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Middlebury Vacation Rentals

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Vacation Rentals in Middlebury

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
Property grounds
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
10.0 out of 10, Exceptional, (5)
"Loved sitting on the deck, watching the boats & fishermen, sun coming up & going down. Loved the rise & shine donut’s, close to the Shipshewana Flea Market, just an an all around excellent time"
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Smart TV, books
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
10.0 out of 10, Exceptional, (4)
"The place was very retro. We enjoyed our stay. Nice place to stay and lay your head. Very clean and accommodating."
The price is ￥23,209
per night
Jun 26 - Jun 27
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
Property grounds
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
10.0 out of 10, Exceptional, (35)
"Loved it!"
The price is ￥61,747
per night
Jul 13 - Jul 14
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
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Recently renovated country cottage, 2.5 miles from Shipshewana
Exterior
Recently renovated country cottage, 2.5 miles from Shipshewana
10.0 out of 10, Exceptional, (189)
"The three of us have all finally retired! We decided to escape to Shipshewana. The cottage was everything we could have wanted and more! Close to town and easy to get to nearby towns as well. Cottage was fully equipped in supplies. Carla was quick to respond to all my questions- we had some car problems and she gave suggestions to a friendly neighborhood auto service company. Would love to stay again!"
The price is ￥22,739
per night
Jun 22 - Jun 23
Recently renovated country cottage, 2.5 miles from Shipshewana
Serene Lake/Fishing Retreat w/outdoor hot tub and indoor Jaccuzzi
Pool
Serene Lake/Fishing Retreat w/outdoor hot tub and indoor Jaccuzzi
10.0 out of 10, Exceptional, (60)
"Any and everything was on the property you would need for an amazing time"
Serene Lake/Fishing Retreat w/outdoor hot tub and indoor Jaccuzzi
Cozy ‘Haven of Rest’ Home w/ Amish Country Views!
Fridge, microwave, stovetop, coffee/tea maker
Cozy ‘Haven of Rest’ Home w/ Amish Country Views!
10.0 out of 10, Exceptional, (42)
"Idyllic. The owners were so helpful and friendly. Everything we needed was already there...and then some!!! Soooo close to everything and yet it fell so far removed from the busyness. Would love to come again."
Cozy ‘Haven of Rest’ Home w/ Amish Country Views!
Live & Love Life on the Lake!
Beach
Live & Love Life on the Lake!
9.6 out of 10, Exceptional, (21)
"We loved the small lake and also…what do you use on your towels? We want to get that!! The cottage is very comfy and loved all the ceiling fans as well."
The price is ￥22,896
per night
Jun 20 - Jun 21
Live & Love Life on the Lake!
Cozy Amish Country Cabin on Shipshewana Lake!
Fridge, microwave, stovetop, dishwasher
Cozy Amish Country Cabin on Shipshewana Lake!
9.8 out of 10, Exceptional, (99)
"Lovely wooden apartment on the lake. Nice for a getaway. We enjoyed our time there."
Cozy Amish Country Cabin on Shipshewana Lake!
Charming farmhouse in peaceful countryside
Pool
Charming farmhouse in peaceful countryside
10.0 out of 10, Exceptional, (114)
"Absolutely amazing place, very clean and quiet. Very well furnished especially in the kitchen. Everything you need to cook!"
The price is ￥20,262
per night
Jun 17 - Jun 18
Charming farmhouse in peaceful countryside
Beautiful Waterfront Home on Baugo Bay
Property grounds
Beautiful Waterfront Home on Baugo Bay
10.0 out of 10, Exceptional, (21)
"We only stayed one night, good location, thanks for good communication as well."
The price is ￥78,410
per night
Jul 1 - Jul 2
Beautiful Waterfront Home on Baugo Bay
Secluded Riverside Log Home in Southern Michigan
Property grounds
Secluded Riverside Log Home in Southern Michigan
10.0 out of 10, Exceptional, (65)
"There was 6 of us we were celebrating Mikes 60th Birthday. We decided to get out of Ohio and do something different so we found this place. We loved it it was beautiful and had a blast and will definitely coming back soo . The owner was very nice man, I would definitely recommend this place to all my friends and family. I give it 5 stars plus cant wait to go back. Mike & Donna"
Secluded Riverside Log Home in Southern Michigan
Vacation at Garver Lake ~ Private Beach For Your Enjoyment!
Fridge, microwave, oven, stovetop
Vacation at Garver Lake ~ Private Beach For Your Enjoyment!
8.2 out of 10, Very Good, (60)
"The cottage was wonderful!"
Vacation at Garver Lake ~ Private Beach For Your Enjoyment!
Charming Lake Cottage! Close to Shipshewana, Clean Lake, Boat Rentals
View from property
Charming Lake Cottage! Close to Shipshewana, Clean Lake, Boat Rentals
9.8 out of 10, Exceptional, (30)
"This was the perfect home base for our weekend visiting friends nearby. Cute, clean, well equipped, it was just as advertised."
Charming Lake Cottage! Close to Shipshewana, Clean Lake, Boat Rentals
Davis Street Shipshewana
Smart TV
Davis Street Shipshewana
10.0 out of 10, Exceptional, (48)
"My friend and I have stayed at Michelle’s Davis St. house for 3 years. It’s super convenient to the flea market and close to other shopping. She’s very considerate of your needs and even leaves treats for her guests."
The price is ￥17,278
per night
Jul 15 - Jul 16
Davis Street Shipshewana
Carefree Cottage on the Lake
Property grounds
Carefree Cottage on the Lake
10.0 out of 10, Exceptional, (155)
"Clean, easy and great deck by the lake!"
Carefree Cottage on the Lake
Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024
Beach
Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024
9.2 out of 10, Wonderful, (37)
"Desperately needs updating Carpet needs removed Good location Great bed layout for us it was swimmable but not as good a it could be. Ample dock for our boat Good fishing for the little ones Need to reorganize the kitchen and have more serving bowls and less bad pans"
Lake Wawasee waterfront home overlooking Johnson's Bay. New Renovations for 2024
Shipshewana Guest House with Fire Pit!
Terrace/patio
Shipshewana Guest House with Fire Pit!
10.0 out of 10, Exceptional, (23)
"We loved our stay at this property. It was a great country setting and very comfortable. The furniture was like new and very comfortable. Many extras like coffee and tea. They provided soaps, shampoo, and plenty of bath towels and wash cloths. The owner checked on us to make sure we were happy with everything and wanted to know if we needed anything. This house is very convenient to all of the attractions and shopping in Shipshewana. You can't go wrong staying here. I would highly recommend this...
Shipshewana Guest House with Fire Pit!
Emma's Place
Fridge, microwave, oven, stovetop
Emma's Place
10.0 out of 10, Exceptional, (28)
"This is not the first time I've stayed at this beautiful home and every visit there has been improvements and updates. Love this place!!"
The price is ￥23,523
per night
Jun 15 - Jun 16
Emma's Place
Rocky River Resort
Exterior
Rocky River Resort
10.0 out of 10, Exceptional, (1)
"Beautiful and quiet property! A family member got married at Gable Hill and the property was so close to the venue. Rooms were comfortable, plenty of linens and towels. We all enjoyed our stay."
Rocky River Resort
Couples Hideaway, Private, Coziness, Country, Hygge.
Smart TV, DVD player, books, video library
Couples Hideaway, Private, Coziness, Country, Hygge.
10.0 out of 10, Exceptional, (47)
"Clean, comfortable, quiet and cozy setting in the woods."
The price is ￥20,419
per night
Jun 16 - Jun 17
Couples Hideaway, Private, Coziness, Country, Hygge.
Don't see what you're looking for?
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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.

Other types of properties in Middlebury you may be interested in

Essenhaus Inn & Conference Center
Courtyard
Essenhaus Inn & Conference Center
3.5 star property
9.8 out of 10, Exceptional, (930)
"Beautiful property "
The price is ￥21,798
per night
Jun 16 - Jun 17
Essenhaus Inn & Conference Center
Hampton Inn & Suites Middlebury
Restaurant
Hampton Inn & Suites Middlebury
2.5 star property
8.6 out of 10, Excellent, (1000)
"Liked that it was pet friendly."
The price is ￥15,862
per night
Jul 14 - Jul 15
Hampton Inn & Suites Middlebury
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
Property grounds
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
10.0 out of 10, Exceptional, (5)
"Loved sitting on the deck, watching the boats & fishermen, sun coming up & going down. Loved the rise & shine donut’s, close to the Shipshewana Flea Market, just an an all around excellent time"
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
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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Look no further and take a look at our great range of rental properties in Middlebury!

Frequently asked questions

Are there vacation rentals in Middlebury?

Yes, you can find vacation rentals in Middlebury near Deutsch Kase Haus, or you can choose a more remote option if you're looking for extra privacy while you relax. Our travelers say Middlebury has a good selection of restaurants. Make sure you have time to check out the shopping and gardens during your trip.

What's the top vacation rental in Middlebury?

Recently renovated country cottage, 2.5 miles from Shipshewana: This vacation home rental outside of Middlebury is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

How many vacation rentals will I find in Middlebury?

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

What can I see and do in Middlebury?

While exploring the area, visit family-friendly sights like Deutsch Kase Haus, or get outside and enjoy nature at Wellfield Botanic Gardens. In the larger area, you’ll find Dutch Creek Farm Animal Park and Blue Gate Performing Arts Center.

What are vacation rentals like in Middlebury?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Middlebury. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.

Recent reviews of Middlebury properties
Expedia verified reviews

Tru by Hilton Elkhart, IN

Tru by Hilton Elkhart, IN

5/5 Excellent
Great experience
"Front desk clerk super friendly and helpful. Breakfast fast and easy. Nice lobby with several areas to gather or relax, plus a pool table and yard-size connect four. "
A verified traveler stayed at Tru by Hilton Elkhart, IN
Posted 1 day ago
Tru by Hilton Elkhart, IN