Middlebury Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Middlebury holiday rentals

Terrace/patio

The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful views "
United States
Darwin
The price is HK$698
HK$848 total
includes taxes & fees
6 Apr - 7 Apr
The Wellington Cottage
Property grounds

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Middlebury
10.0 out of 10, Exceptional, (44 reviews)
"Very nice place a little into the countryside. Will definitely stay again next time I’m in the area."
United States
Brad
The price is HK$901
HK$1,131 total
includes taxes & fees
6 Apr - 7 Apr
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Room

Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is HK$765
HK$1,654 total
includes taxes & fees
1 Apr - 2 Apr
Amish Country Getaway Farm Views Fire Pit
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 HK$982
HK$2,434 total
includes taxes & fees
13 Apr - 14 Apr
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
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.
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
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 HK$2,154
HK$3,461 total
includes taxes & fees
25 Apr - 26 Apr
Charming 3-bedroom house located on Main Street in Downtown Middlebury
Smart TV, DVD player

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

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Goshen
10.0 out of 10, Exceptional, (10 reviews)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
The price is HK$1,171
HK$2,323 total
includes taxes & fees
9 Apr - 10 Apr
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Private kitchen

| Amish Country Getaway | Farm Views | Fire Pit |

| Amish Country Getaway | Farm Views | Fire Pit |
Middlebury
The price is HK$612
HK$1,558 total
includes taxes & fees
1 Apr - 2 Apr
| Amish Country Getaway | Farm Views | Fire Pit |
Room

Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
Hidden Log Cabin Hot Tub Ping Pong Family
Room

Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
The price is HK$1,042
HK$2,273 total
includes taxes & fees
8 Apr - 9 Apr
Lake House Kayaks Patio Deck Private Pier
Outdoor dining

Live & Love Life on the Lake at Sunset Cottage!

Live & Love Life on the Lake at Sunset Cottage!
Howe
9.6 out of 10, Exceptional, (58 reviews)
"We had a great time staying here! The view of the lake was gorgeous and it was a very relaxing place to stay. "
United States
Katie H.
The price is HK$670
HK$1,761 total
includes taxes & fees
1 Apr - 2 Apr
Live & Love Life on the Lake at Sunset Cottage!
Interior

Cassopolis Cabin, Little Fish Lake On-site!

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is HK$1,261
HK$2,073 total
includes taxes & fees
1 Apr - 2 Apr
Cassopolis Cabin, Little Fish Lake On-site!
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 HK$1,136
HK$2,702 total
includes taxes & fees
1 Apr - 2 Apr
Emma's Place
Property grounds

Relax and unwind at the Cozy Cabin on Heaton Lake.

Relax and unwind at the Cozy Cabin on Heaton Lake.
Elkhart
10.0 out of 10, Exceptional, (28 reviews)
"Fantastic place to stay"
United States
Kimberley G.
The price is HK$862
HK$1,509 total
includes taxes & fees
15 Apr - 16 Apr
Relax and unwind at the Cozy Cabin on Heaton Lake.
Exterior

Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (285 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 HK$1,057
HK$1,585 total
includes taxes & fees
2 Apr - 3 Apr
Millie's Cottage
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 HK$923
HK$2,332 total
includes taxes & fees
1 Apr - 2 Apr
Live & Love Life on the Lake at Sunset Peak!
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 HK$612
HK$1,419 total
includes taxes & fees
1 Apr - 2 Apr
Kayaks | Relax by River | 10 Min to Shipshewana |
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 HK$1,121
HK$2,206 total
includes taxes & fees
2 Apr - 3 Apr
Cottages on Sand Lake - The Cozy Cottage
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 HK$1,132
HK$1,482 total
includes taxes & fees
13 Apr - 14 Apr
Lake Retreat With Hot Tub
Room

Lake Front Cottage Kayaks Game Table Fun

Lake Front Cottage Kayaks Game Table Fun
2.0 star property
Shipshewana
The price is HK$670
HK$1,480 total
includes taxes & fees
2 Apr - 3 Apr
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.
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Top Middlebury Hotel Reviews

Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

10/10 Excellent
"Very clean and friendly hotel "
Tonya 1-night trip
Posted 2 hours ago
Farmstead Inn & Conference Center

Find out more about Middlebury

Search for holiday rentals in Middlebury on Expedia! You can easily find your home rentals, villas, holiday apartments in Middlebury using one of the methods below:

  • View our selection of featured holiday rentals in Middlebury
  • Use the map to find apartments and other holiday homes in the Middlebury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middlebury while they last

Look no further and take a look at our great range of rental properties in Middlebury!

Frequently asked questions

Are there holiday rentals in Middlebury?

Yes, there are holiday rentals in Middlebury close to Deutsch Kase Haus, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Middlebury has a good selection of restaurants. Make sure you have time to check out the shopping and gardens during your trip.

What are some of the best holiday rentals that Middlebury has to offer?

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.: This highly rated holiday home rental in Middlebury is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Middlebury?

With 15 Expedia holiday rentals, you're guaranteed to find just the right place for your Middlebury stay.

What can I see and do in Middlebury?

Stone Lake and Trout Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Deutsch Kase Haus. While here, Meadow Valley Golf Club and Middlebury Public Library are other places worth a visit.

What are holiday rentals like in Middlebury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlebury. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.