Search Holiday Homes in Middlebury

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

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, (62 reviews)
"The host was very welcoming and made sure everything was to our satisfaction. The house was clean and nice and in a quiet neighborhood. We had a very enjoyable stay."
United States
Judith T.
The price is £161
includes taxes & fees
31 Mar - 1 Apr
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
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, (28 reviews)
"Came up for a wedding and had a wonderful time with my friends. Thank you for being such great hosts! "
United States
Thomas B.
The price is £238
includes taxes & fees
29 Mar - 30 Mar
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
House

Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is £158
includes taxes & fees
1 Apr - 2 Apr
Amish Country Getaway Farm Views Fire Pit
Exterior

Charming 3-bedroom house located on Main Street in Downtown Middlebury

Charming 3-bedroom house located on Main Street in Downtown Middlebury
Middlebury
9.4 out of 10, Exceptional, (13 reviews)
"Yes fine home will stay there again. "
United States
Tim N.
The price is £280
includes taxes & fees
25 Apr - 26 Apr
Charming 3-bedroom house located on Main Street in Downtown Middlebury
Private kitchen

| Amish Country Getaway | Farm Views | Fire Pit |

| Amish Country Getaway | Farm Views | Fire Pit |
Middlebury
| Amish Country Getaway | Farm Views | Fire Pit |
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 £259
includes taxes & fees
9 Apr - 10 Apr
Hidden Log Cabin Hot Tub Ping Pong Family
Fridge, microwave, oven, stovetop

Kayaks | Relax by River | 10 Min to Shipshewana |

Kayaks | Relax by River | 10 Min to Shipshewana |
Howe
10.0 out of 10, Exceptional, (22 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 £139
includes taxes & fees
31 Mar - 1 Apr
Kayaks | Relax by River | 10 Min to Shipshewana |
Exterior detail

Emma's Place

Emma's Place
LaGrange
9.8 out of 10, Exceptional, (60 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
The price is £254
includes taxes & fees
30 Mar - 31 Mar
Emma's Place
Exterior

Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (284 reviews)
"Great Location, cozy cottage. The place was very clean and had everything we needed. Had a lovely time in Shipshewana. "
United States
Robert J.
The price is £154
includes taxes & fees
29 Mar - 30 Mar
Millie's Cottage
House

Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
The price is £218
includes taxes & fees
8 Apr - 9 Apr
Lake House Kayaks Patio Deck Private Pier
Property grounds

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, (29 reviews)
"Beautiful home, Great location and our host was wonderful."
United States
Emily L.
The price is £219
includes taxes & fees
2 Apr - 3 Apr
Live & Love Life on the Lake at Sunset Peak!
Property grounds

Cottages on Sand Lake - The Cozy Cottage

Cottages on Sand Lake - The Cozy Cottage
Sturgis
9.2 out of 10, Wonderful, (23 reviews)
"It was a lovely get away"
United States
carol b.
The price is £211
includes taxes & fees
29 Mar - 30 Mar
Cottages on Sand Lake - The Cozy Cottage
Outdoor dining

Cozy Lake House On The Channel With Access To 5 Lakes!

Cozy Lake House On The Channel With Access To 5 Lakes!
Wolcottville
9.6 out of 10, Exceptional, (42 reviews)
"The house was very nice and clean, and it was located in a beautiful part of Indiana in the heart of Amish country."
United States
Adam N.
The price is £199
includes taxes & fees
29 Mar - 30 Mar
Cozy Lake House On The Channel With Access To 5 Lakes!
Living area

The Gemini

The Gemini
Elkhart
9.2 out of 10, Wonderful, (13 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 £123
includes taxes & fees
19 Apr - 20 Apr
The Gemini
Exterior

Serene Sanctuary | Tiny Home #1 in Amish Country!

Serene Sanctuary | Tiny Home #1 in Amish Country!
Shipshewana
The price is £183
includes taxes & fees
30 Mar - 31 Mar
Serene Sanctuary | Tiny Home #1 in Amish Country!
Property grounds

Lake House | Shallow Sandy | Kayaks | Family Fun

Lake House | Shallow Sandy | Kayaks | Family Fun
Middlebury
10.0 out of 10, Exceptional, (4 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 £183
includes taxes & fees
30 Mar - 31 Mar
Lake House | Shallow Sandy | Kayaks | Family Fun
Property grounds

Lake Retreat With Hot Tub

Lake Retreat With Hot Tub
Howe
9.8 out of 10, Exceptional, (32 reviews)
"Friendly host. Nice quiet area. "
United States
Connie t.
The price is £160
includes taxes & fees
13 Apr - 14 Apr
Lake Retreat With Hot Tub
Exterior detail

Amish Alley Guesthouse (Close to Topeka Livestock Auction)

Amish Alley Guesthouse (Close to Topeka Livestock Auction)
Topeka
The price is £217
includes taxes & fees
29 Mar - 30 Mar
Amish Alley Guesthouse (Close to Topeka Livestock Auction)
Interior

The Storybook Church. Beautiful vintage brick church built in 1878.

The Storybook Church. Beautiful vintage brick church built in 1878.
Three Rivers
10.0 out of 10, Exceptional, (1 review)
"Wonderful place, met or exceeded expectations! Even got to ring the church bells!"
United States
Joel M.
The price is £275
includes taxes & fees
30 Mar - 31 Mar
The Storybook Church. Beautiful vintage brick church built in 1878.
House

Lake Front Cottage Kayaks Game Table Fun

Lake Front Cottage Kayaks Game Table Fun
2.0 star property
Shipshewana
The price is £142
includes taxes & fees
30 Mar - 31 Mar
Lake Front Cottage Kayaks Game Table 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebury Hotel Reviews

Travelodge by Wyndham Elkhart

Travelodge by Wyndham Elkhart

2/10 Terrible
"Worst place I ever stayed had to cancel stay early due to the unethically horrible manager. Did not issue a refund for the night that I didn't get to stay. Pretty much robbed me for $100 and caused my trip to be complete chaos would not recommend staying here to anyone that could help it also the room keys worked only half the time. Two thumbs down !!! "
Matt 2-night trip
Posted 5 hours ago
Travelodge by Wyndham Elkhart

Find out more about Middlebury

Middlebury Holiday Homes information

Number of reviews
572
Accommodation
224 Holiday Homes
Lowest Price
£123
Highest Price
£280