Photo by Ann Sair

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Check prices for these dates

Our top choices for Middlebury holiday homes

1. | Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (104 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is £199
includes taxes & fees
23 Nov - 24 Nov
| Hot Tub | Amish Farm Country | Pergola | Deck |

2. Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is £231
includes taxes & fees
23 Nov - 24 Nov
Farm Country Amish Country Newly Renovated

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

The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Middlebury
10.0 out of 10, Exceptional, (36 reviews)
"Loved the house. Clean and comfortable and convenient to shipshewana and goshen."
United States
Dianna D.
The price is £254
includes taxes & fees
2 Dec - 3 Dec
The Back Porch Haven Stay in Amish Country yet close to Notre Dame

4. Hearthstone Hideaway #5 | Shewana Tiny Home Village

Hearthstone Hideaway #5 | Shewana Tiny Home Village
Shipshewana
9.6 out of 10, Exceptional, (13 reviews)
"Very nice stay! Our only negative was that there were more vehicles than parking spaces."
United States
Rita S.
The price is £166
includes taxes & fees
16 Nov - 17 Nov
Hearthstone Hideaway #5 | Shewana Tiny Home Village

5. Lake Front Cottage Kayaks Game Table Fun

Lake Front Cottage Kayaks Game Table Fun
2.0 star property
Shipshewana
10.0 out of 10, Exceptional, (1 review)
"Loved the cottage! Everything was as stated in the property description and the cottage is decorated very nicely and very clean. Unfortunately, there was severe weather and we had to delay our trip a day. When I asked if we'd be able to get a refund for one day, I got no response from the property manager. However, we accidentally took a book from the cottage and when we texted Todd, he responded immediately and was very helpful in how to return the book. The weather did not cooperate for...
United States
Ron
The price is £163
includes taxes & fees
24 Nov - 25 Nov
Lake Front Cottage Kayaks Game Table Fun

6. Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (338 reviews)
"Great place to stay"
United States
Joshua H.
The price is £142
includes taxes & fees
15 Nov - 16 Nov
Millie's Cottage

7. Superb 5-bedroom farmhouse in Goshen with WiFi, AC

Superb 5-bedroom farmhouse in Goshen with WiFi, AC
Goshen
9.8 out of 10, Exceptional, (56 reviews)
"We had a great stay!!"
United States
Sally F.
The price is £281
includes taxes & fees
15 Nov - 16 Nov
Superb 5-bedroom farmhouse in Goshen with WiFi, AC

8. Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
9.8 out of 10, Exceptional, (23 reviews)
"It was quite and peaceful… beautiful setting… loved the tiny house"
United States
Carla
The price is £189
includes taxes & fees
16 Nov - 17 Nov
Natural Nook | Tiny Home #2 in Amish Country!

9. Whispering Cottage #3 | Shewana Tiny Home Village

Whispering Cottage #3 | Shewana Tiny Home Village
Shipshewana
9.4 out of 10, Exceptional, (16 reviews)
"Beautiful and peaceful place."
United States
Jackie S.
The price is £166
includes taxes & fees
16 Nov - 17 Nov
Whispering Cottage #3 | Shewana Tiny Home Village

10. Serene Sanctuary | Tiny Home #1 in Amish Country!

Serene Sanctuary | Tiny Home #1 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful time!"
United States
Julie G.
The price is £190
includes taxes & fees
18 Nov - 19 Nov
Serene Sanctuary | Tiny Home #1 in Amish Country!

11. Riverhaven! Glamorous A-Frame on St Joe River!

Riverhaven! Glamorous A-Frame on St Joe River!
Bristol
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful place to stay! The home was very clean and the location was perfect!"
United States
Emmajo R.
The price is £350
includes taxes & fees
16 Nov - 17 Nov
Riverhaven! Glamorous A-Frame on St Joe River!

12. Little Luxe Retreat #7 | Tiny Home + Fire Table

Little Luxe Retreat #7 | Tiny Home + Fire Table
Shipshewana
10.0 out of 10, Exceptional, (18 reviews)
"Very cozy and well kept up!"
United States
Randy R.
The price is £179
includes taxes & fees
23 Nov - 24 Nov
Little Luxe Retreat #7 | Tiny Home + Fire Table

13. The Gemini

The Gemini
Elkhart
9.4 out of 10, Exceptional, (18 reviews)
"Nice place"
United States
Karla
The price is £104
includes taxes & fees
16 Nov - 17 Nov
The Gemini

14. Simple Serenity Loft | Tiny Home #6 in Amish Country!

Simple Serenity Loft | Tiny Home #6 in Amish Country!
Shipshewana
9.6 out of 10, Exceptional, (10 reviews)
"The place was beautiful and very clean and close to town.It was very peaceful and quiet."
United States
audrey o.
The price is £190
includes taxes & fees
16 Nov - 17 Nov
Simple Serenity Loft | Tiny Home #6 in Amish Country!

15. Hilltop Family Retreat

Hilltop Family Retreat
Goshen
10.0 out of 10, Exceptional, (7 reviews)
"Well maintained and had everything you could need!"
United States
Rosie B.
The price is £493
includes taxes & fees
15 Nov - 16 Nov
Hilltop Family Retreat

16. Nature's Nest | Tiny Home #4 in Amish Country!

Nature's Nest | Tiny Home #4 in Amish Country!
Shipshewana
9.8 out of 10, Exceptional, (15 reviews)
"Great place to stay"
United States
Bill L.
The price is £167
includes taxes & fees
16 Nov - 17 Nov
Nature's Nest | Tiny Home #4 in Amish Country!

17. Rock Run Creek House

Rock Run Creek House
Goshen
9.6 out of 10, Exceptional, (5 reviews)
"Close to Shipshe and a beautiful property"
United States
Holly A.
The price is £475
includes taxes & fees
25 Nov - 26 Nov
Rock Run Creek House

18. Sunset Point: Spacious 4-bedroom house in Elkhart with WiFi, AC, Swim Spa

Sunset Point: Spacious 4-bedroom house in Elkhart with WiFi, AC, Swim Spa
Elkhart
6.8 out of 10, (3 reviews)
"We came here with 8 people, four young kids, we had fun in the hot tub and the sleeping arraignments were great, beds were comfortable enough and the kids loved the swim spa, and the view is super cool, watching birds and wild life in the river. We would recommend this place even in the winter. "
United States
Cara H.
The price is £357
includes taxes & fees
16 Nov - 17 Nov
Sunset Point: Spacious 4-bedroom house in Elkhart with WiFi, AC, Swim Spa

19. Klinger Lake Cove - Sleeps 16-24

Klinger Lake Cove - Sleeps 16-24
White Pigeon
10.0 out of 10, Exceptional, (6 reviews)
"It was a nice place. we wanted a weekend getaway with family and it was perfect."
United States
Haxhi
The price is £579
includes taxes & fees
18 Nov - 19 Nov
Klinger Lake Cove - Sleeps 16-24

20. Live & Love Life on the Lake at Sunset Peak!

Live & Love Life on the Lake at Sunset Peak!
Howe
9.8 out of 10, Exceptional, (51 reviews)
"Wonderful location! Great swimming, kayaks, view! Place was clean and perfect for our stay"
United States
Ellie B.
The price is £227
includes taxes & fees
17 Nov - 18 Nov
Live & Love Life on the Lake at Sunset Peak!
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.

Learn more about Middlebury

Amish heritage comes alive at the Das Dutchman Essenhaus, where you can savour homemade pies after shopping for handcrafted quilts. Rent bikes to explore the scenic Pumpkinvine Nature Trail, stopping at family-owned shops for authentic Amish cheese and freshly baked bread.

A Dutch County building with a covered walkway and red wagon wheels.
Photo by Ann Sair
Open Photo by Ann Sair