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Middlebury Holiday Rentals

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Holiday 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 reviews
"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, 5 reviews
"Clean."
The price is HK$1,155
per night
26 Jun - 27 Jun
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, 36 reviews
"The place was conveniently located and lots of updates to the house. It was a great place to stay. We’ll definitely be back!"
The price is HK$1,145
per night
3 Jul - 4 Jul
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
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, 190 reviews
"Very nice and clean had a great time!"
The price is HK$1,132
per night
22 Jul - 23 Jul
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, 63 reviews
"Quiet, good fishing!"
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 reviews
"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 reviews
"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 HK$1,077
per night
23 Jun - 24 Jun
Live & Love Life on the Lake!
Cozy Amish Country Cabin on Shipshewana Lake!
Fridge, microwave, stovetop, dishwasher
Cozy Amish Country Cabin on Shipshewana Lake!
10.0 out of 10, Exceptional, 101 reviews
"Old college friends meeting up once a year for antiquing, no cooking, no husbands and lots of conversation. We enjoyed a two night stay. Plenty of space for 2. Each of us had our own bed and full bath (up bath is a shower only). One of each on the main floor and in the basement. Minimal but nice decor. Wished we brought binoculars. Pretty view of the lake. A decent walk to the dock. Mown path. A killer climb back up if you have sciatica and bad knees. We didnt spend much time in the back....
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 reviews
"This farmhouse is so beautiful... The hosts have thought of all little details to make your stay enjoyable. We enjoyed waking up every morning to the sounds of a farm. The dog, Dixie, was an added bonus!"
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 reviews
"We only stayed one night, good location, thanks for good communication as well."
The price is HK$3,903
per night
22 Jul - 23 Jul
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 reviews
"Quiet, relaxing cabin with wildlife all around. We felt safe. We enjoyed relaxing on the balcony overlooking the water, sitting on the front porch, and around the fire pit. Abundance of birds, rabbits, deer, and many other animals for us to watch. All this, yet near restaurants, stores, and community activities. The property was exceptionally clean and had all the amenities that met our needs."
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 reviews
"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 reviews
"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 reviews
"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 HK$859
per night
15 Jul - 16 Jul
Davis Street Shipshewana
Carefree Cottage on the Lake
Property grounds
Carefree Cottage on the Lake
10.0 out of 10, Exceptional, 157 reviews
"Very cute and clean property. Enjoyed the views of the lake. Second time renting, will be back."
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 reviews
"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 reviews
"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, 29 reviews
"We really enjoyed our stay the property was well maintained and clean. The backyard was nice and we enjoyed grilling out and then relaxed around the fire pit."
The price is HK$1,171
per night
27 Jun - 28 Jun
Emma's Place
Rocky River Resort
Exterior
Rocky River Resort
10.0 out of 10, Exceptional, 1 review
"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 reviews
"Clean, comfortable, quiet and cozy setting in the woods."
The price is HK$1,132
per night
23 Jun - 24 Jun
Couples Hideaway, Private, Coziness, Country, Hygge.
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.

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, 937 reviews
"An absolute gem, very peaceful to stay, take a stroll on the trails, check out the turtles in the pond. The pool, hot tub & game room were awesome for the adults and kids. A lot of common areas to hang out, play games, & enjoy company. Would HIGHLY recommend, especially if your goal of vacationing here is to RELAX & slow down a bit!"
The price is HK$1,085
per night
30 Jun - 1 Jul
Essenhaus Inn & Conference Center
Hampton Inn & Suites Middlebury
Restaurant
Hampton Inn & Suites Middlebury
2.5 star property
8.6 out of 10, Excellent, 1,001 reviews
"Liked the pool and our room was very nice "
The price is HK$790
per night
14 Jul - 15 Jul
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 reviews
"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.

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:

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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 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?

Recently renovated country cottage, 2.5 miles from Shipshewana: This holiday home rental outside of Middlebury is located in the city centre, 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 garden and a selection of games.

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?

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

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.

Recent reviews of Middlebury properties
Expedia verified reviews

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

5/5 Excellent
"An absolute gem, very peaceful to stay, take a stroll on the trails, check out the turtles in the pond. The pool, hot tub & game room were awesome for the adults and kids. A lot of common areas to hang out, play games, & enjoy company. Would HIGHLY recommend, especially if your goal of vacationing here is to RELAX & slow down a bit!"
A verified traveller stayed at Essenhaus Inn & Conference Center
Posted 3 days ago
Essenhaus Inn & Conference Center