Entire home

"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

View of the house from the driveway.  On over an acre, surrounded by trees.
View of the house as you come up the drive at dusk.
Another view of the house at dusk.
Kitchen with space for two at the counter.
Upgraded kitchen with quartz counters and stainless steel appliances.

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 8144.0 sq m

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Barbecue grill
  • Fireplace
  • Air conditioning

Explore the area

Map
Stockbridge, VT
  • Pico Mountain at Killington Ski Resort
    ‪19 min drive‬
  • Killington Resort
    ‪22 min drive‬
  • Killington Peak
    ‪38 min drive‬
  • 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

About this property

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

Escape to the beautiful mountains of Vermont. Our four-season house (now with air conditioning in each bedroom and the living area!) is nestled on a mountainside located near Killington, Woodstock, and Green Mountain National Forest. The house is in a private community that has a recreation area between the White and Tweed Rivers with a swimming hole and 2 tennis courts. Close to skiing, golfing, hiking, and river activities, there is never a bad time of year to visit!

The 3BR / 2.5BA home sleeps 8 and the whole group can fit around the dining room table but there are also two spots at the breakfast bar if preferred. While it fits a group of 8, it is cozy and not too big for just a couple to enjoy on their own.

The upper level of the house is the master bedroom which features a king bed with a Tempur-Pedic ProAdapt Firm* mattress and has its own private bath. There is a sitting area with a desk and reading chair surrounded by large windows which provide beautiful views of the trees. The bedroom has a (smaller) Samsung LED TV with Blu-ray player and Apple TV. Also located in the bedroom is a unique spiral staircase that leads to the sauna.

The lower level has a bedroom with a queen bed and another bedroom with two single over single bunk beds (sleeps 4). There is a full bath on this level along with a half-bath/laundry room combination. There are plenty of drawers, hooks, and shelves for everyone's things.

The kitchen is on the main level of the house and has quartz counters and stainless steel appliances and is well stocked with dishes, pots, pans, knives, utensils, and spices. It has a 5-burner gas stove and a double-oven with convection option. There is also a wet bar around the corner from the kitchen with additional space for beverage making. If grilling is your thing, there is a Weber gas grill on the deck.

Just off the kitchen and dining room area is the living room. It has a wood-burning fireplace insert, couch and recliners, and a Samsung LED Smart TV with Bose soundbar, Apple TV, and Blu-ray player.

The house has ECFiber fiber-optic high-speed internet. So, while there is no cable, there is streaming available through the Smart TV and Apple TV (bring your cable provider login information from home to access your favorite channels). Additionally, the house has a supply of DVDs, board games, cards, puzzles, and books to enjoy.

Please note that there is no cell phone signal at the house, but you can use the Wi-Fi to make calls with a Wi-Fi-calling enabled cell phone or text through iMessage and similar services. We also have a house phone with unlimited calling to the US and Canada.

There is a covered entry to the house that keeps the firewood dry and easy to access. The covered entry also includes racks to hold your skis and a spot for snowboards too. Inside, the foyer has shoe and boot racks and plenty of hooks for coats.

From the house, it is 25 minutes to Killington's Snowshed and Skyeship lodges or to Pico Mountain, 40 minutes to Sugarbush and Okemo, 55 minutes to Mad River Glen, and 90 minutes to Stowe. Close enough to enjoy what each resort has to offer, but far enough away to enjoy the quiet and solitude of the mountains.

This is a non-smoking property and pets are not permitted. Thank you in advance for respecting our house rules, they are very important to us.

Finally, a note from our HOA regarding the community roads in the winter:
"We make every effort to ensure the roads are timely plowed and sanded. However, during ongoing storms our roads (like all steep gravel roads in Vermont) can be treacherous. Members, visitors and guests will likely need good snow tires or chains to travel most of our roadways in snowy conditions, and definitely to access the steeper portions of the road during a storm. Four-wheel drive alone is inadequate on many snowy portions of roads when a car does not have winter tires/snow tires. Tires rated “all-season” for city driving are not considered winter tires/snow tires and will not make it up steeper roadways in a snowstorm.

Reminder: an emergency parking area is located on Timber Hawk Road (at the first open clearing on the right, marked by two wooden posts). This area may be used on a short-term basis when a car cannot make it up the road during a storm.

Be prepared: Anyone driving back roads in winter, especially at night, should ensure that they are equipped with flashlights/headlamps and shoes suitable for walking uphill in the snow.

We expect all owners, guests and renters to drive and act responsibly at all times. If a vehicle becomes stuck or disabled, it poses a risk to plow operators and other drivers. It is the vehicle owner’s responsibility to get it dislodged, at his or her own expense."


* Please read about the king Tempur-Pedic ProAdapt Firm mattress on their website:
https://www.tempurpedic.com/shop-mattresses/tempur-proadapt/v/2574 or google information on it yourself to decide if this is the right mattress for you. My husband loves it for his back but it may be too firm for some.

Meals and Rooms Tax#: MRT-10478663

Property manager

Holly and Scott
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 24
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Does not have crib, highchair, safety gates, etc.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Stockbridge

Located in Stockbridge, this holiday home is in a rural area and in the mountains. Killington Resort and White River Golf Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Black Dog Sports and Killington Adventure Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Stockbridge, VT

What's nearby

  • Green Mountain National Golf Course - 16 min drive - 16.5 km
  • Pico Mountain at Killington Ski Resort - 19 min drive - 21.8 km
  • Killington Resort - 22 min drive - 22.8 km
  • Killington Golf Course - 23 min drive - 24.7 km
  • Killington Peak - 38 min drive - 30.5 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
  • ‪Clear River Tavern - ‬7 min drive
  • ‪Tozier's Restaurant - ‬11 min drive
  • ‪The Wild Fern - ‬17 min walk

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.

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. 105 out of 109 reviews
Rating 8 - Good. 4 out of 109 reviews
Rating 6 - Okay. 0 out of 109 reviews
Rating 4 - Poor. 0 out of 109 reviews
Rating 2 - Terrible. 0 out of 109 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

James M.

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

Skiing

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

10/10 Excellent

Ariane D.

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

10/10 Excellent

Kathy T.

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

Wonderful and cozy

Perfect home for 4. Comfy everything. Fully stocked kitchen, soices, toiletries. Great communications. Clean. Lots of firewood. Highly recommend.
Stayed 7 nights in Jan 2025

10/10 Excellent

Judy L.

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

Ski trip 2025

We stayed at The Crooked House for a 3 week ski vacation. Accommodations were better than described and the yard was perfect for 3 small children to play outside in the snow. The kitchen had every possible appliance and utensil needed. The owner was always responsive and helpful and we had more than enough firewood. The only drawback was the distance to ski lifts- 30 minutes on a very curvy and hilly road which the owner had warned us about.
Stayed 24 nights in Jan 2025

8/10 Good

Verified traveller

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

Private serenity

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

8/10 Good

Karen C.

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

Lovely home

Our only complaint was that the mattresses were not comfortable in the master bedroom and the bunk beds.
Stayed 2 nights in Nov 2024

10/10 Excellent

Michael W.

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

10/10 Excellent

Catherine Z.

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

10/10 Excellent

Lindsayjo G.

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

10/10 Excellent

Austin B.

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

10/10 Excellent

Burt E.

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

Great Place

The terrific house was as advertised and then some. It was spacious and comfortable. Everything was very clean. The kitchen was better equipped than any other property we have stayed in. I would definitely recommend this property.
Stayed 5 nights in Sep 2024

10/10 Excellent

Niki D.

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

10/10 Excellent

Luke M.

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

10/10 Excellent

Ben M.

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

10/10 Excellent

Cindy H.

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

10/10 Excellent

Mary Beth G.

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

10/10 Excellent

Ellen T.

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

10/10 Excellent

Tamara C.

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

Great Summer getaway

We had another fantastic time at the Crooked House. We usually stay in the Winter. This was our first time staying at the Crooked House in the Summer. Very peaceful. Lots of great towns to explore.
Stayed 7 nights in Aug 2023

10/10 Excellent

Harold K., Syracuse

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

10/10 Excellent

Jennifer A.

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

10/10 Excellent

Jonathan L.

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

Wonderfully secluded

The Crooked House is a perfect getaway. The property is quiet and the house is well maintained. It’s only minutes to the Original General Store in Pittsfield, and about 30 minutes to a number of outstanding restaurants in Killington. We thoroughly enjoyed our stay, and certainly hope to return on a future trip to Vermont.
Stayed 3 nights in Sep 2023

10/10 Excellent

Rebecca and Chris C.

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

Ski weekend

A beautiful and unique property. The hosts have gone out of their way to set up the house with all that you need and then some. Thank you so much for sharing the Crooked House with us!
Stayed 2 nights in Mar 2024

10/10 Excellent

Tamara C.

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

Ski getaway

The Crooked House is fantastic! We have stayed here twice and will return. We had a group of 7 (4 adults and 3 teens), and the layout was perfect for us. With updated kitchen, bathrooms and a wood-burning fireplace insert, all on a cozy-wooded lot, it is ideal for a getaway during any season.
Stayed 5 nights in Feb 2022

10/10 Excellent

Nick S.

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

Great ski weekend

Amazing house stocked with everything you need. Perfect set up for 2 family's with a hand full of kids. Short drive from Killington and Pico. We all had a great time. We would stay again and again. Thank you.
Stayed 2 nights in Mar 2022

10/10 Excellent

Csaba D.

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

Amazing place and hosts

Holly & Scott are awesome! Any questions answered right away. The even supplied us with 22" of powder at Killington for an epic week. House is such a cozy place to spend with friends and family. Especailly after a long day of skiing.
Stayed 6 nights in Mar 2023

About the host

Hosted by Holly and Scott

Host profile image
Scott grew up skiing in Vermont and we wanted to share the experience with our kids. We have owned the home since 2016 and have done some renovations and replaced some furniture, etc. and have made it a comfortable family home. We hope that you will enjoy it as much as we do.

Why they chose this property

We loved the unconventional look of the house and the private setting. The kids can play in the woods around the house or we can walk down the road to the river for swimming or fishing. A short drive away and we can hike on the Appalachian Trail or the Long Trail, visit cute towns like Woodstock, tour ice cream factories, cheese makers, or breweries. They say you come for the winters but stay for the summers and they might be right! There is no shortage of things to do in Vermont in any season of the year.

What makes this property unique

Our house has a small, covered, deck off the dining room for grilling and/or dining or just enjoying a cup of coffee or glass of wine. A firepit and camp chairs can be set up on the driveway, which provides a fantastic location for stargazing (and s'more eating)! We are within walking distance of two swimming holes and the HOA has tennis courts for your use. You don't have to travel far to enjoy a lovely, leisurely afternoon. We are also within 25 minutes of Killington and Pico and just another 15 minutes or so to Okemo, Mad River Glen, and Sugarbush ski areas. When you are done skiing, or snowmobiling, or snowshoeing, etc. and you need to warm up, the house has a sauna upstairs and a lovely wood-burning insert in the living room.

Languages:

English

Premier Host

They consistently provide great experiences for their guests