Holiday Homes in Middlebury

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Our top choices for Middlebury holiday homes

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 NZ$293
includes taxes & fees
3 Feb - 4 Feb
Cozy Tiny Home in charming Bristol VT, close to major ski areas

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 NZ$937
includes taxes & fees
19 Jan - 20 Jan
The Bomoseen Bungalow: Vermont Lake House with Private Dock

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 NZ$892
includes taxes & fees
19 Jan - 20 Jan
Cozy A-frame with loft, deck and easy ski access

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

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
10.0 out of 10, Exceptional, (23 reviews)
"Fantastic house in a beautiful setting. Just right for the area and the kind of trip we were hoping to have. Colin is a great host as well."
United States
kevin m.
Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (8 reviews)
"Good area"
United States
Dakota N.
Beautiful home located in the Mad River Valley

Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
2.0 star property
Monkton
The price is NZ$382
includes taxes & fees
18 Jan - 19 Jan
Studio in the country w/Hot Tub

Clyde's Cabin 4 Bedroom Home

Clyde's Cabin 4 Bedroom Home
3.0 star property
Warren
The price is NZ$2,575
includes taxes & fees
20 Jan - 21 Jan
Clyde's Cabin 4 Bedroom Home

Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.6 out of 10, Exceptional, (45 reviews)
"Charming older home, clearly well loved. Enjoyed eating on the back porch, the generous living room space, and the sinks in every bedroom!"
United States
Nathalie B.
Classic Vermont Farmhouse near Sugarbush Resort

Top of the Hill Modern Retreat

Top of the Hill Modern Retreat
East Warren
9.8 out of 10, Exceptional, (6 reviews)
"Really nice place everything was top notch. "
United States
Michael Q.
The price is NZ$1,104
includes taxes & fees
19 Jan - 20 Jan
Top of the Hill Modern Retreat

Moose Lodge - Rustic and Cozy

Moose Lodge - Rustic and Cozy
Ticonderoga
9.8 out of 10, Exceptional, (60 reviews)
"The property was clean and furniture was cozy. The AC units kept the house very comfortable. "
United States
Claudia B.
The price is NZ$1,000
includes taxes & fees
11 Feb - 12 Feb
Moose Lodge - Rustic and Cozy

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
granville
9.4 out of 10, Exceptional, (84 reviews)
"Nice place to stay"
United States
Bob G.
The price is NZ$763
includes taxes & fees
18 Jan - 19 Jan
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

Beautiful Lake House with whole house renovation & fresh modern appeal!

Beautiful Lake House with whole house renovation & fresh modern appeal!
Crown Point
10.0 out of 10, Exceptional, (11 reviews)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
The price is NZ$729
includes taxes & fees
16 Jan - 17 Jan
Beautiful Lake House with whole house renovation & fresh modern appeal!

Beautiful Family Home Central to Mad River Valley

Beautiful Family Home Central to Mad River Valley
Waitsfield
10.0 out of 10, Exceptional, (12 reviews)
"Fantastic house and property in a beautiful area. We had a great stay and everything was wonderful."
United States
Greg L.
The price is NZ$1,362
includes taxes & fees
21 Jan - 22 Jan
Beautiful Family Home Central to Mad River Valley

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, (15 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

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 NZ$1,291
includes taxes & fees
21 Jan - 22 Jan
Secluded Mountain Getaway with Hot tub and Views!

The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
2.0 star property
East Warren
10.0 out of 10, Exceptional, (2 reviews)
"We had a great family Christmas celebration and ski holiday. "
United States
Scott C.
The price is NZ$2,316
includes taxes & fees
19 Jan - 20 Jan
The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
9.8 out of 10, Exceptional, (40 reviews)
"Very fun and cool place for a family stay. Kids and adults alike had a great time."
United States
Edward R.
Luxurious Vermont home minutes from Sugarbush Resort

Breathtaking Views 7 Bedroom Estate w/Hot Tub

Breathtaking Views 7 Bedroom Estate w/Hot Tub
2.0 star property
Waitsfield
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful home with a spacious and open kitchen! The views from every window we like a portrait. "
United States
Belinda
The price is NZ$2,265
includes taxes & fees
22 Jan - 23 Jan
Breathtaking Views 7 Bedroom Estate w/Hot Tub

Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort

Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
Moretown
10.0 out of 10, Exceptional, (15 reviews)
"Very nice property with lots of amenities, convenient location, and excellent communication with host. "
United States
CAROLYN M.
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
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

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Middlebury Holiday Homes information

Number of reviews
385
Accommodation
282 Holiday Homes
Lowest Price
NZ$293
Highest Price
NZ$2,575