Middlebury Vacation Rentals

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Tonight
Nov 3 - Nov 4
Tomorrow
Nov 4 - Nov 5
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Vacation Rentals in Middlebury

Fridge, microwave, oven, stovetop
Middlebury Home with Sunset views!
Middlebury Home with Sunset views!
10.0 out of 10, Exceptional, (18)
"Patrick is a great host. Perfect place to stay when visiting our Midd kid."
United States
Peter M.
$316 nightly
The price is $348
Nov 6 - Nov 7
Total with taxes and fees
Middlebury Home with Sunset views!
Exterior
*Downtown Middlebury Waterfall Studio Apartment*
*Downtown Middlebury Waterfall Studio Apartment*
10.0 out of 10, Exceptional, (6)
"Setting was stunning, literally over a rushing waterfall but also in downtown Middlebury. The only issues we had were that the Murphy bed was pretty creaky for two people and there was no dishwasher as the description suggests. Overall our stay was great!"
United States
Jessica
$262 nightly
The price is $289
Nov 16 - Nov 17
Total with taxes and fees
*Downtown Middlebury Waterfall Studio Apartment*
Property grounds
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Glamping hut with WiFi in Ripton, biking, hiking, skiing
10.0 out of 10, Exceptional, (2)
"We found the hut to be exactly as the description and thephotos appeared. Fresh linens, great views, cozy, andsuprise appearance of the constellations after dark.It was amazing with the dark sky!We did not cook or grill, had evening refreshments and coffee in the morning, and did use the mini fridge."
United States
nancy B.
$149 nightly
The price is $167
Nov 5 - Nov 6
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Outdoor dining
Camping Classic ADK style Creekside
Camping Classic ADK style Creekside
9.4 out of 10, Exceptional, (3)
"quiet, secluded & relaxing. our kids enjoyed the swimming hole and waterfall, and we enjoyed the sounds of the creek as we slept. highly recommend! "
United States
Kevin D.
$52 nightly
The price is $58
Nov 4 - Nov 5
Total with taxes and fees
Camping Classic ADK style Creekside
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services
Trout House Village Resort
Trout House Village Resort
3.0 star property
9.8 out of 10, Exceptional, (17)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
United States
John
$189 nightly
The price is $210
Nov 4 - Nov 5
Total with taxes and fees
Trout House Village Resort
Condo, 2 Bedrooms (Standard) | Private kitchen
Bridges Resort
Bridges Resort
3.5 star property
8.2 out of 10, Very Good, (16)
"Amazing stay. Beds where comfortable and lots of extra pillows and duvets in the closets. We found a inflatable mattress and table extensions in the closet as well (perfect to fit 6 people in this condo). The maid had left 3 dishwasher pucks and 1 washer puck (amazing), along with dish soap. There is a long HDMI cable for the living room TV. The teens enjoyed the pool, gym and hot tub (they give you towel when you attend the pool so no need to bring yours). The couch is just amazing (you...
Canada
Karina
$187 nightly
The price is $204
Nov 4 - Nov 5
Total with taxes and fees
Bridges Resort
Exterior
Robert Frost Mountain Cabins
Robert Frost Mountain Cabins
3.5 star property
10.0 out of 10, Exceptional, (40)
"My family loved the cabins. The facility had everything week needed and then some. Can't wait to go back"
United States
Dawn
$259 nightly
The price is $283
Nov 19 - Nov 20
Total with taxes and fees
Robert Frost Mountain Cabins
Outdoor dining
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Cozy Tiny Home in charming Bristol VT, close to major ski areas
9.8 out of 10, Exceptional, (15)
"Very quaint, cozy, quiet and clean. I wouldn’t hesitate to stay again. The surrounding area is beautiful and has plenty to see and do. The owners are very accommodating and informative. 5/5 stars "
United States
Nathan
$147 nightly
The price is $164
Nov 10 - Nov 11
Total with taxes and fees
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Fridge, microwave, oven, stovetop
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
10.0 out of 10, Exceptional, (65)
"Host was very friendly,, property was emaculate, would definitely stay here again"
United States
Dyana B.
$140 nightly
The price is $157
Nov 4 - Nov 5
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Property grounds
Beautiful home located in the Mad River Valley
Beautiful home located in the Mad River Valley
10.0 out of 10, Exceptional, (21)
"A perfect cozy weekend getaway for skiing for my family of 4."
United States
Karen S.
Beautiful home located in the Mad River Valley
Fridge, microwave, oven, stovetop
Lovely cabin nestled in the woods one minute from Sugarbush Resort
Lovely cabin nestled in the woods one minute from Sugarbush Resort
9.8 out of 10, Exceptional, (21)
"Was beautiful, the online pictures do not do justice of how gorgeous the place is."
United States
Brittany M.
Lovely cabin nestled in the woods one minute from Sugarbush Resort
Fireplace, books
Stetson Hollow Cabin by Stetson Brook
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (158)
"Close to everything - downtown Warren/Waitsfield, swimming, and biking trails. Perfect space for the weekend. "
United States
Elizabeth B.
$393 nightly
The price is $440
Nov 4 - Nov 5
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
Fridge, microwave, oven, stovetop
Dreamy Artist Chalet in Secluded Historic Village
Dreamy Artist Chalet in Secluded Historic Village
9.2 out of 10, Wonderful, (10)
"My friend and I came to ride horses for two days at the Icelandic Horse Farm in Fayston, and we knew we wanted a comfortable place nearby for the night in between. The Chalet was in the perfect location between places to eat (we had pizza at the Blue Stone) and the stable. And it is LOVELY inside, beautifully furnished and stocked with everything you need, Highly recommend!"
United States
Gail N.
$386 nightly
The price is $432
Nov 11 - Nov 12
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
Smart TV
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Go Skiing or Hiking from an Enchanting, Light-Filled Home
9.8 out of 10, Exceptional, (38)
"Very nice updated home with charming amenities, close to Waitsfield central. Clean and spacious for our party of 3 adults. "
United States
Leann
$309 nightly
The price is $346
Nov 4 - Nov 5
Total with taxes and fees
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Property grounds
Cozy A-frame with loft, deck and easy ski access
Cozy A-frame with loft, deck and easy ski access
7.6 out of 10, Good, (7)
"The property had plenty of space for our group. I would suggest some steps be put in and some more care be spent on snow removal but we had fun sliding downhill to the entrance."
United States
Jason F.
$426 nightly
The price is $477
Nov 4 - Nov 5
Total with taxes and fees
Cozy A-frame with loft, deck and easy ski access
Property grounds
Beautiful home located in the Mad River Valley
Beautiful home located in the Mad River Valley
9.0 out of 10, Wonderful, (6)
"The location of the property was great. The photos in the listing are not an accurate representation of the condition of the interior."
United States
Jamie M.
Beautiful home located in the Mad River Valley
Exterior
Doc's Lake house 1st floor, 2 bedroom apartment
Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (71)
"Doc’s Lake House is on a beautiful and quiet lake. My family and I regret not staying longer! It is well-stocked with anything you might need (coffee, spices, breakfast items, etc.), which was lovely! Two separate fire pits and water crafts were available for entertainment. The host met us when we arrived and showed us around. He’s very nice and fun to talk with! It was such a wonderful stay! "
United States
Jennifer T.
$209 nightly
The price is $234
Nov 5 - Nov 6
Total with taxes and fees
Doc's Lake house 1st floor, 2 bedroom apartment
Property grounds
Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes
Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes
9.4 out of 10, Exceptional, (38)
"Wonderful space! It had everything we needed. The pools and fitness center were great too."
United States
Laura
$329 nightly
The price is $369
Nov 4 - Nov 5
Total with taxes and fees
Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes
Fridge, microwave, oven, stovetop
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
8.8 out of 10, Excellent, (15)
"Great location, well-equipped unit with a lot of amenities available (pool, gym). Staff was super helpful."
United States
Jon P.
$301 nightly
The price is $337
Nov 4 - Nov 5
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
Outdoor dining
Charming cabin located one minute from the base of Sugarbush Resort
Charming cabin located one minute from the base of Sugarbush Resort
9.2 out of 10, Wonderful, (25)
"We loved the experience of staying at a small cabin near Sunday River! The place was clean and had everything you needed. There were 43 electric outlets for such a small place! We want to come back again during the Summer."
United States
Thomas R.
Charming cabin located one minute from the base of Sugarbush Resort
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

Cozy Loft for two with Hot Tub & Mtn Views

Cozy Loft for two with Hot Tub & Mtn Views

10/10 Excellent
"This loft was cozy and quiet, stocked with plenty of cooking equipment and clean sheets and towels. We enjoyed being tucked away from the main road and the view was beautiful. I especially enjoyed the clean hot tub and the opportunity to get some laundry done during our stay. "
Brigid H. 4-night trip
Posted 19 hours ago
Cozy Loft for two with Hot Tub & Mtn Views

Find out more about Middlebury

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 $164 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Middlebury?

Yes, we offer vacation rentals in Middlebury close to Danforth Pewter, 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?

Classic Vermont Farmhouse near Sugarbush Resort: Visitors like this Middlebury vacation home rental. It is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a private yard and a selection of games.

How many vacation rentals are there in Middlebury?

Expedia has 13 vacation rentals for your stay in Middlebury.

What’s there to see and do in Middlebury?

Cultural attractions include National Museum of the Morgan Horse and Holy Cow Inc., whereas Green Mountain National Forest and Middlebury Dog Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Pulp Mill Covered Bridge and Otter Creek Brewing.

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.