Holiday rentals 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.

Newly Renovated Cottage

Newly renovated, separate cottage w/ blend of rustic and modern décor. 1 queen bd, 1 bth w/ extra outside shower! Full kitchen w/ range, full fridge, micro and toaster oven. Dining space, living rm, and reading nook. WIFI, Smart TV, A/C & heat. 7 min. bike ride or 12 min. walk to restaurants and sundries in Dorset village. Swim at Dorset quarry or hike/bike beautiful trails in area. 10 min drive to Manchester village shops, parks & restaurants. 17 min to ski Bromely mtn, 25 min to Stratton mtn.

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Bonnet St Barn

Keep it simple at the peaceful, cozy and centrally-located Bonnet St Barn. Conveniently located steps from Manchester’s landmark 'Northshire Bookstore', restaurants and delightful shopping. The apartment is on the main floor of the two-story barn and features a king-size bed, a smaller second bedroom with a twin bed, AC, high speed WiFi, TV and a full kitchen for relaxing mealtimes. Less than 30-minute drive to Bromley & Stratton ski areas. Enjoy the Green Mountains of southern Vermont!

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.

Vermont barn apartment

The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 4 friendly horses, entertaining chickens, mountain views and a host who cares about you. The farm is a quiet, private, peaceful place with 30 acres to roam, but still close to Dorset and Manchester. Fields, mountains and a pond are all here. Good for couples and solo travelers who want an amazingly beautiful setting. This listing is more than a rental... it's an entire farm. Powered by solar to help the planet!

Dorset, VT Cottage 2 miles to HITS Summer Fest

“Home Sweet Home” Enjoy your stay at our rustic, cozy, Vermont guest house. Open floor plan allows for a bright and airy living space Fully stocked kitchen with all your cooking needs Washer & Dryer Rustic hardwood floors with area rugs Sleeping arrangements - Full size bed, 2 twin beds, 1 extra twin bed in the entry room. Two person, warm weather, outdoor swing overlooking Deming Pond and the mountain backdrop. Skiing, snowboarding, cross country skiing and snowshoeing in the area.

Charming Vermont Retreat

Enjoy a beautiful summer from the comfort of a uniquely decorated, authentic Vermont home! Nestled in the charming village of East Dorset, we are located 10 min from downtown Manchester, 2 min from the Horse Show, and next door to the Wilson House. A short drive up the road will lead you to summer berry picking and Emerald Lake. Ideal for a relaxing getaway! Sleep in a comfy King Size bed, enjoy the small town charm, and prep coffee or simple meals in the kitchenette.

Charming Vermont Schoolhouse

Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.

The Nest at Birch Quarry

Our home is located mid-way between Dorset and Manchester VT. This mid 70's style home has been remodeled and updated. The rooms are tastefully decorated. New baths, a well appointed kitchen, large dining area, vaulted ceilings, large deck & marble patio w/ fire pit. Private setting surrounded by woods and quarry pond. The access is flat and off a paved road. 3 min to Dorset. 5 min to Manchester. 10 min to VT Horse Show. 15 min to Bromley. 25 min to Stratton.

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.

The Smithy Cottage at Consider Bardwell Farm

The historic “Smithy" at Consider Bardwell Farm is the original building used for blacksmithing by Consider Bardwell, himself, in the 1800s. Complete with brand-new, architect-designed kitchen and bathroom, wood-burning fireplace, and stone patio for outdoor grilling and dining, the Smithy is beautiful inside and out. Enjoy meeting our goats and all the local goodies and products that we can stock in your cottage.