Holiday Rentals in Middlebury

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Our top choices for Middlebury holiday rentals

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 €259
includes taxes & fees
16 Apr - 17 Apr
Downtown Middlebury 3 BR Home - Walk Everywhere!

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 €146
includes taxes & fees
15 Apr - 16 Apr
Glamping hut with WiFi in Ripton, biking, hiking, skiing

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 €71
includes taxes & fees
13 Apr - 14 Apr
Campsite 1. A charming campground in Wadhams perfect for your outdoor getaway.

Camper On a Budget- Lake Champlain

Camper On a Budget- Lake Champlain
Port Henry
Camper On a Budget- Lake Champlain

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 €157
includes taxes & fees
13 Apr - 14 Apr
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

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 €352
includes taxes & fees
13 Apr - 14 Apr
Dreamy Artist Chalet in Secluded Historic Village

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 €148
includes taxes & fees
13 Apr - 14 Apr
Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes

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 €378
includes taxes & fees
13 Apr - 14 Apr
Stetson Hollow Cabin by Stetson Brook

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 €163
includes taxes & fees
27 Apr - 28 Apr
Trout House Village Resort

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 €252
includes taxes & fees
13 Apr - 14 Apr
Unique family-friendly Vermont cabin!

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 €233
includes taxes & fees
13 Apr - 14 Apr
Comfortable ski-in/out condo with pool, balcony, high-speed WiFi & hiking nearby

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 €298
includes taxes & fees
13 Apr - 14 Apr
Go Skiing or Hiking from an Enchanting, Light-Filled Home

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 €259
includes taxes & fees
14 Apr - 15 Apr
Robert Frost Mountain Cabins

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 €299
includes taxes & fees
13 Apr - 14 Apr
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

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 €299
includes taxes & fees
13 Apr - 14 Apr
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

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)
"Everything was neat, orderly and the kitchen was well stocked. I liked the package with the dish solution and sponge, very helpful. I did notice stains on the inside of the comforter on the master bed. Needs to be replaced. Host communicates very well. "
United States
Tracey D.
The price is €376
includes taxes & fees
13 Apr - 14 Apr
Ski condo with locker, shuttle, fast WiFi, fireplace, washer/dryer & AC

Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (39 reviews)
"Magnificent Any Time of the Year was the perfect place for our family to stay and ski. The home is warm and cozy, well-equipped for cooking, and beautifully furnished. We especially loved that our lab was welcome—and he absolutely loved the heated floors!"
United States
Carol S.
The price is €325
includes taxes & fees
13 Apr - 14 Apr
Magnificent any time of year

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 €250
includes taxes & fees
13 Apr - 14 Apr
Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer

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 €299
includes taxes & fees
13 Apr - 14 Apr
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

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, (78 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 €162
includes taxes & fees
13 Apr - 14 Apr
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

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, apart-hotels, 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 favorite 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 depends 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 €148 per night. Entering your travel dates in the search wizard you might find 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 Vermont Folklife Center, 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?

Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes: This holiday home rental outside of Middlebury offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Middlebury?

Expedia has 13 holiday 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 Town Hall Theater, 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 UVM Morgan Horse Farm and Vermont Folklife Center.

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.