Middlebury Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Middlebury vacation 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, (64 reviews)
"Nice, quiet place for a ladies weekend. Would recommend and stay here again."
United States
Stephanie K.
The price is CA $170
CA $378 total
includes taxes & fees
May 25 - May 26
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, (29 reviews)
"Everything was as advertised and the host was great. Highly recommend!"
United States
Bart W.
The price is CA $182
CA $450 total
includes taxes & fees
May 31 - Jun 1
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 CA $211
CA $417 total
includes taxes & fees
May 25 - May 26
Amish Country Getaway Farm Views Fire Pit
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, (23 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 CA $151
CA $312 total
includes taxes & fees
May 25 - May 26
Kayaks | Relax by River | 10 Min to Shipshewana |
Exterior

Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (293 reviews)
"Great location. Cute, clean house."
United States
Rebecca H.
The price is CA $199
CA $288 total
includes taxes & fees
Jun 4 - Jun 5
Millie's Cottage
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 CA $161
CA $351 total
includes taxes & fees
May 31 - Jun 1
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
9.4 out of 10, Exceptional, (45 reviews)
"Nice Property, affordable, pice and Nice Location. "
United States
Dimple N.
The price is CA $211
CA $420 total
includes taxes & fees
May 27 - May 28
Cozy Lake House On The Channel With Access To 5 Lakes!
House

Relaxing Riverside 10 Minutes to Shipshewana

Relaxing Riverside 10 Minutes to Shipshewana
2.0 star property
Howe
The price is CA $197
CA $385 total
includes taxes & fees
May 25 - May 26
Relaxing Riverside 10 Minutes to Shipshewana
Exterior detail

Emma's Place

Emma's Place
LaGrange
10.0 out of 10, Exceptional, (63 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
The price is CA $200
CA $480 total
includes taxes & fees
May 31 - Jun 1
Emma's Place
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 CA $163
CA $432 total
includes taxes & fees
May 25 - May 26
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, (40 reviews)
"Friendly host. Nice quiet area. "
United States
Connie t.
The price is CA $279
CA $364 total
includes taxes & fees
Jun 14 - Jun 15
Lake Retreat With Hot Tub
Property grounds

Cottages on Sand Lake - *Jaquzzi* - The Retreat

Cottages on Sand Lake - *Jaquzzi* - The Retreat
Sturgis
9.6 out of 10, Exceptional, (18 reviews)
"Beautiful weekend stay. Perfect for our family of four. We enjoyed fishing in the lake and soaking in the hot tub."
United States
Nicki L.
The price is CA $212
CA $493 total
includes taxes & fees
May 26 - May 27
Cottages on Sand Lake - *Jaquzzi* - The Retreat
Outdoor dining

Cottages on Sand Lake - The Lazy Lakehouse

Cottages on Sand Lake - The Lazy Lakehouse
Nottawa
9.8 out of 10, Exceptional, (16 reviews)
"Best cottage that we have stayed in well supplied and great communication with the host"
United States
Mary B.
The price is CA $198
CA $395 total
includes taxes & fees
Jun 11 - Jun 12
Cottages on Sand Lake - The Lazy Lakehouse
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, (33 reviews)
"Beautiful home, Great location and our host was wonderful."
United States
Emily L.
The price is CA $234
CA $507 total
includes taxes & fees
Jun 3 - Jun 4
Live & Love Life on the Lake at Sunset Peak!
Exterior

Little Luxe Retreat #7 | Tiny Home + Fire Table

Little Luxe Retreat #7 | Tiny Home + Fire Table
Shipshewana
10.0 out of 10, Exceptional, (4 reviews)
"Very enjoyable stay."
United States
June P.
The price is CA $156
CA $377 total
includes taxes & fees
May 29 - May 30
Little Luxe Retreat #7 | Tiny Home + Fire Table
Exterior detail

Amish Alley Guesthouse,no cleaning fee,near TLA

Amish Alley Guesthouse,no cleaning fee,near TLA
Topeka
10.0 out of 10, Exceptional, (1 review)
"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 CA $262
CA $344 total
includes taxes & fees
May 25 - May 26
Amish Alley Guesthouse,no cleaning fee,near TLA
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 CA $344
CA $512 total
includes taxes & fees
May 29 - May 30
The Storybook Church. Beautiful vintage brick church built in 1878.
House

Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
The price is CA $228
CA $529 total
includes taxes & fees
May 27 - May 28
Lake House Kayaks Patio Deck Private Pier
Interior

Lake Front Cottage | Kayaks | Game Table Fun

Lake Front Cottage | Kayaks | Game Table Fun
Shipshewana
10.0 out of 10, Exceptional, (5 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 CA $187
CA $363 total
includes taxes & fees
Jun 8 - Jun 9
Lake Front Cottage | Kayaks | Game Table Fun
Property grounds

Cottages on Sand Lake - The Fishing Cabin

Cottages on Sand Lake - The Fishing Cabin
Sturgis
9.6 out of 10, Exceptional, (19 reviews)
"We truly enjoyed the Lake view here?.Getting access in was very easy and we were definitely happy to bring our small little fur baby. Enjoyed seeing all the Amish buggies and especially at night with a campfire you could hear them trotting by going home. Cabin had everything we needed. We enjoyed our stay."
United States
Joanne R.
The price is CA $168
CA $357 total
includes taxes & fees
May 25 - May 26
Cottages on Sand Lake - The Fishing Cabin
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

Blue Gate Garden Inn

Blue Gate Garden Inn

10/10 Excellent
"The breakfast menu was great! "
Sandra 2-night trip
Posted 10 hours ago
Blue Gate Garden Inn

Find out more about Middlebury

Middlebury Vacation Homes information

Number of reviews
598
Accommodation
217 Vacation Homes
Lowest Price
CA $288
Highest Price
CA $529

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