Features
Map
Rates & Availability
Review
Features
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SKI
Close To Skiing Ski-in/ski-out Access -
PETS
No Pets Allowed -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
5 Bedrooms Bed Sheets Provided -
GENERAL
Unit Size: 2000 Sq Ft (186 Sq M) -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster -
LAUNDRY
Laundry Facilities Washing Machine And Dryer -
PARKING
Car Required Onsite Parking -
INTERNET
Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices) -
OUTDOORS
Barbecue Grill Firepit Garden Patio -
POOL/SPA
Shared/communal Pool -
BATHROOMS
2.5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided -
LANGS SPOKEN
English -
THINGS TO DO
Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Ice Skating Nearby Kayaking Nearby Mountain Biking Nearby Sledding Nearby Swimming Nearby Wildlife And Game Walks Nearby -
ENTERTAINMENT
Games Pool Or Billiards Table Smart TV With Cable Service -
LIVING SPACES
Dining Room Fireplace -
CLIMATE CONTROL
Air Conditioning Heating -
FAMILY FRIENDLY
Children's Dinnerware -
LOCATION HIGHLIGHTS
In The Mountains -
SERVICES AND CONVENIENCES
Chef Housekeeping (on Request) Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Map
Rates & Availability
Review
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Susan P.
Submitted Feb 17, 2026
Stayed Feb 11, 2026Good location. Good comm by host
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Trey S.
Submitted Jan 29, 2026
Stayed Jan 25, 2026Great house. Great location. And a great host.
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Jennifer K.
Submitted Jan 25, 2026
Stayed Jan 8, 2026The host was very welcoming. The house was well appointed and within walking distance of the chairlift. The kids enjoyed the pool table!
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Rebecca T.
Submitted Jan 25, 2026
Stayed Jan 20, 2026Prescott’s home is super cozy, clean, and convenient. He took great care of us at the onset, providing us with helpful information before the trip, and checked in and remained available during our trip. He’s super responsive. The home is legit trailside - it’s a short (but steep!) walk to the lift, and allowed us very convenient mornings heading out to ski. Due to freeeezing weather, we stayed in one day, and there was no shortage of things to do - games, pool, fireplace etc. we will definitely stay here again!
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Nour N.
Submitted Jan 11, 2026
Stayed Jan 2, 2026Great 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!
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Rafael N.
Submitted Dec 14, 2025
Stayed Dec 11, 2025Amazing spot to stay! House was perfect! Amazing spot for okemo stay!
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Dean P.
Submitted Oct 9, 2025
Stayed Oct 6, 2025We had a great stay here. House was clean and well equipped.
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Dorene S.
Submitted Aug 25, 2025
Stayed Aug 22, 2025The 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 !
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Nicole L.
Submitted Aug 3, 2025
Stayed Jul 31, 2025We visit the area in the summer months so we don’t have feedback on the ski ability to the slopes. This was our first time renting this home. It’s in a quiet area right outside of town, but easy to drive to town for dinner and groceries. We went to Buttermilk Falls and kayaked on Amherst Lake and Lake Echo which were both easy drives from the house. The home had plenty of room for our group of 9. Air conditioners are provided for the summer to help keep the house cool on the main and upper floor. There is a washer and dryer on the bottom floor. Nice fire pit with wood provided. We had a great time and didn’t want to head home. We would rent again if back in the area.
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Jill M.
Submitted Jul 14, 2025
Stayed Jul 11, 2025The 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.
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Andrew B.
Submitted Jun 23, 2025
Stayed Jun 20, 2025Came 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!!
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Heidi L.
Submitted Apr 6, 2025
Stayed Mar 24, 2025The property is welcoming, well-stocked, and has a great location. We enjoyed our stay and look forward to returning!
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Richard N.
Submitted Mar 4, 2025
Stayed Feb 28, 2025Great house. Great location. Clean and well stocked house
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Meredith L.
Submitted Feb 27, 2025
Stayed Feb 23, 2025Our 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.
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Dave S.
Submitted Feb 5, 2025
Stayed Jan 20, 2025A 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!
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Anthony C.
Submitted Jan 29, 2025
Stayed Jan 26, 2025Nice, 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.
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Sam C.
Submitted Jan 1, 2025
Stayed Dec 26, 2024Great house for our family of 7. Plenty of room in the house to spread out. Enjoyed the fireplace - plenty of wood provided.
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VICKIE L.
Submitted Dec 6, 2024
Stayed Dec 31, 1969Trailside 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!!
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Sarah J.
Submitted Nov 22, 2024
Stayed Dec 31, 1969We 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
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Jay F.
Submitted Oct 7, 2024
Stayed Oct 3, 2024Nice, private and relaxing cabin in a great location on the mountain. Would definitely recommend and rent again
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Julie M.
Submitted Aug 13, 2024
Stayed Dec 31, 1969I 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.
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Taylor J.
Submitted Jul 31, 2024
Stayed Feb 27, 2024Really convenient plac