Take advantage of a firepit, a garden, and laundry facilities at Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table. Skiers and snowboarders can spend time on the slopes at this vacation home featuring ski-in/ski-out access. Guests can connect to free in-room WiFi.
Reviews
9.89.8 out of 10
Exceptional
Popular amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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About this property
Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table
PLEASE NOTE: No Saturday arrivals or departures, no pets, no parties
Recommended local activities and floor plans of our home can be found on our OkemoHouse site.
The "Trailside Chalet" is a beautiful classic Vermont ski chalet with all the modern comforts of home. Our home is located ON OKEMO MOUNTAIN across the street from skiing and riding at Okemo Mountain Resort -- approximately a 200 yard walk downhill from the Sunshine Chairlift and Suncatcher ski trail (typically open end of Dec - end of March). Best part is - you won't ever hit any traffic because we are already on the mountain! The Chalet is located on a private wooded lot overlooking a babbling brook on Okemo Mountain. Our updated kitchen and 2 1/2 bathrooms are complimented by 5 bedrooms, a pool table, outdoor fire pit, and plenty of space to spread out!
A short drive down the mountain is the picturesque town of Ludlow with many quaint restaurants and shops.
Find us fast with a "Trailside Chalet" or "OkemoHouse" search!
About the Home:
At our house, we want you to have that 'home away from home' feel. The Trailside Chalet's main floor offers a great room with vaulted ceilings, a central sitting room and a wood burning fireplace. Completing this level is a modern kitchen, primary bedroom with a king size bed, full bath and mudroom for all your ski and boarding gear, The kitchen has been renovated and includes granite countertops, stainless steel appliances, dishwasher, and essential cooking and kitchen accessories including everything from utensils, to pots and pans to paper towels.
The second floor hallway overlooks the living/dining room and features two bedrooms. The second floor also offers a full bathroom with tub.
The lower level's game room has a pool table, dart board, and sitting area with a smart TV. The lower level also features two bedrooms and a half bath with washer and dryer. We also have plenty books, games and puzzels in the lower level to keep everyone entertained.
SUMMER A/C - Window air conditioning available Memorial Day-Labor Day.
Amenities:
Wood-burning fireplace
Seasonal Fire Pit
Pool table
Bed linens and towels included
Wireless internet
Two Smart TVs
Washer/dryer
Games and puzzles
Full Kitchen:
Dishwasher
Microwave
Stove
Refrigerator
Dishes and utensils
Bedrooms:
Primary bedroom: king bed
Second floor bedroom A: queen bed
Second floor bedroom B: (2) two twin beds
Lower level bedroom: queen bed
Lower level bunk room: (2) two twin over twin bunk beds - sleeps 4
SUMMER! Vermont is not just for winter sports enthusiasts.... come experience all that VT offers for the summer including hiking, lakes, waterfalls, activity centers, festivals and more!
Located in Ludlow, this vacation home is in the mountains. Community Historical Museum of Mount Holly and Mill Museum are cultural highlights, and some of the area's attractions include The Ice House Ice Skating and Timber Ripper Mountain Coaster. Green Mountain Sugar House and Bonnie's Bundles Dolls are also worth visiting. Take in the nearby slopes with snowboarding and skiing, or check out other outdoor activities such as ice skating and sledding. Visit our Ludlow travel guide
Does Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table have a pool?
Yes, this property has a pool.
Is Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table?
Check-in begins at 4:00 PM.
What time is check-out at Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table?
Check-out is at 10:00 AM.
Where is Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table located?
Located in the mountains, this ski-in/ski-out vacation home in Ludlow is within a 5-minute walk of Okemo Mountain Resort and Sunshine Ski Lift and close to winter sports such as sledding and snowmobiling. Glades Peak Ski Lift and South Face Express Ski Lift are also within 1 mi (2 km).
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Reviews
Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
Great stay for a mixed age group ranging from babies to grandparents. The house was comfortable. It is bigger inside than it looks from the outside, with room to spread out.
Great location, close to the lifts and town- nice space for a large group- kitchen can have better supplies if you are a group who likes to cook. Otherwise, it's a comfortable space, and the pool table was a hit with the kids. Would definitely stay there again!
Great house. Great location. Clean and well stocked house
Stayed 4 nights in Feb 2025
From a partner site
10/10 Excellent
Meredith L.
Feb 27, 2025
Awesome house close to ski lift
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.
From a partner site
10/10 Excellent
Andrew B.
Jun 23, 2025
Beautiful Spot, Excellent Location
Came up from western mass and CT for a golf weekend with 8 adults. House never felt crowded, more than enough beds for all and the fire pit was hit of the evenings. Prescott was very communicative and fast ti reply. Would recommend this property, we had a great long weekend!!
From a partner site
10/10 Excellent
Sam C.
Jan 1, 2025
Great house
Great house for our family of 7. Plenty of room in the house to spread out. Enjoyed the fireplace - plenty of wood provided.
Ideal setting for our small family to just site-see & relax for a couple of days. Quite a number of craft shows , exhibits, & festivals, all within about 20 minutes drive.
We thoroughly enjoyed our time there amid perfect Fall colors! We’d do it again.
overall, loved the property. waking up to hear the brook/stream in the background was a treat. Ludlow itself seems to still be recovering from the floods, but there was still plenty to do and tim to hang at the cabin.
Stayed 3 nights in Jul 2023
From a partner site
10/10 Excellent
Muldoon J.
Aug 31, 2023
Okemo House Trailside Chalet
Our stay at the Trailside Chalet was fantastic! It was a great central location for all of the things we wanted to accomplish on our long weekend. The home was clean, cute and comfortable. Our reservation went smoothly and we had no issues with the property. I would highly recommend booking this property for a family vacation. I would definitely book again if I was in the area. Definitely a 5 star experience.
From a partner site
10/10 Excellent
Julie M.
Aug 13, 2024
Second stay was just as great as the first!
I am happy to report that our second stay at the Trailside Chalet was just as wonderful as the first. We have family in CT and NH and have met up there for the second year in a row now to spend time together in Ludlow, VT. The house was neat, clean, well-stocked with paper goods and towels and the beds are very comfortable. The pool table is a big hit with the whole family and got regular use during both of our stays. The house is located very close to places to eat and it a nice middle location to visit places like St. Gauden's National Site, Wilson Castle and the Vermont Country Store. We also very much love being able to use the Pool up at Jackson's Gore and going on the Mountain Coaster there. . This is a great place to stay! I can't say enough positive things and I really have no negatives.
From a partner site
10/10 Excellent
Irene P.
Jan 2, 2024
Very close to Okemo ski resort
We stayed here for 5 nights with my brothers and their family. First of all , the house is very nice and clean. There r 2 rooms with single bed / bunk bed downstairs that we put all our kids in that 2 rooms. There is a common area down stairs with pool table . Kids had so much fun playing there with their cousins. Second , their house is around 3-4 mins drive to the Okemo mountain base. Very close and very convenient. Everyone had a great time here and most of the all, the house owner is very nice and always respond quickly whenever I have any question.
I would highly recommend this ski house to anyone 🎿👍🏻
Nice, big place. There are very few 5-bedrom places for rent, so this was very good. Communications with the owner were excellent. He was very accommodating and managed to get us in early to watch a football playoff game. (Note: no cable TV, so be ready to be creative with YouTube, etc. to get network TV.)Nice, big fireplace and plenty of wood. Nice common space for gathering around the TV and fireplace. The kitchen was well stocked with utensils and cookware. It's about a 200 yard walk (according to an Apple Watch) to the nearest lift. Not bad normally, but it is straight uphill, so a little workout while carrying skis or a board.Ample parking for 3-4 cars.If you need a big place near the mountain, this is for you.
Stayed 3 nights in Jan 2025
From a partner site
10/10 Excellent
VICKIE L.
Dec 6, 2024
This home on Okemo Mountain is FANTASTIC!
Trailside Chalet is a fantastic home!! The layout of the home allows for coziness and a bit of separation too! The rec room level is perfect with the pool table and dart board, room to hang on the couch with the option of a cozy fire, along with 2 bedroom and a laundry area! The main floor also has a great layout with a mudroom, main level bedroom, a full bathroom, kitchen, dining areas, as well as a living room area with a huge TV above the fireplace! The top level has two bedrooms and another full bathroom! The home is heated well and always felt warm and the decor was really nice! The main level has lots of windows and sliding glass doors for a wide-open view to the outdoors! It is a 3–4-minute ride into town and is directly across from a chair lift! I highly recommend this home for anyone looking for a great time in Ludlow! Thank you so much for sharing your home!! We had a lovely time!!
A really nice house with full kitchen, loft with two queen bedrooms separated by a bathroom, ground floor room with king and bathroom, and basement with two bedrooms - one with two twin beds and one with four bunk beds. The house had a working washer/dryer, fully functioning kitchen, two TV areas, a pool table, and dining table for 6-8The house was fully equipped and everything worked well. We visited in the winter and they had the driveway and steps cleared and salted every day. The house was comfortable and served us really well. The house is technically in walking distance of a lift - it's on the Sunrise side (right side when looking at a map), and the lift is maybe 1000 feet from the house. It's not super easy to get there with ski boots, but neither is driving to the base of the mountain. The access road is steep, but we didn't have trouble in our two wheel drive mini van. There's a grocery store nearby that does order pickup, and there is a place the rents skis off-mountain (half the price) at the bottom of the access road. The only things to mention (none take away from our great review, but are worth knowing) are:1. this house has a spiral staircase between all floors, which might not suit those with limited mobility and require care if you've got babies crawling around who can easily access the steeper stairs. 2. There's no bathroom on the bottom floor, so the 2-twin and 4 bunk bed rooms (kids) will need to come to the middle (entry) floor.Great place!
Stayed 3 nights in Jan 2025
From a partner site
10/10 Excellent
Muddasar J.
May 25, 2026
Great experience. Highly recommend
We were a party of 10 and have a great overall stay. Everything was as described and checking in and out was secure and simple. Would come again and recommend to others!
From a partner site
10/10 Excellent
Rafael N.
Dec 14, 2025
Amazing stay!
Amazing spot to stay! House was perfect! Amazing spot for okemo stay!
The host was very welcoming. The house was well appointed and within walking distance of the chairlift. The kids enjoyed the pool table!
Stayed 3 nights in Jan 2026
From a partner site
10/10 Excellent
Andrew B.
Mar 2, 2026
Clean, comfortable, and convenient.
We had a blast! The house is clean, and beds are comfortable. Prescott keeps things simple and well organized. 10” of snow fell during our stay and the driveway was cleaned for us to wake up and go. The lift is a stones throw away and an easy walk to get there. We’ll will return!