A lakeside scene with a wooden dock, a blue canoe, and a rocky shoreline.

Middlebury Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Middlebury holiday rentals

Golf

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
The price is HK$1,285
HK$3,056 total
includes taxes & fees
16 Jul - 17 Jul
Purple Door Cottage in the heart of Middlebury!
Exterior detail

Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Middlebury 3 BR Home - Walk Everywhere!
Middlebury
9.6 out of 10, Exceptional, (32 reviews)
"Great location, very clean"
United States
Karyn M.
The price is HK$1,461
HK$3,308 total
includes taxes & fees
11 Aug - 12 Aug
Downtown Middlebury 3 BR Home - Walk Everywhere!
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (168 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
The price is HK$1,693
HK$3,476 total
includes taxes & fees
23 Jul - 24 Jul
Stetson Hollow Cabin by Stetson Brook
Interior

Lake Days, Trails & More! Updated Apt in Mineville

Lake Days, Trails & More! Updated Apt in Mineville
3.0 star property
Moriah
The price is HK$1,003
HK$1,946 total
includes taxes & fees
19 Jul - 20 Jul
Lake Days, Trails & More! Updated Apt in Mineville
Private kitchen

Bridges Resort

Bridges Resort
2.0 star property
Warren
8.0 out of 10, Very good, (25 reviews)
"close to the mountain"
United States
Brian Shultis
The price is HK$1,434
HK$3,115 total
includes taxes & fees
17 Jul - 18 Jul
Bridges Resort
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 HK$2,362
HK$3,157 total
includes taxes & fees
16 Jul - 17 Jul
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Property grounds

Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,702
HK$3,614 total
includes taxes & fees
19 Jul - 20 Jul
Charming TREEHOUSE in remote location
2 bedrooms, travel cot, 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, (48 reviews)
"Excellent Location ! "
United States
Luke A.
The price is HK$1,204
HK$2,527 total
includes taxes & fees
16 Jul - 17 Jul
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Exterior

Inviting timber frame cabin in Vermont's Green Mountains

Inviting timber frame cabin in Vermont's Green Mountains
Ripton
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming, charming, and very clean cabin with excellent communication with team and fun access to trails, hot tub and game room."
United States
Kelly I.
The price is HK$2,362
HK$3,192 total
includes taxes & fees
26 Jul - 27 Jul
Inviting timber frame cabin in Vermont's Green Mountains
TV, fireplace

Breathtaking Mountain Views Surround New Lakefront Condo

Breathtaking Mountain Views Surround New Lakefront Condo
Hague
9.8 out of 10, Exceptional, (94 reviews)
"A beautiful condo! Amazing stay. Thank you!"
United States
Peter W.
Breathtaking Mountain Views Surround New Lakefront Condo
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 HK$2,362
HK$3,157 total
includes taxes & fees
16 Jul - 17 Jul
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Interior

Beautiful timber frame just minutes to Middlebury!

Beautiful timber frame just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (1 review)
"We were 8 people coming to VT to watch our girls play lacrosse at Middlebury. The house is as pictured and perfect for large groups. We really had a great time, it was spacious and perfect for hanging out with a large group. We wished the weather was better so we could use the fire pit. The owner of the property was very easy to deal with and very accommodating. We would all definitely stay here again and recommend a stay at this house. Some of us even said it would be perfect for a small...
United States
Suzanne L.
The price is HK$3,041
HK$6,691 total
includes taxes & fees
16 Jul - 17 Jul
Beautiful timber frame just minutes to Middlebury!
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (19 reviews)
"Awesome places today stay "
United States
James L.
The price is HK$1,404
HK$2,301 total
includes taxes & fees
19 Jul - 20 Jul
Unique family-friendly Vermont cabin!
Fridge, microwave, oven, stovetop

Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (45 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
The price is HK$1,959
HK$3,968 total
includes taxes & fees
29 Jul - 30 Jul
Magnificent any time of year
Smart TV

1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (39 reviews)
"Good communication. Great location to Sugarbush, and had all the amenities needed."
United States
Julia W.
The price is HK$1,272
HK$2,609 total
includes taxes & fees
16 Jul - 17 Jul
1830 Enchanting, Light-Filled Farmhouse Apartment
Coffee/tea maker, fridge, microwave, oven

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (19 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is HK$1,729
HK$3,420 total
includes taxes & fees
20 Jul - 21 Jul
Dreamy Artist Chalet in Secluded Historic Village
Smart TV, fireplace, DVD player, video library

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
chittenden
10.0 out of 10, Exceptional, (31 reviews)
"We had a great time and enjoyed our stay."
United States
Nicole R.
The price is HK$4,076
HK$7,225 total
includes taxes & fees
16 Jul - 17 Jul
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
Property grounds

Alpine escape with 3 pools, tennis & gym - fireplace, balcony & W/D

Alpine escape with 3 pools, tennis & gym - fireplace, balcony & W/D
Warren
8.8 out of 10, Excellent, (38 reviews)
"Everything was great. Location , amenities , comfort and view. We would rent this unit again. "
United States
Thomas C.
The price is HK$1,234
HK$3,334 total
includes taxes & fees
16 Jul - 17 Jul
Alpine escape with 3 pools, tennis & gym - fireplace, balcony & W/D
Living area

Scarps Park Ii 4 Bedroom Home

Scarps Park Ii 4 Bedroom Home
3.0 star property
Waitsfield
The price is HK$2,816
HK$9,730 total
includes taxes & fees
5 Aug - 6 Aug
Scarps Park Ii 4 Bedroom Home
Exterior

Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is HK$2,362
HK$3,157 total
includes taxes & fees
19 Jul - 20 Jul
Cozy and pristine timberframe cabin
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

Brandon Inn

Brandon Inn

8/10 Good
"The Brandon Inn is an attractive historic property in a small town. It is walking a line between meeting a price and offering an experience, so it might not deliver on every traveler’s hopes for a charming Vermont inn experience. If your budget allows, there are cushier options. The vibe here is very mellow, though. Management intend for you to be able to access your room with a code you would have received by text. This sort of arrangement does not work well when booking with Expedia, so expect to meet or talk to staff. The hotel is lightly staffed, but we never had a problem finding them and they were pleasant. If mobility is a concern, the historic elevator is staff-operated on request. The pool is an unexpected amenity here. I used it and very much enjoyed it. The breakfast was well provisioned, but it was unusual to see the entirety of it laid out the night before. If I were managing this place, I would employ a person to arrive in the morning to lay out the breakfast. It seems more appealing and a better food handling practice. Additionally, it was unwelcome to find a staff member operating a noisy shop-vac type device to remove crumbs from the area around the toaster oven during normal breakfast hours. Overall, this was a pleasant place to stay."
William 1-night trip
Posted less than an hour ago
Brandon Inn

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:

  • View our selection of featured holiday rentals in Middlebury
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Look no further and take a look at our great range of rental properties in Middlebury!

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?

Fisherman’s Cove on Lake Champlain – A Private Waterfront Getaway: This holiday home rental outside of Middlebury offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Middlebury?

Expedia has 14 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 National Museum of the Morgan Horse, whereas Middlebury Falls and Green Mountain National Forest are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Halpin Covered Bridge and Town Hall Theater.

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.