Hillside Haven was the perfect place for us while in town for our family reunion. We were able to walk into town to Gamebird, and newly reopened Shaws. The park is right across the street & creek with a skatepark and tennis courts. The creek was low and great for exploring. The house was so charming and the hot tub was relaxing after a long day of swimming and visiting with family. The popcorn machine was a huge hit for our nightly Uno games. The house is loaded with all your basic kitchen needs. Something that was SUCH a nice touch to me: there was enough toilet paper, paper towels, dish & laundry detergent, cleaning product, ziplocs, aluminum foil, cling wrap, coffee filters, K-cups, body wash, shampoo & conditioner in all the showers. I've spent far more on stays and never been provided with half as much. It was apparent the owners are experienced travelers because those are the littlest things that are so convenient and appreciated. Highly recommend and will surely return.

Hillside Haven checked off all the boxes... Ideal Location. Modern Amenities that didn't detract from the quaint ski cottage appeal. Super cozy. Popcorn Machine !?! Hot Tub was the icing on the snow bunny cake. Wonderful time for kids and parents alike. Making plans to book for next year.

For the second year, my family of 10 and one dog, returned to our favorite Christmas retreat at Hillside Haven. The older, but well maintained farmhouse, offers an ambience that one just doesn't experience in a modern dwelling. We love how the house seems to ramble from one end to the other with two staircases for easy access to the four bedrooms upstairs as well as the cozy kitchen and living room downstairs. The living room had enough seating for all of us to watch cheesy Hallmark movies when not out skiing at Okemo or in the hot tub. Okemo's entrance is five minutes away and its proximity made it easy to drop off and pick up skiers rather than park there. The hot tub is one of the highlights of everyone's stay. The owner, David, leaves clear instructions on how to use it and there are plenty of towels in the mudroom/laundry room. The washer-dryer is a must with kids and is highly efficient. Overall, the house is well stocked and if anything is needed, or if you have questions, the owner is but a phone call away. We found the beds to be comfortable and there were plenty of blankets available. The kitchen is well stocked with dishes and appliances that you may need such as a waffle iron or crock pot. Ludlow is a cute town full of little shops and restaurants and an easy walk from the house. We have already booked our next Christmas memory for 2024 At Hillside Haven.

We stayed at Hillside Haven with our family and one other (4 adults, 5 kids ages 8-11). The house fit our group perfectly, including a small dining table for the adults in the kitchen while the kids enjoyed the main dining area. House was very convenient to Okemo Clock Tower, Jackson Gore and Ludlow town. Despite it being a very old house, everything in the house worked great and the kitchen was well stocked. Host was very helpful and responsive, too. The only thing I would caution about is that it is right on VT Rte 100, so if you're in a front bedroom, you'll hear every car/truck/plow that goes by at night. With that said, it was 2 mins from just about everything you would ever need, so just depends on what experience you're looking for. Would definitely stay here again.

The rental was very clean and comfortable. We all felt at home here and the location cannot be beat. Would stay again for sure.

My family very much enjoyed this house for our annual ski vacation. It was large enough to comfortably fit all of us, and the proximity to downtown Ludlow and Okemo was perfect. There was one issue that the property manager was very quick to respond to, and it was resolved.

Our family of 10 recently enjoyed a terrific stay, despite the weather, at Hillside Haven. The Victorian home had all the charm of an old farmhouse with the comfortable upgrading of the beds, kitchen, bathrooms and technology. We found the house, complete with an outside hot tub, to be perfect for our extended family. David, our host, was but a phone call or text away for an immediate answer to any question. We definitely plan to return.

We loved it! Dave was an excellent host. The property had plenty of amenities and they even made sure to provide us with extra towels and lots of sweet treats! The home is conveniently located close to Killington, Rutland, Woodstock, Buttermilk Falls, and Jenne Farm. I’d love to come back someday! Bonus points for the awesome hot tub.