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Our top choices for Middlebury holiday rentals

1. Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Charming 2-bedroom cottage with WiFi, AC in peaceful MiddleburyMiddlebury
10.0 out of 10, Exceptional, (77 reviews)
The price is €179
includes taxes & fees
22 Nov - 23 Nov

2. | 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 €240
includes taxes & fees
23 Nov - 24 Nov

3. Farm Country Amish Country Newly Renovated
Farm Country Amish Country Newly RenovatedMiddlebury
The price is €278
includes taxes & fees
23 Nov - 24 Nov

4. The Wellington Cottage
The Wellington CottageMiddlebury
10.0 out of 10, Exceptional, (13 reviews)
The price is €100
includes taxes & fees
16 Nov - 17 Nov

5. 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 €304
includes taxes & fees
15 Nov - 16 Nov

6. 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 €201
includes taxes & fees
16 Nov - 17 Nov

7. 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 €198
includes taxes & fees
24 Nov - 25 Nov

8. Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax
Sunset Oasis | Kayaks | Pedal Boat | Pier | RelaxShipshewana
8.0 out of 10, Very good, (1 review)

9. Millie's Cottage
Millie's CottageShipshewana
10.0 out of 10, Exceptional, (339 reviews)
The price is €173
includes taxes & fees
15 Nov - 16 Nov

10. Relax and Unwind at the Cozy Cabin on Heaton Lake.
Relax and Unwind at the Cozy Cabin on Heaton Lake.Elkhart
10.0 out of 10, Exceptional, (50 reviews)
The price is €188
includes taxes & fees
15 Nov - 16 Nov

11. 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 €340
includes taxes & fees
15 Nov - 16 Nov

12. 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 €229
includes taxes & fees
16 Nov - 17 Nov

13. Whispering Cottage #3 | Shewana Tiny Home Village
Whispering Cottage #3 | Shewana Tiny Home VillageShipshewana
9.4 out of 10, Exceptional, (16 reviews)
The price is €201
includes taxes & fees
16 Nov - 17 Nov

14. Arrowhead Riverfront! Beautiful, Peaceful, Private
Arrowhead Riverfront! Beautiful, Peaceful, PrivateBristol
10.0 out of 10, Exceptional, (9 reviews)
The price is €395
includes taxes & fees
16 Nov - 17 Nov

15. 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 €217
includes taxes & fees
23 Nov - 24 Nov

16. 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 €230
includes taxes & fees
18 Nov - 19 Nov

17. Designer Apartment-Walkable Downtown Goshen
Designer Apartment-Walkable Downtown GoshenGoshen
10.0 out of 10, Exceptional, (1 review)
The price is €168
includes taxes & fees
16 Nov - 17 Nov

18. The Gemini
The GeminiElkhart
9.4 out of 10, Exceptional, (18 reviews)
The price is €127
includes taxes & fees
15 Nov - 16 Nov

19. 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 €422
includes taxes & fees
16 Nov - 17 Nov

20. 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 €230
includes taxes & fees
16 Nov - 17 Nov
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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