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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 219 Vacation Homes in Middlebury with updated reviews, rates, and availability.

Recently renovated country cottage, 2.5 miles from Shipshewana
Exterior

Recently renovated country cottage, 2.5 miles from Shipshewana

10.0 out of 10, Exceptional, (236)
"Exceeded expectations!"
The price is AED 496
AED 728 total
includes taxes & fees
30 Apr - 1 May
Recently renovated country cottage, 2.5 miles from Shipshewana
Live & Love Life on the Lake at Sunset Peak!
Property grounds

Live & Love Life on the Lake at Sunset Peak!

10.0 out of 10, Exceptional, (7)
"This house was perfect for a birthday celebration for me with my husband and our adult kids with 2 bathrooms, 2 bedrooms up and a bedroom down. The furnishings, bedding, and kitchen have a luxury feel. We enjoyed the amazing view of the clean lake and the spacious interior."
The price is AED 489
AED 1,127 total
includes taxes & fees
27 Apr - 28 Apr
Live & Love Life on the Lake at Sunset Peak!
Lake Retreat With Hot Tub
Fridge, microwave, oven, stovetop

Lake Retreat With Hot Tub

10.0 out of 10, Exceptional, (15)
"This was perfect for our short getaway!"
The price is AED 512
AED 656 total
includes taxes & fees
28 Apr - 29 Apr
Lake Retreat With Hot Tub
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
Property grounds

Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.

10.0 out of 10, Exceptional, (20)
"Very nice the house was clean and the beds were comfortable bathrooms clean "
The price is AED 437
AED 1,041 total
includes taxes & fees
27 Apr - 28 Apr
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
Freedom Farm
Fridge, microwave, oven, stovetop

Freedom Farm

9.8 out of 10, Exceptional, (32)
"My sister and I truly enjoyed our weekend stay at Freedom Farm. Everything we needed was provided (and then some!) The house was comfortable and our favorite spot was the front porch where we watched the buggies go by. Some folks even waved to us! Thank you, Michelle for a wonderful break from reality!"
Freedom Farm
Kayaks | Relax by River | 10 Min to Shipshewana |
Property grounds

Kayaks | Relax by River | 10 Min to Shipshewana |

10.0 out of 10, Exceptional, (15)
"Cozey little get away. Clean and updated with a beautiful view. We enjoyed our stay here. "
Kayaks | Relax by River | 10 Min to Shipshewana |
The Cozy Cottage
Exterior

The Cozy Cottage

9.4 out of 10, Exceptional, (6)
"This stay was nice and quiet and not a bad drive to Notre Dame for the game. Really liked the fireplace."
The Cozy Cottage
Cozy Home Retreat
Terrace/patio

Cozy Home Retreat

2.0 star property
10.0 out of 10, Exceptional, (8)
"This property is absolutely a gorgeous house. The decorations are tasteful and beautiful. It was without a doubt the best place we have stayed in. "
The price is AED 661
AED 1,395 total
includes taxes & fees
11 May - 12 May
Cozy Home Retreat
Peaceful lakefront home perfect for families - 2 1/2 hours from Chicago
Exterior

Peaceful lakefront home perfect for families - 2 1/2 hours from Chicago

9.8 out of 10, Exceptional, (76)
"We had our family Christmas get at the house. Big kitchen made meal prep easy. Beautiful swans still swimming in the lake (in December)"
Peaceful lakefront home perfect for families - 2 1/2 hours from Chicago
Charming farmhouse in peaceful countryside
Terrace/patio

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (145)
"It was a nice spot, near to the events we took in, over the weekend."
Charming farmhouse in peaceful countryside
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Smart TV, books

The Back Porch Haven Stay in Amish Country yet close to Notre Dame

10.0 out of 10, Exceptional, (15)
"The property was clean. The location was private and beautiful - a great getaway for my wife and me. We were only there 2 nights, but it was restful and enjoyable. Communication from the owners was great. We would not hesitate to book there again. "
The price is AED 470
AED 1,144 total
includes taxes & fees
27 Apr - 28 Apr
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Outdoor pool

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

10.0 out of 10, Exceptional, (24)
"The stay was just arpund the corber from our home but felt like a getaway!"
The price is AED 511
AED 1,362 total
includes taxes & fees
28 Apr - 29 Apr
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Channel Front Lake Wawasee
Fridge, microwave, oven, stovetop

Channel Front Lake Wawasee

9.6 out of 10, Exceptional, (21)
"Loved the location and dock. Fun Lake with easy access from the rental."
Channel Front Lake Wawasee
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
Outdoor spa tub

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

10.0 out of 10, Exceptional, (50)
"We enjoyed our stay here. Plenty of space, clean, everything worked, while property kept up well. Would definitely recommend!"
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
Summer Sizzle! 6-Bed Channel Home!
Interior

Summer Sizzle! 6-Bed Channel Home!

9.8 out of 10, Exceptional, (25)
"Really nice place with plenty of space."
The price is AED 889
AED 2,312 total
includes taxes & fees
28 Apr - 29 Apr
Summer Sizzle! 6-Bed Channel Home!
Charming, Beautiful 5-bedroom house in wonderful Shipshewana with WiFi, Hot Tub.
Terrace/patio

Charming, Beautiful 5-bedroom house in wonderful Shipshewana with WiFi, Hot Tub.

2.0 star property
10.0 out of 10, Exceptional, (4)
"We had a wonderful stay at this spacious, clean, and well maintained property. It is centrally located just a quick few minutes to the main shopping area in Shipshewana. Beds were comfortable, with a total of 6 bedrooms. There were lots of entertainment options with the pool table, ping pong, hot tub and whole house speaker system. Communication with the owners was top notch. We also enjoyed the small touches like the fresh bread and jam on the counter and throw blankets. I highly recommend this...
Charming, Beautiful 5-bedroom house in wonderful Shipshewana with WiFi, Hot Tub.
Choo Choo Inn
Property grounds

Choo Choo Inn

10.0 out of 10, Exceptional, (19)
"It was perfect for us. Close to family and was great for mother in law and us and a dog dog "
The price is AED 491
AED 570 total
includes taxes & fees
28 Apr - 29 Apr
Choo Choo Inn
Beautiful 6 bedroom lake house with pontoon available for rent
Smart TV, stereo

Beautiful 6 bedroom lake house with pontoon available for rent

10.0 out of 10, Exceptional, (1)
"We stayed here for Thanksgiving and had a wonderful time celebrating with family. The host is very responsive and helpful, and the home has a gorgeous view, even in cold, snowy November! We would definitely come back!"
Beautiful 6 bedroom lake house with pontoon available for rent
New 4-bedroom house on Lake Wawasee with a stunning, screened in porch!
Fridge, microwave, oven, stovetop

New 4-bedroom house on Lake Wawasee with a stunning, screened in porch!

New 4-bedroom house on Lake Wawasee with a stunning, screened in porch!
Perfect Lake House Getaway
Terrace/patio

Perfect Lake House Getaway

10.0 out of 10, Exceptional, (32)
"The house was very clean and well maintained with all towels and cooking supplies that you would need. We would happily choose to stay here again."
Perfect Lake House Getaway
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.
Property grounds

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

10.0 out of 10, Exceptional, (9)
"Cabin on Stone Lake had a spectacular view. Was clean and stocked with everything needed for a comfortable stay. We had tickets for NOTRE DAME football. This cabin was only 30 min away, an easy drive. Hope to return in the summer to enjoy the lake."
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Exterior

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

2.0 star property
9.8 out of 10, Exceptional, (10)
"Our stay here served as a great place to stay as we attended a conference in Shipshewana. It was important to us to have a place to relax after spending all day interfacing with people. This place is exactly what we needed - clean, quiet, accessible. "
The price is AED 422
AED 531 total
includes taxes & fees
18 May - 19 May
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Smart TV, books

The Back Porch Haven Stay in Amish Country yet close to Notre Dame

10.0 out of 10, Exceptional, (15)
"The property was clean. The location was private and beautiful - a great getaway for my wife and me. We were only there 2 nights, but it was restful and enjoyable. Communication from the owners was great. We would not hesitate to book there again. "
The price is AED 470
AED 1,144 total
includes taxes & fees
27 Apr - 28 Apr
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
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.