A log cabin with red shutters and a small porch.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Middlebury vacation homes

A hot tub on a wooden deck with a chair and a blanket.

1. HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (77 reviews)
"Great location"
United States
Tracy C.
The price is ￥21,597
￥42,607 total
includes taxes & fees
Nov 1 - Nov 2
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
A hot tub with a view of a grassy field and a cloudy sky.

2. | 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 ￥23,074
￥48,421 total
includes taxes & fees
Nov 5 - Nov 6
| Hot Tub | Amish Farm Country | Pergola | Deck |
A kitchen with light green cabinets, a white island with stools, a stainless steel refrigerator, and a 'Coffee' sign on the wall.

3. Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is ￥26,343
￥48,985 total
includes taxes & fees
Nov 10 - Nov 11
Amish Country Getaway Farm Views Fire Pit
A spacious living room with a high ceiling, exposed wooden beams, a brick wall, a staircase, and a large television.

4. 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, (35 reviews)
"Loved the house. Clean and comfortable and convenient to shipshewana and goshen."
United States
Dianna D.
The price is ￥22,072
￥53,645 total
includes taxes & fees
Nov 11 - Nov 12
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
A kitchen with a double sink, light-colored cabinets, and a refrigerator.

5. Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is ￥30,450
￥55,270 total
includes taxes & fees
Nov 5 - Nov 6
Farm Country Amish Country Newly Renovated
A log cabin interior with a dining area, a living room, a staircase, and a coffee bar.

6. Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
The price is ￥49,059
￥75,181 total
includes taxes & fees
Nov 23 - Nov 24
Hidden Log Cabin Hot Tub Ping Pong Family
A modern building with a sloped roof, a wooden porch, and a small outdoor seating area.

7. Hearthstone Hideaway #5 | Shewana Tiny Home Village

Hearthstone Hideaway #5 | Shewana Tiny Home Village
Shipshewana
9.8 out of 10, Exceptional, (12 reviews)
"I cannot even explain how clean the property was. The place we stayed was amazingly clean and any problems we had all we had to do was reach out with the host and they got back to us within 15 to 20 minutes. This was one of the most amazing stays I’ve been at thank you for an amazing getaway."
United States
Wendy
The price is ￥16,522
￥36,237 total
includes taxes & fees
Nov 3 - Nov 4
Hearthstone Hideaway #5 | Shewana Tiny Home Village
A living room with a large window, a flat-screen TV, a sofa, and a wooden floor.

8. Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax

Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax
Shipshewana
Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax
A house with a porch, a window with a flower box, and a chair outside.

9. Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (335 reviews)
"Great place to stay"
United States
Joshua H.
The price is ￥21,299
￥31,207 total
includes taxes & fees
Nov 2 - Nov 3
Millie's Cottage
A covered porch with two chairs and a table, a brick wall, and string lights.

10. 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, (54 reviews)
"We had a great stay!!"
United States
Sally F.
The price is ￥39,257
￥62,080 total
includes taxes & fees
Nov 11 - Nov 12
Superb 5-bedroom farmhouse in Goshen with WiFi, AC
A wooden interior with a staircase, a dining area, and a living room.

11. Secluded Shipshewana Log Cabin In the Woods

Secluded Shipshewana Log Cabin In the Woods
2.0 star property
Shipshewana
The price is ￥26,759
￥48,047 total
includes taxes & fees
Nov 4 - Nov 5
Secluded Shipshewana Log Cabin In the Woods
A spacious loft with a stone fireplace, large windows, and a cozy seating area.

12. 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 ￥35,822
￥79,520 total
includes taxes & fees
Nov 1 - Nov 2
Riverhaven! Glamorous A-Frame on St Joe River!
A small, single-story house with a dark roof, a front porch with two chairs, and a pathway leading to the entrance.

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

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
9.8 out of 10, Exceptional, (22 reviews)
"It was quite and peaceful… beautiful setting… loved the tiny house"
United States
Carla
The price is ￥14,578
￥38,900 total
includes taxes & fees
Nov 2 - Nov 3
Natural Nook | Tiny Home #2 in Amish Country!
A two-story building with a wooden facade and a metal roof, featuring a porch with chairs and a small garden area.

14. 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 ￥16,510
￥41,469 total
includes taxes & fees
Nov 4 - Nov 5
Serene Sanctuary | Tiny Home #1 in Amish Country!
A cozy living room with a sectional sofa, a coffee table, and a floor lamp. There are large windows with curtains, a decorative wall piece, and a view of the outdoors.

15. The Gemini

The Gemini
Elkhart
9.2 out of 10, Wonderful, (16 reviews)
"Very clean, had everything we needed and the host was great to communicate with. One of the best places we have ever stayed."
United States
Kelly C.
The price is ￥18,317
￥22,976 total
includes taxes & fees
Oct 31 - Nov 1
The Gemini
A modern kitchen with a marble countertop, a built-in oven, and a ceiling fan.

16. Whispering Cottage #3 | Shewana Tiny Home Village

Whispering Cottage #3 | Shewana Tiny Home Village
Shipshewana
9.4 out of 10, Exceptional, (15 reviews)
"Beautiful and peaceful place."
United States
Jackie S.
The price is ￥16,510
￥36,211 total
includes taxes & fees
Nov 2 - Nov 3
Whispering Cottage #3 | Shewana Tiny Home Village
The bedroom has a queen sized bed, electric fireplace, and TV for cozy, restful evenings

17. 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)
"This place was amazing! The animals in the back were a bonus. The only thing we could think to make it better was a full length mirror. Would recommend to all our family and friends to stay here!"
United States
Cindy T.
The price is ￥16,522
￥40,954 total
includes taxes & fees
Nov 1 - Nov 2
Simple Serenity Loft | Tiny Home #6 in Amish Country!
Exterior

18. 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 ￥72,574
￥106,903 total
includes taxes & fees
Nov 1 - Nov 2
Hilltop Family Retreat
A modern two-story house with a dark exterior, a wooden front porch, and a fenced yard.

19. 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 ￥14,578
￥38,900 total
includes taxes & fees
Nov 4 - Nov 5
Little Luxe Retreat #7 | Tiny Home + Fire Table
A small wooden cabin with a pitched roof, a front door, and two chairs outside.

20. 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 ￥14,578
￥33,820 total
includes taxes & fees
Nov 4 - Nov 5
Nature's Nest | Tiny Home #4 in Amish Country!
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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Top Middlebury Hotel Reviews

Microtel Inn & Suites by Wyndham Elkhart

Microtel Inn & Suites by Wyndham Elkhart

10/10 Excellent
"We had a great time the staff was friendly and we had no problems"
ROCHRATA 2-night trip
Posted 9 hours ago
Microtel Inn & Suites by Wyndham Elkhart

Find out more about Middlebury

Middlebury Vacation Homes information

Number of reviews
694
Accommodation
241 Vacation Homes
Lowest Price
￥22,976
Highest Price
￥106,903