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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, 157 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 living space features a large window providing natural light. A comfortable couch and chair are positioned around a coffee table. The room includes a spacious bed with a blue and black patterned blanket, while a 50-inch TV is mounted on the wall.

Condo in Killington

4.89 out of 5 average rating, 233 reviews

Killington-Pico ski in/out Studio at base of Pico

At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

A spacious open-plan living area features a large brown sofa alongside a comfortable leather recliner. Light blue walls are adorned with vintage ski decor. A coffee table sits centrally on a patterned rug, and a dining bar with seating overlooks the kitchen area equipped with modern amenities.

4.87 out of 5 average rating, 139 reviews

1st floor, Okemo contemporary country 3 BR 2 BA

Family-friendly, pet-friendly, clean, comfortable, contemporary country ski cabin on Okema shuttle buss route in Ludlow, VT, a few minutes from mountain. Very easy access to outdoor activities: skiing, hiking, lakes, boating, hunting, snowmobiling, fly-fishing. Updated, comfortable, light filled ambiance. Great location, 10 minute walk to downtown (2 minute drive). Great for groups, couples, families. Recently renovated. New butcher block counter-tops and island, all new kitchen, new bathrooms.

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, 115 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

4.93 out of 5 average rating, 153 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, 130 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

4.8 out of 5 average rating, 187 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

4.96 out of 5 average rating, 195 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, 992 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

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, 108 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!

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, 112 reviews

Cozy Condo next to Resort * AC and Pool *

Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! King bed and Queen pullout sofa sleeps up to four (4). This property is Shuttle In/Out (Sat & Sun and holiday periods Dec - April). Killington Reg #004858

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, 112 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, 80 reviews

Golf, Bike, Fish, or Hike!

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.

4.92 out of 5 average rating, 13 reviews

Ski-In/Ski-Out Hike Okemo Mountain Condo

A vast green meadow is depicted, dotted with bright yellow wildflowers. In the background, a classic red barn stands amidst rolling hills and gentle mountains, surrounded by clusters of trees and open fields, showcasing the serene landscape of rural Vermont.

Home in Rochester

4.97 out of 5 average rating, 144 reviews

Modern Farmhouse on 25 Acres - Superb Views

A spacious outdoor deck is visible, supported by a solid structure. Two comfortable chairs are arranged on the deck, providing a place to relax. The surrounding lawn is well-maintained, and vibrant foliage can be seen nearby, indicating the changing seasons.

5 out of 5 average rating, 5 reviews

Okemo Condo – Ski In/Out

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

4.95 out of 5 average rating, 141 reviews

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

A large, multi-level home is showcased under a clear blue sky, with snow covering the roof and landscaping. Distinctive woodwork and vibrant red windows highlight the exterior, which features multiple gables and a welcoming front porch.

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, 98 reviews

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

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, 12 reviews

Modern Chalet: Magic Mountain

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

A cozy living space features a warm wood-burning fireplace, with flames gently glowing behind a glass screen. A soft beige leather sofa is complemented by a bright red decorative pillow. A standing lamp provides soft illumination next to the fireplace, enhancing the inviting ambiance.

Condo in Killington

4.92 out of 5 average rating, 106 reviews

Right at Killington !

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 green, grassy area is framed by tall, slender trees. Two benches are positioned on either side, offering a place to sit and admire the expansive view of distant hills and valleys under an overcast sky.

Apartment in Chester

4.89 out of 5 average rating, 501 reviews

Beautiful 2 Bedrooms in Mountains w/ full kitchen

Chalet in Killington

4.84 out of 5 average rating, 251 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

A living room features a large stone fireplace with a wood storage basket beside it. A comfortable sofa with decorative pillows faces a wooden coffee table. Natural light floods the space through a large window, complemented by a nearby area rug.

4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

A warm entryway features wood-paneled walls and a wooden bench. An artwork depicting winter in the Green Mountains is displayed. Natural light enters through a glass door that opens to an outdoor deck area, enhancing the welcoming ambiance.

Condo in Killington

4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

A cozy living area features a patterned futon couch adorned with decorative pillows. A light-colored wood coffee table sits in front, accompanied by a wooden chair and side table. Two windows allow natural light, with a floor lamp providing additional illumination. A landscape painting hangs on the wall.

Apartment in Ludlow

4.92 out of 5 average rating, 154 reviews

Great Downtown, walk to everything

A ski resort property is depicted, featuring multiple gray wooden buildings with distinct gabled roofs. Balconies are visible on some units, and a gentle slope is seen in the background, hinting at the nearby mountain scenery. Clear skies suggest a bright, sunny day.

Condo in Killington

4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

Ski-in/ski-out cabin rentals

The cabin exterior showcases natural wood siding, blending seamlessly with the surrounding forest. A spacious deck with a wooden railing offers a serene spot to relax. Exposed beams extend overhead, creating a unique architectural feature, while trees provide a lush, green backdrop.

Cabin in Sharon

4.93 out of 5 average rating, 28 reviews

‘Owls Nest’ nature retreat In the trees

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

4.85 out of 5 average rating, 368 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

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

Cabin in Londonderry

4.88 out of 5 average rating, 74 reviews

Green Mt Getaway: <30m to Bromley Stratton Okemo

An interior view of the cabin showcases wooden walls and a high ceiling. A black woodstove is positioned on a slate base, with a cozy dining area featuring a small table and blue chairs nearby. A rustic kitchen area is visible, complete with wooden cabinetry and plants decorating the space.

Cabin in Bethel

4.95 out of 5 average rating, 80 reviews

The Gourmet Cabin at Stitchdown Farm

Top guest favorite

A cabin exterior is surrounded by lush trees, showcasing a serene natural setting. The structure has a screened-in porch and multiple windows, allowing for views of the landscape. A stone path leads to the entrance, inviting guests to explore the outdoor area.

Cabin in Fort Ann

5 out of 5 average rating, 8 reviews

Adirondack Mountain Lake Retreat

Cabin in South Royalton

4.96 out of 5 average rating, 186 reviews

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

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

Total rentals
60 properties
Nightly prices starting at
G$10,457 GYD before taxes and fees
Total number of reviews
690 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
40 properties have a dedicated workspace

Destinations to explore