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

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

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

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

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Top guest favourite

A bright, open kitchen space is visible with modern appliances and a small breakfast bar featuring two stools. Natural light floods the area through large windows, with light wood beams adding a rustic touch. The dining area includes a simple wooden chair beside a neatly made bed.

Flat in Richmond

4.92 out of 5 average rating, 156 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!

Top guest favourite

A comfortable sectional sofa is positioned in the living area, accented by a light throw and decorative pillows. Nearby, a bright lamp provides soft illumination, while a coffee table complements the modern aesthetic. Large windows allow natural light to fill the space, offering views of the outside.

Apartment in Bolton Valley

5.0 out of 5 average rating, 127 reviews

Slopeside Foliage Condo - MTB & Hike

Impeccably clean & well-appointed, our cozy condo at Bolton Valley Resort is the perfect home base to enjoy Vermont’s iconic Fall Foliage season. Short walk to Base Lodge (MTB, Scenic Lift Rides, Hikes) & Sport Center (Pool, Sauna). Short drive to The Ponds & Timberline event venues. BVR is mid-point between destinations in Burlington, Stowe, Smuggler’s Notch & Mad River Valley, etc. Burlington 35 mins; BTV Airport 35 mins; Waterbury 18 mins; Richmond 18 mins; Sugarbush & Stowe 50 mins.

Guest favourite

A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.

Flat in Bolton Valley

4.93 out of 5 average rating, 179 reviews

Cozy Bolton Valley Ski Studio • Hike & Relax

Cozy ski lodge studio at Bolton Valley Resort, set at 2,000 feet and surrounded by over 5,000 acres of Green Mountain wilderness. Direct trail access makes it easy to ski, snowboard, snowshoe, bike, or hike scenic trails, then return to a warm, quiet mountain retreat. Inside you'll find a king bed, full kitchen, TV, and bathtub—perfect for relaxing after a day outdoors. Ideal for couples or solo travelers seeking a peaceful mountain escape. Note: Not suitable for pets or children.

Top guest favourite

A modest front deck is visible, featuring railings and a few steps leading to an entrance door. A potted plant hangs above, while vibrant flowers are located below, set against a backdrop of trees displaying autumn foliage.

Apartment in Bolton Valley

5.0 out of 5 average rating, 103 reviews

Cozy Little Mountain Condo at BV Ski Resort

Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out, hiking, mountain biking, leaf peeping…something to love here during every season! Bedroom with a queen bed. Pull out couch is best suited for children or one adult—two large adults may find it a tight fit. Located approximately half-way between Burlington and Stowe, about 30 minute drive to either/or. Or check out Waterbury (our favorite) about 15 minutes away!

Top guest favourite

A dark green house with wooden accents is nestled among greenery, showcasing a welcoming front entrance. A spacious gravel driveway leads to a detached garage on the left, with a vehicle parked nearby. Natural light filters through the trees, enhancing the serene outdoor setting.

Home in Richmond

5.0 out of 5 average rating, 14 reviews

Elegant Ski-in Ski-out House at Bolton Valley

Kick back and relax in this calm, stylish space. This house has everything you need or want for your Vermont vacation with direct access to Bolton Valley Resort. Ski-in ski-out in winter; ride-in ride-out in summer - this is the spot for your ski or MTB vacation. Also perfect if you're coming for a wedding or just want a quiet, central home-base for a Vermont vacation. The large, gorgeous kitchen and open floor plan are perfect for gathering together with friends or family.

Guest favourite

A spacious living area is designed with large windows allowing ample natural light and views of the surrounding greenery. A comfortable sectional sofa and armchair are arranged around a coffee table, while a flat-screen TV is mounted on the wall. A sliding door leads to an outdoor deck.

Flat in Richmond

4.96 out of 5 average rating, 24 reviews

Cozy 2 br Apt in Bolton Valley w/ Wood Fire Sauna

Welcome to your perfect Vermont escape! Nestled in the serene mountain town of Bolton, our comfortable 2-bedroom apartment offers the ideal basecamp for year-round adventure and relaxation. Located a short walk from Bolton Valley Resort, you’ll have access to skiing/snowboarding, Nordic trails in the winter, and incredible mountain biking and hiking in the warmer months. Wake up to crisp mountain air and stunning forest views. Outdoor Vermont-made sauna coming summer 2025!

Top guest favourite

A spacious deck is equipped with lounge chairs and a dining table, inviting outdoor relaxation. The surrounding green lawn is dotted with trees, while the farmhouse is visible in the background, featuring a mix of siding and brick. Clear blue skies complete the serene setting.

Guest suite in Essex

4.86 out of 5 average rating, 211 reviews

Serenity meets Comfort * Country 1825 Farmhouse

Private and cozy country farmhouse on 14 acres of nature with pond views from your room. Very comfortable tempurpedic queen bed. First floor suite off main house with private entrance, deck with seating, and private bathroom. Basic kitchenette (mini frig, microwave, keurig). 9 miles to Burlington and 5 mins to shops & restaurants. We are in a part of Essex that is rural (the village, Essex Junction is more of a city), but central to visiting the best spots in VT! Welcome :)

Top guest favourite

A warm and inviting living area includes a striped couch and two upholstered armchairs. A wooden coffee table sits in the center, enhanced by a small potted plant. A gas fireplace is framed by a wooden feature wall, and a television is mounted above.

Apartment in Bolton Valley

4.95 out of 5 average rating, 61 reviews

2-bedroom Condo at Bolton Valley

A spacious 2-bedroom condo for the entire family at Vermont's most family-friendly ski resort! This condo is located within Bolton Valley Resort, next to the sports center and a short walk to the ski lifts. Enjoy year-round adventures! Alpine, Nordic, and backcountry skiing, as well as mountain biking, hiking, swimming (indoors and out) and an indoor skate park. Enjoy all the mountain vistas--winter, spring, summer and fall--and find adventure around every bend!

Guest favourite

A rustic barn stands beneath a star-filled sky, with the Milky Way clearly visible. The structure, weathered and wooden, is illuminated gently by the surrounding landscape, providing a stark yet captivating contrast to the deep blues and purples of the night sky.

Home in Westford

4.86 out of 5 average rating, 414 reviews

1797 Vt Farm House See the Stars!

1797 Vt Farm House sits quiet and serene at the end of a peaceful country road. With no street lights or sounds to mar the night, experience a rare gift of silence. See the Milky Way like never before. Ample room allows your group of up to 10. ( each guest over 4 is $32 per night) You will have the whole place to yourself as a private, peaceful retreat. Yet Burlington, Lake Champlain, and Smuggler's Notch are only 25-30 minutes away!

Top guest favourite

Apartment in Richmond

4.97 out of 5 average rating, 32 reviews

SlopeSide Escape: Ski In/Out

Welcome to Your Slopeside Sanctuary at Bolton Valley Resort! Mountain getaway with true ski, bike, hike in/out access. Nestled in the heart of Bolton Valley Resort. Steps from the lifts, trails, and all BV has to offer. - Ski-in/ski-out convenience - Relax in an inviting space perfect for unwinding after a day outdoors. - Prepare meals in the well-appointed kitchen with modern appliances and cookware. - Accommodates up to 4 guests.

Top guest favourite

A serene outdoor deck is surrounded by lush trees, offering a peaceful retreat. Two woven chairs with blue cushions are positioned on the wooden floor, complemented by softly glowing string lights above, creating a welcoming space to relax in nature.

Flat in Waitsfield

5.0 out of 5 average rating, 45 reviews

.05 Miles to Skiing and Riding

Enjoy this spacious and peaceful 2 bedroom apartment, in close proximity to Skiing, Mountain Biking & Hiking. You'll have your own private driveway with a deck to enjoy, in this peaceful and bright accommodation. Featuring a new HVAC system keeping you cool in the summer & warm in the winter! Located close to Sugarbush Resort, enjoy all the beauty that the Mad River Valley has to offer!

Top guest favourite

A charming yellow house features a welcoming porch with a metal roof, adorned with hanging flower baskets. A lush garden with blooming peonies and manicured grassy areas surround the entrance, creating a serene outdoor setting. The structure is framed by trees and open fields.

Guest house in Shelburne

4.98 out of 5 average rating, 186 reviews

The 1865 Carriage Barn - SAUNA & Meadow Views

Welcome to The 1865 Carriage Barn, a historic and cozy farmhouse retreat on 6 peaceful acres next to the Shelburne Pond Nature Reserve. Enjoy vaulted ceilings, exposed beams, a gas fireplace, full kitchen, and a private porch with hill views. Relax in the outdoor sauna (by reservation) after a day of skiing, hiking, or exploring Burlington—just 15 minutes away.