Middlebury Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Middlebury vacation rentals

Exterior detail

Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Middlebury 3 BR Home - Walk Everywhere!
Middlebury
9.6 out of 10, Exceptional, (31 reviews)
"Great location, very clean"
United States
Karyn M.
The price is ￥17,496
￥50,137 total
includes taxes & fees
Apr 16 - Apr 17
Downtown Middlebury 3 BR Home - Walk Everywhere!
Outdoor dining

Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"All was so nice. The bed the coziness the cleanliness the location. "
United States
Sara B.
The price is ￥14,144
￥26,521 total
includes taxes & fees
Apr 10 - Apr 11
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Property grounds

Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.

Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.
Wadhams
The price is ￥7,946
￥12,571 total
includes taxes & fees
Apr 9 - Apr 10
Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.
Outdoor dining

Camper On a Budget- Lake Champlain

Camper On a Budget- Lake Champlain
Port Henry
The price is ￥12,714
￥21,550 total
includes taxes & fees
Apr 19 - Apr 20
Camper On a Budget- Lake Champlain
Fridge, microwave, oven, stovetop

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (73 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is ￥17,481
￥28,478 total
includes taxes & fees
Apr 9 - Apr 10
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Fridge, microwave, oven, stovetop

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (16 reviews)
"Receptive. Clean. If coming in winter/ mud, know that there is zero chance you'll make it unless you have real chains or 4wd. Nice place. "
United States
Jessica S.
The price is ￥32,285
￥64,992 total
includes taxes & fees
Apr 10 - Apr 11
Dreamy Artist Chalet in Secluded Historic Village
Interior

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes
Bristol
9.8 out of 10, Exceptional, (20 reviews)
"This is a cozy place to stay. It is well cared for and in a pleasant location. We enjoyed our stay."
United States
Sue T.
The price is ￥12,873
￥26,877 total
includes taxes & fees
Apr 13 - Apr 14
Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"The cabin location was ideal for us , very convenient to outings and very cozy in a gorgeous setting . "
United States
judy c.
The price is ￥34,327
￥69,417 total
includes taxes & fees
Apr 10 - Apr 11
Stetson Hollow Cabin by Stetson Brook
Cabin, 1 Bedroom, Non Smoking, Lake View | Egyptian cotton sheets, premium bedding, individually decorated

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (22 reviews)
"Great updated cabin. "
United States
Diane
The price is ￥23,777
￥30,365 total
includes taxes & fees
Apr 23 - Apr 24
Trout House Village Resort
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is ￥28,463
￥46,473 total
includes taxes & fees
Apr 9 - Apr 10
Unique family-friendly Vermont cabin!
TV, fireplace, books

Comfortable ski-in/out condo with pool, balcony, high-speed WiFi & hiking nearby

Comfortable ski-in/out condo with pool, balcony, high-speed WiFi & hiking nearby
Warren
8.8 out of 10, Excellent, (10 reviews)
"Beautiful condo was nicely maintained. Clean and comfortable with a great view of a wooded backyard. Would definitely stay here again."
United States
Sonja W.
The price is ￥15,892
￥42,638 total
includes taxes & fees
Apr 9 - Apr 10
Comfortable ski-in/out condo with pool, balcony, high-speed WiFi & hiking nearby
2 bedrooms, travel crib, WiFi, bed sheets

Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
9.8 out of 10, Exceptional, (45 reviews)
"Very nice updated home with charming amenities, close to Waitsfield central. Clean and spacious for our party of 3 adults. "
United States
Leann
The price is ￥24,407
￥54,924 total
includes taxes & fees
Apr 9 - Apr 10
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
The price is ￥39,905
￥43,496 total
includes taxes & fees
Apr 9 - Apr 10
Robert Frost Mountain Cabins
Exterior

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is ￥40,677
￥55,077 total
includes taxes & fees
Apr 12 - Apr 13
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Smart TV, fireplace, DVD player, books

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is ￥40,677
￥55,077 total
includes taxes & fees
Apr 9 - Apr 10
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Property grounds

Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC

Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
Warren
8.8 out of 10, Excellent, (13 reviews)
"Had an amazing time at Paradise 10. Close to the lifts and base area with everything you need for a ski vacation. Would definitely recommend."
United States
Jonathan D.
The price is ￥15,733
￥69,138 total
includes taxes & fees
Apr 13 - Apr 14
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC
Fridge, microwave, oven, stovetop

Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (39 reviews)
"Relaxing and comfortable! Good location to stay in Vermont. "
United States
Tony K.
The price is ￥23,600
￥59,896 total
includes taxes & fees
Apr 13 - Apr 14
Magnificent any time of year
TV, fireplace

Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer

Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer
Warren
8.0 out of 10, Very Good, (13 reviews)
"The place was charming and very comfortable to live in for a few days. The balcony kind of makes the place special. At night you can sit outside and watch the snow cats grooming the trails in tranquil peace. The gas fireplace was also spot on. A perfect place to stay while at Sugarbush "
United States
James M.
The price is ￥15,892
￥45,709 total
includes taxes & fees
Apr 9 - Apr 10
Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer
Interior

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
The price is ￥40,677
￥55,077 total
includes taxes & fees
Apr 9 - Apr 10
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Terrace/patio

Lovely condo near skiing with 3 pools, sauna, fitness room & balcony

Lovely condo near skiing with 3 pools, sauna, fitness room & balcony
Warren
8.4 out of 10, Very Good, (77 reviews)
"Perfect summer getaways! The condo was comfortable and in a great location. The pools and rec center were also so much fun. Looking forward to coming back next year."
United States
Christine P.
The price is ￥8,423
￥29,364 total
includes taxes & fees
Apr 14 - Apr 15
Lovely condo near skiing with 3 pools, sauna, fitness room & balcony
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

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

8/10 Good
"Pet-friendly with specific room. Need to confirm in advance."
Shanshan 1-night trip
Posted 18 hours ago
The Mountain Top Inn & Resort

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:

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Frequently asked questions

Are there vacation rentals in Middlebury?

Yes, we offer vacation rentals in Middlebury close to Kevin P. Mahaney '84 Center for the Arts, or you can select a more remote option if you want a relaxing stay. Our travelers say Middlebury has a good selection of restaurants. Make sure you have time to check out the architecture and university setting during your trip.

What are some of the best vacation home rentals that Middlebury has to offer?

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes: Visitors like this Middlebury vacation home rental. It offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Middlebury?

Expedia has 12 vacation rentals for your stay in Middlebury.

What’s there to see and do in Middlebury?

Cultural attractions include Henry Sheldon Museum of Vermont History and Kevin P. Mahaney '84 Center for the Arts, whereas Cornwall Swamp Wildlife Management Area and Green Mountain National Forest are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include UVM Morgan Horse Farm and Town Hall Theater.

What’s a vacation rental in Middlebury like?

Vacation rentals are private properties you can stay in for a couple of days or more in Middlebury. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips.