Middlebury Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

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$1,222
HK$2,928 total
includes taxes & fees
9 Jun - 10 Jun
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$1,264
HK$3,073 total
includes taxes & fees
23 Jun - 24 Jun
Downtown Middlebury 3 BR Home - Walk Everywhere!
Outdoor dining

Campsite 2. Pleasant campground in Wadhams perfect for your outdoor getaway

Campsite 2. Pleasant campground in Wadhams perfect for your outdoor getaway
Wadhams
The price is HK$392
HK$620 total
includes taxes & fees
19 Jun - 20 Jun
Campsite 2. Pleasant campground in Wadhams perfect for your outdoor getaway
Terrace/patio

Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole

Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole
Crown Point
8.0 out of 10, Very good, (5 reviews)
"Great spot to relax creekside. Clear directions and great hospitality. Convenient swimming spot on the property with tubes for the whole family to enjoy"
United States
Ronald Z.
The price is HK$298
HK$514 total
includes taxes & fees
8 Jun - 9 Jun
Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole
Property grounds

Private Waterfall Oasis: Secluded Creekside Camping at Putnam Creek

Private Waterfall Oasis: Secluded Creekside Camping at Putnam Creek
Crown Point
9.6 out of 10, Exceptional, (4 reviews)
"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.
The price is HK$329
HK$549 total
includes taxes & fees
10 Jun - 11 Jun
Private Waterfall Oasis: Secluded Creekside Camping at Putnam Creek
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$506
HK$1,398 total
includes taxes & fees
7 Jun - 8 Jun
Bridges Resort
Egyptian cotton sheets, premium bedding, individually decorated

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (23 reviews)
"It was a great place, clean rooms, nice environment, cabins, family friendly, right on lake"
United States
Matthew
The price is HK$1,173
HK$1,497 total
includes taxes & fees
20 Jun - 21 Jun
Trout House Village Resort
Interior

Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is HK$1,018
HK$2,410 total
includes taxes & fees
10 Jun - 11 Jun
Gracious two bedroom just minutes to Middlebury!
Interior

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, (21 reviews)
"Amazing people, Cozy Home! Makes you feel right at home and has everything you need!Loved out stay, need to come back‼‼"
United States
Aiden M.
The price is HK$635
HK$1,325 total
includes taxes & fees
8 Jun - 9 Jun
Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"Perfect spot for our 3 day ski trip. Very nice and cozy cabin! Quiet area and the owners were great with making sure all was good. "
United States
Jeffrey C.
The price is HK$1,692
HK$3,457 total
includes taxes & fees
6 Jun - 7 Jun
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$2,189 total
includes taxes & fees
6 Jun - 7 Jun
Lake Days, Trails & More! Updated Apt in Mineville
Fridge, microwave, oven, stovetop

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (18 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is HK$1,592
HK$3,230 total
includes taxes & fees
6 Jun - 7 Jun
Dreamy Artist Chalet in Secluded Historic Village
Fridge, microwave, oven, stovetop

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, (77 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is HK$1,154
HK$1,757 total
includes taxes & fees
21 Jun - 22 Jun
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Fridge, microwave, oven, stovetop

Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (44 reviews)
"The location was perfect for attending a wedding at Sugarbush."
United States
Sheila
The price is HK$1,097
HK$2,896 total
includes taxes & fees
16 Jun - 17 Jun
Magnificent any time of year
Outdoor dining

The Hideaway

The Hideaway
Hinesburg
8.8 out of 10, Excellent, (10 reviews)
"Clean, cozy, pet friendly. Close to a great market. "
United States
Carol D.
The price is HK$571
HK$1,254 total
includes taxes & fees
8 Jun - 9 Jun
The Hideaway
Outdoor dining

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, (5 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is HK$697
HK$1,307 total
includes taxes & fees
8 Jun - 9 Jun
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Interior

Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
The price is HK$971
HK$2,348 total
includes taxes & fees
10 Jun - 11 Jun
Tasteful two bedroom just minutes to Middlebury!
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.2 out of 10, Wonderful, (11 reviews)
"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"
United States
Sloan S.
Beautiful home located in the Mad River Valley
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, (46 reviews)
"Excellent Location ! "
United States
Luke A.
The price is HK$1,204
HK$2,700 total
includes taxes & fees
7 Jun - 8 Jun
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
10.0 out of 10, Exceptional, (24 reviews)
"Had a wonderful stay "
United States
Yang O.
Beautiful home located in the Mad River Valley
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

Middlebury Inn

Middlebury Inn

10/10 Excellent
"Very quaint Inn with clean rooms"
Larry 1-night trip
Posted 20 hours ago
Middlebury 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
  • Use the map to find apartments and other holiday homes in the Middlebury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middlebury while they last

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 Kevin P. Mahaney '84 Center for the Arts, 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?

Million dollar views and privacy on Lake Champlain Pets Welcome: This holiday home rental outside of Middlebury is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Kevin P. Mahaney '84 Center for the Arts, 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 Pulp Mill Covered Bridge.

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.