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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 206 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, (235)
"So much nicer than a hotel. Clean, comfortable, quiet, fully furnished. We would stay here again if in the area. Thank you Carla for exceeding our expectations! God Bless"
The price is SAR 507
SAR 735 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!
Miscellaneous

Live & Love Life on the Lake at Sunset Peak!

10.0 out of 10, Exceptional, (6)
"Great property, we didn't take the garbage out bc the can was full when we checked in."
The price is SAR 488
SAR 1,147 total
includes taxes & fees
22 Apr - 23 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 property is wonderful, comfortable and clean. We were delighted, the host was responsive and helpful. Cannot wait to stay again when we can be on the lake."
The price is SAR 523
SAR 670 total
includes taxes & fees
24 Apr - 25 Apr
Lake Retreat With Hot Tub
Spring Sale ! Songbird Haven, 3 min from town, full house, 3 bedroom, 2 bath
Property grounds

Spring Sale ! Songbird Haven, 3 min from town, full house, 3 bedroom, 2 bath

10.0 out of 10, Exceptional, (19)
"We were delighted to find this gem of a house so close to downtown Shipshewana. Miriam was an excellent host and responded quickly to all of our questions. The property is nestled in a quiet neighborhood and was very clean and cozy. "
The price is SAR 559
SAR 1,114 total
includes taxes & fees
27 Apr - 28 Apr
Spring Sale ! Songbird Haven, 3 min from town, full house, 3 bedroom, 2 bath
Freedom Farm
Fridge, microwave, oven, stovetop

Freedom Farm

9.8 out of 10, Exceptional, (31)
"Enjoyed our stay very much. Clean and closeTo everything. Communication with host was outstanding. "
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)
"was very clean and had everything we needed and more, great spot for bird watching too and quick trips to shipshewana."
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, (7)
"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 SAR 675
SAR 1,425 total
includes taxes & fees
18 Apr - 19 Apr
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
Property grounds

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (144)
"We stayed in this lovely update 1920’s Farmhouse while our home (RV) was in the shop. This has been my favorite VRBO that we’ve stayed in over the years. The home was very comfortable, well appointed, bright, cheerful and the owner was very attentive. Everything is provided at this VRBO to make it a home away from home.A week into the stay I found a cute little playroom room at the top of the stairs which would have been a great haven for young children. Dixie the dog was a welcome addition as...
The price is SAR 371
SAR 598 total
includes taxes & fees
21 Apr - 22 Apr
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 SAR 480
SAR 1,168 total
includes taxes & fees
20 Apr - 21 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 SAR 522
SAR 1,391 total
includes taxes & fees
21 Apr - 22 Apr
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Channel Front Lake Wawasee
Miscellaneous

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, (49)
"Our family of four stayed for two nights. Very clean. Stocked with everything we needed including fire wood for the fire pit. Hot tub was perfectly clean and maintained. Beds were comfortable. We would definitely come back!"
The price is SAR 539
SAR 1,032 total
includes taxes & fees
20 Apr - 21 Apr
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 SAR 916
SAR 2,375 total
includes taxes & fees
20 Apr - 21 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, (18)
"Welcoming clean and comfortable home. The host, Warren left great brochures for our adventures out during our week stay. Also nice treats for dogs and us! Great yard for the dogs too. "
The price is SAR 502
SAR 798 total
includes taxes & fees
22 Apr - 23 Apr
Choo Choo Inn
Beautiful 6 bedroom lake house with pontoon available for rent
Fridge, microwave, oven, stovetop

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!
Miscellaneous

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!
Howe Retreat w/ Fire Pit + Private Boat Dock!
Fridge, microwave, stovetop, dishwasher

Howe Retreat w/ Fire Pit + Private Boat Dock!

2.0 star property
9.8 out of 10, Exceptional, (42)
"Not enough parking. Had two trucks. Snow was not removed at the front door and side walk. "
Howe Retreat w/ Fire Pit + Private Boat Dock!
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

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Fridge, microwave, oven, stovetop

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 SAR 432
SAR 542 total
includes taxes & fees
20 Apr - 21 Apr
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
Outdoor dining

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.
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 SAR 480
SAR 1,168 total
includes taxes & fees
20 Apr - 21 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.