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Middlebury Holiday Rentals

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Our top choices for Middlebury holiday rentals

Cottage in Middlebury

The Wellington Cottage
3.0 star property
10.0 out of 10, Exceptional, (6 reviews)
"It had everything we needed was off the beaten path, we swam in the water and used the paddle boat, nice and relaxing"
United States
Susan
The Wellington Cottage
10.0 out of 10, Exceptional, (42 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 NZ$250
includes taxes & fees
13 Jan - 14 Jan
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
10.0 out of 10, Exceptional, (10 reviews)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
The price is NZ$392
includes taxes & fees
12 Jan - 13 Jan
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
10.0 out of 10, Exceptional, (93 reviews)
"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 NZ$376
includes taxes & fees
12 Jan - 13 Jan
| Hot Tub | Amish Farm Country | Pergola | Deck |
10.0 out of 10, Exceptional, (62 reviews)
"Nice, quiet place for a ladies weekend. Would recommend and stay here again."
United States
Stephanie K.
The price is NZ$365
includes taxes & fees
11 Jan - 12 Jan
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
10.0 out of 10, Exceptional, (26 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 NZ$563
includes taxes & fees
11 Jan - 12 Jan
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
2.0 star property
The price is NZ$401
includes taxes & fees
12 Jan - 13 Jan
Farm Country Amish Country Newly Renovated
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Very enjoyable stay."
United States
June P.
The price is NZ$415
includes taxes & fees
10 Jan - 11 Jan
Little Luxe Retreat #7 | Tiny Home + Fire Table
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Host was great. Timely communications throughout our stay. The cabin was basically brand new and provided everything we needed. Nice location. Would stay again!"
United States
Calvin W.
The price is NZ$328
includes taxes & fees
13 Jan - 14 Jan
Secluded Shipshewana Log Cabin | In the Woods |
3.0 star property
The price is NZ$433
includes taxes & fees
15 Jan - 16 Jan
Cassopolis Cabin, Little Fish Lake On-site!
9.6 out of 10, Exceptional, (56 reviews)
"beautiful cottage that's conveniently close to several tourism hubs . we had a blast "
United States
Austin S.
The price is NZ$415
includes taxes & fees
13 Jan - 14 Jan
Live & Love Life on the Lake at Sunset Cottage!
10.0 out of 10, Exceptional, (24 reviews)
"This was a convenient option over hotel while we were in town. "
United States
Nancy K.
The price is NZ$315
includes taxes & fees
10 Jan - 11 Jan
Relax and unwind at the Cozy Cabin on Heaton Lake.
10.0 out of 10, Exceptional, (4 reviews)
"Incredible stay. They’ve thought of everything you would need for an enjoyable and relaxing vacation. A dream cottage. "
United States
Larry
The price is NZ$422
includes taxes & fees
11 Jan - 12 Jan
Lake House | Shallow Sandy | Kayaks | Family Fun
10.0 out of 10, Exceptional, (1 review)
"Property was beautiful and fantastic. Easy to deal with. "
United States
Anonymous traveller
The price is NZ$1,434
includes taxes & fees
22 Jan - 23 Jan
Hilltop Haven 1BR Lakefront Home – Private Island, Hot Tub, Kayaks & Pool Table
9.0 out of 10, Wonderful, (14 reviews)
"We were looking for a place off the beaten path with plenty of privacy and this locstion provided both. The hosts were fantastic and we had a great time. "
United States
Trevor W.
The price is NZ$209
includes taxes & fees
10 Jan - 11 Jan
Nature lover's paradise! Just peace, solitude, tranquility, birds & the trees!
9.8 out of 10, Exceptional, (7 reviews)
"Great clean little cabin by the lake. Hot tub and outdoor area is nice! Very private with a view of the water on the porch. "
United States
Ty M.
The price is NZ$448
includes taxes & fees
11 Jan - 12 Jan
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
10.0 out of 10, Exceptional, (29 reviews)
"We very much enjoyed our stay. The pool and hot tub were amazing and the home was thoughtfully prepared. We would definitely love to stay here again. "
United States
Mariah C.
The price is NZ$590
includes taxes & fees
10 Jan - 11 Jan
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Cabin in Marcellus

Winding Creek Cabins
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and comfortable. Great view of nature"
United States
Keith M.
The price is NZ$408
includes taxes & fees
10 Jan - 11 Jan
Winding Creek Cabins

Holiday Home in Elkhart

The Gemini
9.2 out of 10, Wonderful, (13 reviews)
"We have friends that live close. This was the perfect location for a weekend visit."
United States
Rhonda R.
The price is NZ$253
includes taxes & fees
10 Jan - 11 Jan
The Gemini
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"It was a fantastic comfortable house to continue a long standing tradition if visitong Lake Wawasee. Nice being so close to the Frog Tavern."
United States
Mike H.
The price is NZ$423
includes taxes & fees
12 Jan - 13 Jan
Lake Wawasee FROG House, Surround Sound & Bikes
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

Find out more about Middlebury

Everything you need to know about Middlebury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlebury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlebury holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlebury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlebury holiday rentals we have selected for you start as low as NZ$239 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlebury rentals

At Expedia, we put the best Middlebury holiday 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 holiday.

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 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?

The Back Porch Haven Stay in Amish Country yet close to Notre Dame: This highly rated holiday home rental in Middlebury is located in a rural location, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Some other homes for rent in Middlebury include HOT TUB | Beautiful Backyard Oasis|Newly Renovated and Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame..

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, Middlebury Community Historical and Meadow Valley Golf Club 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.