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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

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, (233)
"This is our 2nd time staying at this cute and cozy home. The host is super nice and very accommodating. We went to two concerts at Blue Gate and this property is the perfect location for that. Just far enough out of town to be quiet but yet close enough to make it a quick trip to the venue and everything else the town has to offer. The home has a vintage vibe but also charming and very comfortable for two couples. We had a lovely time and will book it next time we come into town. "
The price is SAR 506
SAR 748 total
includes taxes & fees
31 Mar - 1 Apr
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, (4)
"Absolutely beautiful home that was cozy yet quite spacious. It would be good for a larger group and a longer stay as there is quite a lot of space… Both in the kitchen area as well as gathering spots and sleeping beds. It was a great location to explore the Amish community as well as Howe Diner and touch into Michigan. It was nice to have a great place to play cards and relax after an adventure and show and Shipshewana."
The price is SAR 450
SAR 1,105 total
includes taxes & fees
31 Mar - 1 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 561
SAR 712 total
includes taxes & fees
20 Apr - 21 Apr
Lake Retreat With Hot Tub
Davis Street Shipshewana
Smart TV

Davis Street Shipshewana

10.0 out of 10, Exceptional, (68)
"Short stay this time but love the place. Had everything we need. Great location, clean, well supplied. Great host, great communication. "
The price is SAR 525
SAR 912 total
includes taxes & fees
31 Mar - 1 Apr
Davis Street Shipshewana
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 450
SAR 987 total
includes taxes & fees
31 Mar - 1 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, (30)
"The home was clean and comfortable. When in the area again we will check on this home to see if available. The local homemade bread and apple butter were both fantasic, we went to the businesses and purchased both to bring home with us.Thank you."
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, (13)
"was very clean and had everything we needed and more, great spot for bird watching too and quick trips to shipshewana."
The price is SAR 345
SAR 729 total
includes taxes & fees
15 Apr - 16 Apr
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 563
SAR 1,277 total
includes taxes & fees
28 Mar - 29 Mar
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, (143)
"Stayed 4 times. It’s always perfect. "
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 488
SAR 1,180 total
includes taxes & fees
7 Apr - 8 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 521
SAR 1,391 total
includes taxes & fees
16 Apr - 17 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, (48)
"Loved the property. Perfect for our family of"older kids". The ping pong table and hot tub got plenty of use! "
The price is SAR 475
SAR 937 total
includes taxes & fees
2 Apr - 3 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 942
SAR 2,408 total
includes taxes & fees
30 Mar - 31 Mar
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, (3)
"This house checks all the boxes!! You won’t find a cleaner, newer or better location! The host is by far the best with communication and the quality of the house is above and beyond amazing! "
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, (16)
"We stayed at the Choo Choo Inn while visiting family over Christmas. It was a great spot to stay with our dog and had cute touches all around the rental. We will definitely stay here again when we’re visiting home. "
The price is SAR 502
SAR 582 total
includes taxes & fees
6 Apr - 7 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!
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, (7)
"Mike was a great host "
The price is SAR 431
SAR 542 total
includes taxes & fees
31 Mar - 1 Apr
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 SAR 488
SAR 1,180 total
includes taxes & fees
7 Apr - 8 Apr
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
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.
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.