Entire chalet·Private host

Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck

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Fridge, microwave, oven, stovetop
Exterior
Interior
Outdoor dining
Smart TV, fireplace, offices

Entire chalet

5 bedrooms5 bathroomsSleeps 18325 sq m

Popular amenities

  • Fireplace
  • Dryer
  • Kitchen
  • Washer
  • Barbecue grill

Explore the area

Map
Winhall, VT
  • Stratton Mountain Resort
    ‪8 min drive‬
  • Stratton Mountain Summit Gondola
    ‪8 min drive‬
  • Bromley Mountain Ski Resort
    ‪17 min drive‬
  • Rutland, VT (RUT-Rutland Southern Vermont Regional)
    ‪67 min drive‬

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck

Welcome to your perfect Vermont getaway! This spacious 5-bedroom, 4.5-bath chalet is nestled in the heart of Strattonwald - just minutes from Stratton Mountain Resort, Bromley’s ski slopes, Manchester’s shopping and dining, and scenic hikes with unforgettable views. Whether you're building snowmen with the kids, cozying up by the fire, or soaking in the private hot tub with snowy pond views, this home offers the perfect balance of adventure and relaxation.

The space
✔ Hot Tub
✔ Fast Wi-Fi
✔ Pet Friendly
✔ Board Games
✔ Garage & EV Charger
✔ 5 Spacious Bedrooms
✔ Fully Equipped Kitchen
✔ Charcoal BBQ Grill & Fire Pit
✔ Community Tennis Court
✔ Smart TVs & Thermostats
✔ Open Design with Fireplace
✔ Desks & Monitor (Office Setup for Remote Work)

This newly renovated three-story mountain chalet offers a peaceful natural ambiance and easy access to the Stratton Mountain ski resort, making it a perfect retreat for all visitors seeking a perfect Vermont stay. Its warm setting and outstanding facilities will offer the relaxation and well-being you're looking for in an ideal vacation retreat.

Inside, enjoy a warm and inviting open-concept layout with a cozy fireplace, a fully equipped kitchen, and plenty of room for family or group gatherings. Each of the five bedrooms is thoughtfully designed for comfort and privacy and features an abundance of convenient and stylish touches enriched by natural light accenting the tastefully picked furniture.

But wait! The best is yet to come! Step out onto the stunning deck, where you can marvel at the breathtaking views of the private pond and the picnic area while the designated BBQ masterworks its magic on the grill.

★ LIVING ROOM ★
The open-concept living area features a wood-burning fireplace, plush seating, and large windows that frame peaceful views of the pond and snowy woods - the perfect setting to relax and make memories after a day of exploring nature. Grab some snacks and drinks, settle into the comfy sofa, and enjoy your favorite movie cuddled up by the cozy fire.
✔ Comfortable Sofas with Pillows
✔ Smart TV
✔ Indoor Fireplace
✔ Comfy Sofa Chairs
✔ Coffee Tables
✔ Reading Lamps
✔ Access to the Deck

★ KITCHEN & DINING ★
Want to feel like a Michelin-star chef? A fully equipped kitchen with modern appliances, large countertops, and ample cabinetry opens to a spacious dining area ideal for delicious homemade meals, big family dinners, or après-ski gatherings.
✔ Microwave
✔ Stove
✔ Oven
✔ Toaster
✔ Blender
✔ Trays
✔ Glasses
✔ Silverware
✔ Pots & Pans
✔ Dishwasher
✔ Refrigerator/Freezer
✔ Hot & Cold Water Sinks
✔ Espresso & Coffee Machines

Start the day with a tasty breakfast and a cup of coffee at the breakfast bar. Gourmet lunches and dinners can easily be displayed at the dining table, where the entire group can gather for a delicious homemade meal.
✔ Dining Table with Seating for 8
✔ Game Table with Seating for 4

★ SLEEPING ARRANGEMENTS - 5 BEDROOMS + LIVING ROOM ★
Retreat to these comfortable bedrooms, designed and furnished, to provide you with all the rest needed after a day of exploring the mesmerizing mountain environment.

♛ Master Bedroom 1 (2nd Floor): King-Size Bed, Ensuite Bathroom
♛ Master Bedroom 2 (2nd Floor): King-Size Bed, Ensuite Bathroom
♛ Bedroom 3 (1st Floor): Queen-Size Bed
♛ Bedroom 4 (1st Floor): Queen-Size Bed
♛ Bedroom 5 (1st Floor): Two Bunk Beds (Twin over Twin)
♛ Family Room: Three Pull-Out Sofa Beds

All bedrooms offer a similar set of amenities:

✔ Premium Pillows, Linens, and Sheets
✔ Closets with Hangers and Shelves
✔ Dressers with Spacious Drawers
✔ Nightstands with Reading Lamps

★ BATHROOMS ★
In addition to ensuite bathrooms in the master bedrooms, the house features two relaxing bathrooms catering to the first-floor bedrooms and a half bath accessible from the living area. All are stocked with essential toiletries and fresh towels for maximum comfort and convenience.
✔ Walk-In Shower
✔ Bathtub with a Shower
✔ Vanity (Double in 3/4.5)
✔ Mirror
✔ Toilet
✔ Towels
✔ 4x Hair Dryers
✔ Essential Toiletries

★ OFFICE ★
The need to work from home was never greater. That is why we have furnished an office space where you can attend to business in complete privacy.
✔ Workspace (Desk, Chair, Lamp)

★ OUTDOOR AREA ★
A beautiful mountain getaway would not shine in its best light if it did not have a private outdoor area where you can have hours of fun and completely unwind in the luxurious hot tub. Relax on the charming deck or take a relaxing stroll down to the pond, offering a tranquil oasis perfect for relaxation and outdoor activities.
✔ Luxurious Hot Tub
✔ Deck (Dining Table with Seating for 4 + Parasol, BBQ Grill)

Look no further than our breathtaking home for your memorable visit to the picturesque Bennington County. We look forward to you experiencing its complete comfort and coziness.

Guest access
The house is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. The basement is the only part of the home that is off-limits to our guests.

Other than the already mentioned amenities, our home also comes with the following:
✔ Heating
✔ Mudroom
✔ Fast Wi-Fi
✔ Self Check-In
✔ Iron/Board
✔ Free Parking
✔ Washer/Dryer
✔ Upstairs Air Conditioning

Other things to note
★ HEATING & COOLING ★
Due to Vermont’s naturally cool climate, the home features central HVAC upstairs for year-round comfort. The downstairs level remains naturally cooler and is equipped with fans and portable AC to maintain a pleasant temperature during warmer months.

★ PETS ONLY UPON APPROVAL ★
We love those little (and not so little) furry bundles of joy. Please do not book without confirming your pet's information, size, breed, and age. There is an extra cleaning fee for each pet, depending on size and breed.

★ NO SMOKING INSIDE ★
Please refrain from smoking inside the home! Any smoking evidence will result in a fee for odor removal and furniture cleaning.

★ EXTERIOR CAMERAS ★
For your safety and to ensure the property remains secure between guest stays, we have the following exterior-only security cameras in use:

1. Front Door Camera - Monitors the entryway and front steps.
2. Driveway Camera - Positioned above the garage, covering the driveway area.
3. Floodlight Camera - Positioned to monitor for flooding only

For security purposes only, there are three Ring video cameras on the property. One is a doorbell camera that shows who is at the door. The other is the driveway camera, which covers the driveway, and the third is placed just above the deck to monitor flooding.

There are no cameras inside the home, and no areas intended for guest privacy are monitored.

★ NO PARTIES/EVENTS ★
We kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits.

Thank you very much for your understanding.

♦ Interaction with guests ♦
We are accessible 24/7 for our guests via phone, text, or the app.
Expect a quick and prompt response. We give our guests space, but we are available for every inquiry.

Contact us now to begin arranging your perfect vacation!

♦ The Neighborhood Overview ♦
The chalet is situated close to the charming town of Winhall, VT. Its remote location and small-town charm offer a wonderful ambiance and a place to relax and refresh. It provides a perfect escape from the everyday hustle and bustle of the big city crowds.

✔ Stratton Mountain Resort (7 mins away)
✔ Bromley Mountain Ski Resort (12 mins away)
✔ Manchester (15 mins away)
✔ Mt. Snow (30 mins away)
✔ Okemo (35 mins away)
✔ Killington (56 mins away)

***Distance times are calculated if traveling by car.

♦ Getting around ♦
We strongly recommend arriving by car, as it will give you the freedom to explore and enjoy the beautiful Bennington County. As you already know, we offer a free parking spot.
During your stay at this chalet, you're just a quick walk from Green Mountain National Forest. Enjoy features like free WiFi in public areas, plus 1 hot tub and laundry facilities.
  • Free WiFi
  • Amenities include laundry facilities and a car charging station
  • On-site recreation includes a playground
  • 8 minutes on foot from Green Mountain National Forest and a 2-minute drive from Winhall River
As a guest of Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck, you'll find a hot tub, barbecue grills, and an arcade/games room. Public spaces have free WiFi. The family-friendly Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck also features a picnic area and laundry facilities.

This Winhall chalet is smoke free.

Property manager

Jason Kirby

Languages

English

Property amenities

Ski

  • Cross-country skiing nearby
  • Ski lift privileges
  • Snowboarding nearby

Pool/Spa

  • Hot tub

Internet

  • Available in the accommodation: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Espresso maker
  • Freezer
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Premium bedding
  • Sofa bed

Bathroom

  • 4.5 private bathrooms
  • Bathtub
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Outdoor furniture
  • Picnic area

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In the mountains
  • Near a health/beauty spa
  • Near an outlet shopping centre

Things to do

  • Arcade/game room
  • Ski lift privileges
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Ice skating nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Sledding nearby
  • Snowmobiling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Electric car charging station
  • Unit size: 3,500 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Check-out instructions

The host requires you to complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Any damage to the property and belongings has to be reported. The cleaning crew thoroughly inspects the home after each visit, and it’s best to inform us before they do.
No smoking of any kind. No Illegal Substances. Weed is legal in the state of Vermont, but please only smoke it outside. The smoke cleaning fee is an extra $500.
No parties/No loud music past 10 pm. Please be mindful of the neighbors, as this is a very safe and quiet neighborhood. Any fees associated with parties and noise will be paid at your expense.

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Long-term renters welcome
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 7 out of 11 reviews
Rating 8 - Good. 2 out of 11 reviews
Rating 6 - Okay. 1 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 1 out of 11 reviews

8.6/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness
Excellent vacation! Our family of eight adults and a newborn enjoyed the spacious house, with bedrooms located away from the open and roomy living area. As others have mentioned, the three bedrooms on the lower level don't have AC. We were comfortable with the extra fans we brought. The community tennis court and grassy area of the park are just a short five-minute walk away, where we played pickleball and spikeball. Stratton Golf is a quick drive, and the course has rolling hills and stunning views. We brought most of our food with us, but Honeypie is the place to get takeout. The kitchen is well stocked with cooking items. We did not use the grill. For a bit of adventure, we visited Dorset Quarry for swimming and cliff jumping. The host, Jason, is responsive to all communication.
Stayed 4 nights in Jul 2025

2/10 Terrible

Joel L.

Disliked: Cleanliness

DO NOT STAY HERE!

So badly wanted to be able to give this property a good rating and i really tried. Listing says ac- what we he means is ac in 1/5 bedrooms and 1/2 living areas.If you want hot water, you have to allow the heat to be on- or you can turn off the baseboards and have no hot water for showers and dishes.First day we reached out as soon as we realized the listing was inaccurate and then when we were BAKING in the middle of the night from the baseboards being on in JULY. The owner asked us to trouble shoot that night and offered to send out a heating service to look at it on day 4. We asked that he provide a solution sooner and then he went quiet- 5 days into vacation with contact every day requesting a solution, he finally responded with "why don't you go into my basement and try to look at the plumbing"Had at least 8 people come up to the house for services and not once was warned... including major work on the pond that left the driveway blocked multiple times as we wanted to get in and out.If you turn on the TV, you also get instant access to all his ring camera screens- at his VT house, at his NJ house, at his KC home and also an international one that includes what seems to be a child's bedroom- you've got to be kidding me! Requested a full refund after himfailingt o send a partial refund for four days after he said he would- he sent one night back. This property could be great but the owner ruins it completely. save yourself a headache and stay somewhere else.
Stayed 5 nights in Jul 2025

10/10 Excellent

Ruth S., MIDDLETOWN, CT

Liked: Cleanliness

Great place for multi generation family reunion

From 3 to 101 years old, we all had a great time. The house has been renovated and is very clean. The kitchen and eating space accomodated a large group very well. Wonderful access to beach, tennis, pickleball, beautiful hills.. Sleeping is limited to the beds; only one single futon could be used as a bed. Host was immediately avaiable and responsive to our needs.
Stayed 3 nights in Jul 2025

8/10 Good

Mildred L., Bridgewater, NJ USA

Liked: Cleanliness

Nice, Okay

We arrived during a heat wave to a 96-degree house that was supposed to be air conditioned! The thermostat could be set to heat or no heat! We quickly called the owner who said the house was not set for air conditioning yet and a technician will come as soon as possible tomorrow morning. He did come the following morning.In the meanwhile, I was told to open the windows, many of which could not be opened and if they could be, the screens were in poor condition and it was 90 out side.The bedroom over the garage had a separate wall heat exchange AC unit. However, the remote was nowhere to be found in the room. Later, it was found elsewhere but the batteries were dead.The AC was not sufficient so that the cold air would go downstairs which was suggested by the owner. Also, when the kitchen/dining/living area was cool the main bedroom (king suite) on that floor did not cool.We were of group of 10 for 7 nights. So, for 8 of us it was uncomfortable nights.On the positive side, the open design kitchen/dining/living area was very spacious, comfortable and conducive for social activities. Also, the beds were notably very comfortable. There were plenty of closets. It was great having 4 bathrooms which were all nicely renovated. The internet was excellent throughout the house. It was nice having extra tables and chairs. The dishwasher detergent dispenser did not release the detergent during the wash cycle. Lots of fixing needed. We all still had a good time during stay.
Stayed 7 nights in Jun 2025

8/10 Good

Elizabeth D.

Liked: Cleanliness

Stratton Memorial Day weekend

We enjoyed ourselves arriving after a week of Vermont rain so the outside of the house and property were a bit messy from the weather, the deck, grill and hot tub area affected. It was fine as rain continued. The house was pretty organized with enough room for 8 adults to cook/ serve and socialize. We enjoyed nice neighborhood walks and a trip to Manchester and Hildene. There’s some maintenance needed as would be expected after the busy winter season. New pillows and towels would be a plus. We appreciated the accommodations and car charger thanks again!
Stayed 3 nights in May 2025

10/10 Excellent

Nick D., New Canaan, CT, USA

Liked: Cleanliness

High Praise

We were absolutely thrilled to experience a fresh powder drop during our stay, which was a delightful surprise in an otherwise dry season. The house surpassed all our expectations, providing the perfect haven for our large group. It was impeccably clean, incredibly warm, and featured an abundance of comfortable beds, all while being conveniently close to the mountain. A standout feature for us was the Tesla charger in the garage, which met our specific needs perfectly. We are already eagerly anticipating our return next year, counting down the days until we can relive this wonderful experience!
Stayed 1 night in Jan 2024

10/10 Excellent

Jon M.

Liked: Cleanliness

Great Stay, Great Host

When we first arrived we couldn’t find extra trash bags. We sent a message to the host, Jason, and he replied immediately to assist us. I appreciate the attentiveness and genuine hospitality. This place is cozy and clean. Made for the perfect weekend getaway!
Stayed 1 night in Jan 2024

10/10 Excellent

Paulette

Travelled with family and small children
Liked: Cleanliness, amenities, property conditions & facilities
Nice hill for sledding. Missed having electric mixer for potatoes. Nice community area of kitchen, dining room and living room. Good setup of rooms.
Stayed 4 nights in Nov 2023

6/10 Okay

Lauren K.

Disappointing

We don't want to cause problems but feel compelled to share that we were disappointed with this rental. We would not want other families to have the experience we did of paying a higher rental fee expecting a really nice place but finding it to be somewhat grungy and poorly maintained. The photos make the rental look much nicer than it is and we all, including our kids, felt like we had been misled. The rug in the living room is stained, renovations reflect substandard work, the entryway floor is the unfinished foundation, and some areas are dirty. It isn't pleasant to stay in a rental that doesn't feel really clean. Also, the listing's reference to a "private pond" is confusing. The private pond on the property is tiny and the owner messaged to state "it's encouraged to avoid the pond altogether as it hasn't been dredged recently." The larger (and very lovely!) lake with the dock shown in the photos is a short drive down the street. We think that this should be described more clearly in the listing.
Stayed 3 nights in Oct 2023

10/10 Excellent

Amy N.

Liked: Cleanliness

Great Communication and plenty of room

It was so nice being able to talk to the owner and get any questions answered and he reached out after we arrived to check in and offered recommendations if we needed it. Definitely enough room for two adult couples and 3 teenagers. We went skiing for 2 days and the entry/mud room had an awesome set up for skis to go and not make a mess and there are cubbies for boots, bags and anything you want to store for your trip that will need to dry. House heats up super fast! And the Wifi is eero and spot on. We had zero issues and anyone with 3 teenagers knows how important that is! Thank is for having us! We hope to do it again here soon!!
Stayed 3 nights in Feb 2023

10/10 Excellent

Christopher S.

Liked: Cleanliness

Awesome Property with great host

My family had a great time at this completely remodeled chalet. It had all the amenities we needed to enjoy our time. There's a ton of open space to hang out, the beds were very comfortable, and the hot tub was perfect. The only issue we had was that the washing machine wasn't working, but the host quickly responded and replaced it, so it shouldn't be an issue for future guests. We definitely plan to book this property again next year.
Stayed 7 nights in Dec 2022