
Ski-in/Ski-out holiday rentals in Ludlow
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Top-rated ski-in/out rentals in Ludlow
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Ski-in/out house rentals

Stay at our renovated Okemo chalet
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!

Ski-In/Ski-Out Hike Okemo Mountain Condo
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!

CozyDen - AC, Grill, Bike to Mountain!
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!

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!

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

Mountainside 5-BR Ski-In/Out Okemo Estate
Wonderful stay. Ski on ski off. Lots of games to play and puzzles to do. Skiing was great. Only note is to check with okemo on morning star triple to make sure it’s running. It doesn’t during the week. So you can ski off but not on. Weekend including Friday was perfect.

Modern Chalet: Magic Mountain
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!

FULLY renovated 1 bed/1 bath ski in-out condo!
My husband and I spent a long last winter weekend here. The condo was perfect for ski on/off and we enjoyed a day on the mountain. Though the weather wasn’t great the whole time, Brittany & Jen were quick to send recommendations for things to do, trails to hike and their favorite restaurants. So close to lots of great spots in this little mountain town. We would absolutely stay here again
Family-friendly, ski-in/out home rentals

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!

The Sugar House
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!

To Ski, or Not to Ski 1BR/1BA
The hosts let me check in early and they were extremely responsive to any questions or concerns I had during my stay. The building and property were dated, however, no complaints on cleanliness. My only gripe, not huge, most of the TV remote batteries were dead and there was a light bulb missing from the over table light fixture, I ended up taking a bulb from one of the bedroom lamps. Keep in mind, my stay was right after 2 back to back weeks of school vacation. I’d recommend to anyone that is looking to be close to the mountain base and have access to a hot tub, steam room, pool, & sauna. Oh, there is also a pro shop in the main building! If I do Killington next year, I’d stay here again.

Killington Chalet - Hot Tub, Sauna, Boot Dryer
This is our second time renting Clinton's ski lodge place is great super host. Always responsive will be renting again next season.

Mt Snow Ski In/Out at Seasons
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.

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

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.

Ski, Ride, Walk On/Off Condo On Pico at Killington
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.
Ski-in/out cabin rentals

Killington Golf&Mtn Biking. Hot tub & Fireplace!
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.

‘Owls Nest’ nature retreat In the trees
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.

Beautiful Art Studio with hot tub/sauna #1 Airbnb
The cabin was beautiful and perfect for a getaway from the city! We loved watching the sunset from the hot tub and cooking in the beautiful kitchen.

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.

400+ Airbnb Visits: Incredible Mountain Cabin
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!

The Run-In - Beautiful Country Cabin with Hot Tub
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.

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.
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pico Mountain Ski Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Baker Hill Golf Club
- Clarksburg State Park
- Ekwanok Country Club
- Brattleboro Ski Hill
- Hooper Golf Course
- Bretwood Golf Course
- Cozy Cottages & Otter Valley Winery
- Montshire Museum of Science