
Ski-in/Ski-out holiday rentals in Mount Holly
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Top-rated ski-in/out rentals in Mount Holly
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Popular amenities for Mount Holly ski-in/out rentals
Ski-in/out house rentals

Ski-In/Ski-Out Hike Okemo Mountain Condo
We loved our stay! Just enough snow to still get the ski in/ ski out experience. The home was immaculate, and looked just like the photos. We truly enjoyed our time there and if back at Okemo, will definitely book again!

Hot tub | Shuttle | Ski back home!
Four of us have stayed in 25 Vermont airbnb type places for ski trips in the last 35 years and this is one of the 5 best. The huge living room (comfortable even up to 8), the wood-burning fireplace, and the hot tub are the extra special features of the house. The backyard is very private and peaceful in case you plan to visit in the summer. There is a hawk nest within view of the hottub. Saying the kitchen is stocked with utensils is an understatement. We will return.

CozyDen- Shuttle on ski off, wood fireplace, King
The place was perfect in terms of location! Easy to get to and from the mountain quickly! The place had everything you could possibly need for a weekend in Killington. We were happy with everything and the hosts were so responsive and helpful. Couldn’t have asked for a better place to stay, and look forward to staying here again my next trip to Killington!

Modern Farmhouse on 25 Acres - Superb Views
This home is a real gem. The open layout is inviting and spacious. Each room is very nice has its own bathroom. The kitchen was a delight to cook in and we couldn’t have had a better time!

Okemo Condo – Ski In/Out
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!

Multi-Level Ski Retreat at Stratton Mountain
We had a wonderful stay Duojia’s residence! Peaceful location, clean, and the Stratton Mountain view was icing on the cake. There is privacy and so much space at this home. Thank you!

Summit View Ski and Golf Retreat w/hot tub & Sauna
Jason was a great host! Their home is conveniently located to pretty much everything Stratton has to offer. The home itself is very cozy and great for a family get together, or hanging out with friends. The fire place is absolutely awesome, I could sit in-front of that thing all day and night. All of the bedrooms were comfortable and clean. The Sauna and hot tub are some great features to this house as well. The neighborhood is very safe, clean, private, and quiet. This home is great for kids and pet friendly. I have nothing but good things to say about jason being so accommodating with anything we needed and offering us a great home to stay in. Would love to come back for another trip! Thanks again for the perfect stay for our family winter getaway.

Walk to Okemo Ski Lift - Private Classic VT Ski Ch
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.
Family-friendly, ski-in/out home rentals

The Sugar House
Nice place, probably better in summer than winter, simply due to more amenities (like screened porch) and better able to appreciate the location, but it was nice as a winter spot, too, to sit and read by the fire. Kitchen was well-equipped, and the place was very clean.

Right at Killington !
Our family had a wonderful stay at the condo in Killington. The location could not be beat! A very short 5 minute walk to the lifts and Snowshed lodge. The complex had an amenity building with pool/hot tub that the kids loved and the condo was quite spacious and clean. Ruslana was a great host and very responsive! There is a solid chance we will be back next year!

Beautiful 2 Bedrooms in Mountains w/ full kitchen
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.

Killington Chalet - Hot Tub, Sauna, Boot Dryer
Second time staying and it was better than the first time. Totally recommend and will definitely be going back for our annual ski trip. If it’s available of course!

Great Downtown, walk to everything
Great space, very conveniently located in town. The host was great, and would definitely stay here again

Okemo Vermont Getaway
Great spot right next to Okemo! The cabin was better than the photos, felt really homey and clean.

*Killington Summer Rental: 3 Bdrm, 2 Bth*
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!

Yurt In The Woods - Private Refuge
This was my favorite AirBnb stay by far! The yurt was so cozy, comfy, and peaceful. We felt right at home immediately, and slept like babies every night. We loved walking in the woods and lounging by the fireplace. Despite it being one of the least interesting times of year weather-wise in VT, our stay was soothing and restorative! We were in town to work on renovations for the home we purchased nearby, and having such a tranquil spot to retreat after hours of demolition was perfect. We were also working remotely durnig the days, and the internet service kept up with us both without a hitch. We couldn't have asked for a more perfect stay, and Angela was a great host! Even though we'll be living about 20 minutes away soon, we'll definitely be booking again whenever we need a retreat!
Ski-in/out cabin rentals

‘Owls Nest’ nature retreat In the trees
I came up to the cabin for my birthday, and ended up having three more people than I thought I would - not only was Ashley super helpful and friendly in getting us set up, but she was extremely reasonable/flexible in pricing for the other guests! The cabin was more than enough to comfortably sleep everyone, and was nice and toasty when we woke up that morning. It was an amazing birthday, for sure because we choose such a great spot !!! I’ll definitely be coming back.

THE CABIN....a Vermont log home
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.

The Cozy Little Red Cabin
My partner and I had a great stay at the red cabin! It was super cozy (def recommend bringing slippers). We also love lighting fires in the fire place every night to have it even cozier vibe. One thing to note is the wifi was pretty weak- we weren’t able to stream anything/ my boyfriend worked remotely one day and it was a bit of a struggle. It didn’t bother us (I was happy to disconnect for the weekend) but just as a note if you were hoping to work/ anything like that it was a little weak. Overall it was really nice and close to okemo for skiing and tons of restaurants. Thanks so much for having us and hope to come back to disconnect soon!

400+ Airbnb Visits: Incredible Mountain Cabin
Excellent place to stay considering the location and and beautiful views. Owners were excellent, very helpful and did what ever they could to make our experience enjoyable!

The Run-In - Beautiful Country Cabin with Hot Tub
Ben's cabin is nestled in a beautiful location. His cabin is beautifully decorated with unique rustic antiques. The centerpiece of the cabin is the big fireplace that makes the space warm and cozy. There is a hot tub on the patio and a private outdoor shower that must be a delight on a hot summer day. The cabin offers the basic amenities for a comfortable stay. Ben is a responsive host. We would recommend and love to stay again.

Rustic charming camp cabin
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

Green Mt Getaway: <30m to Bromley Stratton Okemo
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.

The Gourmet Cabin at Stitchdown Farm
Andrew’s place is one of a kind, a true escape from the mundane. If you’re looking for luxury and high-tech, this may not be the stay for you. If you’re looking for comfort, a disconnect from reality, and complete peace…. This is THE place! We are looking forward to coming back and checking out Babes Bar and seeing the flower farm while it’s active, we were just exhausted from our ski days to do anything besides enjoy the space.
Quick stats about holiday rentals that are ski-in/out in Mount Holly
Total rentals
60 properties
Nightly prices starting at
£39 before taxes and fees
Total number of reviews
600 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
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Ragged Mountain Resort
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Mount Sunapee Resort
- Adirondack Extreme Adventure Course
- Northern Cross Vineyard
- Lincoln Peak Vineyard
- Dorset Field Club
- Lake George Expedition Park
- Gooney Golf
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Ekwanok Country Club
- Cozy Cottages & Otter Valley Winery
- Willard Mountain
- Fort Ticonderoga
- Brattleboro Ski Hill
- Bretwood Golf Course