Middlebury Holiday Rentals

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Our top choices for Middlebury holiday rentals

*Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*
Middlebury
10.0 out of 10, Exceptional, (7 reviews)
"fantastic!"
United States
Diana L.
The price is AU$375
includes taxes & fees
26 Jan - 27 Jan
*Downtown Middlebury Waterfall Studio Apartment*

Middlebury Home with Sunset views!

Middlebury Home with Sunset views!
Middlebury
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.
The price is AU$474
includes taxes & fees
25 Jan - 26 Jan
Middlebury Home with Sunset views!

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, (2 reviews)
"Super cute and cozy! It was perfect."
United States
Sarah D.
The price is AU$252
includes taxes & fees
2 Feb - 3 Feb
Glamping hut with WiFi in Ripton, biking, hiking, skiing

Charming campground in Wadhams perfect for your outdoor getaway

Charming campground in Wadhams perfect for your outdoor getaway
1.0 star property
Wadhams
The price is AU$121
includes taxes & fees
21 Jan - 22 Jan
Charming campground in Wadhams perfect for your outdoor getaway

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (21 reviews)
"Great updated cabin. "
United States
Diane
The price is AU$392
includes taxes & fees
21 Jan - 22 Jan
Trout House Village Resort

Charming cabin located one minute from the base of Sugarbush Resort

Charming cabin located one minute from the base of Sugarbush Resort
Warren
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

Cozy A-frame with loft, deck and easy ski access

Cozy A-frame with loft, deck and easy ski access
Waitsfield
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.
The price is AU$771
includes taxes & fees
21 Jan - 22 Jan
Cozy A-frame with loft, deck and easy ski access

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 AU$417
includes taxes & fees
2 Feb - 3 Feb
Robert Frost Mountain Cabins

Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
2.0 star property
Braintree
The price is AU$441
includes taxes & fees
2 Feb - 3 Feb
Charming TREEHOUSE in remote location

Cozy Tiny Home in charming Bristol VT, close to major ski areas

Cozy Tiny Home in charming Bristol VT, close to major ski areas
Bristol
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.
The price is AU$254
includes taxes & fees
3 Feb - 4 Feb
Cozy Tiny Home in charming Bristol VT, close to major ski areas

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, (69 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is AU$305
includes taxes & fees
21 Jan - 22 Jan
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Bridges Resort

Bridges Resort
3.5 star property
Warren
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
The price is AU$421
includes taxes & fees
29 Jan - 30 Jan
Bridges Resort

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
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.
The price is AU$652
includes taxes & fees
22 Jan - 23 Jan
Stetson Hollow Cabin by Stetson Brook

The Bomoseen Bungalow: Vermont Lake House with Private Dock

The Bomoseen Bungalow: Vermont Lake House with Private Dock
2.0 star property
Bomoseen
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
The price is AU$822
includes taxes & fees
21 Jan - 22 Jan
The Bomoseen Bungalow: Vermont Lake House with Private Dock

Make memories at this unique and family-friendly Vermont cabin!

Make memories at this unique and family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is AU$437
includes taxes & fees
21 Jan - 22 Jan
Make memories at this unique and family-friendly Vermont cabin!

100 Snow Creek 2 Bedroom Condo

100 Snow Creek 2 Bedroom Condo
3.0 star property
Warren
"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
The price is AU$3,732
includes taxes & fees
12 Feb - 13 Feb
100 Snow Creek 2 Bedroom Condo

Inviting condo near skiing and golf, with fireplace and deck

Inviting condo near skiing and golf, with fireplace and deck
Warren
8.6 out of 10, Excellent, (11 reviews)
"Location, close to everything"
United States
Dave D.
The price is AU$406
includes taxes & fees
21 Jan - 22 Jan
Inviting condo near skiing and golf, with fireplace and deck

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
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

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
Warren
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.
The price is AU$570
includes taxes & fees
3 Feb - 4 Feb
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.4 out of 10, Exceptional, (11 reviews)
"Everything was beautiful. But for sure needs new mattress and pillows. "
United States
Jeanette R.
The price is AU$655
includes taxes & fees
21 Jan - 22 Jan
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

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 favourite 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 depend 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 AU$252 per night. Entering your travel dates in the search wizard might find you 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 Danforth Pewter, 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 architecture and university setting during your trip.

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

ADK Retreat - Northern Lake George - Sleeps 8 - Boating, Hiking, & History: This holiday home rental outside of Middlebury is located near skiing, and has a selection of games, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Middlebury?

Expedia has 12 holiday 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 holiday rental in Middlebury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middlebury. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a small group gathering.