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Middlebury Vacation Rentals

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Vacation Rentals in Middlebury

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 $142
$326 total
includes taxes & fees
May 29 - May 30
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Property grounds
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
10.0 out of 10, Exceptional, (35)
"Loved it!"
The price is $131
$264 total
includes taxes & fees
May 29 - May 30
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
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.
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Exterior
Recently renovated country cottage, 2.5 miles from Shipshewana
10.0 out of 10, Exceptional, (185)
"Short stay but cozy."
The price is $145
$186 total
includes taxes & fees
Jun 2 - Jun 3
Recently renovated country cottage, 2.5 miles from Shipshewana
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!
Pool
Charming farmhouse in peaceful countryside
10.0 out of 10, Exceptional, (111)
"Absolutely amazing place, very clean and quiet. Very well furnished especially in the kitchen. Everything you need to cook!"
Charming farmhouse in peaceful countryside
Fridge, microwave, stovetop, dishwasher
Cozy Amish Country Cabin on Shipshewana Lake!
9.8 out of 10, Exceptional, (97)
"The only thing that didn't work was the electric fireplace downstairs, everything else was great. They even let me check in early which was nice. I would def stay again. Thanks."
Cozy Amish Country Cabin on Shipshewana Lake!
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!
Property grounds
Waterfront home with dock, pool and hot tub! NOTRE DAME FOOTBALL
9.8 out of 10, Exceptional, (12)
"Very accommodating, quick responses to questions. Would definitely book again."
Waterfront home with dock, pool and hot tub! NOTRE DAME FOOTBALL
Pool
Serene Lake/Fishing Retreat w/outdoor hot tub and indoor Jaccuzzi
10.0 out of 10, Exceptional, (59)
"This was the perfect location to come back to after day trips to Shipshewana. It was very cute, comfortable and cozy. Our favorite part was the hot tub at night overlooking the peaceful and serene lake. We really enjoyed our stay."
Serene Lake/Fishing Retreat w/outdoor hot tub and indoor Jaccuzzi
Fridge, microwave, oven, stovetop
Welcoming Grace College parents, fall weddings, traveling for work, or anything
9.8 out of 10, Exceptional, (9)
"Fantastic hosts! The home was super clean and had all the amenities we needed. It was a perfect location our events in Warsaw. We hope to be back next year!"
Welcoming Grace College parents, fall weddings, traveling for work, or anything
Fridge, oven, stovetop, coffee/tea maker
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
9.4 out of 10, Exceptional, (19)
"We were looking for a small place near the lake for our small family (myself, wife and daughter). Clean, simple and on point with the description in the listing. Nice touches and some upgrades for an older cottage. It’s all we needed and very convenient to Oakwood Resort and the water. Would book again. Thanks!"
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
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 $500
$657 total
includes taxes & fees
May 27 - May 28
Beautiful Waterfront Home on Baugo Bay
Fridge, microwave, oven, dishwasher
Cozy Lake House On The Channel With Access To 5 Lakes!
9.8 out of 10, Exceptional, (18)
"Very nice inside and out, went for TOC with a couple of friends our stay there was perfect, would definitely recommend this lake house."
The price is $150
$256 total
includes taxes & fees
May 28 - May 29
Cozy Lake House On The Channel With Access To 5 Lakes!
Property grounds
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
10.0 out of 10, Exceptional, (97)
"GREAT PLACE TO STAY THE HOT TUB WAS AMAZING!!!"
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Property grounds
Carefree Cottage on the Lake
10.0 out of 10, Exceptional, (154)
"Clean and neatly appointed. All the comforts of home. The neighbors stood out ... everyone waves, everyone smiles, kind of made us fall in love with Michigan. Lake life, seems like it really is the best life. Thank you for sharing your home with us."
Carefree Cottage on the Lake
Beach
Live & Love Life on the Lake!
9.6 out of 10, Exceptional, (20)
"Looking for a special quiet place to spend time with my daughters for a mother's day getaway, I chose the perfect spot. It was everything I hoped for, comfortable, cozy and right on the water. Perfect!"
The price is $169
$330 total
includes taxes & fees
Jun 4 - Jun 5
Live & Love Life on the Lake!
Fridge, microwave, oven, stovetop
Emma's Place
10.0 out of 10, Exceptional, (26)
"Overnight stay to be able to attend Ship Chic in Shipshewana. Needed a place with 4 bedrooms for 4 adult females. Emma’s place fit the bill. Great communication, adorable house. Only issue was garage next door had roofers starting at 7:30 am and property owner has no control over that. We’re hoping to travel up that way again and would love to have a repeat stay at Emma’s Place"
The price is $150
$314 total
includes taxes & fees
May 28 - May 29
Emma's Place
Fridge, microwave, stovetop, coffee/tea maker
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres
9.8 out of 10, Exceptional, (16)
"Loved our stay at this cozy farmhouse. It was perfect for our family and our dog. Huge, fully stocked kitchen, washer and dryer and three full bedrooms. All in the scenic country of Indiana,"
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres
Exterior
Comfy & Cozy Lakefront Cottage
10.0 out of 10, Exceptional, (43)
"The place and lake was beautiful!! Spent most of the day on the patio enjoying the view The place had everything we needed and the host was available for any questions we had! All of us would definitely stay again . You won't regret it!!"
Comfy & Cozy Lakefront Cottage
Don't see what you're looking for?
See all available properties in Middlebury
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.

Middlebury Vacation Rental Travel Info

Popular accommodation
Middlebury private vacation homes
Known landmarks
Wine Cellar Supply Winery, Elkhart County Fairgrounds and Deutsch Kase Haus
International airport
South Bend, IN (SBN-South Bend Intl.)

Other types of properties in Middlebury you may be interested in

Courtyard
Essenhaus Inn & Conference Center
3.5 star property
9.8 out of 10, Exceptional, (914)
"Everything about our stay was lovely. Beautiful room, breakfast was great, went for long walks on the property. Front desk staff were helpful and very nice. Restaurant was also very good. We will be back."
The price is $159
$178 total
includes taxes & fees
May 30 - May 31
Essenhaus Inn & Conference Center
Restaurant
Hampton Inn & Suites Middlebury
2.5 star property
8.6 out of 10, Excellent, (1003)
"Z"
The price is $101
$113 total
includes taxes & fees
Jun 23 - Jun 24
Hampton Inn & Suites Middlebury
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.

Everything you need to know about Middlebury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlebury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlebury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlebury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlebury. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlebury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $131 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middlebury rentals

At Expedia, we put the best Middlebury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlebury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlebury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlebury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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

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.

5/5 Excellent
Ted & Linda
"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"
A verified traveler stayed at Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
Posted 21 hours ago
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.