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.

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. High speed Wi-Fi with a 1Gbps plan keeps you connected, whether for work or for play! Enjoy shared outdoor space with a fire pit and an easy home base for skiing, exploring, and relaxing together.

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.

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.

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!

Londonderry Retreat ~ 3 Mi to Lowell Lake!

Book an idyllic escape at this Londonderry vacation rental! Boasting beautiful surroundings and all the necessary comforts, this 4-bedroom, 2.5-bathroom home is ideal for nature lovers and winter sports enthusiasts alike. Hike the nearby trails amongst the fall foliage or ski at hotspots like Magic Mountain, Bromley Mountain, and Stratton Mountain. Then, retreat to the property and enjoy cocktails on the deck while listening to the water of the river or have a relaxing soak in the hot tub!

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!

Top guest favourite

Guest favourite

Londonderry Chalet w/ Deck, Fire Pit & Views!

Indulge in a blissful trip to the mountains at this timeless and elegant 3-bedroom, 2-bath log cabin. With a quiet-yet-convenient location just minutes from renowned ski resorts and picture-perfect state parks, this vacation rental affords easy access to the best of Southern Vermont in all seasons. After days spent skiing and snowboarding or hiking and leaf-peeping, come home to warm up by the wood-burning fire, inside or out. The quintessential New England getaway awaits!

Historic Mount Holly Vacation Rental

Plan the rustic family vacation of your dreams at this historic Mount Holly vacation rental. This 4-bedroom, 2.5-bathroom farmhouse makes the perfect place to call home while you’re adventuring through the wilderness of Vermont. No matter the season, you’ll have plenty to do, whether it’s skiing, hiking, boating, or leaf peeping during the area’s stunning fall season. When you return home, warm up around the fire or enjoy a cold drink outside in the warm summer air.