Holiday houses in Dorset

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.

Value · Family · Checkout

Vermont cottage with water and mountain views

Welcome to our rustic, clean, cozy, quiet, dog friendly, comfortable guest cottage. The open floor plan allows for a bright and airy living space Chef's kitchen with new appliances Washer & Dryer Heat and A/C Rustic hardwood floors with area rugs Beds: 1 full, 2 twin, 1 extra twin downstairs Outdoor 2 person swing overlooking serene water views of Deming Pond and the mountain backdrop Adirondack chairs in yard Hiking, biking, alpine skiing, snowboarding, cross country skiing, snowshoeing

Location · Value · Accuracy

Dorset Hollow House

Nestled within the rolling hills of the enchanting Dorset Upper Hollow and tucked in on 8+ private acres, sits a charming renovated, antique post and beam barn. Hollow House has a stunning open floor plan graced with Palladian windows, which allow an abundance of natural light and majestic mountain views in all seasons. The private retreat includes four bedrooms, three full baths, recently renovated kitchen, office, family room with smart tv, ping pong, and games, hot tub and attached garage.

Location · Family · Comfort

Cozy Barn home w/ Mountain Views

Newly renovated cozy Vermont barn with views of Mount Equinox. This unique barn includes a full kitchen, bedroom, bath, smart TV, and wifi. Conveniently located 2.5mi to downtown Manchester and 3.7mi to the Dorset Town Green. Come hike, golf, ski, dine, shop, or take a stroll on the Manchester Rail Trail. 15min drive to Bromley and 25mins to Stratton. Relax with a cup of coffee or glass of wine on the deck while looking out at the mountains, or cozy up with a book by the electric fireplace.

Family · Value · Quiet

Edelweiss Cottage, Manchester VT

Welcome to Edelweiss, a beautiful guest cottage in Manchester Vermont. Our idyllic cottage is nestled into the hillside at the base of Mount Equinox. The two story cottage boasts a stunning stone fireplace and large windows overlooking the tiered landscape and Green Mountains in the distance. We are located minutes to Manchester viliage, shopping outlets, Equinox Resort, Hildene, and the Equinox Skyline drive. We are 20 minutes to Bromley and 35 minutes to Stratton and Magic Mountain.

Location · Value · Layout

Dorset Hollow Cottage

Cozy historic schoolhouse flooded with natural light located in the coveted Dorset Hollow. 2 bedrooms, 1 bathroom, high ceilings, terrace with babbling brook and mountain views, outdoor propane firepit and outdoor grill. Located 3 miles from Church Street in Dorset, 8 miles from Manchester Center, 23 miles from Stratton Mountain, 15 miles from Bromley Mountain, 8 Miles from Merck Forest and Farmland, 4 miles from the Dorset Quarry and 10 miles from Vermont Summer Festival.

Value · Family · Accuracy

Dorset, Vermont mountain retreat

Relax at this peaceful, private and welcoming Dorset condo with a fireplace and spacious deck with views of the mountains. Get away from the hustle and bustle of everyday life. Sit by the fireplace and read or enjoy mountain views from the deck. Grill outside or sit indoors at the country table with family and friends. Dorset and environs (Manchester, Bromley, Stratton, Arlington) offer a number of excellent restaurants, shopping, and sports.

Location · Decor · Sleep quality

Home in the Heart of Dorset Village

Nestled down a willow-lined drive this charming historic converted carriage house offers bucolic privacy in an ideal town setting. Unwind by the fireplace or out by the pond. Stroll to the bakery, general store, dinner and playhouse. The glory of the Northshire's hiking, farmers markets, skiing and swimming holes is within a scenic drive. The property borders the Dorset Field Club which offers groomed cross-country ski trails.

Family · Location · Skiing

Guest Suite in historic 1804 tavern, w/ Breakfast.

You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

Value · Location · Hospitality

Carriage House

This renovated carriage house is one block from Main Street in historic Manchester Center and a 5 minute walk to a variety of restaurants, shopping and outdoor activities. Historic Manchester Village is a 5 minute drive. Bromley is a 10 minute drive and Stratton is a 25 minute drive. Guest privacy is respected by the hosts, who live in the original farm house and can quickly address guest concerns.

Location · Family · Skiing

Glorious Mountain View in Dorset

Take it easy at this unique and tranquil getaway. Nestled in a valley between two mountain ridges and overlooking a meandering brook, this house is ideal for a summer vacation, weekend getaway, wedding accommodations or ski holiday in the winter. This property is administered by Marble House Project, an non-profit artist's residency, and income from the property goes to support the program.

Family · Location · Indoor spaces

White Doe Farm •Lovingly restored antique farmhome

Built circa 1860, our Rupert, VT farmhouse has been fully renovated for modern comfort while still retaining original rustic touches like original hardwood floors, a Rumford fireplace, and an antique wood-burning stove. We'd love to host your next family gathering, romantic getaway, or solo retreat! Minutes to Dorset, and Manchester. Micro-Wedding inquiries welcome!

Location · Family · Bathroom