury Farmers Market.
  • What are the most popular Airbnbs in Middlebury, IN?

  • What other towns or cities can be easily accessed from Middlebury, IN?

    Middlebury is conveniently located near several other towns and cities. You can easily reach Elkhart, Goshen, and South Bend, all within a 30-minute drive. These cities offer a variety of attractions, including museums, theaters, and shopping.
  • What are the best vacation rentals with a pool in Middlebury, IN?

    The best vacation rental with a pool in Middlebury, IN is The Maple House.

  • What amenities are commonly available in vacation rentals in Middlebury, IN?

    Vacation rentals in Middlebury typically offer amenities like kitchens, laundry facilities, and Wi-Fi. Some rentals may have additional features such as hot tubs, fireplaces, or private yards. It's best to check the listing for specific amenities.
  • What are the best rentals for families and kids in Middlebury, IN?

  • What time of year is best to rent a vacation rental Middlebury, IN?

    The best time to visit Middlebury depends on your interests. Spring and fall offer mild weather and vibrant colors, while summer is ideal for outdoor activities. If you enjoy the holiday season, consider visiting during the winter for the town's festive events.
  • What are the best rentals or Airbnbs with a jacuzzi in Middlebury, IN?

    | Hot Tub | Amish Farm Country | Pergola | Deck | and Hot Tub|beauitiful Backyard Oasis|newly Renovated are the best vacation rentals or Airbnb with a jacuzzi in Middlebury, IN.

  • What are the local dishes in Middlebury, IN region?

    The region around Middlebury is known for its Amish cuisine. You can find delicious homemade pies, breads, and pastries at local bakeries. Don't miss the traditional Amish chicken dinners, often served with mashed potatoes, gravy, and vegetables. The area also has a strong German heritage, so you'll find some German-inspired dishes as well.

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