Holiday rentals in Dorset

Vermont cottage with water and mountain views

Welcome to our rustic, clean, cozy, quiet and comfortable guest cottage The open floor plan allows for a bright and airy living space Fully stocked chef's kitchen with new appliances Washer & Dryer 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 Hiking, biking, alpine skiing, snowboarding, cross country skiing, snowshoeing Fully air conditioned and dog friendly

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

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.

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 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.

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.

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.

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.

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.

Private Retreat Steps from Dorset Village Green

Private guest apartment in the heart of historic Dorset village. Spacious king bedroom with Hastens bed, leather reading chair, and ample closet space. Separate living room with comfortable, stylish seating, new TV and audio, lovely art and antiques. Kitchen area with counter dining space. Wood floors, lots of light and peaceful views to lawns and woodlands.