"The Crooked House" with A/C and sauna on private wooded lot near Killington

Photo gallery for "The Crooked House" with A/C and sauna on private wooded lot near Killington

A rustic wooden cabin with a metal roof, surrounded by lush greenery.
A spacious living room with a large sofa, a round coffee table, and a view of the outdoors through large windows.
A wooden bench with patterned cushions in a room with skylights and a bookshelf.
A cozy living room with a stone fireplace, comfortable seating, and a large window with a view of the outdoors.
A wooden cabin with a telescope on a mountain overlooking a valley.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Green Mountain National Forest

Popular amenities

  • Patio
  • Gas barbecue
  • Air-conditioning
  • Refrigerator
  • Internet
  • Dryer

Explore the area

View map
Stockbridge, VT
  • Place, Killington Resort
    ‪19 min drive‬
  • Place, Pico Mountain at Killington Ski Resort
    ‪19 min drive‬
  • Place, Killington Peak
    ‪43 min drive‬
  • Airport, Rutland, VT (RUT-Rutland Southern Vermont Regional)
    ‪43 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Big Bunk Room

2 Single Bunk Beds

Guest Room

1 Queen Bed

Master Bedroom

1 King Bed

2 bathrooms, 1 half bathroom

Guest Bathroom

Towels provided · Bathtub or shower · Toilet

Half-bath & Laundry

Toilet

Master Bathroom

Towels provided · Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

Similar properties

Living area
Woodland cabin with wood stove and full-length back deck near the lakes
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  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
9.6 out of 10, Exceptional, (4 reviews)
Woodland cabin with wood stove and full-length back deck near the lakes

About the area

Stockbridge

Located in Stockbridge, this holiday home is in a rural area and in the mountains. Killington Resort and Green Mountain National Golf Course are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Liberty Hill Farm and Black Dog Sports. Enjoy the area's slopes with cross-country skiing, snowboarding and skiing, and don't miss out on the snowmobiling.
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Map
Stockbridge, VT

What's nearby

  • Killington Resort - 19 min drive - 27.9 km
  • Pico Mountain at Killington Ski Resort - 19 min drive - 27.6 km
  • Killington Peak - 43 min drive - 38.6 km
  • Sugarbush Ski Resort - 45 min drive - 63.7 km
  • Okemo Mountain Resort - 46 min drive - 66.8 km

Getting around

  • Randolph Station - 28 min drive
  • Rutland, VT (RUT-Rutland Southern Vermont Regional) - 43 min drive

Restaurants

  • ‪The Creek House Diner - ‬12 min drive
  • ‪Original General Store - ‬5 min drive
  • ‪Tozier's Restaurant - ‬11 min drive
  • ‪Clear River Tavern - ‬7 min drive
  • ‪Stony Brook Tavern - ‬6 min drive

Frequently asked questions

Is "The Crooked House" with A/C and sauna on private wooded lot near Killington pet-friendly?

No, pets are not allowed at this property.

How much is parking at "The Crooked House" with A/C and sauna on private wooded lot near Killington?

On-site parking is available at the property.

What time is check-in at "The Crooked House" with A/C and sauna on private wooded lot near Killington?

Check-in begins at 4:00 PM.

What time is check-out at "The Crooked House" with A/C and sauna on private wooded lot near Killington?

Checkout is at 10:00 AM.

Where is "The Crooked House" with A/C and sauna on private wooded lot near Killington located?

Situated in the mountains, this holiday home is steps from Green Mountain National Forest and 1.3 mi (2.1 km) from Les Newell Wildlife Management Area. Roger Clark Memorial Central Library and Pittsfield Town Hall are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 120 out of 124 reviews
Rating 8 - Good. 4 out of 124 reviews
Rating 6 - Okay. 0 out of 124 reviews
Rating 4 - Poor. 0 out of 124 reviews
Rating 2 - Terrible. 0 out of 124 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable and perfectly located for our weekend of mountain biking. Definitely recommend!
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Well-equipped home with so many amenities! There were thoughtful touches throughout, the hosts were phenomenal, and overall it was a nice stay.
Stayed 13 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the best VRBO we have ever stayed at! So many amenities. . . . excellent lighting throughout, firewood, kitchen and laundry supplies, (which were fragrance free, MY SKIN THANKS YOU!!) Highly recommend!!
Stayed 6 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place with thoughtful owners. Everything was easy to find I and I appreciated the thoughtful work from home nooks through out the house when I had to work remotely.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Clean, host was responsive and attentive, house was very close to Killington.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was as listed and the house was a comfortable and fun getaway. really easy to deal with the owners.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredibly fun stay! Quiet and remote place with lots of nature to enjoy, as well as a really cozy indoor space.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed the peace and quiet of this beautiful rental. Thoroughly enjoyed our stay!! Accommodations and amenities were exactly as described.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Getaway!

Such a beautiful home, we had a great time.
Stayed 2 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

This house was in a beautiful location and perfect for our family trip.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski Trip

This was a great stay for 6 on a Killington ski trip. The house was exactly as described, would gladly stay again next time we're in the area.
Stayed 2 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Trip to Vermont

The owners have amazing hospitality! The location was just as we hope, secluded and in the mountains, but what really made this property was all the little things the owners provided to make our stay.
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Simply beautiful. Wonderfully appointed. Very comfy. Quiet and beautiful. We stayed in late summer and had flawless scenery and ambience. I would stay here 10 out of 10 times.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Crooked House Stay

We had a wonderful time! Holly was very attentive and the property is gorgeous!
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

One of the best stays I've had

This cabin was amazing, with a fully stocked kitchen, tons of games and movies to choose from. We really liked very clear instructions for most things in the cabin in a binder and around the house. It had such a cozy feel and in a great location - less than 30 minutes from Killington. We loved it here and will totally stay here again!!
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

50th Anniversary

Truly felt like staying in a cozy home. Holly and Scott make it great.
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous mountain house

We chose this house for our family ski trip. It was perfect. The house is very comfortable and the hosts were very friendly and helpful. I would highly recommend this place to others. Truly a fantastic place to stay in Vermont.
Stayed 3 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Skiing

Great home It had everything !!!
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home close to Killington

We loved our stay here - it was perfect for our group of ski friends visiting Killington. Holly and Scott have thought of your every need, and the house is extremely well equipped (even had extra toothbrushes for someone that forgot). We thoroughly enjoyed our stay at the Crooked House and would happily go back!
Stayed 3 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

So comfortable and fun

You know you’ve found a good place when your kids are scheming out how to pool their allowance to purchase the house. So much to do around here, we had a blast tubing and hiking.
Stayed 6 nights in Aug 2020
Response from VrboOwner on 28 Aug 2020
I love it! I'm so glad you and your family had a good time. There are houses for sale in the neighborhood. Just sayin'.... :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas time in Stockbridge

Our family of 5 had a wonderful time during our stay. Great location for access to all things outdoors but remote enough to be away from the crowds. Very pleased with the cabin and all things about it. We highly recommend.
Stayed 6 nights in Dec 2019
Response from VrboOwner on 17 Mar 2020
Jennifer, we were so glad to have someone use the house over Christmas and I'm glad it met your needs. Thank you for your kind review.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Getaway

The house was clean and cozy, lots of supplies and all amenities were great. The house had tons of recommendations and resources for finding things to do in the area; the owners were responsive and kind when we needed something. Definitely recommend staying at the Crooked House!
Stayed 3 nights in Mar 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Private serenity

Treetop oasis with modern connections.
Stayed 14 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Leaf peeping

The house was perfect. Everything we needed was there. It was close to everything and great to come back at night and have a fire in the woodstove. Great vacation
Stayed 3 nights in Oct 2023
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