A red building with a white porch and multiple signs advertising breakfast, lunch, dinner, and lodging.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Hancock vacation homes

A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

1. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Hancock
10.0 out of 10, Exceptional, (1 review)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
United States
Katie H.
The price is AED 2,311
AED 4,131 total
includes taxes & fees
20 Oct - 21 Oct
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
A rustic cabin surrounded by autumn foliage.

2. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (28 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
A rustic cabin surrounded by autumn foliage.

3. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.0 out of 10, Wonderful, (12 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
A spacious living area with a wooden dining table, chairs, and a patterned rug. A spiral staircase leads to an upper level. Large windows offer views of the outdoors.

4. Top of the Hill Modern Retreat

Top of the Hill Modern Retreat
East Warren
10.0 out of 10, Exceptional, (11 reviews)
"Really nice place everything was top notch. "
United States
Michael Q.
Top of the Hill Modern Retreat
A two-story house with a covered porch, outdoor seating, and a lawn.

5. Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.4 out of 10, Exceptional, (59 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
A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

6. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is AED 652
AED 2,348 total
includes taxes & fees
26 Oct - 27 Oct
Ski Home/Arcade Mountain Views Near Killington/Woodstock
A house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

7. 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
9.6 out of 10, Exceptional, (18 reviews)
"Great location, plenty of space, everything in house worked as described. Thank you!!"
United States
Daniel B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
A room with a large window overlooking a deck with two chairs and a table.

8. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (44 reviews)
"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "
United States
Noah S.
Luxurious Vermont home minutes from Sugarbush Resort
Winter Wonderland

9. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is AED 756
AED 2,490 total
includes taxes & fees
27 Oct - 28 Oct
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

10. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Authentic farmhouse for those who love cozy, quirky, historical imperfection
Randolph Center
10.0 out of 10, Exceptional, (6 reviews)
"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"
United States
Kathy K.
The price is AED 790
AED 2,172 total
includes taxes & fees
17 Nov - 18 Nov
Authentic farmhouse for those who love cozy, quirky, historical imperfection
A wooden cabin interior with a staircase leading to a balcony, large windows, and a view of a snowy forest.

11. 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)
"The skiing was fantastic. Thanks for a great stay."
United States
James K.
Large multi-family ski home located on the slopes of Sugarbush Resort
A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

12. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
The price is AED 726
AED 2,364 total
includes taxes & fees
19 Oct - 20 Oct
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

13. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is AED 338
AED 1,065 total
includes taxes & fees
9 Nov - 10 Nov
Luxury Condo Tucked in the Heart of Killington
A spacious living area with a fireplace, a curved staircase, and large windows offering views of the outdoors.

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

The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (7 reviews)
"Gorgeous house in amazing location!"
United States
Brian S.
The price is AED 1,109
AED 5,060 total
includes taxes & fees
22 Oct - 23 Oct
The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table with chairs.

15. Renovated Modern Chalet in Mad River Valley

Renovated Modern Chalet in Mad River Valley
Warren
Renovated Modern Chalet in Mad River Valley
A wooden staircase leading to a dock by a lake surrounded by trees.

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

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Leicester
10.0 out of 10, Exceptional, (1 review)
"Everything was spectacular! Fern Lake is peaceful and breathtaking. Lake house was wonderful, and amazing. It was spacious, yet homie."
United States
Eric A.
The price is AED 1,248
AED 2,657 total
includes taxes & fees
19 Oct - 20 Oct
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
A large grassy field with a historic building in the background.

17. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
The price is AED 649
AED 1,505 total
includes taxes & fees
19 Oct - 20 Oct
Purple Door Cottage in the heart of Middlebury!
A spacious living room with a fireplace, a television, and a large window.

18. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (24 reviews)
"Our group had a wonderful ski weekend at the house! It was well stocked with everything we needed and the fireplace was perfect to relax near after a day on the slopes. "
United States
Christina V.
The price is AED 898
AED 2,735 total
includes taxes & fees
19 Oct - 20 Oct
4BR Killington Home Perfect for Families, Pet-Friendly
A room with a foosball table, a pool table, and a view of the outdoors.

19. Multi-Family Lodge w/ Sauna - Ski Retreat

Multi-Family Lodge w/ Sauna - Ski Retreat
Stockbridge
Multi-Family Lodge w/ Sauna - Ski Retreat
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

20. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden
9.4 out of 10, Exceptional, (6 reviews)
"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"
United States
Carl P.
The price is AED 575
AED 2,005 total
includes taxes & fees
19 Oct - 20 Oct
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop 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 Hancock Hotel Reviews

Middlebury Inn

Middlebury Inn

10/10 Excellent
"Love the architecture!"
Patrice 3-night trip
Posted 12 hours ago
Middlebury Inn