At Trailside Chalet, a beautiful classic Vermont ski chalet on Okemo Mountain, modern comforts meet rustic charm. The home's main floor features a great room with vaulted ceilings and wood burning fireplace while the lower level offers a game room with pool table and two bunk rooms.
Reviews
9.89.8 out of 10
Exceptional
Entire home
5 bedrooms3 bathroomsSleeps 122000 sq ft
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table
With direct access to the slopes, this holiday home makes guests feel at home with conveniences such as laundry facilities and a garden. The holiday home has 5 bedrooms and offers free WiFi and a patio. Guests can enjoy a fireplace, and other amenities include a kitchen with a fridge and an oven. Housekeeping is available on request.
Air-conditioned accommodation at this holiday home offers fireplaces and washers/dryers. Rooms open to patios. Kitchens offer fridges, stovetops, microwaves and separate dining areas. Bathrooms include baths or showers and hairdryers.
Guests can surf the web using the complimentary wireless Internet access (speed: 250+ Mbps (good for 3–5 people or up to 10 devices)). Smart televisions come with cable channels. Additionally, rooms include coffee/tea makers and an iron/ironing board. Housekeeping is provided on request.
Recreational amenities at the holiday home include ski-in/ski-out access.
The recreational activities listed below are available either on-site or nearby; fees may apply.
Property amenities
Ski
Close to skiing
Ski-in/ski-out access
Snowboarding nearby
Pool/Spa
Communal pool
Internet
Available in the house: Free WiFi
Parking and transport
Car required
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Paper towels
Refrigerator
Toaster
Dining
Chef service
Dining table
Bedrooms
5 bedrooms
Bedsheets provided
Bathroom
2.5 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Fireplace
Separate dining area
Entertainment
Games
Smart TV with cable channels
Outdoor areas
Barbecue grill
Firepit
Garden
Patio
Laundry
Laundry facilities
Washer/dryer
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Housekeeping on request
Iron/ironing board
Location highlights
In the mountains
Things to do
Billiards/pool table
Ski-in/ski-out access
Golfing nearby
Hiking/biking trails nearby
Ice skating nearby
Kayaking nearby
Mountain biking nearby
Sledding nearby
Snowmobiling nearby
Swimming nearby
Wildlife walks nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number 440-K10412085F-03
We should mention
A car is required for transport to and from this property
Property is also known as
~WALK TO SKI LIFT~ Classic Private Ski Chalet w/pool table
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About the area
Located in Ludlow, this holiday 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 try out other outdoor activities such as snowmobiling and ice skating. 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 at Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table?
On-site 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?
Checkout 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 holiday home in Ludlow is within a 5-minute walk of Okemo Mountain Resort and Sunshine Ski Lift, and is convenient for winter sports, such as sledging and snowmobiling. Glades Peak Ski Lift and South Face Express Ski Lift are also within 1 mile (2 km).
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Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers 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.
The property is welcoming, well-stocked, and has a great location. We enjoyed our stay and look forward to returning!
Heidi L.
Stayed 11 nights in Mar 2025
From a partner site
10/10 Excellent
Andrew B.
23 Jun 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!!
Great house. Great location. Clean and well stocked house
Richard N.
Stayed 4 nights in Feb 2025
From a partner site
10/10 Excellent
Meredith L.
27 Feb 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.
Meredith L.
From a partner site
10/10 Excellent
Sam C.
1 Jan 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.
Dan S.
Stayed 3 nights in Jul 2023
From a partner site
10/10 Excellent
Muldoon J.
31 Aug 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.
Muldoon J.
From a partner site
10/10 Excellent
Julie M.
13 Aug 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.
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.
Anthony C.
Stayed 3 nights in Jan 2025
From a partner site
10/10 Excellent
Irene P.
2 Jan 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 🎿👍🏻
Irene P.
From a partner site
10/10 Excellent
VICKIE L.
6 Dec 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!
Dave S.
Stayed 3 nights in Jan 2025
From a partner site
10/10 Excellent
Rafael N.
14 Dec 2025
Amazing stay!
Amazing spot to stay! House was perfect! Amazing spot for okemo stay!
Rafael N.
From a partner site
10/10 Excellent
Dean P.
9 Oct 2025
This home was great, everything as advertised!
We had a great stay here. House was clean and well equipped.
Dean P.
From a partner site
10/10 Excellent
Jill M.
14 Jul 2025
Excellent House
The house is beautiful. We had a great time! Plenty of space of everyone to spread out. Great fire pit for summer use and easy access to Okemo for skiing! The hosts were available to answer any questions and responded very quickly! We will definitely stay here again.
Jill M.
From a partner site
10/10 Excellent
Dorene S.
25 Aug 2025
Great house that is so close to Okemo, shopping, and restaurants!
The house was very spacious and comfortable for my family. The kitchen had everything we needed. My kids loved learning how to play pool and sleep in the bunk beds. It was a quick five minute trip to all the mountain activities, great restaurants, and farmers markets. We also loved going swimming just down the road to Buttermilk Falls. We hope to return !
Great house for a guys trip. Lots of room and good location.
Chris T.
Stayed 4 nights in Jan 2023
From a partner site
10/10 Excellent
Sarah J.
22 Nov 2024
Cozy spot for families
We had a great time, hanging out, playing games and cooking together.
There is a lot to do locally, especially in winter or summer.
The place was as advertised