Classic Stratton Ski Chalet: Perfect for Families

Top rated by guests
Mountain chalet at sunset. Cozy escape awaits!
Fully equipped kitchen – cook up a storm!
Modern kitchen, ready for your culinary creations.
Exterior view of the charming chalet.
Snowy deck with picnic table – enjoy the winter scenery!
review stars
9.6Outstanding
(4 Ratings)
"Great central location for Stratton, we came up for the harvest festival and to just get away for the weekend. House had a perfect layout for provide both communal and private spaces for us and our ad..."
Glendon R.
Don't miss out! Price and availability may change
9.6 / 10.0
Outstanding(4 Ratings)

Chalet in Winhall, VT

8 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this chalet rental

- Escape to this cozy 5-bedroom chalet surrounded by lush forests and mountains
- Perfect for families, with 2 living rooms, a spacious deck, and a pet-friendly yard
- Just 10 minutes from Stratton Ski Resort and close to hiking, kayaking, and more
- Relax in comfortable rooms, with a fully stocked kitchen and complimentary coffee
- Book now to enjoy a serene getaway with plenty of activities for everyone!

☆☆ HIGHLIGHTS ☆☆

✹ 4-Season getaway: experience the thrill of winter sports, beauty of fall hikes, summer sunsets while kayaking, spring fishing + more
✹ Captivating mountain views
✹ 5 bedrooms plus a loft; 1 king, 2x queens, 2x fulls, 2x twins, and 2x bunk beds
✹ 4 full bathrooms; complimentary toiletries
✹ Open concept layout w/ large windows + natural light
✹ Full kitchen
✹ Complimentary coffee bar with enough to last you a couple of days
✹ 2 separate living rooms each
✹ Flat screen smart TVs + free wifi
✹ Private back deck w/ outdoor seating, picnic table + BBQ
✹ Spacious yard
✹ Pet-friendly
✹ In-unit washer + dryer
✹ Free on-site parking in the driveway
✹ Convenient location w/ easy access to local attractions, restaurants & grocery

Eager to Read More?

Here are a few kind words from previous guests at my other property:

“We had a great stay. House was comfortable, fun for the kids with the game room and bunk beds on the lower level, and fun even to play in the snow outside. Great value and location! Thank you” - Alexander

“We loved our stay at [the] house. Very large and cozy house. We stayed with one other family and had plenty of space to spread out. The house was convenient to Stratton and local area grocery stores and restaurants. Highly recommend it!” - Brian

“[Host] was very responsive and provided clear instruction. The place is spacious and was great for our group (4 adults and 4 children). The room downstairs with the bunk beds was great for children. We came for a ski trip and it`s a good location 10 min from Stratton and various restaurants.” - Sylvain

★★ BEDROOMS ★★
This cozy mountain retreat features 5 beautiful bedrooms, each with comfortable beds and rustic mountain decor, seamlessly blending with the rest of the chalet.

✹ Primary bedroom: King size bed, dresser, large closet, TV, and ensuite bathroom with jetted jacuzzi tub. On main floor.
✹ Bedroom 2: Queen bed, en-suite bathroom with tub, dresser, and closet. Upstairs.
✹ Bedroom 3: Full/double bed, dresser, closet. Upstairs.
✹ Loft: Full/double bed, 2x twin beds (one is a trundle that pulls out from under the other).
✹ Bedroom 4: two twin-over-twin bunk beds (4 twin beds).
✹ Bedroom 5: Queen bed, dresser, closet

★★ BATHROOMS ★★
You’ll find 4 bright bathrooms, providing enough space for everyone in your group to get ready. Each bathroom has shampoo, conditioner, and body wash so you don’t have to worry about bringing your own toiletries.

✹Bathroom 1 (ensuite to the primary bedroom): Soaking jacuzzi tub and shower combo
✹Bathroom 2 (upstairs): shower/tub combo
✹Bathroom 3 (upstairs, ensuite to bedroom 2): shower/tub combo
✹Bathroom 4 (downstairs): shower/tub combo

✔ Fresh towels
✔ Shampoo, conditioner, and body wash
✔ Washer + dryer

★★ KITCHEN & DINING ★★
The kitchen is the perfect place to whip up delicious meals for the whole group. You’ll find everything you’ll need during your stay, including cookware, dishware, and both a Keurig and drip coffee machine for the coffee lovers of your group. When you’re ready to eat, take a seat around the dining table.

✔ Microwave, stove, oven
✔ Keurig coffee maker + coffee to get you started
✔ Dining table for 6-8

★★ LIVING ROOM ★★
The spacious living room is filled with rustic charm and boasts wood-paneled walls, high ceilings, large windows, creating an inviting space for the whole family. Sit back on the plush sofa and enjoy your favorite movie or admire the amazing views through the large sliding glass doors.

✔ Comfy sofa and chairs
✔ Huge smart TV, I think it’s 65” if I remember correctly.
✔ Free wifi
✔ Central heating

Note the fireplace is currently not working. I will get it repaired soon and will update this as soon as I have a scheduled repair date from the people doing the necessary repairs.

★★ LOWER LEVEL LIVING ROOM ★★
You’ll find a second living room dubbed the game room in the lower level, providing ample space for your group to spread out. Maybe the adults can take the upstairs living room while the kids take the downstairs?

✔ Free wifi
✔ Flat screen smart TV
✔ Massive and super comfy U-shaped sofa
✔ Board games
✔ Table w/ 4 chairs

Note the fireplace is currently not working. I will get it repaired soon and will update this as soon as I have a scheduled repair date from the people doing the necessary repairs.

★★ OUTDOOR SPACE ★★
Step out onto the private back deck and enjoy some fresh air. Grill masters of the group will love to show off their skills at the grill before enjoying a lovely meal surrounded by the mountains.

✔ BBQ grill (electric! No need to worry about propane tanks running empty!)
✔ Picnic table
✔ Seating all around the deck
✔ Large yard; perfect for furry friends to roam!

★★ ACTIVITIES/ATTRACTIONS ★★
There are plenty of enjoyable activities to experience in the Stratton area, and the home provides an excellent starting point for your exploration. Check out some of the exhilarating options available:

✔ Family-Friendly Outdoor Activities
Enjoy family-friendly skiing and snowboarding at Stratton Resort in the winter or enjoy peaceful hiking trails and picnics in the summer at Jamaica State Park or at Ball Mountain Dam. Spend the day swimming at the Stratton Snowmaking Pond, or hiking, kayaking, or fishing at Gale Meadows pond.

✔ Educational and Cultural Attractions
Discover local wildlife, interactive exhibits, and live animal displays at Southern Vermont Natural History Museum. Explore the nostalgic Vermont Country Store or visit Billings Farm and Museum to learn about Vermont’s agricultural heritage, complete with farm animals and hands-on exhibits, or you can visit Robert Frost’s house (museum) in Bennington.

✔ Dining and Shopping
Savor hearty comfort food at Workhorse Cafe, enjoy the best sandwiches with local breads and meats at Honepie, or explore both quaint and outlet shops, local artisan stores, and family-friendly restaurants in Manchester Center. SoLo Farm & Table for spectacular fine dining. I’ll have a bunch more local recommendations for you in the guide that I’ll send you.

All these activities and more are within your reach when you book with me!

★☆ Reserve your dates now – The perfect Stratton getaway awaits! ☆★

Guest Access:

✹ GENERAL: Guests can enjoy private access to the entire chalet.

✹ PARKING: Free parking is available on-site for 6+ cars in the circular driveway.

✹ WORK FROM HOME: There is free Wi-Fi available throughout the chalet.

✹ FAMILY: Traveling with little ones? I got you covered with a few supplies including a Pack ’n Play/travel crib and board games.

✹ PETS: The place is pet friendly! There is a pet fee of $25 per pet per night (max 4 pets). Cleaning after pets stay typically takes much longer. If the pet fee isn`t collected automatically when you book, please reach out and we can process that separately.

Don’t hesitate to reach out with any questions - I look forward to hosting you!

Other Things to Note:

✹ Easy self-check-in is available via the keypad on the front door - I’ll send you your personal door code on the day of check-in.
✹ The system will put a $1,000 hold on your card. This is instead of a security deposit and will automatically be released a week later (as long as no damage or excessive cleaning needed)
- Primary guest must be 25 years or older

Amenities at Classic Stratton Ski Chalet: Perfect for Families

Non-smoking
Pets allowed
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
Garden
Oven
Stove
Laundry services
Fireplace
Children's high chair
Ironing facilities
Towels
Desk
Hairdryer

Map of Winhall, VT


Ratings and reviews

9.6 / 10.0
Outstanding(4 Ratings)
10.0 / 10.0Outstanding·Oct 2025
Great central location for Stratton, we came up for the harvest festival and to just get away for the weekend. House had a perfect layout for provide both communal and private spaces for us and our adult children and spouses. Our host was excellent with quick communication and provided a great local guide to the businesses, stores, and eateries that made us feel like a local. Will definitely stay again.
10.0 / 10.0Outstanding·Oct 2025
Quiet beautiful setting. Great place to go with family
10.0 / 10.0Outstanding·Mar 2025
Enjoyed our three night stay here. The kitchen is well stocked with pots and pans, dinnerware, silverware, utensils, etc. Beds were very comfortable. Our only disappointment was that we couldn't have a fire in the fireplace as the chimney was in need of repairs. Hope to be back next year.

$$$$
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FAQs

Is parking included with this chalet?

Parking is not specified as an available amenity at Classic Stratton Ski Chalet: Perfect for Families. For more information, we encourage you to contact the property about where to park.

Is there a pool at this chalet?

We didn’t find pool listed as an amenity for this chalet. It may be worth double checking if a pool is important for your stay.

Is Classic Stratton Ski Chalet: Perfect for Families pet friendly?

Yes! This chalet is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Classic Stratton Ski Chalet: Perfect for Families?

We found 23 amenities for this rental. This includes non-smoking, pets allowed, tv, coffee/tea maker, and refridgerator.


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