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Ski-in/Ski-out vacation rentals in Mount Holly

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

Top-rated ski-in/ski-out rentals in Mount Holly

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

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Home in South Londonderry

4.86 out of 5 average rating, 161 reviews

Lovers Honey Pond Treehouse with hot tub & sauna

Guest Favorite VERY romantic abode…The Honey Pond Treehouse is made for you and yours! It’s constructed of all natural materials, has breathtaking views, and is outfitted with absolutely everything you need! Lifted high over a stocked trout pond way up in the birch trees…Enjoy private hot tubbing, sauna time, swimming & hammock time. Skylight was designed for stargazing in bed!! Just minutes to the slopes or enjoy our own groomed trails for Xcountry & snowshoes & nature walks!! High speed WiFi 🐣

A cozy fire pit is surrounded by stone, situated in the foreground of a spacious lawn. In the background, a modern chalet features large windows and a combination of wood and stone siding, framed by colorful autumn foliage.

Home in Winhall

4.94 out of 5 average rating, 144 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

Summit View Chalet @ Stratton is the ideal VT retreat, Minutes from Manchester, directly across the entrance from Stratton's 27 Hole Championship Golf Course. Beautifully remodeled! Relax in the hot tub on the deck with direct summit views in any season. Enjoy shuttle access to lifts, minutes from snowmobiling, hiking, fine dining and shopping. Comfortable accommodations for 6 adults and 5 children. Perfect for 2 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Top guest favorite

A mid-century modern home set among lush greenery features a stone foundation and large windows. A brick chimney rises above the roofline, while several wooden Adirondack chairs are positioned on a stone patio, providing a relaxing outdoor space to enjoy the surrounding nature.

Home in Cavendish

5 out of 5 average rating, 117 reviews

Midcentury Hillside Retreat - Summer Paradise

Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.

An open-concept living area is seen, featuring a fully equipped kitchen with a breakfast bar. Warm wood accents and cozy seating are highlighted, while a decorative sign with a ski theme adds character to the space. Natural light filters in through large windows.

Condo in Ludlow

4.92 out of 5 average rating, 156 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

A spacious sleeping area features a large bed with a textured gray coverlet, complemented by two decorative pillows. Flanking the bed are wooden nightstands with lamps. A wall art piece consisting of circular shapes adds visual interest, while natural light filters in through the nearby window.

Condo in Ludlow

4.84 out of 5 average rating, 131 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

Large family friendly 1-bedroom condo with 1 King and 1 Sofa bed that is just steps away from Okemo Base lodge. Please note there is no AC at this condo complex summer time, fan will be provided. - Dedicated Xfinity modem and AP in the unit. Video conference friendly. - Free parking - Coin operated washer/dryer facilities in the building - Super quite neighborhood during Summer/Fall season, and Ski in and out in Winter season. Fireplace has been updated to electric fireplace.

Top guest favorite

A charming cabin constructed from natural materials is nestled among lush trees in a forested area. Sunlight filters through the leaves, casting dappled shadows on the ground. The cabin features large windows that invite the surrounding greenery inside.

Tiny home in Hartland

4.97 out of 5 average rating, 201 reviews

Cabin on the Hill

Enjoy a stay in the hills of Vermont - glamping at its finest! A 5-10 minute hike UPhill to a secluded getaway in the heart of Vermont. Amenities include a quaint outhouse, a unique outdoor shower, a 2 burner outdoor gas stovetop and a fire pit to roast marshmallows. The 12x14 screened in cabin with ladder accessed loft sleeps 2 comfortably. Don't worry about bringing pots and pans - cabin is equipped with dishes and a water supply. Adjustable LED lights to light up the night.

Top guest favorite

The spacious interior of the yurt features a circular design with natural wood and fabric elements. Comfortable seating areas include a queen-sized futon and a wooden sofa. Large windows allow natural light to fill the space, while a wood stove provides warmth.

Guesthouse in Hartland

4.95 out of 5 average rating, 998 reviews

Yurt In The Woods - Private Refuge

The Yurt In The Woods is 30 ft in diameter which offers 700 spacious sq. ft. It's surrounded by trees and has a yard. 2 night stays required for all Weekends. I require at least a two night stay for the whole month of October. There is a "one" night stay fee of $40 Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available May - October

A modern living area is presented with a cozy sofa and decorative throw pillows. A sleek wall-mounted TV rests above a rustic fireplace, with a stylish media console below. Light wood accents and a geometric patterned rug contribute to the inviting decor centered around comfort and relaxation.

Condo in Killington

4.93 out of 5 average rating, 172 reviews

Renovated unit, prime location! Shuttle on/Ski off

We are located in Killington, VT. A newly renovated family friendly condo complex located on East Mountain Rd. Take the free shuttle (modified schedule post Covid) and end your day by skiing back to the condo. In the summer season you can enjoy a day mountain biking and ride home in just under five minutes. Enjoy the outdoor pool during the summer after a day of mountain biking! Year round activities all within a short distance.

A hallway features wooden paneling, with ski equipment mounted on the wall. A wooden bench provides seating, and shelves above store skiing gear. In the background, a glimpse of a cozy bunk bed area is visible, enhancing the practical design of the space.

Condo in Ludlow

4.95 out of 5 average rating, 100 reviews

Winterplace - Steps away from Slopes

Newly updated condo at Winterplace Okemo. This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling The delightful fireplace place will keep you toasty in the cozy living area. Outdoor ski locker just outside back door. Front door parking, and firewood included. Pool is open and available to renters all year. Hot tub in winter months and tennis courts in summer.

Top guest favorite

A cozy bedroom features a spacious king bed dressed in a plaid blanket, complemented by decorative pillows. Two bedside lamps provide soft illumination. A wood shelf above the bed holds decorative items. A large window offers a view of the outdoors, dressed with light curtains.

Home in Killington

4.98 out of 5 average rating, 117 reviews

CozyDen - AC, Grill, Bike to Mountain!

Welcome to our cozy 1-bedroom condo in Killington, VT! Ski off and shuttle on, close to everything including biking and golfing. Enjoy the wood-burning stove, comfortable furnishings, and well-equipped kitchen. Rest well in the king bed and explore the slopes, trails, and golf courses nearby. Relax on the porch or by the fire. Your perfect Killington getaway awaits!

The exterior showcases a rustic wooden building surrounded by lush greenery and vibrant shrubs. A winding stone path leads to the entrance, while large glass doors provide a welcoming view into the interior. The setting is serene and integrated with nature.

Apartment in Londonderry

4.96 out of 5 average rating, 583 reviews

Vermont Getaway Apartment

A 2 bedroom apartment attached to our home, close to Stratton, Bromley, Magic, Okemo & Mt Snow Skiing, hiking, fishing, golfing, tennis, outlet shopping and fine dining all close by. Manchester a short drive. Hot tub available from 8am-8pm. Level 2 EV charger available for a $10 cash fee (and give us advance notice if possible so we can open the garage for you).

Top guest favorite

The house is set amidst lush greenery, showcasing a modern design with a large metal roof and multiple windows. Grassy areas surround the property, with trees providing a natural backdrop. A rainbow is visible in the sky, adding a touch of color to the serene rural landscape.

Guest suite in Salem

4.99 out of 5 average rating, 114 reviews

Hilltop Country Views Studio Apartment

Enjoy a relaxing stay in the country. Easy access to Vermont & Saratoga. Eat local produce. Fresh eggs, bread and butter or oatmeal for your first breakfast, coffee and tea provided. Go shop, ski, hike or stay put & enjoy a good book! (After you're confirmed, please let us know if you're vegan, and or glucose or lactose intolerant.)

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Popular amenities for Mount Holly ski-in/ski-out rentals

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

A wooden entryway features a slatted bench and ample wall hooks for ski gear. Two pairs of skis are securely mounted against the paneled wall, highlighting the space's functionality for winter sports enthusiasts.

Home in Killington

4.89 out of 5 average rating, 83 reviews

Golf, Bike, Fish, or Hike!

An open living space features warm wooden walls and high beams, illuminated by natural light from skylights. A red sofa with patterned cushions is positioned near a round dining table. A cozy atmosphere is created with a lamp and decorative items on shelves.

Home in Dummerston

4.96 out of 5 average rating, 130 reviews

The Sugar House

A cozy living area features a stone fireplace with a warm fire, surrounded by a modern sofa. Above the fireplace, a wall-mounted television is visible. A rustic chandelier with multiple bulbs hangs over a dining table, while decorative items are placed on a nearby side table.

4.88 out of 5 average rating, 17 reviews

Ski-In/Ski-Out Hike Okemo Mountain Condo

Home in Killington

Luxe 4BR w/ Fireplace, Game Room & Views!

4.9 out of 5 average rating, 10 reviews

Mountainside 5-BR Ski-In/Out Okemo Estate

The spacious great room features a wood-burning fireplace and is furnished with two comfortable sofas and a wooden coffee table. A large flat-screen TV hangs on the wall, and natural light emanates from the surrounding windows. A dining area with a circular table is visible in the background.

4.91 out of 5 average rating, 101 reviews

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

Top guest favorite

An inviting outdoor deck features a hot tub surrounded by lush greenery and trees. Three wicker chairs are positioned around a small table, offering a comfortable space to enjoy the serene views of the landscape and nearby reservoir under a bright blue sky.

Home in Chittenden

5 out of 5 average rating, 8 reviews

Modern Retreat next to Mountain Top Inn,Killington

Top guest favorite

A modern chalet is set among snow-covered trees, featuring a spacious deck with a railing. Dark blue exterior walls contrast with white snow, while large windows provide views of the surrounding winter landscape. The sloped roof is lined with fresh snow, enhancing the serene atmosphere.

Home in Londonderry

5 out of 5 average rating, 15 reviews

Modern Chalet: Magic Mountain

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

An aerial view captures the modern chalet nestled amidst vibrant autumn foliage. The surrounding landscape reveals rolling hills and expansive mountain views under a soft, cloudy sky, highlighting the property's secluded location.

Chalet in Stockbridge

4.95 out of 5 average rating, 41 reviews

Private Mountain Sanctuary | 15 Min to Killington

Top guest favorite

The living room features a spacious sofa and a reclining chair, with a coffee table at the center. Natural light enters through sliding doors leading to a private deck, offering views of greenery. Two lamps provide additional lighting, complementing the soft carpeted flooring.

Condo in Ludlow

5 out of 5 average rating, 38 reviews

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

The open-concept living area is illuminated by an elegant chandelier, featuring comfortable seating with decorative pillows arranged around a wooden coffee table. A gas fireplace is visible, alongside a flat-screen TV and a well-equipped kitchen area in the background.

Condo in Killington

4.96 out of 5 average rating, 81 reviews

Bright & Cozy condo with AC, Tennis, and Pool

A spacious living area is highlighted by a comfortable gray sofa and a wooden coffee table. Natural light streams through large windows, complementing the warm wood paneling that separates the sleeping nook. A flat-screen TV and a cozy seating arrangement add to the inviting ambiance.

Condo in Killington

5 out of 5 average rating, 18 reviews

Cozy Slopeside Studio at Pico

Top guest favorite

A comfortable living area features a spacious sofa and a reclining chair, positioned around a stone fireplace. A flat-screen television is mounted above the fireplace. Natural light fills the space through large windows with mountain views, complemented by a small dining table with two chairs.

Apartment in Killington

4.96 out of 5 average rating, 23 reviews

Cozy Killington Condo

A modern tiny house is nestled among trees, featuring a mix of dark metal and wooden siding. The outdoor area includes a charcoal grill, a fire pit with seating, and a gravel pathway leading to the entrance, highlighting a serene nature retreat.

Tiny home in Cambridge

5 out of 5 average rating, 10 reviews

Sowilo Pine House. All-inclusive food and drinks.

Cabin in South Royalton

4.96 out of 5 average rating, 191 reviews

Cozy 4-season Cabin on Pond - "East Cabin"

A spacious living area features a large sectional sofa, accent chairs, and a round ottoman, complementing a modern wooden coffee table. Natural light fills the space, highlighting a stone fireplace and panoramic views through the sliding glass door. Gentle tones enhance the inviting atmosphere.

Condo in Ludlow

5 out of 5 average rating, 4 reviews

Mountainside 2-BR Ski-In/Out Okemo Haven

Ski-in/ski-out cabin rentals

A narrow path meanders through lush green foliage, leading towards a secluded cabin. The wooden deck of the cabin is visible behind the trees, with stacked logs nearby. Sunlight filters through the leaves, creating a serene atmosphere in this woodland setting.

Cabin in Sharon

4.93 out of 5 average rating, 28 reviews

‘Owls Nest’ nature retreat In the trees

A spacious interior showcases warm wooden floors and a cozy wood-burning stove at the center. Soft lighting from multiple pendant lamps creates a welcoming ambiance. A dining area with a wooden table and chairs is visible, and rustic details can be seen in the surrounding decor.

Cabin in Londonderry

4.76 out of 5 average rating, 409 reviews

Beautiful Art Studio with hot tub/sauna #1 Airbnb

A spacious log cabin is set amidst lush greenery, featuring a welcoming porch and multiple windows that allow natural light to fill the interior. The well-maintained lawn offers a peaceful atmosphere, with trees surrounding the property, enhancing the sense of seclusion.

Cabin in Mendon

4.85 out of 5 average rating, 249 reviews

THE CABIN....a Vermont log home

A rustic wooden cabin sits in the snow-covered landscape, framed by trees and a soft sunset sky. The cabin is equipped with a sloped metal roof and features a surrounding deck. A fire pit is positioned in the snowy foreground, adding to the cabin's serene atmosphere.

Cabin in Woodford

4.84 out of 5 average rating, 374 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

A rustic cabin with a gabled roof is set among tall trees under a clear blue sky. The structure features double doors with windows and a spacious deck, with outdoor furniture stored nearby. The surrounding grass is green and well-maintained.

Cabin in Londonderry

4.67 out of 5 average rating, 439 reviews

The Run-In - Beautiful Country Cabin with Hot Tub

A rustic cabin is nestled among lush greenery, characterized by its weathered green wood siding. The structure features two open windows with shutters and a simple entryway. Surrounding vegetation includes dense foliage and wild grasses, contributing to a serene natural setting.

Cabin in Stockbridge

5 out of 5 average rating, 21 reviews

Rustic charming camp cabin

The chalet is showcased amidst vibrant autumn foliage, with large windows allowing natural light to fill the space. A spacious deck with a wooden railing extends from the upper level, while the surrounding trees maintain a tranquil setting.

Cabin in Londonderry

4.88 out of 5 average rating, 75 reviews

Green Mt Getaway: <30m to Dining Parks Mountains

A wooden exterior cabin is surrounded by snow-covered land, showcasing a green metal roof and multiple windows that reflect the clear blue sky. The covered entrance features double doors, with a backdrop of tall evergreen trees providing a natural border.

Cabin in Killington

5 out of 5 average rating, 3 reviews

SKI ON/OFF Spruce Glen Cabin 2 AC Sauna Fireplace

Quick stats about vacation rentals that are ski-in ski-out in Mount Holly

Total rentals
60 properties
Nightly prices starting at
G$10,449 GYD before taxes and fees
Total number of reviews
680 reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore