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Middlebury Vacation Rentals

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Vacation Rentals in Middlebury

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

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

2.0 star property
10.0 out of 10, Exceptional, (32)
"Nice, clean, comfortable, property in the country, yet conveniently located near area amenities. "
The price is ￥16,959
￥21,302 total
includes taxes & fees
Oct 5 - Oct 6
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
Outdoor dining

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

9.8 out of 10, Exceptional, (23)
"House was very clean. Great view of lake. "
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
The Wellington Cottage
Family Cottage, 3 Bedrooms, Non Smoking, Lake View | Lake view

The Wellington Cottage

3.0 star property
10.0 out of 10, Exceptional, (3)
"It had everything we needed was off the beaten path, we swam in the water and used the paddle boat, nice and relaxing"
The Wellington Cottage
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
Outdoor spa tub

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

10.0 out of 10, Exceptional, (61)
"The house and yard are beautiful. Very modern with all the amenities. Easy to find, great location and very serene. The hot tub was great and very relaxing. I enjoyed the use of the washer and dryer and all the different spots to each do our own thing when we wanted. Definitely recommend!! "
The price is ￥22,895
￥42,427 total
includes taxes & fees
Oct 9 - Oct 10
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
| Hot Tub | Amish Farm Country | Pergola | Deck |
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (90)
"Beautiful house, well equipped (including an outdoor hot tub!), clean, comfortable, top-notch. We're definitely hoping to stay there again sometime."
The price is ￥13,567
￥31,521 total
includes taxes & fees
Oct 26 - Oct 27
| Hot Tub | Amish Farm Country | Pergola | Deck |
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, (24)
"House was nice & clean, enjoyed our stay!"
The price is ￥18,581
￥46,549 total
includes taxes & fees
Oct 5 - Oct 6
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Live & Love Life on the Lake at Sunset Cottage!
Outdoor dining

Live & Love Life on the Lake at Sunset Cottage!

9.6 out of 10, Exceptional, (54)
"Very relaxing, nice property. "
The price is ￥16,856
￥38,887 total
includes taxes & fees
Oct 8 - Oct 9
Live & Love Life on the Lake at Sunset Cottage!
Little Luxe Retreat - Tiny Home #7
Microwave, stovetop, coffee/tea maker, toaster

Little Luxe Retreat - Tiny Home #7

10.0 out of 10, Exceptional, (1)
"Very enjoyable stay."
The price is ￥14,437
￥34,142 total
includes taxes & fees
Oct 7 - Oct 8
Little Luxe Retreat - Tiny Home #7
Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi
Interior

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

10.0 out of 10, Exceptional, (8)
"Place is beautiful "
Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi
Carefree Lakefront Cottage/ 11 mins to skiing
Terrace/patio

Carefree Lakefront Cottage/ 11 mins to skiing

10.0 out of 10, Exceptional, (207)
"Such a great little place! I could live there!!!!! Would stay again!!"
Carefree Lakefront Cottage/ 11 mins to skiing
Emma's Place
Fridge, microwave, oven, stovetop

Emma's Place

10.0 out of 10, Exceptional, (54)
"Enjoyed our stay! Would definitely stay here again."
The price is ￥22,121
￥46,977 total
includes taxes & fees
Oct 6 - Oct 7
Emma's Place
Beautiful Waterfront Home on Baugo Bay
Fridge, microwave, oven, stovetop

Beautiful Waterfront Home on Baugo Bay

9.6 out of 10, Exceptional, (34)
"Great stay and great host!"
The price is ￥73,735
￥96,836 total
includes taxes & fees
Oct 7 - Oct 8
Beautiful Waterfront Home on Baugo Bay
Nature's Nest - Tiny Home #4
1 bedroom, free WiFi, bed sheets

Nature's Nest - Tiny Home #4

The price is ￥14,437
￥29,902 total
includes taxes & fees
Oct 6 - Oct 7
Nature's Nest - Tiny Home #4
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (119)
"Well appointed cottage, clean and quiet. We enjoyed our stay."
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!
Blender, cookware/dishes/utensils, paper towels, dining tables

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

9.2 out of 10, Wonderful, (21)
"House was big enough for the entire family and the amenities were excellent for the kids activities. "
Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!
Book your Fall Getaway now ! Our Season ends November 22! We offer Breakfast !
Property grounds

Book your Fall Getaway now ! Our Season ends November 22! We offer Breakfast !

10.0 out of 10, Exceptional, (4)
"Absolutely wonderful property and hosts…. Will definitely stay again. "
Book your Fall Getaway now ! Our Season ends November 22! We offer Breakfast !
Lake Retreat With Hot Tub
Fridge, microwave, oven, stovetop

Lake Retreat With Hot Tub

10.0 out of 10, Exceptional, (23)
"This was perfect for our short getaway!"
The price is ￥21,045
￥27,594 total
includes taxes & fees
Oct 6 - Oct 7
Lake Retreat With Hot Tub
Cozy lakeside home in Three Rivers, great for an outdoorsy bunch!
Terrace/patio

Cozy lakeside home in Three Rivers, great for an outdoorsy bunch!

9.6 out of 10, Exceptional, (7)
"So cozy so nice so affordable! Jenna was a dream to work with! We will be back!"
Cozy lakeside home in Three Rivers, great for an outdoorsy bunch!
Cozy Lake House On The Channel With Access To 5 Lakes!
Fridge, microwave, oven, dishwasher

Cozy Lake House On The Channel With Access To 5 Lakes!

9.6 out of 10, Exceptional, (39)
"My 3 nieces and I book a trip every year and found this place. It was very cozy and relaxing. The host was communicative and nice. It was so great to be able to use the paddle boat and kayaks! The neighbors were also friendly. Overall Nice stay"
The price is ￥25,070
￥43,246 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Lake House On The Channel With Access To 5 Lakes!
Couples getaway TINY Log Cabin by the pine trees
Exterior

Couples getaway TINY Log Cabin by the pine trees

10.0 out of 10, Exceptional, (37)
"Great place to stay. Best of countryside living. "
Couples getaway TINY Log Cabin by the pine trees
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
"Very clean, peaceful, and beautiful property."
Donald 1-night trip
Posted 2 days ago
Van Buren Hotel

Find out more about Middlebury

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 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?

Emma's Place: This vacation home rental outside of Middlebury offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals will I find in Middlebury?

With 17 Expedia vacation rentals, you're sure 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 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.