Holiday Homes in Middlebury

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Middlebury holiday homes

Outdoor spa tub

Holiday Home in Middlebury

| Hot Tub | Amish Farm Country | Pergola | Deck |
10.0 out of 10, Exceptional, (95 reviews)
"Beautiful house, well equipped (including an outdoor hot tub!), clean, comfortable, top-notch. We're definitely hoping to stay there again sometime."
United States
Joel J N.
The price is €208
includes taxes & fees
9 Mar - 10 Mar
| Hot Tub | Amish Farm Country | Pergola | Deck |
Outdoor spa tub

Holiday Home in Middlebury

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
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 €190
includes taxes & fees
8 Mar - 9 Mar
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Smart TV, books

Holiday Home in Middlebury

The Back Porch Haven Stay in Amish Country yet close to Notre Dame
10.0 out of 10, Exceptional, (27 reviews)
"We had a nice stay with our grandchildren. The house was a very nice space and clean. Our host was friendly and helpful. We loved watching the changing leaves in the yard."
United States
Monica G.
The price is €284
includes taxes & fees
15 Mar - 16 Mar
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
House

Holiday Home in Middlebury

Farm Country Amish Country Newly Renovated
2.0 star property
The price is €210
includes taxes & fees
10 Mar - 11 Mar
Farm Country Amish Country Newly Renovated
Fridge, microwave, oven, stovetop

Holiday Home in Howe

Kayaks | Relax by River | 10 Min to Shipshewana |
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 €164
includes taxes & fees
10 Mar - 11 Mar
Kayaks | Relax by River | 10 Min to Shipshewana |
Exterior detail

Holiday Home in LaGrange

Emma's Place
9.8 out of 10, Exceptional, (59 reviews)
"Very clean, and comfy. We stayed with two other couples and enjoyed our time in this area. "
United States
Michael W.
The price is €292
includes taxes & fees
8 Mar - 9 Mar
Emma's Place
Exterior

Holiday Home in Shipshewana

Millie's Cottage
10.0 out of 10, Exceptional, (281 reviews)
"Clean, comfortable, great area. Easy to work with owner, always enjoy staying at Millie’s cottage."
United States
Terry K.
The price is €177
includes taxes & fees
5 Mar - 6 Mar
Millie's Cottage
House

Holiday Home in Howe

Relaxing Riverside 10 Minutes to Shipshewana
2.0 star property
The price is €180
includes taxes & fees
10 Mar - 11 Mar
Relaxing Riverside 10 Minutes to Shipshewana
Property grounds

Holiday Home in Sturgis

Cottages on Sand Lake - The Cozy Cottage
9.2 out of 10, Wonderful, (23 reviews)
"It was a lovely get away"
United States
carol b.
The price is €216
includes taxes & fees
10 Mar - 11 Mar
Cottages on Sand Lake - The Cozy Cottage
Property grounds

Holiday Home in Howe

Live & Love Life on the Lake at Sunset Peak!
9.8 out of 10, Exceptional, (29 reviews)
"The home was very comfortable and had a beautiful setting. The host was kind and responsive."
United States
Alisa Q.
The price is €254
includes taxes & fees
5 Mar - 6 Mar
Live & Love Life on the Lake at Sunset Peak!
Interior

Holiday Home in Nappanee

Woodside Retreat in the Heart of Amish Country
10.0 out of 10, Exceptional, (12 reviews)
"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"
United States
VICKI
The price is €173
includes taxes & fees
5 Mar - 6 Mar
Woodside Retreat in the Heart of Amish Country
Property grounds

Holiday Home in Howe

Lake Retreat With Hot Tub
9.8 out of 10, Exceptional, (31 reviews)
"Thank you so much for your wonderful hospitality! My wife and I had a great stay at the Cozy Nest. It was comfortable and had everything we needed for a relaxing getaway. We would defiantly love to stay again."
United States
Steve R.
The price is €158
includes taxes & fees
16 Mar - 17 Mar
Lake Retreat With Hot Tub
Outdoor dining

Holiday Home in Wolcottville

Cozy Lake House On The Channel With Access To 5 Lakes!
9.6 out of 10, Exceptional, (42 reviews)
"Nice Property, affordable, pice and Nice Location. "
United States
Dimple N.
The price is €228
includes taxes & fees
5 Mar - 6 Mar
Cozy Lake House On The Channel With Access To 5 Lakes!
Exterior

Holiday Home in Shipshewana

Serene Sanctuary | Tiny Home #1 in Amish Country!
The price is €211
includes taxes & fees
5 Mar - 6 Mar
Serene Sanctuary | Tiny Home #1 in Amish Country!
Property grounds

Holiday Home in Middlebury

Lake House | Shallow Sandy | Kayaks | Family Fun
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 €215
includes taxes & fees
9 Mar - 10 Mar
Lake House | Shallow Sandy | Kayaks | Family Fun
Smart TV, fireplace, books

Holiday Home in Elkhart

Family Friendly Riverside Oasis:4 BR, Spacious with Peaceful Scenic Views & ND!
10.0 out of 10, Exceptional, (8 reviews)
"Great stay!"
United States
Lilly G.
The price is €244
includes taxes & fees
8 Mar - 9 Mar
Family Friendly Riverside Oasis:4 BR, Spacious with Peaceful Scenic Views & ND!
Smart TV

Holiday Home in Elkhart

Choo Choo Inn
10.0 out of 10, Exceptional, (26 reviews)
"Wonderful comfortable property. Clean and was more spacious than expected. Outside deck was nice to hang out on with large backyard for privacy. Inside had comfortable couches and beds. "
United States
Kristin D.
The price is €208
includes taxes & fees
8 Mar - 9 Mar
Choo Choo Inn
Interior

Holiday Home in Shipshewana

Lake Front Cottage | Kayaks | Game Table Fun
10.0 out of 10, Exceptional, (4 reviews)
"Really enjoyed it very relaxing surprised at how well it was stocked for amenities. Really enjoyed the view of the lake, especially at sunset."
United States
Cynthia A.
The price is €152
includes taxes & fees
5 Mar - 6 Mar
Lake Front Cottage | Kayaks | Game Table Fun
Interior

Holiday Home in Three Rivers

The Storybook Church. Beautiful vintage brick church built in 1878.
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 €317
includes taxes & fees
8 Mar - 9 Mar
The Storybook Church. Beautiful vintage brick church built in 1878.
Property grounds

Holiday Home in Rome City

Lake House | Kayaks | Patio/Deck | Private Pier
9.8 out of 10, Exceptional, (16 reviews)
"We enjoyed our time away"
United States
lori b.
The price is €226
includes taxes & fees
9 Mar - 10 Mar
Lake House | Kayaks | Patio/Deck | Private Pier
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

Hotel Elkhart, Tapestry Collection by Hilton

Hotel Elkhart, Tapestry Collection by Hilton

10/10 Excellent
"clean room"
Fred 1-night trip
Posted 2 days ago
Hotel Elkhart, Tapestry Collection by Hilton

Find out more about Middlebury

Middlebury Holiday Homes information

Number of reviews
636
Accommodation
224 Holiday Homes
Lowest Price
€158
Highest Price
€292