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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Middlebury holiday homes

Golf

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
The price is £246
includes taxes & fees
1 Jun - 2 Jun
Purple Door Cottage in the heart of 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 £129
includes taxes & fees
10 Jun - 11 Jun
Cozy Tiny Home in charming Bristol VT, close to skiing, hiking, swimming holes
Exterior detail

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.8 out of 10, Exceptional, (16 reviews)
"We had a wonderful time and the place was great. We found everything we needed easily and loved the charm of the place. Perfect spot for a ski vacation just a few min from sugarbush and mad river."
United States
John B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
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
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
Terrace/patio

Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.6 out of 10, Exceptional, (50 reviews)
"Great location for skiing at Sugarbush. Nice big living room for the whole group to gather. "
United States
Peggy V.
Classic Vermont Farmhouse near Sugarbush Resort
Terrace/patio

Secluded Mountain Getaway with Hot tub and Views!

Secluded Mountain Getaway with Hot tub and Views!
Granville
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place & convenient to Sugarbush & Rochester.We had 10 guys mountain biking in the area and worked out perfectly."
United States
Clint F.
The price is £499
includes taxes & fees
2 Jun - 3 Jun
Secluded Mountain Getaway with Hot tub and Views!
Interior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.6 out of 10, Exceptional, (44 reviews)
"Very convenient to Warren center. This house served us well as we were able to bring our dog over the Christmas holiday. Perfect house for a family. "
United States
Monica R.
Beautiful home located in the Mad River Valley
Interior

Top of the Hill Modern Retreat

Top of the Hill Modern Retreat
East Warren
9.8 out of 10, Exceptional, (9 reviews)
"We loved the house! Every was perfect. Location, views, radiant floor heating throughout, impeccably clean, modern and relaxing....Perfection. "
United States
Elliott S.
The price is £486
includes taxes & fees
31 May - 1 Jun
Top of the Hill Modern Retreat
Property grounds

New build near Sugarbush and Warren Village, ADA Accessibility

New build near Sugarbush and Warren Village, ADA Accessibility
East Warren
The price is £372
includes taxes & fees
29 May - 30 May
New build near Sugarbush and Warren Village, ADA Accessibility
Property grounds

Mad Mountain Meadows - Stunning Mountain Views!

Mad Mountain Meadows - Stunning Mountain Views!
East Warren
10.0 out of 10, Exceptional, (3 reviews)
"Great house great location!"
United States
Elizabeth D.
The price is £518
includes taxes & fees
4 Jun - 5 Jun
Mad Mountain Meadows - Stunning Mountain Views!
Marina

The Bomoseen Bungalow: Vermont Lake House with Private Dock

The Bomoseen Bungalow: Vermont Lake House with Private Dock
Bomoseen
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Interior

Large multi-family ski home located on the slopes of Sugarbush Resort

Large multi-family ski home located on the slopes of Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (31 reviews)
"We had a great time! The host were very responsive and helpful."
United States
DANIEL R.
Large multi-family ski home located on the slopes of Sugarbush Resort
Interior

Traditional Vermont Ski Lodge minutes from Mad River Glen and Sugarbush

Traditional Vermont Ski Lodge minutes from Mad River Glen and Sugarbush
Fayston
10.0 out of 10, Exceptional, (1 review)
"We have a wonderful stay at this beautiful home near Waitsfield! It was comfortable and inviting and the kitchen had everything we needed to create a July 4th feast! The home was clean and spacious and very close to grocery stores and coffee shops and great restaurants. A 5 star vacation!"
United States
rachel k.
Traditional Vermont Ski Lodge minutes from Mad River Glen and Sugarbush
Exterior

Beautiful Farmhouse Close to Warren Village and Sugarbush Resort

Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable, well equipped, beautiful location. Hope to return."
United States
Sara O.
Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
Exterior

Stunning Modern Retreat Overlooking The Mad River

Stunning Modern Retreat Overlooking The Mad River
Warren
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful home. Amazing views. Great location. "
United States
Nancy F.
Stunning Modern Retreat Overlooking The Mad River
Outdoor spa tub

Breathtaking Views 7 Bedroom Estate w/Hot Tub

Breathtaking Views 7 Bedroom Estate w/Hot Tub
Waitsfield
10.0 out of 10, Exceptional, (14 reviews)
"Place was great"
United States
Christopher W.
The price is £775
includes taxes & fees
2 Jun - 3 Jun
Breathtaking Views 7 Bedroom Estate w/Hot Tub
Smart TV, offices, computer monitors

Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views

Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (10 reviews)
"Great place for our gathering of 9."
United States
JoAnn L.
Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
Smart TV, fireplace, offices

The Longhorn - Inspired 5br 3ba Home with Hot Tub

The Longhorn - Inspired 5br 3ba Home with Hot Tub
Fayston
The price is £630
includes taxes & fees
11 Jun - 12 Jun
The Longhorn - Inspired 5br 3ba Home with Hot Tub
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
"A truly special hotel."
Matt 2-night trip
Posted 5 hours ago
Middlebury Inn

Find out more about Middlebury

Middlebury Holiday Homes information

Number of reviews
247
Accommodation
304 Holiday Homes
Lowest Price
£129
Highest Price
£775