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
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Middlebury holiday homes

Outdoor spa tub

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (72 reviews)
"This is a great Property!"
United States
Patrick B.
The price is AU$498
includes taxes & fees
30 July - 31 July
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Outdoor spa tub

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

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (102 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is AU$515
includes taxes & fees
18 Aug - 19 Aug
| Hot Tub | Amish Farm Country | Pergola | Deck |
Smart TV, books

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)
"Clean and comfy! "
United States
Debbi R.
The price is AU$519
includes taxes & fees
9 Aug - 10 Aug
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
House

Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
The price is AU$568
includes taxes & fees
5 Aug - 6 Aug
Hidden Log Cabin Hot Tub Ping Pong Family
House

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is AU$616
includes taxes & fees
18 Aug - 19 Aug
Farm Country Amish Country Newly Renovated
House

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 AU$514
includes taxes & fees
6 Aug - 7 Aug
Lake Front Cottage Kayaks Game Table Fun
Exterior

Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
9.8 out of 10, Exceptional, (16 reviews)
"Loved our stay — great spot and great Tiny House!"
United States
Sean P.
The price is AU$348
includes taxes & fees
5 Aug - 6 Aug
Natural Nook | Tiny Home #2 in Amish Country!
Exterior

Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (310 reviews)
"Very nice place .. very clean! Would stay here again! "
United States
Monica N.
The price is AU$300
includes taxes & fees
9 Aug - 10 Aug
Millie's Cottage
Terrace/patio

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, (47 reviews)
"We had a great stay!!"
United States
Sally F.
The price is AU$440
includes taxes & fees
27 Aug - 28 Aug
Superb 5-bedroom farmhouse in Goshen with WiFi, AC
Living area

The Gemini

The Gemini
Elkhart
9.2 out of 10, Wonderful, (14 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 AU$212
includes taxes & fees
9 Aug - 10 Aug
The Gemini
Coffee/tea maker, fridge, microwave, oven

Kayaks | Relax by River | 10 Min to Shipshewana |

Kayaks | Relax by River | 10 Min to Shipshewana |
Howe
10.0 out of 10, Exceptional, (26 reviews)
"We had a great stay. It was really clean and comfortable, and I loved being able to kayak. It was a perfect place for a relaxing few days."
United States
Christine C.
The price is AU$406
includes taxes & fees
6 Aug - 7 Aug
Kayaks | Relax by River | 10 Min to Shipshewana |
Exterior detail

Emma's Place

Emma's Place
LaGrange
10.0 out of 10, Exceptional, (69 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
The price is AU$493
includes taxes & fees
4 Aug - 5 Aug
Emma's Place
Exterior detail

Amish Alley Guesthouse (Close to Topeka Livestock Auction)

Amish Alley Guesthouse (Close to Topeka Livestock Auction)
Topeka
9.4 out of 10, Exceptional, (3 reviews)
"Everything was great. Nice cozy home. The only downside was the shower was too small. If it had at least another half bathroom would be perfect."
United States
Mario
The price is AU$374
includes taxes & fees
6 Aug - 7 Aug
Amish Alley Guesthouse (Close to Topeka Livestock Auction)
Dining

Riverhaven! Glamorous A-Frame on St Joe River!

Riverhaven! Glamorous A-Frame on St Joe River!
Bristol
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place to stay! The home was very clean and the location was perfect!"
United States
Emmajo R.
The price is AU$945
includes taxes & fees
20 Aug - 21 Aug
Riverhaven! Glamorous A-Frame on St Joe River!
Exterior

Hilltop Family Retreat

Hilltop Family Retreat
Goshen
10.0 out of 10, Exceptional, (6 reviews)
"Well maintained and had everything you could need!"
United States
Rosie B.
The price is AU$958
includes taxes & fees
2 Aug - 3 Aug
Hilltop Family Retreat
House

Secluded Shipshewana Log Cabin In the Woods

Secluded Shipshewana Log Cabin In the Woods
2.0 star property
Shipshewana
The price is AU$631
includes taxes & fees
10 Aug - 11 Aug
Secluded Shipshewana Log Cabin In the Woods
Living area

Peaceful riverfront home, 3 bedroom, sleeps 6, in Elkhart.

Peaceful riverfront home, 3 bedroom, sleeps 6, in Elkhart.
Elkhart
The price is AU$676
includes taxes & fees
27 Aug - 28 Aug
Peaceful riverfront home, 3 bedroom, sleeps 6, in Elkhart.
Terrace/patio

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
8.0 out of 10, Very good, (1 review)
"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 AU$868
includes taxes & fees
6 Aug - 7 Aug
Sunset Point: Spacious 4-bedroom house in Elkhart with WiFi, AC, Swim Spa
Property grounds

Lake Retreat With Hot Tub

Lake Retreat With Hot Tub
Howe
9.8 out of 10, Exceptional, (46 reviews)
"We had a great stay, the house was as described and the hot tub was wonderful. "
United States
Samantha N.
The price is AU$418
includes taxes & fees
30 July - 31 July
Lake Retreat With Hot Tub
Dining

Rock Run Creek House

Rock Run Creek House
Goshen
9.6 out of 10, Exceptional, (4 reviews)
"Close to Shipshe and a beautiful property"
United States
Holly A.
The price is AU$981
includes taxes & fees
3 Aug - 4 Aug
Rock Run Creek House
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

Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

10/10 Excellent
"Farmstead is our go-to hotel when visiting Shipshewana."
Derek 2-night trip
Posted 6 hours ago
Farmstead Inn & Conference Center

Find out more about Middlebury

Middlebury Holiday Homes information

Number of reviews
705
Accommodation
245 Holiday Homes
Lowest Price
AU$212
Highest Price
AU$981