Holiday rentals with an accessible-height toilet in Windsor County

Newly renovated. Minutes to Slopes & Trails

Healdville Hideaway has 3 acres of rural charm located on the backside of Okemo Mountain. Charm is a plenty in this 1500 SF single story, newly renovated home with views of the mountain & fields full of wildlife. This modern country decorated home provides the perfect comfortable setting for single or multi family enjoyment. The fully functional kitchen is available for making a quick snack or a full meal. The back acreage is perfect for building a snowman or doing a little cross country skiing.

Meriden Village of Plainfield Home w/ Backyard

Looking like it belongs in a storybook, this Meriden Village of Plainfield home has happy little trees all around and plenty of acres to explore. Enjoy time with loved ones by the fireplace or lounge on the porch while taking in the greenery. When you’re ready to begin your hero’s journey, visit the Path of Life Sculpture Garden to be taken to a new world or keep it lowkey with an on-site hike. This 5-bedroom, 2-bath vacation rental has a unique charm of its own where you’ll feel right at home.

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

Experience the beauty of Vermont alongside modern comforts and premier amenities at this 3-bedroom, 2.5-bath vacation rental in Proctorsville. Located in the Castle Hill Resort & Spa, the property sits a short drive from Okemo Mountain Resort, the Ludlow Lakes region, the Fox Run Golf Course, and numerous hiking trails. When you're not out exploring, choose to splash in the pool, relax on the patio, or warm up by the fire. All-season adventures and fun for all age groups are just moments away!

Okemo Large home summer lakes and relax in hot tub

Welcome to a relaxing vacation, right in the heart of the OKEMO Valley with convenient access to major routes and only 3 mile drive/shuttle to OKEMO. Set in the beautiful village of Proctorsville (Cavendish, VT), this house is on a private drive and walking distance to several local eateries. Less than 0.25 miles to Procorsville Green with Murdock's Resturante, Crows Bakery and the brand new for 2019- Outer Limits Brewery/Tap Room! Very spacious and charming layout so bring the whole family.

Andover Cabin Retreat w/ Hot Tub & Fireplace!

Enjoy a peaceful Vermont escape at this charming Andover home. This 3-bedroom, 1-bathroom vacation rental boasts an inviting living space with room for the whole crew. You'll love having quiet mornings around the wood-burning stove, sunny days at Okemo Mountain Resort, and evenings filled with hot tub escapes — all the perks of mountain living await! Looking for more adventures? Enjoy a hike through the Green Mountain National Forest or strap on the provided snowshoes for a winter adventure!

17-Acre Vermont Escape w/ Panoramic Mountain Views

Built in 1892, this classic yet modern Cavendish vacation rental exudes old-world charm and elegance! Every window in this 6-bedroom, 2-bathroom home offers a picturesque view, making you feel like you're living in a postcard. Kids and pets are welcome at this spacious home, so you can enjoy this getaway with all your loved ones. Whether you hit the slopes at Okemo Mountain, take a dip at Buttermilk Falls, or simply relax around the fire, you’ll be sure to make memories that last a lifetime.

Ben & Jerry Suite | Minutes to Woodstock | Hiking

Welcome to the Ben & Jerry's Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount and The Bridgewater Inn is where your Central Vermont escape begins. Discover year-round fun from hiking, golfing, mountain biking, leaf peeping, skiing, and more. Just 5 minutes to Woodstock, 10 minutes to the Killington Skyeship Base Lodge, 15 minutes to GMHA, 25 minutes to Okemo, and 30 min to the VT State Fair, this private studio with 1 queen bed is the perfect landing spot.

Upscale Luxury Mountain Escape-Magic Happens

Welcome to Your Luxury Mountain Retreat We’re thrilled to host you in our cozy, newly renovated mountain home—where rustic charm meets modern luxury. Thoughtfully designed with warm, contemporary décor, the space features breathtaking mountain views, a spacious fireplace, and spa-inspired bathrooms complete with two saunas. Enjoy days of hiking scenic trails, taking in the fall foliage, or skiing at Sugarbush or Killington (just 40 minutes away), before returning to your private oasis.

Long Trail Suite | 10 Mins to Mountains | Foliage

Welcome to the Long Trail Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount and The Bridgewater Inn is where your Central Vermont escape begins. Discover year-round fun from hiking, golfing, mountain biking, leaf peeping, skiing, and more. Just 5 minutes to Woodstock, 10 minutes to the Killington Skyeship Base Lodge, 15 minutes to GMHA, 25 minutes to Okemo, and 30 min to the VT State Fair, this private studio with 1 queen bed is the perfect landing spot.

Lake House near Ludlow/Okemo and Killington

A Vermont lake house in the heart of spectacular Okemo Mountain Valley (6Miles to Jackson Gore Resort). Located high in the Green Mountains of Central Vermont, "Hearthside" rests peacefully on the waters edge of one of the most beautiful lakes in the world, Lake Ninevah, which hides nearly 1 mile above sea level. “Hearthside” has a long history of providing peace and tranquility, incredibly breathtaking landscapes, beautiful wildlife and exciting adventures no matter what season it is.

Woodstock Suite | 10 Min to Mountains |A/C| Hiking

Welcome to the Woodstock Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount and The Bridgewater Inn is where your Central Vermont escape begins. Discover year-round fun from hiking, golfing, mountain biking, leaf peeping, skiing, and more. Just 5 minutes to Woodstock, 10 minutes to the Killington Skyeship Base Lodge, 15 minutes to GMHA, 25 minutes to Okemo, and 30 min to the VT State Fair, this private studio with 1 queen bed is the perfect landing spot.

1BR Mountainview | Balcony | Elevator | Firepit