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12 Sep - 14 Sep
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19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Vacation Homes in Middlebury

Our top choices for Middlebury vacation homes

Ski, Hike & Relax. Warm 1BR Spot.
Terrace/patio

Ski, Hike & Relax. Warm 1BR Spot.

10.0 out of 10, Exceptional, (1)
"Mary clean and nice property owners were very pleasant and helpful. Would stay there again."
The price is AED 422
AED 555 total
includes taxes & fees
14 Sep - 15 Sep
Ski, Hike & Relax. Warm 1BR Spot.
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Outdoor dining

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

9.8 out of 10, Exceptional, (8)
"The camper was the perfect size, in the perfect location. Everything was truly perfect. The owners were welcoming and helpful. I would be delighted to stay again."
The price is AED 281
AED 603 total
includes taxes & fees
7 Sep - 8 Sep
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Make memories at this unique and family-friendly Vermont cabin!
Interior

Make memories at this unique and family-friendly Vermont cabin!

10.0 out of 10, Exceptional, (5)
The price is AED 658
AED 1,078 total
includes taxes & fees
7 Sep - 8 Sep
Make memories at this unique and family-friendly Vermont cabin!
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Property grounds

Glamping hut with WiFi in Ripton, biking, hiking, skiing

The price is AED 327
AED 613 total
includes taxes & fees
7 Sep - 8 Sep
Glamping hut with WiFi in Ripton, biking, hiking, skiing
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Fridge, microwave, oven, stovetop

The Bomoseen Bungalow: Vermont Lake House with Private Dock

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice place to stay. Very well equipped and clean."
The price is AED 630
AED 2,033 total
includes taxes & fees
8 Sep - 9 Sep
The Bomoseen Bungalow: Vermont Lake House with Private Dock
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Property grounds

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

9.4 out of 10, Exceptional, (77)
"Great place to stay and great host!"
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Light-filled retreat in Mad River Valley with internet & deck
Books

Light-filled retreat in Mad River Valley with internet & deck

10.0 out of 10, Exceptional, (5)
"Enjoyed the comfortable home. Had just about everything we needed for our stay. Loved the location and the view was great. Close to things we wanted to do and see."
The price is AED 650
AED 2,044 total
includes taxes & fees
17 Sep - 18 Sep
Light-filled retreat in Mad River Valley with internet & deck
3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!
Fridge, microwave, oven, stovetop

3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!

9.2 out of 10, Wonderful, (5)
"Very clean and easy to get to. "
The price is AED 757
AED 980 total
includes taxes & fees
8 Sep - 9 Sep
3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!
Classic Vermont Farmhouse near Sugarbush Resort
Exterior

Classic Vermont Farmhouse near Sugarbush Resort

9.6 out of 10, Exceptional, (42)
"House is centrally located, old but in decent condition. Rooms are clean and updated. We enjoyed our stay"
Classic Vermont Farmhouse near Sugarbush Resort
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
TV, fireplace, offices

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

10.0 out of 10, Exceptional, (13)
"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."
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
Ridge House - Modern Log Home Nestled on top of a Private Mountain
Smart TV, fireplace

Ridge House - Modern Log Home Nestled on top of a Private Mountain

10.0 out of 10, Exceptional, (14)
"Great property, would rent again in the future! "
Ridge House - Modern Log Home Nestled on top of a Private Mountain
Mad Mountain Meadows - Stunning Mountain Views!
Interior

Mad Mountain Meadows - Stunning Mountain Views!

10.0 out of 10, Exceptional, (1)
"Great house great location!"
The price is AED 1,134
AED 3,010 total
includes taxes & fees
1 Oct - 2 Oct
Mad Mountain Meadows - Stunning Mountain Views!
Secluded Mad River Valley Home with Hot Tub
Dining

Secluded Mad River Valley Home with Hot Tub

Secluded Mad River Valley Home with Hot Tub
Top of the Hill Modern Retreat
Interior

Top of the Hill Modern Retreat

9.6 out of 10, Exceptional, (5)
"Really nice place everything was top notch. "
Top of the Hill Modern Retreat
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Property grounds

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

The price is AED 1,151
AED 2,559 total
includes taxes & fees
8 Sep - 9 Sep
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
Interior

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

10.0 out of 10, Exceptional, (8)
"Great location to stay for NU Alumni weekend. Plenty of space and close to both Sugarbush and NU."
Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
Large Vermont ski home on private scenic lot centrally located in the Mad River Valley
Terrace/patio

Large Vermont ski home on private scenic lot centrally located in the Mad River Valley

10.0 out of 10, Exceptional, (14)
"Wonderful ski house close to the mountain and a great house layout for young children / families!"
Large Vermont ski home on private scenic lot centrally located in the Mad River Valley
Beautiful Country Home with Hot Tub & Pool Table
Interior

Beautiful Country Home with Hot Tub & Pool Table

10.0 out of 10, Exceptional, (1)
"It was really lovely. Very comfortable, easy to keep clean. Everyone loved the hot tub."
The price is AED 698
AED 2,888 total
includes taxes & fees
17 Sep - 18 Sep
Beautiful Country Home with Hot Tub & Pool Table
Beautiful home located in the Mad River Valley
Property grounds

Beautiful home located in the Mad River Valley

9.2 out of 10, Wonderful, (5)
"Good area"
Beautiful home located in the Mad River Valley
Breathtaking Views 7 Bedroom Estate w/Hot Tub
Outdoor spa tub

Breathtaking Views 7 Bedroom Estate w/Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (8)
"I would 100% rent this property again. I felt at home here and had everything we needed for a weekend away. Would definitely recommend!"
The price is AED 1,493
AED 4,481 total
includes taxes & fees
18 Sep - 19 Sep
Breathtaking Views 7 Bedroom Estate w/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