Holiday rentals with a patio in Bennington County

Cozy Condo Getaway

Charming condo a short drive from Bromley with an abundance of attractions nearby. After a day on the slopes, refuel with delicious food from Dorset Bakery or Inn before you cozy up by the fireplace. During the summer, enjoy the back patio with outdoor seating and grill. Shop at the Manchester Outlet Center, restock at the Dorset Farmers Market or HN Williams General Store. Explore nature on the Owls Head trail. Enjoy events like the Vermont Summer Equestrian Event & the Dorset Theatre Festival.

Enjoy Fall & Experience Beautiful Changing Colors

Nestled on a private 5 acres lot on the border of NY and Vermont this home is just perfect. Just 30-60 minutes from several ski areas. This charming home has everything you need to relax and enjoy . The night sky perfect for stargazing. Have morning coffee on the deck and watch as deer wander in the fields or the cows across the meadow. Enjoy a quiet evening by the fire after a long day on the slopes or soak in the oversize soaking tub! Stroller, changing table and a pack-n-play included.

Stratton Spa House with Man Cave

MANAGED BY A 5 STAR TEAM WITH MULTIPLE 5 STAR HOMES Perched on a babbling brook this 4700 square ft. contemporary has all your needs covered. Smart tech, 3 fireplaces, man cave, streaming entertainment, home theater, spa suite, hot tub, sauna, pool table, darts, poker room, dueling xbox room, giant master suite, big guest suite with wood burning stove, large dining table, fully equipped kitchen, Keurig, screened porch, 3 private acres, sun deck, bbq, 1/4m walk to water falls and swimming hole.

Modern river apartment near lake, hiking, golf #3

Kick back and relax in this calm, stylish apartment in a pretty poppin' town called Wilmington. A fun weekend could look like - Friday: grab groceries at Farmhouse market (6 mins), check in, prep a meal in a full kitchen - Saturday: rent a boat at High Country Marine on Lake Whitingham (11 mins) or bring your own. Come back in the evening to a cosy fire, board games, or movie - Sunday: check out, grab breakfast at Dot's (8 mins) and burn it off with a hike in any of the nearby trails

Valley View Villa - Modern Farmhouse W/ Hot Tub

Large, cozy modern farmhouse - this vacation rental has it all! Our farmhouse is a perfect retreat for couples, families, or groups of friends looking for a relaxing getaway. Enjoy the tranquil surroundings, explore nearby hiking trails, or simply relax in the hot tub and take in the breathtaking views of the surrounding mountains. The cabin boasts modern amenities while maintaining its cozy, rustic charm. With a stocked fishing pond on-site and the ski slopes just a short drive away.

Mountain Chalet: Brook-Hot Tub-Firepit-Mins to Ski

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best cuisine VT has to offer.

Minutes from Vt. Summer Festival and Ski slops

Your family will be close to everything when you stay at this centrally-located house. Enjoy breathtaking mountain views in this comfortable 3-bedroom, 2-bath with a beautiful deck, outdoor dining , patio furniture set, and a propane grill, the perfect setting for barbequing or having a cup of coffee. There are a number of ski resorts close by. We provide our guests with the best available wifi that’s well-suited for working, gaming, and live streaming.

Private Tree Farm Cabin

Newly renovated cabin located privately on 100 acre tree farm. Located within 20 miles from three ski resorts, a short drive to Battenkill River, Manchester Outlets and just a 10 minute drive to VAST trails/ National Forrest. Come and stay for a ski trip, hiking, foliage viewing or to relax on the property with access to walk or snow shoe through our trails of Christmas Trees. We hope you enjoy this property as much as we do!

The Castle

This unique home has a style all its own! Completely renovated in 2017, we welcome you to our comfortable and homey space. Centrally nestled between Mount Snow and Stratton mountains with plenty of things to do! Located on an acre of property, backed by unbuildable land behind it, which lends itself to a very private, open setting. Grout Pond and other swimming holes within miles. It is a special retreat!