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

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

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

Ski-in/ski-out house rentals

Guest favorite
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!

SooRating, 5 stars1 month ago
Ashley was super friendly and responsive and her place was as described with everything I need and more to make me feel right at home. Would love to stay here again. Thank you so much for letting us stay at your beautiful place!
Guest favorite
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.
Home in Ludlow
5 out of 5 average rating, 18 reviews

Stay at our renovated Okemo chalet

DanaRating, 5 stars3 months ago
Wonderful house for our ski trip to Okemo! We are glad we saw a reviewer who also mentioned that there is a fun sledding hill in the yard for our kids, so we packed our sleds and they had a blast sledding after we finished skiing! We are also glad we noticed a few reviews who explained that it was not technically ski in/ski out but rather a short walk to the mountain so we knew what to expect. The driveway/road was rather icy when we went so we opted to do the short drive to get to the base of the mountain instead. Overall, we really enjoyed staying here and it was an extremely convenient location for our trip to Okemo mountain!
Guest favorite
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.
Home in Ludlow
4.92 out of 5 average rating, 13 reviews

Ski-In/Ski-Out Hike Okemo Mountain Condo

StephanieRating, 5 stars2 weeks ago
Words can’t describe the experience we had this weekend. Linda was the best host we have ever worked with and the place was extraordinary to say the least! Extremely clean, comfortable and well located! Kid friendly and close to downtown! We will highly recommend it to friends and family and if we could leave more stars than a 5-star review we would! Looking forward to booking this place again in the near future! Thank you Linda for your amazing hospitality!
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!

GinoRating, 5 stars1 week ago
Dan & Holly’s place was fantastic! Although we didn’t spend much time there due our busy schedule whenever we returned we found the place be extremely homey and comfortable! The house was very clean organized and I could find everything I needed. I felt comfortable throughout my stay and really enjoyed the air conditioning at night due to the humid weather lately! 10/10 would stay again!
Superhost
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.
Home in Ludlow
5 out of 5 average rating, 5 reviews

Okemo Condo – Ski In/Out

EricaRating, 5 stars3 months ago
Great location - ski in/out! Close to Jackson Gore base and easy ski lift / drive access to Clock Tower base. Condo was perfect for our family of 4 with 2 kiddos, could accommodate more for sure. Well stocked kitchen. We enjoyed the kids board games! Very comfortable all around and good value for typical cost during winter ski season. Would definitely return!
Guest favorite
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

DoxiaRating, 5 stars2 weeks ago
The home is gorgeous - thoughtfully decorated, cozy and clean. The location is perfect for access to Stratton and to Manchester. The host, Jason, provided very clear and helpful instructions for check-in, check-out and use of the home and is friendly and attentive. This is a wonderful place to stay!
Guest favorite
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.
Home in Ludlow
4.91 out of 5 average rating, 98 reviews

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

MeredithRating, 5 stars3 months ago
Our family really enjoyed our stay at the trailside chalet! A quick walk up the road to the ski lifts and plenty to keep us entertained after a day of skiing. We really enjoyed the fire place and pool table!! Prescott was a great host, quick to respond to our questions.
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

RileyRating, 5 stars2 months ago
Tyler’s place exceeded expectations! The home was exactly as advertised—beautiful, spotless, and in a fantastic location. Check-in and check-out were seamless, making our stay even more enjoyable. Tyler was an outstanding host, incredibly responsive, and went above and beyond by providing detailed information and fantastic restaurant recommendations. I’d highly recommend staying here to anyone looking for a top-notch experience!

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

Guest favorite
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

DebRating, 5 stars3 months ago
Nancy is a responsive host who provides clear instructions and offers local recommendations. The apartment we stayed in worked perfectly for our ski weekend at mount snow with 2 teens. Plenty of room and amenities within to foster a fun and relaxed family weekend. The maple syrup for purchase was a delicious touch. Would definitely stay again if we returned to the area.
Superhost
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

NadiaRating, 5 stars3 months ago
The Sugar House was a fantastic place to stay! It was quiet and peaceful and there was a ton to explore in Burlington VT. The house had a lot of charm. it was cozy, warm, and had everything we needed for the weekend!
Guest favorite
Chalet in Killington
4.84 out of 5 average rating, 251 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

ScottRating, 5 stars2 weeks ago
This is our second time renting Clinton's ski lodge place is great super host. Always responsive will be renting again next season.
Guest favorite
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.
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 month ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
Guest favorite
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

MikeRating, 5 stars3 months ago
Great space, very conveniently located in town. The host was great, and would definitely stay here again
Guest favorite
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

PatriciaRating, 5 stars2 months ago
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!
Superhost
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

ZacharyRating, 5 stars3 months ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Guest favorite
Condo in Killington
4.97 out of 5 average rating, 144 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

MichaelRating, 5 stars2 months ago
Great spot near the mountain. nice community pool and hot tub.

Ski-in/ski-out cabin rentals

An inviting entryway features a wooden front door with geometric window cutouts. To the right, a cozy seating area is furnished with a dark sofa and a textured area rug. Natural light floods through multiple large windows, enhancing the warm ambiance of the space.
Cabin in Killington
4.86 out of 5 average rating, 7 reviews

Killington Golf&Mtn Biking. Hot tub & Fireplace!

MaryRating, 5 stars2 weeks ago
We had a great time at John’s place. It was a perfect location for our event at Pico. The large living room was a perfect place for our group to hang out with a fire after a long day on the mountain. Looking forward to staying here again.
Guest favorite
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

James Rating, 5 stars7 months ago
We loved this cabin! Stayed here when the weather was cooler, Ashley had the wood stove going upon our arrival, with a pot of water warmed on top of the stove. The cabin was neat and clean. Spring water on the counter for drinking or making coffee. The area is private and beautiful scenery. Plenty of wood for fires. Will definitely stay here again.
Superhost
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, 405 reviews

Beautiful Art Studio with hot tub/sauna #1 Airbnb

Bari Rating, 5 stars1 day ago
We had a wonderful time in this beautiful rural Vermont oasis. Exactly what we were looking for! The place is quintessential VT…. So if you are looking to spend a few nights in a reconverted barn on farmland…. Well, this is it. We loved being able to walk the property, and the jacuzzi and sauna were a real highlight. Directions getting in and figuring out our building were a bit confusing at first but we figured it out. We had a few small issues but Ben was responsive and did his best to take care of them quickly - with varying levels of success. The outdoor area could use some easier access and a bit more attention, but we were told that it is in the works. We would stay again in a heartbeat!
Guest favorite
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

JeffRating, 5 stars3 months ago
Bill's cabin was excellent. Rustic and rural but close to Killington and Pico, and a quick ride to Rutland. It was clean, comfy and had all we needed for a great little stay. It got a thumbs up from my wife and that is a high standard to meet. She even liked the king bed so much she was looking for the label to get one like it for home. I'm a guy and don't need much. The cabin made me feel like I was staying at a friend's house. You can nit-pick about the lighting and other minor stuff, but to me this place was a 10 out of 10 stars. We may be back next year for a longer ski vacation. Thanks Bill.
Superhost
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

JianaRating, 5 stars3 weeks ago
We had a wonderful stay at Ali and Carson’s cabin! They were incredibly helpful and welcoming hosts. The Mountain View from the cabin is absolutely stunning, even with the rainy weather, it was breathtaking. We also enjoyed exploring the charming nearby towns, and our two dogs had a great time as well. Despite the rain, we loved our stay and are already looking forward to coming back when the weather is better. Highly recommend!
Superhost
Cabin in Londonderry
4.67 out of 5 average rating, 434 reviews

The Run-In - Beautiful Country Cabin with Hot Tub

KevinRating, 5 stars1 week ago
One of my favorite Airbnb I’ve stayed so far. It was a perfect getaway, but also drivable distance from groceries stores. The amenities were amazing and the host Ben especially was super friendly, and their dog and their family as well. will definitely come back.
Guest favorite
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

RudrakshaRating, 5 stars8 months ago
Beautiful cabin in the woods , nestled at the foothills of the mountains, we went around Peak Foilage in early October and couldn't have asked for better weather and accomodations. Elizabeth, an excellent host, Reccomended some people hikes and look out points by the river, and surprised us with breakfast goodies on a Sunday morning!! Looking forward to be back and would definitely recommend to others as well
Guest favorite
Cabin in Londonderry
4.88 out of 5 average rating, 74 reviews

Green Mt Getaway: <30m to Bromley Stratton Okemo

JessicaRating, 5 stars3 months ago
Cliff is very easy to communicate with. The house is in a great location, easy to find, and close to several ski resorts, making it very convenient for skiing. The room is comfortable and warm, and the kitchen is well-equipped, allowing you to cook your own meals. The game room, in particular, is a paradise for children, with countless games for you to enjoy. This was a wonderful experience, and I will definitely come back in the future.

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

    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