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Ski-in/Ski-out vacation rentals in Chittenden County

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Chittenden County

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Condo in Richmond

4.73 out of 5 average rating, 83 reviews

Family friendly slope side condo w/ free parking.

This ski-in/out trailside condo is located less than 30 miles from the best dining/shopping/hiking in Stowe, Burlington, Waterbury & Montpelier. It includes free parking & WiFi. Located next to the Mountain Market & James Moore Tavern, this gem is just a few steps away from swimming or skateboarding at the Sports Center, as well as 5 out of the 6 resort's ski lifts, including Wilderness which provides access to all natural backcountry alpine terrain & the Vista Quad's mountain bike trail system.

Rental unit in Bolton Valley

5 out of 5 average rating, 55 reviews

Cozy Little Mountain Condo

Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out at the resort in the winter. Hiking and playing disc golf in the spring/summer/fall. Mountain biking with lift service in the summer/fall. There is something to love here during every season! Located approximately half-way between Burlington and Stowe, about 30 minute drive to either. Or check out the little town of Waterbury (our favorite) about 15 minutes away- towards Stowe.

Guesthouse in Shelburne

4.97 out of 5 average rating, 164 reviews

Cottontail Cottage| SAUNA|Quiet & Peaceful getaway

Quiet and peaceful cottage in a beautiful setting. Located on 6 acres adjacent to the Shelburne Pond Nature Reserve and only 15 min to the Church Street Marketplace in downtown Burlington. Enjoy the sunrise over the hills behind the cottage and sunsets over the Adirondacks to the west. Sit in the chairs or chaise lounge in the private backyard listening to the birds or relax in the shared sauna after a day of skiing or snowshoeing. (The sauna is available by reservation to ensure your privacy.)

Rental unit in Richmond

4.97 out of 5 average rating, 39 reviews

The Loft at The High Meadows

Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

Condo in Richmond

4.85 out of 5 average rating, 33 reviews

Wilderness Slopeside Retreat

Wilderness Slopeside Retreat is located in the main building at Bolton Valley Resort and gives you a beautiful view of the Wilderness liftline. Central to the resort, you can ski-in/ski-out in the winter, ride your bike on the trails in the summer, and hike, fish, climb and explore all year round. Bolton Valley's unique landscape offers a one-of-a-kind, authentic, Vermont experience and their terrain is unmatched. Stay close to the action in comfort, with everything you need for a great time.

Chalet in Bolton Valley

4.94 out of 5 average rating, 71 reviews

Swanky Mountain Chalet 30 min.s from Burlington

Beautiful mountain chalet just steps away from Bolton Valley Resort and Mountain Bike Park in Bolton, Vermont. Best backcountry access in the state for hiking and a new Gravity Logic mt bike park! All the amenities, two private bedrooms with 2 full baths, amazing spot on the ski (and bike) trails, and just 30 minutes from Burlington and the airport. Sports center with indoor tennis and pickleball, indoor and outdoor pools, hot tub, sauna within walking distance, and great food and bars.

Townhouse in Richmond

4.97 out of 5 average rating, 29 reviews

Mountain Townhome in Bolton Vermont!

Escape the daily grind & relax in the comforts of our 2-bed/3-bath home while getting a 'back to nature' recharge. Our townhouse is the perfect spot for a couples retreat, family vacay, or a remote working stint. Minutes to Bolton Valley Resort amenities. 15 min to Richmond & Waterbury. 30 min to Burlington, Stowe, & Sugarbush. 2 parking spots (snow tires recommended in winter). Must climb stairs. Ski in/Ski out. WiFi. We believe love is love, black lives matter, no human is illegal.

Cabin in Duxbury

4.9 out of 5 average rating, 262 reviews

Off Grid Vermont Cabin-Hike-Write

An off grid cabin in the hills of Vermont with a spectacular view of Camel's Hump. Not for everyone, (no running water, spotty cell service) but if you want quiet, beauty and solitude, this place is for you. A writer-hiker's dream. If it's winter, the cabin's heated. There's also an ice pack (provided) fridge, propane stove, solar electricity for lights, composting toilet (no smell. Really), pots, cooking utensils, dishware etc We allow one dog (only ONE, please!) for a fee $25 per stay.

Loft in Bolton Valley

4.99 out of 5 average rating, 79 reviews

Modern loft - ping pong / ski in, ski out

We call our space the loft because of the lofted bedroom. Modern and rustic with games inside & adventure outside. Tucked against a mountain, yet only 22 Miles from Burlington. Sexy and unique -use this spot as your adventure base camp. While in the space you will love the unique design that invites you feel inspired. Outside you'll be just a short walk or ski from skiing, snowboarding, hiking, biking, Burlington and Waterbury close by. Enjoy the family friendly outdoor community.

Condo in Richmond

4.95 out of 5 average rating, 200 reviews

Chic Mountainside Studio at Bolton Valley

After ski season, comes Vermont's gorgeous spring, summer and fall. From this chic mountainside retreat you'll enjoy beautiful vistas and the calming sounds of the babbling brook from the balcony. Step outside and there's so much to do: hiking & mountain bike trails, disc golf, swimming at Bolton Potholes and leaf peeping in the fall. This studio allows you to escape the hustle and bustle - but is still centrally located between Burlington and Waterbury/Stowe.

Rental unit in Richmond

4.93 out of 5 average rating, 134 reviews

Mountain Getaway for Couples at Bolton Valley

Bright and charming studio at Bolton Valley Resort. Ski, ride, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

Townhouse in Richmond

4.92 out of 5 average rating, 24 reviews

Updated ski in/out 3 bedroom town house Bolton

Clean, freshly renovated, and spacious mountainside condo located at Bolton Valley -23 scenic miles from Burlington. Three well appointed bedrooms, provide seven beds in total. Each bedroom includes an ensuite bathroom. The main level open floor offers a great area for entertainment and relaxation while providing amazing views of the Green Mountains This unit is ski on/off in the winter. In the summer direct access to hiking trails right out the back door.

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Chalets

Adventure-ready homes with après-ski style

Popular amenities for Chittenden County ski-in/ski-out rentals

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

Private room in Colchester

4.94 out of 5 average rating, 104 reviews

Windy Knoll

Home in Cambridge

4.88 out of 5 average rating, 8 reviews

4BR Private Suite at Smugglers Notch Resort!

Home in Cambridge

5 out of 5 average rating, 7 reviews

Cozy Smuggs Townhouse Getaway

Home in Waitsfield

4.87 out of 5 average rating, 30 reviews

Farmhouse in beautiful neighborhood with pond!

Home in Richmond

4.86 out of 5 average rating, 66 reviews

Ski In/Ski Out Post & Beam VT home

Home in Waitsfield

4.97 out of 5 average rating, 37 reviews

Slopeside Luxury at Sugarbush. Best of the Valley

Family-friendly, ski-in/ski-out home rentals

Rental unit in Bolton Valley

4.93 out of 5 average rating, 58 reviews

Mountain Getaway Ski IN/OUT, cozy fireplace

Chalet in Bolton

4.91 out of 5 average rating, 67 reviews

Slopeside Mountain House Bolton Valley

Condo in Cambridge

4.87 out of 5 average rating, 62 reviews

Smuggler's Notch Resort - BEST PRICING ON THE MT.

Condo in Bolton Valley

4.74 out of 5 average rating, 27 reviews

Wendell's mountain getaway - long term available

Condo in Cambridge

5 out of 5 average rating, 5 reviews

2BR Smuggler's Notch Resort VT

Condo in Waitsfield

4.8 out of 5 average rating, 60 reviews

Cute & Cozy 1BR w/ Hot Tub @ Sugarbush Mt. Ellen

Condo in Cambridge

4.75 out of 5 average rating, 4 reviews

2BR Smugglers Notch Resort-units vary

Ski-in/ski-out condo rentals

Condo in Bolton Valley

4.91 out of 5 average rating, 35 reviews

2-bedroom Condo at Bolton Valley

Condo in Richmond

4.9 out of 5 average rating, 59 reviews

3 Level On-Mountain Retreat at Bolton Valley!

Condo in Richmond

5 out of 5 average rating, 24 reviews

Family condo ski in/ski out Bolton main lodge!

Condo in Cambridge

New place to stay

Smuggler's Notch Resort in Vermont 1br suite, Sund

Condo in Jeffersonville

4.98 out of 5 average rating, 51 reviews

Spacious family friendly condo at Smugglers' Notch

Destinations to explore