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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.

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.

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.

Upper Valley Retreat on 15 Acres Near Dartmouth

Dog-Friendly Getaway | On-Site Hiking Trail | Front Porch Seating | Large Backyard Space Room to roam defines this Plainfield vacation rental on 15 wooded acres in the Upper Valley. Follow the on-site trail, gather on the front porch, or head out for Frenches Ledges, Dartmouth College, Hanover shops, and the Path of Life Sculpture Garden. When spring-through-fall calendars open, claim a New England stay built for family visits, campus trips, and easy days outside with your dog in tow.

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.

Riverfront Home w/ Hot Tub Near Killington Resort

Secluded 5-Acre Property | 885’ Private Riverfront | 2 Mi to Killington Skyeship Base Lodge Immerse yourself in scenic Vermont at this Bridgewater vacation rental! Situated on a private acreage on the Ottauquechee Riverfront, this 4-bedroom, 2-bath home boasts an unbeatable location near alpine adventures at Killington Resort. After hiking or skiing, come home to dinner fresh off the grill, stories and s’mores around the fire pit, and cozy nights by the wood-burning stove. Book now!

Inviting Vermont Home On Mount Ascutney!

Whether you're bundling up for alpine adventures or unwinding in style, this freshly updated 3-bed, 2-bath Windsor retreat offers you the perfect blend of comfort and charm. Set just a short walk from Mount Ascutney, the vacation rental invites you to explore skiing, tubing, hiking, and biking. In autumn, view Vermont’s spectacular foliage or visit one of the region’s famous sugar houses. Inside the house, enjoy cooking in the renovated kitchen or cozying up by the fireplace!

Weston Vacation Rental - Close to Ski Resorts!

Private Fire Pit Surrounded by world-class ski resorts and scenic hiking trails, this 3-bedroom, 1-bath vacation rental invites you to explore the best of Vermont with ease. Shred the slopes at Okemo Mountain Resort, fish at Lowell Lake State Park, or sightsee at the beautiful Lye Brook Falls. After a long day of outdoor activity, you'll love cozying up by the private fire pit and recounting the day's adventures with loved ones.

Large Killington Area Home | Sleeps 7 | Game Room

Welcome to the historic Bridgewater House, a spacious 3-bedroom, 3-bath home near Killington, Woodstock, and Quechee. Perfect for families or groups, this 2,000 sq ft retreat features two king en-suites, a kid-friendly bedroom, gas fireplaces, and a full game room with ping pong, foosball, and Pac-Man. Enjoy shared outdoor space with a fire pit and an easy home base for skiing, exploring, and relaxing together.