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Middlebury Holiday Rentals

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Tonight
9 Nov - 10 Nov
Tomorrow
10 Nov - 11 Nov
Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov

Holiday Rentals in Middlebury

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

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

2.0 star property
Middlebury
10.0 out of 10, Exceptional, (40)
"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$894
HK$1,123 total
includes taxes & fees
13 Nov - 14 Nov
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
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)
"We enjoyed our stay here. Plenty of space, clean, everything worked, while property kept up well. Would definitely recommend!"
United States
Adam and Amber E.
The price is HK$2,307
HK$3,535 total
includes taxes & fees
23 Nov - 24 Nov
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, (25)
"Very relaxing. Wonderful back porch. Very clean"
Canada
Julie A.
The price is HK$980
HK$2,446 total
includes taxes & fees
10 Nov - 11 Nov
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Outdoor dining
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

Middlebury
9.6 out of 10, Exceptional, (25)
"We enjoyed our weekend in this cottage. The view of the lake was so pretty. This place is great for a couple of people. The staircase inside to go to the downstairs bedrooms is a little tight. Overall we had a wonderful stay."
United States
Jenni K.
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
Lake view
The Wellington Cottage

The Wellington Cottage

3.0 star property
Middlebury
10.0 out of 10, Exceptional, (5)
"The cottage is adorable and well stocked for travelers!! I wish I could have stayed and enjoyed the beautiful fall lake views! The area and surrounding houses are well kept and seem quite safe! Easy access and convenient parking. I regret forgetting to read the previous ones or leave a note with the others on the fridge! "
United States
Barbara
The Wellington Cottage
Fridge, microwave, oven, stovetop
| Hot Tub | Amish Farm Country | Pergola | Deck |

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

Middlebury
10.0 out of 10, Exceptional, (91)
"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 HK$1,547
HK$2,769 total
includes taxes & fees
3 Dec - 4 Dec
| Hot Tub | Amish Farm Country | Pergola | Deck |
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)
"What a great place! So secluded and quiet and just what we needed. Loved the hot tub and playing ping pong. It was a blast. Wish we could have stayed another day!"
United States
Mary R.
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Fridge, oven, stovetop, dishwasher
Nautical 5 Bedroom 5 Bathroom Home on Diamond Lake

Nautical 5 Bedroom 5 Bathroom Home on Diamond Lake

Cassopolis
9.8 out of 10, Exceptional, (18)
"This was a great stay for our extended family vacation "
United States
Danielle O.
Nautical 5 Bedroom 5 Bathroom Home on Diamond Lake
Fridge, microwave, oven, stovetop
Lake Retreat With Hot Tub

Lake Retreat With Hot Tub

Howe
10.0 out of 10, Exceptional, (24)
"Perfect quiet stay in a charming lake house"
United States
Laura S.
The price is HK$1,053
HK$1,390 total
includes taxes & fees
17 Nov - 18 Nov
Lake Retreat With Hot Tub
Property grounds
Relax and unwind at the Cozy Cabin on Heaton Lake.

Relax and unwind at the Cozy Cabin on Heaton Lake.

2.0 star property
Elkhart
10.0 out of 10, Exceptional, (23)
"This property was wonderful! Great use of the space and very clean and beautiful decor! Peaceful lake and having the kayaks was perfect. If we need to be in the area again, will book here for sure! "
United States
Ann S.
The price is HK$735
HK$1,377 total
includes taxes & fees
14 Nov - 15 Nov
Relax and unwind at the Cozy Cabin on Heaton Lake.
Property grounds
Cottages on Sand Lake - The Cozy Cottage

Cottages on Sand Lake - The Cozy Cottage

Sturgis
9.2 out of 10, Wonderful, (22)
"The cottage was fantastic! Right on the water with all the amenities. Sand hill grocery is in walking distance and has amazing meats and their famous ice cream cones! Location is less than 40 min from Kalamazoo and only twenty minutes from Broadway Meyer park which has multiple hiking trails and a massive dog park, which our pups loved! For food, the Local has amazing pizza and also sells carry out beers from local Michigan breweries! Book today for a wonderful getaway!"
United States
David R.
The price is HK$948
HK$2,008 total
includes taxes & fees
23 Nov - 24 Nov
Cottages on Sand Lake - The Cozy Cottage
Dining
Cozy Home Retreat

Cozy Home Retreat

2.0 star property
Shipshewana
9.8 out of 10, Exceptional, (23)
"The house was furnished very nicely. It felt cozy and clean. Location was very close to the Shipshewana shops and entertainment. "
United States
Bekah K.
Cozy Home Retreat
Microwave, oven, stovetop
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

Syracuse
9.8 out of 10, Exceptional, (6)
The price is HK$1,431
HK$2,578 total
includes taxes & fees
16 Nov - 17 Nov
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
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, (57)
"We love staying at Sunset Cottage! Peaceful, private vacation. Great nearby restaurants as well.Host Krista Mayo is wonderful!"
United States
Kim T.
The price is HK$840
HK$1,994 total
includes taxes & fees
10 Nov - 11 Nov
Live & Love Life on the Lake at Sunset Cottage!
Blender, cookware/dishes/utensils, paper towels, dining tables
Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!

Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!

Mishawaka
9.2 out of 10, Wonderful, (23)
"House was big enough for the entire family and the amenities were excellent for the kids activities. "
United States
richard P.
Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!
Fridge, microwave, oven, stovetop
Emma's Place

Emma's Place

LaGrange
10.0 out of 10, Exceptional, (56)
"Came to visit family in the area. "
United States
Cara B.
The price is HK$1,167
HK$2,477 total
includes taxes & fees
10 Nov - 11 Nov
Emma's Place
Outdoor dining
Nature lover's paradise! Just peace, solitude, tranquility, birds & the trees!

Nature lover's paradise! Just peace, solitude, tranquility, birds & the trees!

Marcellus
9.0 out of 10, Wonderful, (14)
"We were looking for a place that was more like camping. Perfect spot and very peaceful and quiet. The owners were awesome and friendly. Enjoyed our time camping without tents. On a mattress"
United States
Lisa J.
The price is HK$661
HK$934 total
includes taxes & fees
10 Nov - 11 Nov
Nature lover's paradise! Just peace, solitude, tranquility, birds & the trees!
Interior
Quaint cozy cottage nestled on the quiet shores of Pigeon Lake in Howe

Quaint cozy cottage nestled on the quiet shores of Pigeon Lake in Howe

2.0 star property
Howe
10.0 out of 10, Exceptional, (30)
"Awesome place! Right on the lake, extra clean and cozy. I’ll be back for sure!"
United States
Ken B.
Quaint cozy cottage nestled on the quiet shores of Pigeon Lake in Howe
Outdoor spa tub
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

Goshen
10.0 out of 10, Exceptional, (119)
"A cozy, beautiful cabin in the countryside was perfect for our family time over Thanksgiving! Staying here was a treat"
United States
Rod and Barb S.
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Interior
Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi

Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi

Elkhart
10.0 out of 10, Exceptional, (9)
"Well maintained space, with everything you may need if you forgot or ran low! Hosts were responsive to any questions we had. Very relaxing and peaceful, neighborhood environment. "
United States
Lisa
Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi
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

Van Buren Hotel

Van Buren Hotel

10/10 Excellent
"Clean, quaint hotel. Very friendly staff. "
Linda 1-night trip
Posted 3 days ago
Van Buren Hotel

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. Another good choice for your trip to Middlebury is The Back Porch Haven Stay in Amish Country yet close to Notre Dame.

How many holiday rentals will I find in Middlebury?

With 17 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 Hunter 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.