Vacation rentals with an accessible-height bed in Windsor County

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Top-rated accessible-height bed accommodations in Windsor County

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Top guest favourite

A cozy bed is adorned with an assortment of pillows in various colors, inviting relaxation. A tray on the bed holds a kettle, two mugs, and a small vase with greenery, while sunlight filters through curtains, illuminating the serene winter landscape outside.

Home in Mount Holly

4.92 out of 5 average rating, 153 reviews

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.

Home in Cavendish

4.74 out of 5 average rating, 53 reviews

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.

Guest favourite

Cabin in Andover

4.9 out of 5 average rating, 31 reviews

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!

Top guest favourite

Home in Ludlow

4.96 out of 5 average rating, 111 reviews

Ludlow Village/Okemo Shuttle - Oma K's Kottage

This house comfortably accommodates 8 people and boasts a large modern kitchen, additional dining area, cozy living room and attached garage. Walking distance to pubs, restaurants and shopping. Conveniently located in Ludlow Village, Oma K's Kottage offers premier winter skiing at Okemo Mountain Resort and access to nearby lakes and river water sports in summer. Whether it’s hiking, cycling, golf or fly-fishing, this ideal location has something for everyone. Come stay and play at Oma K’s.

Guest favourite

Private room in Mount Holly

4.94 out of 5 average rating, 64 reviews

Inn At The Trail

Enjoy your stay in a renovated home built in 1910. Located a short walk from the Healdville hiking trail. A 4 minute drive to Okemo Mt. where you can Ski in Winter and enjoy free concerts in Summer. Heavy Traffic to and from Okemo is in opposite direction. Fall colors are in abundance and can be seen from the windows in your room or viewed from our backyard swing. The neighboring town of Ludlow has a variety of restaurants for your dining pleasure. The Fox Run Golf Club 5 mins. away.

Top guest favourite

Home in Rochester

4.99 out of 5 average rating, 97 reviews

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.

The exterior of the historic Bridgewater House showcases a large backyard with a communal fire pit surrounded by Adirondack chairs. Lush green grass is present, along with trees in the background. A two-story white building with a spacious porch is visible, enhancing the inviting outdoor space.

Home in Bridgewater

4.9 out of 5 average rating, 60 reviews

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.

A spacious backyard features a fire pit surrounded by four white Adirondack chairs. A large, two-story building with a covered porch and staircase is situated in the background, framed by lush greenery. Blue skies with scattered clouds complete the serene setting.

Apartment in Bridgewater

4.82 out of 5 average rating, 85 reviews

Vermont Suite | 10 Min to Woodstock & Killington

Stay close to skiing, dining, and Vermont charm at the Woodstock Suite, a private studio suite just 10 minutes from Killington Skyeship Base Lodge and 5 minutes from downtown Woodstock. Ideal for couples or solo travelers, this cozy retreat features a queen bed, renovated bath, fast WiFi, self check-in, and shared outdoor spaces. A simple, well-located home base for ski days and weekend getaways.