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Our top choices for Middlebury vacation 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)
The price is ¥19,799
¥42,412 total
includes taxes & fees
Nov 23 - Nov 24

2. Farm Country Amish Country Newly Renovated
Farm Country Amish Country Newly RenovatedMiddlebury
The price is ¥24,071
¥48,581 total
includes taxes & fees
Nov 23 - Nov 24

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 DameMiddlebury
10.0 out of 10, Exceptional, (36 reviews)
The price is ¥24,602
¥54,176 total
includes taxes & fees
Nov 17 - Nov 18

4. Hearthstone Hideaway #5 | Shewana Tiny Home Village
Hearthstone Hideaway #5 | Shewana Tiny Home VillageShipshewana
9.6 out of 10, Exceptional, (13 reviews)
The price is ¥16,621
¥34,447 total
includes taxes & fees
Nov 16 - Nov 17

5. Lake Front Cottage Kayaks Game Table Fun
Lake Front Cottage Kayaks Game Table FunShipshewana
10.0 out of 10, Exceptional, (1 review)
The price is ¥15,835
¥34,564 total
includes taxes & fees
Nov 24 - Nov 25

6. Millie's Cottage
Millie's CottageShipshewana
10.0 out of 10, Exceptional, (338 reviews)
The price is ¥21,427
¥29,752 total
includes taxes & fees
Nov 16 - Nov 17

7. Superb 5-bedroom farmhouse in Goshen with WiFi, AC
Superb 5-bedroom farmhouse in Goshen with WiFi, ACGoshen
9.8 out of 10, Exceptional, (56 reviews)
The price is ¥39,521
¥57,063 total
includes taxes & fees
Nov 16 - Nov 17

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)
The price is ¥16,621
¥39,375 total
includes taxes & fees
Nov 16 - Nov 17

9. Whispering Cottage #3 | Shewana Tiny Home Village
Whispering Cottage #3 | Shewana Tiny Home VillageShipshewana
9.4 out of 10, Exceptional, (15 reviews)
The price is ¥16,621
¥34,447 total
includes taxes & fees
Nov 16 - Nov 17

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)
The price is ¥16,621
¥39,375 total
includes taxes & fees
Nov 18 - Nov 19

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)
The price is ¥36,883
¥74,339 total
includes taxes & fees
Nov 16 - Nov 17

12. Little Luxe Retreat #7 | Tiny Home + Fire Table
Little Luxe Retreat #7 | Tiny Home + Fire TableShipshewana
10.0 out of 10, Exceptional, (18 reviews)
The price is ¥16,621
¥39,558 total
includes taxes & fees
Nov 24 - Nov 25

13. The Gemini
The GeminiElkhart
9.4 out of 10, Exceptional, (18 reviews)
The price is ¥18,427
¥20,567 total
includes taxes & fees
Nov 17 - Nov 18

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 price is ¥16,621
¥39,375 total
includes taxes & fees
Nov 17 - Nov 18

15. Hilltop Family Retreat
Hilltop Family RetreatGoshen
10.0 out of 10, Exceptional, (7 reviews)
The price is ¥73,011
¥102,452 total
includes taxes & fees
Nov 17 - Nov 18

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)
The price is ¥16,621
¥34,447 total
includes taxes & fees
Nov 17 - Nov 18

17. Rock Run Creek House
Rock Run Creek HouseGoshen
9.6 out of 10, Exceptional, (5 reviews)
The price is ¥73,011
¥102,452 total
includes taxes & fees
Nov 17 - Nov 18

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 SpaElkhart
6.8 out of 10, (3 reviews)
The price is ¥36,998
¥75,762 total
includes taxes & fees
Nov 16 - Nov 17

19. Klinger Lake Cove - Sleeps 16-24
Klinger Lake Cove - Sleeps 16-24White Pigeon
10.0 out of 10, Exceptional, (6 reviews)
The price is ¥69,996
¥123,240 total
includes taxes & fees
Nov 18 - Nov 19

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)
The price is ¥21,425
¥46,504 total
includes taxes & fees
Nov 16 - Nov 17
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 savor 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.

Photo by Ann Sair
Open Photo by Ann Sair
































































