Vermont winters bring out all the cozy feels, and finding the right place to stay makes it even better.
We’ve gathered the best Airbnbs in Vermont for a winter you’ll never forget—think treehouses, a castle, and even a home with an indoor pool and a 45-person theater!
Ready to plan a Vermont winter getaway you won’t forget?
Discover The Best Airbnbs in Vermont This Winter
The Canopy House
Get cozy at The Canopy House this winter (Photo Credit: Airbnb)
Stowe, VT
Imagine curling up by the fire in a charming A-frame cabin, surrounded by warm wood tones and a gentle snowfall outside.
Welcome to The Canopy House—a serene retreat just minutes from downtown Stowe and recognized as one of the top Airbnbs in New England by Condé Nast and the Boston Globe.
With three bedrooms and plenty of room to spread out, this cozy cabin comfortably sleeps up to eight, making it perfect for a family winter escape filled with snowy adventures and fireside nights.
After you spend a day exploring Stowe’s local shops or hitting the slopes at Mt. Mansfield, there’s nothing better than unwinding in the six-person hot tub, taking in the quiet magic of a Vermont evening.
If you’re looking for adventures beyond skiing, try horseback riding near Stowe, where local farms also offer winter sleigh rides for a unique way to experience the area’s stunning winter landscape.
The spacious and cozy interior of The Canopy House (Photo Credit: Airbnb)
Ideal For: One to two families seeking a beautifully designed, award-winning retreat near Stowe.
Total Beds and Baths: 3 Bedrooms, 4 Beds (sleeps 8), 2 Bathrooms
Coziest Features: The inviting fireplace and 6-person hot tub under the stars.
Why You’ll Love It: Easy access to Stowe’s restaurants, shops, and skiing.
Good to Know: In winter, the steep driveway requires a 4×4 or all-wheel drive.
Price: Starting at $555/night plus a $160 cleaning fee.
Mt. Snow Chalet
Enjoy an evening soak in the outdoor hot tub at this cozy Mt. Snow chalet (Photo Credit: Airbnb)
Wilmington, VT
Tucked away in the Chimney Hill region of Vermont, this cozy cabin has all the makings of a perfect winter retreat. With its five-star rating, it’s no surprise it’s an Airbnb Guest Favorite.
Just a short drive from Mt. Snow Ski Resort and the charming town of Wilmington, this chalet combines rustic charm with modern comforts.
Inside, you’ll find three inviting bedrooms, an open-plan living area, and a wood-burning fireplace that sets the scene for cozy, snow-filled evenings.
After a day on the slopes or exploring nearby Wilmington, unwind in the six-person hot tub under a sky full of stars or gather around the outdoor fire pit with a warm cup of cocoa.
Sit in the swing and gather around the fireplace at Mt. Snow Chalet (Photo Credit: Airbnb)
Ideal For: Families wanting a classic Vermont cabin near Mt. Snow.
Total Beds and Baths: 3 Bedrooms, 3 Beds (sleeps 6), 2 Bathrooms
Coziest Features: Wood-burning fireplace and hot tub to warm up after a snowy day.
Why You’ll Love It: The living room swing, games, and guitars add a playful touch.
Good to Know: Snow Chalet includes access to the indoor pool, game room and fitness center at the Club House. *Typically closed Tuesdays and Wednesdays in the winter.
Price: Starting at $451/night plus a $300 cleaning fee (no Airbnb fees).
Ski and Swim Hideaway
Swim year-round in the indoor pool at the Ski and Swim Hideaway (Photo Credit: Airbnb)
Morristown, VT
Bring your loved ones together for an unforgettable winter escape at the Ski and Swim Hideaway, where comfort meets next-level amenities.
With ten spacious bedrooms—eight with private baths—this property comfortably hosts up to 22 guests and features an indoor heated pool, perfect for relaxing after a day on the slopes.
You’ll also find multiple hot tubs, a year-round indoor pool, a game room, and a theater with a 173” screen that seats 45!
Set in a peaceful corner of Morristown, this secluded retreat offers both privacy and comfort, just 30 minutes from the charm of Stowe.
Watch your favorite movies in the luxury of a private theater (Photo Credit: Airbnb)
Ideal For: Large or multi-family groups looking for a winter escape with ALL the amenities.
Total Beds and Baths: 10 Bedrooms, 13 Beds (sleeps 22), 13 Bathrooms
Coziest Features: Indoor heated pool, indoor and outdoor hot tubs, and a cozy wood-burning fireplace.
Why You’ll Love It: Indoor Pool… (need I say more?) There is plenty of space to spread out and cozy up, plus an entire theater for movie nights.
Good to Know: Bring your own pool towels; groups over 12 must sign a separate rental agreement.
Price: Starting at $1,639/night plus a $350 cleaning fee.
Weasley’s Enchanted Treehouse
Experience rustic charm and comfort in this magical treehouse loft (Photo Credit: Airbnb)
Hancock, VT
Take your family on a magical getaway to Weasley’s Enchanted Treehouse. Perched among the trees, this whimsical two-bedroom retreat hosts up to four guests, whisking you into a real-life fairy tale.
Inside, cozy nooks, warm wood accents, and a large rounded window bring the beauty of the forest right to you.
After a day exploring the winter wonderland outside, you’ll love returning to this enchanting hideaway for cozy evenings filled with board games and hot cocoa.
Cook meals in this charming, rustic kitchen with unique character (Photo Credit: Airbnb)
Ideal For: Couples and families seeking a peaceful, storybook-like retreat in the woods.
Total Beds and Baths: 2 Bedrooms, 2 Beds, (sleeps 4) 1 Bathroom
Coziest Features: Heated outdoor walkway and dreamy views through the round window.
Why You’ll Love It: Perfect blend of seclusion and charm, with a full kitchen to make meals in the trees.
Good to Know: There are limited dining options nearby. Plan to cook and enjoy meals in the comfort of the treehouse.
Price: Starting at $360/night, with no cleaning fee.
Bavarian Castle of Vermont
Live like royalty in this Bavarian-style castle Airbnb in Vermont (Photo Credit: Airbnb)
Irasburg, VT
Escape to your very own castle in the heart of Vermont’s Northeast Kingdom.
Set on a sprawling 20-acre estate, the Bavarian Castle of Vermont offers a regal retreat with six bedrooms, breathtaking mountain views, and fireplaces throughout. Inside, you’ll find a blend of classic castle elegance and cozy warmth—perfect for unwinding after a day of adventures.
Gather around the outdoor fire pit for some stargazing, or indulge in a hot tub soak under the night sky for a touch of royal luxury.
Enjoy a night of fun in the Bavarian Castle’s cozy game room (Photo Credit: Airbnb)
Ideal For: Small groups and families seeking a unique, storybook-like stay in Vermont.
Total Beds and Baths: 6 Bedrooms, 7 Beds, (sleeps 8) 4 Bathrooms
Coziest Features: Many fireplaces throughout the castle and a stargazing hot tub.
Why You’ll Love It: Feel like royalty while staying just 15 miles from Jay Peak.
Good to Know: Maximum of 8 guests allowed; perfect for an intimate family getaway.
Price: Starting at $740/night plus a $500 cleaning fee.
The Ski-Inn Splash
A winter escape awaits at this vibrant Vermont home with scenic forest views (Photo Credit: Airbnb)
Londonderry, VT
Settle in for the ultimate ski-country retreat at The Ski-Inn Splash, a cozy family home with a rare winter treat: A year-round indoor heated pool!
Perfectly located near Okemo, Stratton, Magic Mountain, and Bromley, this four-bedroom home sleeps up to ten and makes an ideal base for all your slopeside adventures.
After a day on the mountain, kick back in the game room, warm up by the fire, or take a relaxing dip in the heated indoor pool. As night falls, gather around the outdoor fire pit for s’mores and stargazing under the Vermont sky.
Take a refreshing swim with forest views, no matter the season (Photo Credit: Airbnb)
Ideal For: Small groups and families looking for a unique rental in the heart of Vermont’s ski area.
Total Beds and Baths: 4 Bedrooms, 8 Beds, (sleeps 10) 2.5 Bathrooms
Coziest Features: Year-round indoor pool and a crackling outdoor fire pit.
Why You’ll Love It: The heated pool is a rare treat for winter stays.
Good to Know: The house has an unusual layout; one top-floor bedroom features multiple beds, making it ideal for families with little ones who want to sleep in the same room.
Price: Starting at $995/night plus a $350 cleaning fee.
The Silo Sanctuary
Discover a rustic escape in this one-of-a-kind silo sanctuary (Photo Credit: Airbnb)
Morristown, VT
Tucked away on a 300-acre estate just 14 minutes from downtown Stowe, The Silo Sanctuary is a one-of-a-kind barn home connected to a breathtaking four-story silo.
This unique retreat combines rustic charm with modern comfort, featuring exposed wood beams, cozy fireplaces, and plenty of space to relax and unwind.
Spend your days exploring the property’s snowshoe trails, then warm up by the indoor fireplace with a mug of hot cocoa in hand.
Warm up by the fireplace in this unique Vermont sanctuary (Photo Credit: Airbnb)
Perfect For: Small groups and families seeking a unique and cozy Vermont retreat.
Total Beds and Baths: 5 Bedrooms, 9 Beds, (sleeps 10) 3 Bathrooms
Coziest Features: Exposed wood beams, fireplaces, domed bedroom ceiling in the silo and a private treehouse on the estate.
Why You’ll Love It: A one-of-a-kind experience with easy access to Stowe and Smugglers’ Notch.
Good to Know: Firewood is provided for both indoor and outdoor fireplaces.
Price: Starting at $900/night plus a $295 cleaning fee.
The Birch Perch
Experience the beauty of the season from this elevated Vermont cabin (Photo Credit: Airbnb)
Warren, VT
Perched among the treetops, this cozy hideaway—crafted by the DIY Network’s Treehouse Guys—offers a stay like no other.
The Birch Perch treehouse is a whimsical, woodsy retreat with two queen beds, a double, and a floor mattress, plus charming touches like a cast iron stove and a clawfoot tub—perfect for a small family escape.
After a day on the nearby slopes at Sugarbush, unwind in the outdoor hot tub or soak up the stunning views from your private deck.
Settle into this wood-filled haven with cozy nooks for relaxation (Photo Credit: Airbnb)
Ideal For: Couples and smaller families who seek a unique, cozy treehouse escape.
Total Beds and Baths: 1 Bedroom, 3 Beds, (sleeps 6) 1 Bathroom
Coziest Features: The outdoor hot tub and warm cast iron stove.
Why You’ll Love It: The elevated deck with beautiful views makes it feel like you’re in your own little world.
Good to Know: The treehouse is accessed by 32 steps, and windows have no blinds, so bring an eye mask if you prefer to sleep in.
Price: Starting at $399/night plus a $230 cleaning fee.
Archie Bunker
Visit one of the most unique cement homes in New England (Photo Credit: Airbnb)
Warren, VT
Step into a world of creativity at Archie Bunker, an award-winning, high-concept home designed by architect Dave Sellers.
This unique 1,100 sq ft concrete retreat is filled with vintage artifacts and distinctive design touches, offering families a cozy yet unconventional winter escape.
With 2 bedrooms, 2 bathrooms, and a spacious private yard perfect for sledding, this home encourages families to slow down, unplug, and spend quality time together. (There is no TV.)
Enjoy the quiet charm of Vermont and take in the snowy views from the deep bathtub or cantilevered balconies.
This house isn’t for everyone, so be sure to read the descriptions carefully. This charming home is meant for creative minds looking for an unusual stay.
If you’re intrigued by unique things, be sure to check out our article on Weird Things to Do in Burlington.
Sun-filled panoramic views from the Archie Bunker (Photo Credit: Airbnb)
Ideal For: Small groups and families seeking an unusual, design-forward winter stay.
Total Beds and Baths: 2 Bedrooms, 3 Beds, (sleeps 6) 2 Bathrooms
Coziest Features: Large yard for sledding and deep soaking bathtub with a view.
Why You’ll Love It: A creative, one-of-a-kind home that inspires togetherness at a slower pace.
Good to Know: The wood-burning fireplace is unavailable, and the house may not be ideal for toddlers or babies.
Price: Starting at $182/night plus a $225 cleaning fee.
With the best Airbnbs in Vermont at your fingertips, your dream winter vacation is just a booking away.
Imagine snow-filled days of exploration and a beautiful retreat to come home to at the end of the day.
It’s time to find your perfect Vermont getaway and make some unforgettable winter memories.
