Middlebury Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Middlebury vacation rentals

Exterior

Apartment in Middlebury

*Downtown Middlebury Waterfall Studio Apartment*
10.0 out of 10, Exceptional, (7 reviews)
"fantastic!"
United States
Diana L.
$227 nightly
The price is $251
Jan 26 - Jan 27
Total with taxes and fees
*Downtown Middlebury Waterfall Studio Apartment*
Dining

Apartment in Middlebury

Middlebury Home with Sunset views!
10.0 out of 10, Exceptional, (20 reviews)
"Great location, very comfortable space, perfectly clean and spotless, and overall an excellent stay!"
United States
Roy R.
$285 nightly
The price is $314
Jan 25 - Jan 26
Total with taxes and fees
Middlebury Home with Sunset views!
Outdoor dining

Camping in Ripton

Glamping hut with WiFi in Ripton, biking, hiking, skiing
10.0 out of 10, Exceptional, (2 reviews)
"Super cute and cozy! It was perfect."
United States
Sarah D.
$149 nightly
The price is $167
Jan 19 - Jan 20
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Property grounds

Camping in Wadhams

Charming campground in Wadhams perfect for your outdoor getaway
1.0 star property
$70 nightly
The price is $79
Jan 19 - Jan 20
Total with taxes and fees
Charming campground in Wadhams perfect for your outdoor getaway
Cabin, 1 Bedroom, Non Smoking, Lake View | Egyptian cotton sheets, premium bedding, individually decorated

Cabin in Hague

Trout House Village Resort
3.0 star property
9.8 out of 10, Exceptional, (21 reviews)
"Great updated cabin. "
United States
Diane
$189 nightly
The price is $210
Feb 9 - Feb 10
Total with taxes and fees
Trout House Village Resort
Terrace/patio

Cabin in Warren

Charming cabin located one minute from the base of Sugarbush Resort
9.2 out of 10, Wonderful, (27 reviews)
"Rustic, pet friendly cabin with comfortable beds. "
United States
Shari H.
Charming cabin located one minute from the base of Sugarbush Resort
Exterior

Vacation Home in Waitsfield

Cozy A-frame with loft, deck and easy ski access
7.4 out of 10, Good, (8 reviews)
"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.
$462 nightly
The price is $517
Jan 19 - Jan 20
Total with taxes and fees
Cozy A-frame with loft, deck and easy ski access
Exterior

Cabin in Ripton

Robert Frost Mountain Cabins
3.5 star property
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
$262 nightly
The price is $286
Jan 25 - Jan 26
Total with taxes and fees
Robert Frost Mountain Cabins
Property grounds

Cabin in Braintree

Charming TREEHOUSE in remote location
2.0 star property
$281 nightly
The price is $315
Jan 21 - Jan 22
Total with taxes and fees
Charming TREEHOUSE in remote location
Interior

Vacation Home in Bristol

Cozy Tiny Home in charming Bristol VT, close to major ski areas
9.8 out of 10, Exceptional, (17 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.
$142 nightly
The price is $159
Feb 3 - Feb 4
Total with taxes and fees
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Fridge, microwave, oven, stovetop

Cottage in Leicester

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
10.0 out of 10, Exceptional, (69 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
$181 nightly
The price is $203
Jan 19 - Jan 20
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Apartment, 2 Bedrooms | Private kitchen

Condo resort in Warren

Bridges Resort
3.5 star property
8.2 out of 10, Very Good, (16 reviews)
"The stay at Bridges Resort was great. It was a very nice place to unwind and relax. "
United States
Timeka
$263 nightly
The price is $287
Jan 29 - Jan 30
Total with taxes and fees
Bridges Resort
Fireplace, books

Cabin in Warren

Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (161 reviews)
"It’s an authentic cabin in the woods and it was just as I hoped it would be - amazing! The owners Jill and John were very friendly and helpful. "
United States
Tom O.
$393 nightly
The price is $440
Jan 19 - Jan 20
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
Marina

Vacation Home in Bomoseen

The Bomoseen Bungalow: Vermont Lake House with Private Dock
2.0 star property
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
$471 nightly
The price is $527
Jan 19 - Jan 20
Total with taxes and fees
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Exterior

Cabin in Fair Haven

Make memories at this unique and family-friendly Vermont cabin!
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
$262 nightly
The price is $294
Jan 19 - Jan 20
Total with taxes and fees
Make memories at this unique and family-friendly Vermont cabin!
Condo, 2 Bedrooms | Interior

Condo in Warren

100 Snow Creek 2 Bedroom Condo
3.0 star property
"The problem was not the property. We don’t know how it was. An hour after booking the property for that evening through Expedia, I got an email that I didn’t read because I was driving to the condo, stating that the condo management company, RedAwning Guest Services, cancelled the reservation because they are unable to accept bookings for this property within 48 hours of arrival. We learned of the cancelation when we tried to check in. Huge hassle trying to fine another place in an area of...
United States
Martin
$2,288 nightly
The price is $2,494
Jan 20 - Jan 21
Total with taxes and fees
100 Snow Creek 2 Bedroom Condo
TV, fireplace, stereo

Condo in Warren

Inviting condo near skiing and golf, with fireplace and deck
8.8 out of 10, Excellent, (10 reviews)
"Location, close to everything"
United States
Dave D.
$242 nightly
The price is $271
Jan 21 - Jan 22
Total with taxes and fees
Inviting condo near skiing and golf, with fireplace and deck
Interior

Vacation Home in Warren

Beautiful home located in the Mad River Valley
9.6 out of 10, Exceptional, (40 reviews)
"The place was spacious, but small, which I loved! Plenty of hot water, great communication with owner, plenty of extra chairs and the leaf for the table was fantastic!"
United States
Michael M.
Beautiful home located in the Mad River Valley
Terrace/patio

Apartment in Warren

Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
8.8 out of 10, Excellent, (15 reviews)
"We travel to the area every year for the VT Gran Fondo and love staying at bridges. The amenities are wonderful for families."
United States
LILIA R.
$344 nightly
The price is $385
Feb 3 - Feb 4
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
Fridge, microwave, oven, stovetop

Chalet in East Warren

Dreamy Artist Chalet in Secluded Historic Village
9.2 out of 10, Wonderful, (10 reviews)
"Everything was beautiful. But for sure needs new mattress and pillows. "
United States
Jeanette R.
$377 nightly
The price is $423
Jan 20 - Jan 21
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
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

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10/10 Excellent
"Host was great, super responsive, everything was clean, and the cabin was such a cozy spot to get away and enjoy the mountains. "
Michael C. 2-night trip
Posted 3 days ago
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

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 $179 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?

ADK Retreat - Northern Lake George - Sleeps 8 - Boating, Hiking, & History: You might want to consider this vacation home rental near Middlebury, which is located near skiing and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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

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.