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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, 160 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 cozy living area is visible, featuring a dining table surrounded by bright yellow chairs. A fireplace is seen, enhancing the space, while a large bear-themed wall mural adds a touch of nature. Natural light floods in from the nearby window.

Condo in Killington

4.93 out of 5 average rating, 168 reviews

CozyCub - Pool, Hiking, Mountain Biking

Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

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.

A spacious living area features light green walls and vaulted ceilings, highlighted by a large arched window. A comfortable gray sofa is paired with wooden armchairs and a coffee table. A wooden dining table is visible in the foreground, and a cozy fireplace is fitted into the wall.

Condo in Ludlow

4.78 out of 5 average rating, 193 reviews

Okemo Mountain Getaway for Families w/ Pool Access

Perched on Okemo mountain, this spacious condo is the perfect year-round escape for families and groups. With ski-in/ski-out access, a cozy wood-burning fireplace, and a private balcony, it's perfect for any season—whether you're carving the slopes, hiking scenic trails, or enjoying the vibrant fall colors. Take a dip in the seasonal shared pool or unwind in the hot tub. Featuring a fully equipped kitchen, BBQ grill, and all the comforts of home, it's the ideal mountain getaway!

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 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 living room with a gas fireplace built into a brick facade provides warmth. A comfortable sectional couch faces the fireplace, complemented by a small coffee table. Large sliding glass doors open to a balcony, offering views of greenery outside.

Condo in Killington

4.99 out of 5 average rating, 117 reviews

Cozy Condo *AC & Pool *

Bright, updated 1-bedroom Whiffletree condo in the heart of Killington—just minutes from the bike park, adventure center, and golf! Cool off in the outdoor pool and enjoy air conditioning for those warm summer days. Fully stocked with all the essentials plus a gear locker. Sleeps up to 4 with a king bed and queen pullout sofa—your perfect summer getaway! Killington Reg #004858

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).

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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!

A spacious living area features a stone fireplace as a focal point, surrounded by large windows that allow natural light. Comfortable seating includes a leather sofa and armchair, complemented by a dining area with wooden chairs and a stylish table, all set against a warm wood ceiling.

5 out of 5 average rating, 18 reviews

Stay at our renovated Okemo chalet

A welcoming entryway features a rustic wooden wall with a vintage poster titled 'Winter in Vermont.' A red wall-mounted coat rack with hooks is displayed alongside a tall metal bucket holding several wooden skis and poles. The warm tones create an inviting atmosphere.

Home in Killington

4.93 out of 5 average rating, 60 reviews

Killington Condo Near Mountain Biking Trails

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

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

The kitchen features modern cabinetry with a combination of dark and light finishes. A farmhouse sink is positioned beneath a window, complementing stainless steel appliances, including a gas range and dishwasher. A spacious countertop offers ample preparation area.

4.91 out of 5 average rating, 82 reviews

FULLY renovated 1 bed/1 bath ski in-out condo!

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

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, 375 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

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 comfortable living area features a natural stone fireplace as a focal point. Dark leather seating and a cozy armchair are arranged around a simple wooden coffee table. Natural light enters through large windows, with soft curtains framing the view of surrounding greenery.

5 out of 5 average rating, 17 reviews

The Trailside Retreat | Ski on&off w/ Fireplace!

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

Cabin in South Royalton

4.96 out of 5 average rating, 191 reviews

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

A cozy living area features a grey sectional sofa adorned with patterned cushions. A wooden coffee table sits in the center, with a warm fire glowing in the fireplace. Large windows allow natural light to brighten the space, complemented by a mounted television.

Condo in Ludlow

4.8 out of 5 average rating, 10 reviews

Solitude 3BR/2.5 Bath - True Ski in/Ski out

A row of elegantly designed mountain townhouses is set against a backdrop of lush greenery and a clear blue sky. Each unit features sloped roofs and multiple gabled skylights, with balconies visible on some. A paved road leads to the housing complex, enhancing accessibility.

Condo in Ludlow

4.95 out of 5 average rating, 19 reviews

Mountainside 3-BR Okemo Haven

Ski-in/ski-out cabin rentals

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 blue house is framed by vibrant green foliage and blooming purple flowers in the foreground. The house features a front porch and is set against a backdrop of trees and a clear sky, providing a serene outdoor setting.

Cabin in Rutland

4.75 out of 5 average rating, 32 reviews

Blue Cozy Ski House

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

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

Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ184 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