Holiday Homes in Middlebury

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Middlebury holiday homes

Interior

Cozy Tiny Home in charming Bristol VT, close to major ski areas free ski voucher

Cozy Tiny Home in charming Bristol VT, close to major ski areas free ski voucher
Bristol
9.8 out of 10, Exceptional, (18 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$284
includes taxes & fees
9 Mar - 10 Mar
Cozy Tiny Home in charming Bristol VT, close to major ski areas free ski voucher
Exterior

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$830
includes taxes & fees
5 Mar - 6 Mar
Cozy A-frame with loft, deck and easy ski access
Smart TV, fireplace

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$896
includes taxes & fees
5 Mar - 6 Mar
Beautiful Lake House with whole house renovation & fresh modern appeal!
Interior

Top of the Hill Modern Retreat

Top of the Hill Modern Retreat
East Warren
9.8 out of 10, Exceptional, (7 reviews)
"Really nice place everything was top notch. "
United States
Michael Q.
The price is NZ$1,136
includes taxes & fees
8 Mar - 9 Mar
Top of the Hill Modern Retreat
Interior

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
Property grounds

Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
Monkton
The price is NZ$403
includes taxes & fees
5 Mar - 6 Mar
Studio in the country w/Hot Tub
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, (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$2,114
includes taxes & fees
19 Mar - 20 Mar
Breathtaking Views 7 Bedroom Estate w/Hot Tub
Exterior

Waterfront 3 Bedroom 3 Bathroom Large House in Bridport—Fire pit, Grill, Deck

Waterfront 3 Bedroom 3 Bathroom Large House in Bridport—Fire pit, Grill, Deck
Bridport
The price is NZ$993
includes taxes & fees
5 Mar - 6 Mar
Waterfront 3 Bedroom 3 Bathroom Large House in Bridport—Fire pit, Grill, Deck
Fridge, microwave, oven, stovetop

Chalet Valhalla with Hot Tub right next to Sugarbush Resort

Chalet Valhalla with Hot Tub right next to Sugarbush Resort
Fayston
10.0 out of 10, Exceptional, (6 reviews)
"The hot tub was very nice and the stay was LOVELY. "
United States
Nicole B.
The price is NZ$1,275
includes taxes & fees
10 Mar - 11 Mar
Chalet Valhalla with Hot Tub right next to Sugarbush Resort
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.2 out of 10, Wonderful, (9 reviews)
"Host was awesome and very responsive to our needs. We couldn't have had sla nicer stay. "
United States
Marlene P.
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, (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
Interior

Charming 3-bedroom house in Crown Point with WiFi and AC

Charming 3-bedroom house in Crown Point with WiFi and AC
Crown Point
9.8 out of 10, Exceptional, (7 reviews)
"We had a very good stay at this property. Very clean and beautiful view of the lake. Overall a relaxing stay with family "
United States
Kaitlynd K.
The price is NZ$1,024
includes taxes & fees
31 Mar - 1 Apr
Charming 3-bedroom house in Crown Point with WiFi and AC
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
Living area

Private 5-Acre Escape | Pool, Lake & Gardens

Private 5-Acre Escape | Pool, Lake & Gardens
Bristol
The price is NZ$944
includes taxes & fees
5 Mar - 6 Mar
Private 5-Acre Escape | Pool, Lake & Gardens
Smart TV, offices

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$1,626
includes taxes & fees
26 Mar - 27 Mar
Beautiful Family Home Central to Mad River Valley
Property grounds

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Leicester
The price is NZ$1,066
includes taxes & fees
5 Mar - 6 Mar
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
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, (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
Terrace/patio

Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.6 out of 10, Exceptional, (49 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
Living area

Fisherman’s Cove on Lake Champlain – A Private Waterfront Getaway

Fisherman’s Cove on Lake Champlain – A Private Waterfront Getaway
Crown Point
The price is NZ$589
includes taxes & fees
10 Mar - 11 Mar
Fisherman’s Cove on Lake Champlain – A Private Waterfront Getaway
Property grounds

Vermont Post & Beam w/Hot Tub & Stunning Views

Vermont Post & Beam w/Hot Tub & Stunning Views
Waitsfield
9.8 out of 10, Exceptional, (21 reviews)
"Excellent stay. Beautiful property! "
United States
Emily U.
The price is NZ$1,916
includes taxes & fees
12 Mar - 13 Mar
Vermont Post & Beam w/Hot Tub & Stunning Views
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
"Lovely hotel in a stunning location. The ambience is stellar. The rooms are spacious and cozy. Bedding, bathrooms, beds, view from the room, etc. were all top notch. I would have loved to stay here for more than one night. I'll be back sometime to visit again. "
Kimm 1-night trip
Posted 4 days ago
Middlebury Inn

Find out more about Middlebury

Middlebury Holiday Homes information

Number of reviews
202
Accommodation
282 Holiday Homes
Lowest Price
NZ$284
Highest Price
NZ$2,114