A log cabin with red shutters and a small porch.

Holiday Homes in Middlebury

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Middlebury holiday 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, (73 reviews)
"This is a great Property!"
United States
Patrick B.
The price is NZ$463
includes taxes & fees
13 Sept - 14 Sept
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
A kitchen with light green cabinets, a white island with stools, a stainless steel refrigerator, and a 'Coffee' sign on the wall.

2. Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is NZ$473
includes taxes & fees
7 Sept - 8 Sept
Amish Country Getaway Farm Views Fire Pit
A hot tub with a view of a grassy field and a cloudy sky.

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

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (103 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is NZ$474
includes taxes & fees
9 Sept - 10 Sept
| Hot Tub | Amish Farm Country | Pergola | Deck |
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, (32 reviews)
"Loved the house. Clean and comfortable and convenient to shipshewana and goshen."
United States
Dianna D.
The price is NZ$544
includes taxes & fees
13 Sept - 14 Sept
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
A kitchen with light green cabinets, a white island with stools, a stainless steel refrigerator, and a 'Coffee' sign on the wall.

5. | Amish Country Getaway | Farm Views | Fire Pit |

| Amish Country Getaway | Farm Views | Fire Pit |
Middlebury
10.0 out of 10, Exceptional, (2 reviews)
"Great little farmhouse for the family."
United States
Arlen K.
| Amish Country Getaway | Farm Views | Fire Pit |
A log cabin interior with a dining area, a living room with a sofa and armchair, a coffee bar, and a wooden staircase.

6. Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Goshen
10.0 out of 10, Exceptional, (16 reviews)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
The price is NZ$556
includes taxes & fees
10 Sept - 11 Sept
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
A kitchen with a double sink, light-colored cabinets, and a refrigerator.

7. Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is NZ$515
includes taxes & fees
9 Sept - 10 Sept
Farm Country Amish Country Newly Renovated
A log cabin interior with a dining area, a living room, a staircase, and a coffee bar.

8. Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
The price is NZ$627
includes taxes & fees
10 Sept - 11 Sept
Hidden Log Cabin Hot Tub Ping Pong Family
A two-story building with a wooden facade and a metal roof, featuring a porch with chairs and a small garden area.

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

Serene Sanctuary | Tiny Home #1 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (5 reviews)
"Loved the tiny house "
United States
Karen M.
The price is NZ$415
includes taxes & fees
7 Sept - 8 Sept
Serene Sanctuary | Tiny Home #1 in Amish Country!
A cozy seating area with wicker chairs and a teal rug, a 'Welcome to our Lake House' sign, and nautical decorations.

10. 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
Lake Front Cottage Kayaks Game Table Fun
A lakeside seating area with Adirondack chairs and a canoe, surrounded by a grassy area and a large tree.

11. Lake House | Shallow Sandy | Kayaks | Family Fun

Lake House | Shallow Sandy | Kayaks | Family Fun
Middlebury
9.8 out of 10, Exceptional, (9 reviews)
"Incredible stay. They’ve thought of everything you would need for an enjoyable and relaxing vacation. A dream cottage. "
United States
Larry
The price is NZ$522
includes taxes & fees
7 Sept - 8 Sept
Lake House | Shallow Sandy | Kayaks | Family Fun
A house with a porch, a window with a flower box, and a chair outside.

12. Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (319 reviews)
"Great property. Good location. Would stay again."
United States
BigJohnsCards24
The price is NZ$350
includes taxes & fees
12 Sept - 13 Sept
Millie's Cottage
A two-story house with a front porch, a grill, and a door with a wreath.

13. Beautiful Private Setting !!!

Beautiful Private Setting !!!
Bristol
10.0 out of 10, Exceptional, (29 reviews)
"Great setting and well supplied. "
United States
Audrey H.
The price is NZ$751
includes taxes & fees
26 Sept - 27 Sept
Beautiful Private Setting !!!
A small, single-story house with a dark roof, a front porch with two chairs, and a pathway leading to the entrance.

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

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
9.6 out of 10, Exceptional, (20 reviews)
"If you're looking for a peaceful, beautiful place, this tiny house is it! Tranquil and everything you need for a weekend getaway."
United States
Michelle H.
The price is NZ$415
includes taxes & fees
7 Sept - 8 Sept
Natural Nook | Tiny Home #2 in Amish Country!
A modern building with a sloped roof, a wooden porch, and a small outdoor seating area.

15. Hearthstone Hideaway #5 | Shewana Tiny Home Village

Hearthstone Hideaway #5 | Shewana Tiny Home Village
Shipshewana
9.2 out of 10, Wonderful, (5 reviews)
"We enjoyed staying at the tiny house. Was clean and quiet. Had about everything we needed for are two night stay. Will be back"
United States
Joe R.
The price is NZ$361
includes taxes & fees
9 Sept - 10 Sept
Hearthstone Hideaway #5 | Shewana Tiny Home Village
A spacious loft with a stone fireplace, large windows, and a cozy seating area.

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

Riverhaven! Glamorous A-Frame on St Joe River!
Bristol
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful place to stay! The home was very clean and the location was perfect!"
United States
Emmajo R.
The price is NZ$1,095
includes taxes & fees
7 Sept - 8 Sept
Riverhaven! Glamorous A-Frame on St Joe River!
A bunk bed with a ladder, multiple pillows, and a floral-patterned bedspread.

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

Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax
Shipshewana
The price is NZ$678
includes taxes & fees
9 Sept - 10 Sept
Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax
A covered porch with two chairs and a table, a brick wall, and string lights.

18. 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, (49 reviews)
"We had a great stay!!"
United States
Sally F.
The price is NZ$517
includes taxes & fees
9 Sept - 10 Sept
Superb 5-bedroom farmhouse in Goshen with WiFi, AC
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.

19. The Gemini

The Gemini
Elkhart
9.2 out of 10, Wonderful, (15 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 NZ$248
includes taxes & fees
7 Sept - 8 Sept
The Gemini
A spacious living room with a wooden dining table, chairs, a television, and a large window with curtains.

20. Lake House Shallow Sandy Kayaks Family Fun

Lake House Shallow Sandy Kayaks Family Fun
2.0 star property
Shipshewana
The price is NZ$598
includes taxes & fees
9 Sept - 10 Sept
Lake House Shallow Sandy Kayaks Family Fun
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

Baymont by Wyndham Elkhart

Baymont by Wyndham Elkhart

10/10 Excellent
"Amable el personal, limpias las habitaciones"
Erwin 1-night trip
Posted 6 hours ago
Baymont by Wyndham Elkhart

Find out more about Middlebury

Middlebury Holiday Homes information

Number of reviews
601
Accommodation
245 Holiday Homes
Lowest Price
NZ$248
Highest Price
NZ$1,095