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Ski-in/Ski-out holiday rentals in Bolton

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

Quick stats about holiday rentals that are ski-in ski-out in Bolton

  • Total holiday rentals

    Explore 30 holiday rentals in Bolton

  • Nightly prices starting at

    Bolton holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Bolton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bolton rentals

  • 4.9 Average rating

    Bolton stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated ski-in/ski-out rentals in Bolton

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

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Top Guest favourite
A large house featuring a blend of stone and timber architecture is set against a backdrop of lush greenery. The exterior showcases a prominent gable roof, large windows, and a welcoming porch. A separate structure with a barn-like design is visible in the background.
Home in Stowe

Cozy Mountain Home w/Million $ View

Privacy, awesome views of Trapp Family Lodge and Stowe Mountain Resort. 5 min drive to town and 10 min to ski area. Home to famous visiting musicians thru the years including the recording of Phish's " Story of the Ghost ". Family or a group love it! My home offers a great open space to relax in front of the fire and enjoy the company of friends and/or family. It easily accommodates a lot of people. The entire house is for rent although less is open for discussion as well, just ask. I stay in an apartment next door so am readily available should anyone have a question. In the winter it is best to have snow tires or four wheel drive to access the property. I am around however to assist if you need help getting up the hill. The road and driveway are both maintained very well but this is Vermont and we get a lot of snow!

4.97 out of 5 average rating, 130 reviews
Guest favourite
A spacious outdoor area features a circular arrangement of blue Adirondack chairs around a stone fire pit, set upon a slate patio. Complementary seating with blue cushions is available. Lush green grass and surrounding trees provide a natural backdrop.
Townhouse in Stowe

Carolyn's Rustic Modern Chalet

Beautiful Stowe Historic Village 4BR 4bath with rustic modern interior. This is truly a luxury condo 2600SF living space, granite, stainless steel and hardwood. The level of detail is impressive. Walk to everything, restaurants, bars, supermarket, town hall, and the Mountain Shuttle to Stowe Mountain Resort. This private view of, and access to, Sunset Rock conservation land is rare in Stowe Village. The setting is private and park like. Hike/ bike out of your heated garage. Easy Rec Path access.

4.86 out of 5 average rating, 415 reviews
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.
Apartment in Richmond

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!

4.92 out of 5 average rating, 156 reviews
Top Guest favourite
Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.
Barn in Morristown

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

4.97 out of 5 average rating, 244 reviews
Top Guest favourite
A circular fire pit is surrounded by three rustic wooden benches, positioned on a grassy area among lush trees. Two adults and a child sit comfortably, enjoying the warm glow of the fire. Behind them, the unique treehouse structure, with large windows, blends into the natural setting.
Treehouse in Moretown

4-Season Treehouse @ Bliss Ridge; Best Views in VT

Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

4.98 out of 5 average rating, 167 reviews
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.
Condo in Bolton Valley

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.

5.0 out of 5 average rating, 127 reviews
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.
Apartment in Bolton Valley

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.

4.93 out of 5 average rating, 179 reviews
Guest favourite
A cozy living area features a built-in conversation pit surrounding a modern fireplace. Natural light streams in from large windows, illuminating comfortable seating adorned with colorful cushions. Wooden bookshelves filled with books create a warm and inviting backdrop.
Townhouse in Stowe

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!

Ideal location! Ski/bike/hike right from our front door, and also minutes to the best of Stowe restaurants, craft breweries, shopping, trails & swimming holes. We like staying in stylish boutique hotels, so we decorated our country home to feel like one. 3 bedrooms each on own level, two baths, spotless, stylish, foosball, strong Wi-Fi and cozy fireplace conversation pit - so nice for playing boardgames and watching movies. We welcome you to enjoy our home and the magic of Stowe!

4.94 out of 5 average rating, 158 reviews
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.
Condo in Bolton Valley

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!

5.0 out of 5 average rating, 103 reviews
Top Guest favourite
A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.
Home in Roxbury

Captain Tom's Cabin - Secluded Vermont Getaway

Welcome to Capt. Tom's Cabin. Nestled in the hills of Vermont with a beautiful view of the Green Mts., this 2-storey, 2 bedroom log house on 44 acres offers seclusion, serenity and privacy. Two large bathrooms, full kitchen, central heat, gas fireplace, pond and deck. Great for winter sports enthusiasts and nature lovers. Good wifi, dog-friendly with a fee. Please google and read Vermont's covid restrictions and agree to adhere to them before making a reservation.

4.93 out of 5 average rating, 250 reviews
Top Guest favourite
A rustic cabin with a wooden exterior is surrounded by lush greenery. The inviting porch features several rocking chairs and is accessed by steps from a grassy area, while a gravel driveway leads to the entrance, enhancing the private setting.
Cabin in Wolcott

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

5.0 out of 5 average rating, 177 reviews
Top Guest favourite
An open-concept living area is presented with a mix of comfortable seating, a wooden dining table, and a well-equipped kitchen. Large windows allow natural light to fill the space, and wooden beams create a warm ambiance, while stone accents add texture.
Home in Elmore

The Maple Lodge at Lake Elmore

The Maple Lodge at Lake Elmore is a two bedroom handcrafted home located between Montpelier and Stowe Vermont. Nearby skiing, hiking and seasonal recreation opportunities await your visit. The Elmore State Park provides a wonderful beach and watercraft rental & hiking trails for Mount Elmore. Close to the Lamoille Valley Rail Trail-a 90 mile walking/biking/snowmobile trail. There is a 24 hour supermarket, restaurants, shopping, & hospital.

4.97 out of 5 average rating, 177 reviews

Popular amenities for Bolton ski-in/ski-out rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Ski-in/ski-out house rentals

Top Guest favourite
A large farmhouse is set against a backdrop of vibrant autumn foliage. The structure features a modern design with a metal roof and expansive glass windows, allowing for abundant natural light. A spacious lawn complements the serene rural setting.
Home in Rochester

Modern Farmhouse on 25 Acres - Superb Views

4.97 out of 5 average rating, 156 reviews
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

1797 Vt Farm House See the Stars!

4.86 out of 5 average rating, 414 reviews
Guest favourite
A well-loved family home is situated among vibrant autumn foliage. The two-story structure features large windows and a balcony that offers views of the surroundings. A gravel driveway leads to the garage, while landscaped areas with shrubs enhance the exterior.
Home in Warren

Oma's House

4.87 out of 5 average rating, 153 reviews
Top Guest favourite
Home in Glover

Family Retreat | 50 Private Acres | Mountain Views

4.86 out of 5 average rating, 129 reviews
Guest favourite
A modern stand-alone condo is set against a backdrop of vibrant autumn foliage. The light gray exterior features large windows, allowing natural light to fill the interior. A wooden deck and stairs lead to the entrance, surrounded by well-maintained landscaping.
Home in Warren

Charming Sugarbush Standalone Condo

4.83 out of 5 average rating, 132 reviews
Top Guest favourite
A spacious living area features a large sectional sofa positioned to take in views through floor-to-ceiling windows. A coffee table sits in the middle, complemented by wooden dining chairs and a table in the background. Natural light enhances the wood-paneled ceiling.
Home in Warren

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub

4.92 out of 5 average rating, 121 reviews
Guest favourite
The exterior of the cabin features a vibrant red door adorned with a wreath, complemented by large windows allowing natural light. A wood storage area is seen to the side, filled with neatly stacked logs. Snow covers the ground, surrounded by trees for added privacy.
Home in Craftsbury

Waterfront cabin

4.9 out of 5 average rating, 302 reviews
Guest favourite
Home in Stowe

Serene Mountain Studio Spruce Peak Lodge | 1328

4.98 out of 5 average rating, 155 reviews

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

Guest favourite
A modern cabin with a light green exterior is set against a clear blue sky. Large windows adorn the front, allowing natural light to enter. A wooden deck is visible, surrounded by a grassy area and a pile of rocks, suggesting a connection to the natural landscape.
Farm stay in Northfield

Private Cabin at Union Brook Farm

4.94 out of 5 average rating, 262 reviews
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

Serenity meets Comfort * Country 1825 Farmhouse

4.86 out of 5 average rating, 211 reviews
Guest favourite
A warm, inviting living area features a comfortable sofa adorned with patterned throw pillows. Natural wood paneling enhances the space, while a large mirror reflects light. A staircase leads to an upper loft, and a dining table is visible in the background.
Condo in Cambridge

The Cozy Condo at Smuggs Resort!

4.9 out of 5 average rating, 132 reviews
Top Guest favourite
Condo in Stowe

Home Run condo near Toll House base

4.98 out of 5 average rating, 133 reviews
Top Guest favourite
A rustic wooden structure is surrounded by lush greenery. Large glass windows offer views of the outdoors, while a small deck features two comfortable chairs. Colorful flowers and plants are seen in the yard, contributing to a peaceful, natural setting.
Place to stay in Craftsbury

Rustic Retreat on COC Trails/Near Hill Farmstead

4.99 out of 5 average rating, 144 reviews
Superhost
The exterior of Stowe Mountain Lodge is showcased against a backdrop of snow-covered slopes. Surrounding buildings blend into the winter landscape, with ski trails visible on the hillside. The scene is framed by scattered trees, enhancing the natural mountain setting.
Condo in Stowe

Ski in/out Condo @ The Lodge at Spruce Peak

4.8 out of 5 average rating, 242 reviews
Top Guest favourite
A charming cabin is set within a wooded landscape, surrounded by lush greenery. The dark exterior is complemented by green shutters and a small garden in front. A second structure is visible behind the cabin, with a porch that offers a casual outdoor space.
Cabin in Schuyler Falls

Cozy Cabin

4.89 out of 5 average rating, 457 reviews
Top Guest favourite
Condo in Richmond

SlopeSide Escape: Ski In/Out

4.97 out of 5 average rating, 32 reviews

Ski-in/ski-out cabin rentals

Top Guest favourite
The main living area features a round wooden dining table surrounded by four chairs. A comfortable sofa is positioned next to a cozy ottoman. Natural light enters through two large windows, offering views of the wooded surroundings. A floor lamp and a desk with a computer complete the space.
Cabin in Warren

Cabin in the Woods

4.93 out of 5 average rating, 468 reviews
Guest favourite
A cozy cabin with a crisp wooden exterior is located amidst lush greenery and trees. A serene pond is visible nearby, with a flower farm and several outbuildings in the background. Expansive fields lead towards the picturesque landscape of mountains under a cloudy sky.
Cabin in Bethel

The Gourmet Cabin at Stitchdown Farm

4.95 out of 5 average rating, 112 reviews
Guest favourite
A wooden cabin stands amidst a snowy landscape, featuring a small pond partially frozen in the foreground. The surrounding trees display a dusting of snow, creating a serene winter atmosphere. Bright blue skies complement the tranquil scene.
Cabin in Montpelier

Custom Cabin, Stowe/Montpelier (Family Bunk Room)

4.92 out of 5 average rating, 84 reviewsThe exterior of a spacious log home is presented, showcasing its multi-level structure and large windows. Surrounded by trees, a stone pathway leads up to the house, emphasizing its natural setting and inviting appeal.
Cabin in Bridport

Lakefront-Mountain View Lodge on Lake Champlain

4.84 out of 5 average rating, 32 reviews
Guest favourite
Cabin in Worcester

Rustic Vermont Cabin on 13 Wooded Acres

4.88 out of 5 average rating, 8 reviewsThe exterior of the owner-built 20-sided house is highlighted by warm wood siding and large windows, allowing natural light to fill the space. Green foliage crawls up the walls, and a rustic outdoor sink adds character to the setting, surrounded by lush greenery.
Cabin in Topsham

20 Sided Backwoods Getaway

4.79 out of 5 average rating, 76 reviewsAn aerial view captures a custom timber frame home nestled among vibrant autumn foliage. Warm oranges and yellows of the trees contrast with the muted green metal roof. A small outdoor deck and a vehicle are visible, blending harmoniously into the natural landscape.
Cabin in Lincoln

Beautiful timber frame, off-grid, hike-in

4.94 out of 5 average rating, 54 reviews

When is the best time to visit Bolton?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$399 AUD$397 AUD$336 AUD$251 AUD$311 AUD$276 AUD$279 AUD$279 AUD$258 AUD$324 AUD$213 AUD$397 AUD
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Destinations to explore