Charming Vacation Rentals in Dorset, VT

Barrows House features air-conditioned accommodations in Dorset. Among the facilities at this property are a concierge service and bicycle parking, along with free Wifi throughout the property. There's a restaurant serving American cuisine, free private parking, and an electric vehicle charging station. At the bed and breakfast, units include a wardrobe, a flat-screen TV, a private bathroom, bed linen, and towels. Rooms include a pool with a view. The rooms are equipped with heating facilities. Breakfast is available, and includes American, vegetarian and vegan options. There is an on-site bar. You can play tennis at the bed and breakfast, and the area is popular for canoeing and hiking. Skiing, cycling, and fishing are possible within the area, and Barrows House offers ski storage space. Stratton Mountain is 20 miles from the accommodation, while Mount Equinox is 8.1 miles from the property. Rutland State Airport is 27 miles away.

- "Lovely lodging in idilic Vermo t" - "I would highly recommend it for anyone looking for that Vermont getaway." - "We loved it so much we will return!" - "Great place to stay with dining on site" - "Centrally located in Dorset, Barrows House is a wonderful historic inn for your visit to the area."

Located in the coveted Dorset Hollow. Renovated schoolhouse with high ceilings in the living, dining and guest room areas. Cozy master bedroom. The master and guest rooms have views of the babbling brook and patio area. Both bedrooms have window blinds. The cottage has mountain views with a popular 5 mile door to door loop walk which includes the Lower Hollow and the Upper Hollow. Turn left out the front door and return from the right, just follow the country gravel road and keep left or visa versa.

- "This cottage was everything we expected. It was very clean, dog friendly, well equipped with everything we needed for a four day weekend. Would be lovely in the Spring or Summer to sit outside and just listen to the stream running thru the back and side of the cottage. Even though it poured all weekend, it was the peace and quiet we needed. We opted to stay another day and communication with Rebecca was top notch. We would not hesitate to stay here again with our dog Cooper. Thanks for a great stay Rebecca and the goodies you left us. "

The Dorset Inn in Dorset provides accommodations with a garden, a tennis court, and a bar. This 4-star bed and breakfast offers pool with a view. Free Wifi is available throughout the property, as well as a terrace and a restaurant. The property also offers accommodation for disabled guests. Some units are air conditioned and include a seating area with a flat-screen TV. At the bed and breakfast, units have a private bathroom. Stratton Mountain is 20 miles from the bed and breakfast, while Mount Equinox is 8.4 miles from the property. Rutland State Airport is 28 miles away.

- "Great experience for my family." - "Wonderful inn" - "Elegant" - "Great all around"

A Home Away from Home . Welcome to our serene property , a home away from home where nature’s beauty surrounds you . Whether you’re here for a quiet retreat or an adventure-filled vacation, your stay here is sure to be memorable. Only minutes away from the Dorset Quarry, Manchester Center ,Emerald Lake, and Historic Hildene. Many of our guests describe their stay as feeling like “coming home ,”with a sense of belonging and peace .Please note that the host lives on-site nearby in case you should need anything .Outdoor Activities Abound . Enjoy all the things Vermont is known for : beautiful creeks , woods, and picturesque sights and sounds . There are plenty of outdoor activities to take advantage of such as kayaking,boating,swimming,and hiking . In the winter, nearby ski resorts provide ample opportunities for skiing , cross country skiing , snow shoeing and snowboarding. Check out our guesthouse binder which includes all of these local recommendations. We look forward to welcoming you to our tranquil retreat , where the Vermont mountains will make you feel a deep connection to everyone and every living thing .

- "We loved the red cottage! Our hosts were kind and welcoming. The beds were comfortable, the shower was great, the kitchen was well-stocked. We enjoyed the lawn, the hiking trails right out back & the campfire! The location was perfect for enjoying the whole area. Thank you for a lovely stay, Lauren & Jim! " - "Hosts were located on the property and were lovely. Very responsive and experts in the hidden gems of Southern Vermont. We felt like we were in excellent care."

Timberbrook offers accommodations in Dorset, 18 miles from Stratton Mountain and 30 miles from Bennington Battle Monument. The vacation home has access to a restaurant. Bennington Museum is 29 miles away and Southern Vermont College is 31 miles from the vacation home. The vacation home features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are provided in the vacation home. There's also a seating area and a fireplace. Guests at Timberbrook will be able to enjoy activities in and around Dorset, like skiing and cycling. Mount Equinox is 6.2 miles from the accommodation, while Bennington College is 28 miles away. Rutland State Airport is 25 miles from the property.

Spa • Guest Services • Security/Safety • Wellness Facilities • Restaurant • Sports/Activities • Fireplace/Heating • Barbecue/Outdoor Cooking • Child Friendly • Pet Friendly • Laundry • Skiing

Summary:
Nestled on 12 acres with stunning mountain views, this serene escape, named Green Haven, offers a deeply rooted connection to its setting. Once a thriving apple orchard, the property now serves as a private, luxurious sanctuary near the charming towns of Dorset and Manchester. This 5-bedroom, 4-bathroom residence is thoughtfully curated for a seamless experience in every season, blending rustic tranquility with sophisticated design for families and friends seeking presence and connection.

The Space:
The home’s interiors are shaped by natural light and honest textures, creating an elegant yet cozy atmosphere. A fully equipped kitchen, a living room with a fireplace, and a variety of entertaining spaces, including a pool table and ping pong table, ensure comfort and ease. Outdoors, a firepit provides a perfect gathering spot to embrace the quiet landscape, while a quiet road leads up to Owls Head Mountain, inviting exploration. Green Haven is an ideal retreat for those who seek to immerse themselves in Vermont’s natural beauty and local charm.

Preparing your holiday feast? You will find more kitchenware in the white pantry on the first floor, and additional plates/dishes in the white cabinetry below the TV.

This home shares a quiet 12-acre estate with a nearby guest cottage. Want the whole property for your group? Reach out to learn about booking the full Green Haven Retreat.

Guest Access:
Accessible with smart lock; no contact with host required.
You'll be able to access all living/sleeping areas aside from the north end of the house (everything shown in the pictures).

The Neighborhood:
Located in Dorset and just down the road from the shops and restaurants of Manchester, and 11 miles to Bromley and 22 miles to Stratton Mountain ski areas. Dorset is a four-season destination offering high-end dining, boutiques, year-round outdoor activities, swimming holes and hikes galore, and a vibrant arts and culture scene. Here’s just a brief selection of what’s available to you:

- 0.5 miles from H.N. Williams General Store, offering grocery staples, wine, coffee bar, wines, sandwich counter (don’t miss their breakfast sandwiches!), and gourmet food to-go. Great place to grab food for a picnic. It also hosts the Dorset Farmer’s Market on Sundays, one of the top-rated farmers markets in the area.

- 0.7 miles from the Dorset Quarry, a famous local swimming hole that was the source for the marble for the New York Public Library, the Met, and several Harvard buildings.

- Just down the road (~1 mile) from downtown Dorset, including the Barrows House, Dorset Union Store (homemade pies, sandwiches, to-go foods, wines, coffee, and local specialties), Dorset Inn, and the Dorset Playhouse.

- Just down the road (~8 minute drive) from downtown Manchester, including the Northshire Bookstore (don’t miss the third floor dedicated to children’s books and toys), and numerous restaurants, ice cream places, breakfast spots, groceries, and shops and boutiques. Historic Manchester also has a number of high-end restaurants.

- 15 min to Emerald Lake State Park, with hiking and swimming for the whole family. Kayaks are usually available to rent.

- 5 min from Peace Street, a local swimming hole and wading spot that is the perfect place to cool off on a hot day.

- 5 min from North Meadow Farm, a local source for cheese, raw milk, ice cream, and petting zoo for kids.

- Convenient to 3 ski resorts: Bromley (18 min), Stratton (30 min), Okemo (45 min).

Getting Around:
Vehicle is recommended. You will need AWD to get up driveway in the winter - plowing will occur when there is more than 3” in snow.

Other Things to Note:
Notes & Disclaimers:

We are on a septic system, which means nothing other than septic-safe TP can be flushed (no sanitary products, flushable wipes, etc.).

The property is equipped with a doorbell camera at the front entrance and an additional camera inside the detached garage, which is used to confirm trash pick-ups on Wednesdays.

Wildlife: This is a home in a rural part of the country. You may see wildlife including deer, coyotes, foxes, and bears. Please be mindful of your surroundings and leaving out food and trash.

Weather: In the winter, there will be snow, ice, and occasional snowstorms. We recommend driving a vehicle with AWD or 4WD. Please drive with caution and be prepared with regards to the ability of your vehicle to drive in the snow. Tip: During winter and rainy weather, we ask that everyone enter through the side door on the lower level, as we do not have a space for coats/shoes on the upper level.

Power & Internet: This is a rural part of the country. You may lose power or internet during inclement weather. We do not issue refunds for loss of power or internet out of our control.

Air conditioning: The main floor has central air. AC availability is seasonal and depending on weather (late spring and summer). Heating is also seasonal, and depending on weather, available during the cold seasons (autumn-winter). Please do not leave doors or windows open when running the AC; this causes water to accumulate in the HVAC system and will very quickly cause ceiling leaks.

Pets: Your pups are welcome! There’s a one-time, non-refundable fee of $150 plus tax for one dog, and $50 plus tax for each additional. We kindly ask that dogs stay leashed outdoors and that owners clean up after them. Please note: we can only accommodate small dogs up to 30 lbs. Planning to bring a bigger pup? Just reach out before booking so we can check with the homeowner. Any pet-related damages may result in additional charges.

Absolutely no smoking, vaping, or use of marijuana products. Use of these products will result in an additional $1500 cleaning fee.

Cancellation Policy: We cannot make any exceptions to our cancellation policy. Please consider traveler’s insurance.

Interaction with Guests:
No interaction with host required; available on chat service.

- "This was a last minute booking as our original booking was canceled. It has been a very positive experience with communication, timely responses to questions, the property is immaculately clean, inviting with comfortable rooms. Kitchen well stocked and the outside property was beautiful. Unfortunately it rained so could not fully experience it. Definitely recommend " - "This property is amazing: the grounds, the gardens and of course an exceptional, well equipped house. The architecture, the views and the many bedrooms and bathrooms made it so comfortable for our group of nine. The kitchen is well organized and has every convenience for cooking in."

Dorset Ridge is located in Dorset, just 18 miles from Stratton Mountain and 6.5 miles from Mount Equinox. This vacation home offers accommodations with a terrace. Bennington College is 29 miles away and Bennington Museum is 30 miles from the vacation home. The vacation home features 6 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Rutland State Airport is 26 miles from the property.

Fireplace/Heating • Guest Services • Sports/Activities • Laundry • Barbecue/Outdoor Cooking • Child Friendly • Security/Safety

Travel back in time to the picturesque, quaint villages and outdoor beauty of the Green Mountains in this sprawling Vermont vacation home! You will enjoy all the comforts of home and more as you awaken every morning from a deep and restful country sleep, gaze through the French doors at the beautiful misty mountains, and brew a cup of steaming French Roast coffee to enjoy on the balcony in your bathrobe.

Maybe you don't even need to leave the house today after all. You can wander between our 3 living rooms, Great Room and Sun Room, trying to decide which one has the coziest spot for curling up with your coffee. Or maybe you'd rather decide which of our 3 decks and patios has the sunniest spot. Or you could wander up the back yard to the pond, relax in an Adirondack chair and watch the fish jump. But if all this fresh air has you feeling like a kid again, head for the tree swing in our big, gorgeous maple, or take a shady nap in our hammock. You can hardly tear yourself away, but there are so many wonderful things to explore in Dorset and Manchester!

Dorset is a most charming, quaint location in every season. In the early spring you can enjoy visiting a real maple syrup 'sugar shack' to see how Vermont maple syrup is made, and by late April and May, our gardens are bursting with color. In summertime, you must pack a picnic lunch and head to the local favorite swimming spot, the Dorset marble quarry, and join the locals in a time-honored tradition of jumping off the ledges. The endless nearby hiking trails beckon to be explored. In the fall, our stately maple trees in the front yard, and the surrounding mountain sides are breath-takingly ablaze with color, and in winter you must skate on our pond, sled down our hill and take a romantic horse-drawn sleigh ride nearby! Downhill skiing, cross-country skiing and snow mobiling are just 15 minutes away, and there's a great ice skating rink just 7 minutes away. Any time of year, exploring the 100-year old covered bridges and meandering down the back roads through the adorable, quaint towns is a cherished favorite pastime. All of these activities and more await you at Owlswood!

Charming shops, bakery cafes and general stores are 3 minutes away on Dorset Green, and 7 minutes away in Manchester Center, not to mention the highly-acclaimed Southern Vermont Art Center, the historic Hildene House (former home of Robert Todd Lincoln) and the famous Vermont Country store. There are many local activities all year round, including the Manchester Summer Horse Festival, the water slide park at Bromley Ski Resort, art fairs, Sunday farmers' markets, outlet shopping, golf, fly-fishing, canoeing, horse-back riding, and don't forget incredible hiking, just minutes away.

When you return home from exploring, enjoy an outdoor game of badminton or volleyball in our dedicated court, all set up and ready to play! We also provide a nice wooden corn hole set, bocce ball and croquet sets, as well as a football, soccer ball, baseball mitts & balls, and frisbees to use in our huge front and back yards. You can even swim in our pond, or row the 3-person raft around! But there's nothing like just relaxing at the picnic table while you throw in a line for some catch-and-release fishing, or taking a lazy summer nap in the our incredibly comfortable hammock under the shady maple tree on a summer's afternoon...heavenly. We even have several fun trails on our property, such as the Pond Loop Trail, and the Bird House Trail. Great for walking your dog right at the house!

Once it's time to head indoors, start the evening by lighting a wood fire in the huge stone fireplace in the Great Room and playing some board games or starting a puzzle (we have lots!). Our brand-new, incredibly comfortable sectional sofa with a chaise lounge is the perfect spot to curl up with a good book, or snuggle up to watch a little TV or movie you've been meaning to see on our new QLED 55" high-def, flat screen Smart TV, with Blu-Ray player. We also have another 42" SmartTV all set up in the lower living room area with a Wii video gaming system, and 25+ games from which to choose, including Guitar Hero.

We have high-speed wireless internet, and you'll especially love our Sonos music system, on which you can play just about any song ever recorded at the touch of a button! We even have blue tooth speakers outdoors by the hot tub, too. There is a house phone with unlimited long-distance calling, and a USB printer for your use, as well.

For dinner your first night, why not bake a delicious home-made Chicken Pot Pie from historic Dorset Union General store on Dorset Green? But be sure to venture out for a great meal at one of the many award-winning restaurants close by. Dorset and Manchester are renowned for their incredible chef-owned restaurants, and farm-to-table cuisine. You could spend years trying all the amazing restaurants within a 10-minutes radius of Owlswood! It's also fun to create your own farm-to-table experience, using fresh produce from local Dutton Farms (the kids will adore seeing their cute farm animals, too). So bring your favorite recipes from home and cook up a feast in our very well-appointed kitchen with a nice breakfast bar, then gather everyone in the formal dining room for a cozy fireside meal. After dinner it's time to relax and watch the sunset over the mountains in our very private 7 person jetted hot tub, or roast marshmallows around the outdoor bonfire pit while gazing at the incredible Milky Way. We even provide the firewood!

Our little hamlet of Dorset, Vermont is located in the Southwest corner of the state, in the heart of the Green Mountains, only 4 hours drive from New York City and 3 hours from Boston. If you fly in, Albany, New York is the closest major airport, and Dorset is 1:15 minutes northeast by car. Burlington, Vermont is 2 hours north of us, and Manchester, New Hampshire is about 2:30 minutes east of us. We know you'll fall in love with Dorset just as we did. We can't wait to have you as our guests!

Keywords: Sprawling House with Stone Fireplace

- "What an amazing property, and location! Beautifully situated on a slight hill, nestled up against a tree line, with stunning views out of the living room windows! Everyone in my family had a terrific time, and the pond was an enormous hit with my grandsons, and pup! This house is fully stocked for outdoor, as well as indoor fun! Hot tub and SONOS, what is not to love! We will be back, thank you so much Suzanne!!" - "Our extended family of 7 adults and 3 kids under 7 enjoyed this property for a week. Even when it rained, we went outside and played in the pond and the stream. There is so much to do on the property, that you don't need to look for other activities. We played badmitton, slept in the hammock, pushed kids on the tree swing, had a bonfire and swam in the pond! The kitchen was incredibly well stocked with loads of dishes, glassware, pots, pans, crockpot and lots of spices. We appreciated all of the decorative touches with owls and pinapples. We have already booked for the same week next year! Communication with the owner was excellent!"

The Red Silo offers accommodations in Dorset, 18 miles from Stratton Mountain and 30 miles from Bennington Battle Monument. The apartment has access to a restaurant. Bennington Museum is 30 miles from the apartment and Emerald Lake State Park is 9 miles away. The apartment includes 2 bedrooms, 1 bathroom with a walk-in shower, a seating area, and a fully equipped kitchen with an oven. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance. Guests at The Red Silo will be able to enjoy activities in and around Dorset, like skiing. A children's playground is also available for guests at the accommodation. Mount Equinox is 6.6 miles from The Red Silo, while Bennington College is 29 miles from the property. Rutland State Airport is 27 miles away.

Restaurant • Skiing • Fireplace/Heating • Guest Services • Child Friendly • Sports/Activities • Security/Safety

After renting places at the Jersey Shore and OBX, where the kitchen, and, the contents of the kitchen, seemed like a complete after thought, we decided to set up our kitchen properly. We like to cook and entertain, and the kitchen reflects our lifestyle. New white dishes & serving platters. New utensils, cutlery, pots & pans, coffee maker, French press, toaster over, blender, tea kettle, storage containers and kitchen tools. We stocked the cabinets with proper wineglasses, martini glasses, champagne flutes and craft beer glassware.

Our kitchen will be stocked with coffee, coffee filters, tea, olive oil, vinegar(s), spices. Foil, plastic wrap, baggies, trash bags are all provided.

Paper towels, toilet paper, cleaning supplies, dishwasher detergent, laundry detergent, mop, dustpan, broom, vacuum and a dust-buster are provided.

Our comfortable family room has the only TV on property. It is a 55 inch 'smart TV'.

COVID19 SANITATION: I have invested in a sanitation system, which is used by my cleaning crew, between every checkout and arrival. I saw it being used by my dentist in his office, after each patient, and I made the investment.
How does it work? Simple tap water, Kosher salt and vinegar are placed into the "water electrolizier" vessel. It has two electrodes. In 10 minutes, the electrodes turn these household items into hypochlorous acid. (HOCI) The hypochlorous acid is poured into an industrial fogging machine. When plugged in, the fogger produces a spray, containing millions of micro droplets. We spray each room and all surfaces. When the droplets settle and begin to evaporate, they destroy the cell walls of bacteria, germs and viruses. This is 10 x more powerful than using bleach as a disinfectant, yet, it does not damage our household furnishings. It is even safe enough to be sprayed onto fruits and vegetables!! .

MUSIC: We also have a BLUE TOOTH "Marshall Amp" Stereo system. Play wireless music, from your cell phone, or attach the cord to your iPod.

Guest Access

You will be able to enjoy the entire home, and the surrounding grounds.

Interaction with Guests

I am available, by cell phone. I also have a friend who lives a few minutes away, in Dorset. He is acting as my 'caretaker', and, upon renting, you will be given his contact information.

The Neighborhood

Dorset is one of the most beautiful and quaint towns in all of Vermont. There is the Dorset Playhouse for theater. Excellent dining options are right in town,...The Barrows House, the Dorset Inn and Inn at West View Farm.

The Dorset Union Store (in town), H.N. Williams Store (along Rt 30 -north) offer plenty of choices for sandwiches, soups, homemade baked goods, take away meals. Beer and wine purchases, too. H.N. Williams is also a mini-department store. Stop in for an amazing experience and a trip back in time.

Right down the hill from our house, in walking distance, is a little farm stand, offering, during summer and fall, garden fresh produce, eggs and syrups. Our neighbors, just directly below our house, make their own delicious maple syrup, and it is for sale.

The Dorset Farmers Market operates on Sundays from 10am to 2pm. Fresh vegetables, cheeses, syrups, honey, baked goods, dairy products, eggs, assorted crafts and live music. Located on Route 30, next to H.N. Williams. In winter, the farmers market moves inside the J.K. Adams Kitchen Store.

We are only 1 mile from the Dorset quarry, which is one of the states most famous swimming holes!

We are located close to Manchester ( 5 minute ride). Manchester offers a wide variety of dining options, galleries and plenty of outlet shops, and it is the home of Orvis!

Emerald Lake State Park is close by, for fishing and swimming. Non-motorized water craft can be rented, at the park. The world famous Battenkill River and Mettowee River are minutes away, offering some of the best trout fishing in Southern VT.

We are very close to Bromley, Magic and Stratton mountain for winter skiing, and summer fun. The Long Trail and Appalachian Trail cross along Route 30, near Peru / Bromley area, for easy access to a day hike! Within a 1 hour ride, you can ski at Okemo, Mt. Snow, Pico and Killington.

Getting Around

You will need your own transportation.

Other Things to Note

PELLET STOVE: The pellet stove is a very efficient source of heat during the winter. Use it as your main source of heat, with electric base board heat as back-up. It is easy to start, and directions are provided. The fireplace area has a nook, and it will be filled with six bags of pellets. Additional bags are stored in the outside shed.

PLOWING: The driveway and parking area will be plowed, during and after snow storms. You may be asked to move cars, to maximize the area to be plowed.

SKI RACK: Skis must be kept outside, on the ski rack.

CELL PHONE / WIFI: Verizon has a tower in East Dorset, and reception is spotty. However, I have added a Verizon 'mini' tower, in the family room, to boost the signal, and it works great in the house and on the deck area. You must dial #48 to connect to the mini tower. AT&T has a tower close by, and reception is good. WIFI is available, and the code is in the house manual, provided. It works throughout the house.

CHECK IN / CHECK OUT: "Self-Check In" anywhere between 12:00 noon and 9:00pm. Check out by 11:00am.

- "Our property was absolutely terrific! And it was just as described on the site and BEAUTIFULLY decorated! And like old times! All linens bedding bath towels! All included in our stay! PLUS tons of extras! Coffee, spices, paper products, tons of dishes silverware and glassware! And all beautifully arranged and labeled for easy to put away dishwashings! Just a PERFECT home away from home! Thank you SO MUCH to Phil and Gwenn! 👍👍👍👍👍👍👍👍👍👍👍👍👍👍 ❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️ ❤️"

Charming Dorset Farmhouse offers accommodations in Dorset, 18 miles from Stratton Mountain and 29 miles from Bennington Battle Monument. The vacation home has access to a restaurant. Mount Equinox is 5.8 miles from the vacation home and Bennington College is 28 miles away. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are offered in the vacation home. There's also a seating area and a fireplace. Guests at Charming Dorset Farmhouse will be able to enjoy activities in and around Dorset, like skiing. A children's playground is also available for guests at the accommodation. Bennington Museum is 29 miles from Charming Dorset Farmhouse, while Southern Vermont College is 31 miles from the property. Rutland State Airport is 25 miles away.

Guest Services • Skiing • Laundry • Pet Friendly • Sports/Activities • Child Friendly • Fireplace/Heating • Restaurant • Barbecue/Outdoor Cooking • Security/Safety

We are the owners and caretakers of this pet-friendly cozy cottage in the heart of Dorset, Vermont, and we take a lot of pride in offering a super clean, super cozy, and welcoming space for getaways to our beautiful state. The cottage is just steps to Dorset shops, inns and bakery, and minutes to Manchester Center for shopping, dining, and local attractions. Gather around the gas fireplace, enjoy Meadow and mountain views and relax in country style! Cottage features a master bedroom with queen bed and ensuite full bath, and a guest bedroom with queen bed and ensuite half bath, fully equipped eat-in kitchen and off-street parking. Pets must be crated if left alone in the house; crates can be provided. There are so many wonderful things to do in Southern Vermont in every season! In summer hike the many trails throughout the lush Green Mountains; take a plunge at the historic Dorset Quarry; go trailriding with experienced guides at Chipman Stables; canoe the Battenkill River; experience the thrills of Bromley Mountain's alpine slide and ropes course; take in a concert or see the lastest exhibits at the Southern Vermont Arts Center; experience world-class plays at the Dorset Playhouse; and enjoy the many delicious dining options in Dorset and surrounding towns. Winter brings skiing at any of the many resorts near by and charming holiday decorations in Dorset and Manchester. Fall is foliage time, when the colors blaze spectacularly across the forests! And Spring is...well, it's mud season! But also, the flowers are starting to bloom, and baby animals arrive at the farms in the area. And you never know, you might get a last chance at some fantastic spring skiing! We hope you come visit!

- "We very much enjoyed our stay. The accommodations were very tasteful yet comfortable. We had everything we needed to cook a Thanksgiving meal for family and friends. Our dog enjoyed the deck and small fenced yard. The property was within walking distance of very nice shops and restaurants and only 5-6 miles to all of the shopping and activities in Manchester Center. We hope to have an opportunity to stay again. Thank you, Nicole!" - "My husband, labradoodle, and I stayed for 4 nights and loved the cottage. Nicole was super helpful, though not intrusive, and made us feel very, very welcome. I am occasionally in the Manchester VT area for work and would stay there again in a heartbeat!"

Featuring garden views, Private Apartment Steps from Dorset Village Green offers accommodation with a garden, around 14 km from Mount Equinox. The air-conditioned accommodation is 33 km from Stratton Mountain, and guests benefit from private parking available on site and free WiFi. This apartment is fitted with 1 bedroom, a kitchenette with a microwave and a fridge, a flat-screen TV, a seating area and 1 bathroom equipped with a shower. Towels and bed linen are featured. The nearest airport is Rutland State Airport, 49 km from the apartment.

Balcony/Terrace • Air Conditioner • Internet • Parking

Completely renovated 2 bedroom/1 bath guest house on a picturesque, private 18-acre property, nestled in the valley between the Taconic and Dorset Mountains in Dorset, Vermont.

The property is an ideal base from which to explore all that southern Vermont has to offer – access to an active arts, music and theatre scene in Dorset and Manchester; 7 miles from upscale shopping and resort activities in Manchester; an easy drive to the ski slopes at Stratton Mountain and Bromley; surrounded by hiking trails of all levels to enjoy all seasons, including during Vermont’s famous Fall foliage; and close to both family friendly and fine dining restaurants.

The property features a small orchard, walking paths around the flat, open, private land with 360 degree views of the Taconic and Dorset Mountains, and adjoins a town forest that features well-maintained walking trails down to the Mettawee River, one of Vermont’s best trout streams. Clear nights feature incredible sunsets and spectacular star-gazing.

The air-conditioned guest house sleeps six with brand new furnishings and includes a master bedroom with a queen bed, second bedroom with 2 twin beds, great room with a fireplace, TV and a queen sofa bed and a full bathroom with a shower and soaking tub. Accommodations include a brand new, fully stocked full kitchen with a refrigerator, range and dishwasher, washer/dryer and wi-fi access. All linens are provided.

Guest house cleaned and sanitized following CDC guidelines with at least 24 hours between renters.

- "This is our second stay in the guest house and it’s always a family favorite. The access to the waking trails and river keep my kids busy and so happy. We had a quick water issue but Charissa was very responsive and we got it resolved." - "Such a cozy house - beautifully appointed, everything you could ever need was there. So cozy. Terrific communication with owner - would love to come back. Thanks for a great vacation! :)" - "Our second time staying at this beautiful home was even better than the first--it feels like home. Spacious, super comfortable, beautifully appointed. Convenient to skiing. Lovely views. The owners could not be more gracious and accommodating. I wish we could rent seasonsally - it's that great!"

In the center of beautiful Dorset lies this amazing seven-bedroom holiday house, ideal for your upcoming trip. As you arrive, you'll be greeted by the charming porch, inviting you to relax and soak in the peaceful surroundings. Step inside and discover a fully stocked kitchen, complete with a stove, oven, refrigerator, and all the necessary appliances to prepare delicious meals. Gather your loved ones around the dining table and enjoy quality time together.

When you're ready to unwind, head to the living room and cozy up on the comfortable furnishings. Enjoy the convenience of the in-home laundry facilities, with a washing machine and dryer at your disposal. For those seeking adventure, the property offers a game room with a pool table and ping pong table, as well as a stereo and DVD player for entertainment.

Venture outside and explore the nearby attractions, including the Golf Club at Equinox, Equinox Preservation Trust, and Hildene, all within a short drive. Back at the property, take advantage of the outdoor fire pit and play area, perfect for creating lasting memories with family and friends. With free WiFi, heating, and access to the fitness room, this vacation home has everything you need for a truly memorable stay.

- "Our property was close to the horse show grounds as well as dinner spots, grocery stores, and shopping. This house was AMAZING! It had everything we needed and more for sleeping, cooking, and relaxing. We needed a place to stay for the time we spent showing at VSF, which is less than 2 miles from the property. Making it extremely convenient to get to the barn early in the mornings and get back to do night check. This house is spacious and can accommodate a very large number of people. If your cooking theres an abundance of everything youll need! The basement is great, with a pool table, that converts to a ping pong table, and theres laundry facilities! Each room has window fans and plenty of blankets. The living room area is also great to spread out in. Theres a grill on the porch that is awesome, and plenty of parking! The property is really cool, like a super old huge farm house, thats been updated with fresh paint, modern lighting, pretty tile floors in the kitchen, but still has the old world charm. It was perfect! Our hosts were easy to communicate with and everything was wonderful. All of us enjoyed our stay at the property."

Close to Beautiful Manchester Center, Vermont.
The apartment is located on 33 private acres next to a babbling brook that spills into the nearby Metawee River. Located in exclusive Dorset Hollow and only 20 minutes from Manchester center, which is a bustling town with many restaurants and retail shopping outlets. Construction style is a Vintage-Adirondack glass and timber frame with lots of windows and an elevated deck looking out on to the brook. The apartment sits at the end of a well-maintained meandering country dirt road. The apartment has a modern wood burning insert, Smart TV, highspeed Fiber Optic WI-FI, compact washer/dryer, dishwasher, microwave, and modern bathroom with spacious tile shower. Nestle in front of the fireplace during winter or sit out on the elevated deck in summer and enjoy the wood burning outdoor Chiminea and enjoy sounds of the babbling brook the hoot owls, and enjoy beautiful sunsets and starry nights. Hike, walk or bike on nearly isolated dirt roads in "The Hollow" Escape to the serene and picturesque beauty of Vermont with this short-term rental located in the pristine countryside. Experience the tranquility of the Vermont lifestyle with a convenient location.

The apartment has a queen bed and twin bed, and is ideal for a romantic getaway for couples or 2 friends looking for a quick Vermont get away. There are also plenty of fishing, golf and skiing or snowboarding opportunities nearby. There are also nearby swimming opportunities at the famous Dorset Quarry or Emerald Lake state park. We do allow well behaved pets and we are pet friendly, and are dog owners. We do ask, as a house rule, that pets be kept off beds and furniture because of cleaning issues. No pet cats are allowed. There is a one-time pet fee for dogs of $75 per pet per stay that should be paid at the time of booking.

- "We adored this place! Such a peaceful getaway while still close to town. We (stupidly) did not save the access instructions which was only an issue as there is no cell service while there. Thankfully I was able to pull up the email anyways but just a heads up for those visiting! Would 110% come back!" - "Near the end of the road (and well off of it) and at the base of Dorset Peak, this studio was an excellent spot for a quiet getaway. The main house is within view, but only as much as an average neighbor would be. It's one room, but it's above a three+ stall garage and PLENTY big enough for a full kitchen, dining table, two large beds, a wood burning fireplace and sitting area. The last three miles to the house have breathtaking views of the surrounding mountains and valleys. It's 10 minutes to the main road, but right there is a GREAT bakery/breakfast restaurant. Manchester is near enough for dinner, shopping, etc if you don't find something you like in Dorset. The place was clean and stocked and the owner was communicative and helpful. We'd go back and would recommend it for others."

Experience the beauty of Vermont's Green Mountains with a bird's eye view of the Taconic Valley from this fabulous home situated in Dorset in close proximity to major ski resorts. This modern well-appointed home is located conveniently in Dorset on a wooded hillside between Route 7 and Route 30 nearby the Horse Show grounds, Stratton, Bromley and nearby Manchester. You'll find retail and culinary options as well. Year-round outdoor activities including fly fishing and hiking in warmer seasons.

Two streams of soul soothing spring water flow from either side of the property. The modern open floor plan layout provides a unique sensory experience. Thoughtful natural landscaping compliments your Vermont experience with a great venue for outdoor gatherings year-round. There is an in-ground pool (summer), Bocce-ball (summer), fire pit and hot tub (year-round) gravel path surroundings.

The floor plan with its contemporary amenities includes a large mud room for skis, boards, boots and gear. There is a large eat in kitchen and dining area. There is also a walkout balcony off of kitchen that one can enjoy the sweeping panoramic views. You will also enjoy a wood stove with a built-in pizza oven.

Passive solar system with giant self-adjusting louvered sky lights allow sunlight to flood the kitchen and living area.

Main floor
---------------
- Master bedroom with King bed and En-suite, TV and outdoor access which leads to hot tub, pool and
the fire-pit.

- 2nd bedroom has a Queen bed and also offers brilliant views of the Taconic Mountains to the
southwest. There is also entry to the 2nd bathroom.

-Contemporary kitchen with all new, high-end appliances for effortless cooking and entertaining

Lower Level
------------------
- Full modern bathroom
- 3rd bedroom with Queen sized bed and trundle
- 4th bedroom with Queen bed

Large windows in both bedrooms and living area with Smart TV and a wood stove. Access to stone terrace and gravel pathway leads to the large Hot Tub and swimming pool.

- Laundry room with modern washer and dryer

- Unwind in a peaceful oasis in the heart of Vermont and bask in the serene ambiance of this exceptional property

Guest access is to the entire property.

Dorset is a small town located in southern Vermont, known for its picturesque natural beauty, quaint New England charm, and historic landmarks. The town is situated in the foothills of the Taconic Mountains, with scenic views of rolling hills, meadows, and forests.

The town center of Dorset is a small, walkable area with a handful of local businesses, including antique shops, art galleries, a general store and the Dorset Playhouse. The town is also home to several historic buildings, including the Dorset Village Library and the Dorset Inn, a landmark hotel that has been in operation since 1796.

The surrounding neighborhoods of Dorset are primarily rural, with large stretches of farmland and forested areas. There are several residential areas throughout the town, ranging from historic homes in the village center to newer developments on the outskirts. The population of Dorset is relatively small, with just over 2,000 residents.

Outdoor recreation is a major draw for visitors and residents of Dorset, with numerous opportunities for hiking, biking, skiing, and fishing in the surrounding mountains and streams. The town is also home to several parks and nature preserves, including the Dorset Quarry, a popular swimming hole in the summer months.

Car is necessary.

Historic Dorset and nearby Manchester provide a generous variety of retail, culinary and vast outdoor activities year round.

Relax in the peaceful , natural landscape at home in the tranquility of the hot tub with the beauty of the Northern night sky above. and a warm fire at the fire pit or inside at one of the two wood stoves with amazing southerly views of the valley.

- "Great spot with easy access to both Dorset and Manchester. Well stocked with all of the essentials and John was a great communicator throughout the whole process." - "Place was like advertised. The kitchen was amazing - top line appliances with every utensils you would need. The bedrooms were very clean and comfortable. The outside was tremendous from the hot tub, pool and the propane gas grill. John was great and easy to contact if need. "

***NEW!!!*** In the hills of Dorset, you will find our charming, peaceful home, "Snowbird", tucked away on Owl's Head Mountain. Enjoy wildlife grazing in our 2+ acre private meadow while taking in views on our spacious deck. Try our Adirondack chairs as you gather around the firepit making S'mores and memories. In our warm monts, relax, grab a book and and enjoy the Vermont fresh air sunshine as you lounge on our quite spacious deck. In the winter, bring your cross-country skis and head right out our backdoor to your own private winter wonderland. Or unwind in our new, outdoor hot tub with a glass of wine after a long day on the slopes. Is hiking your thing? Grab your hiking books, head right out our front door and hike up Owl's Head. Inside our home, boasts much from vaulted ceilings, beautiful wood floors, a gym, ping pong, a finished basement and much more. Nearby, there is plenty to do! Two major ski mountains are located close by-Bromley Mountain and Stratton Mountain. Both are family friendly and offer summer adventure entertainment too (We highly recommend the Alpine Slide on Bromley Mountain in the summer). Less than a mile away is the magnificent Dorset Marble Quarry- the perfect swimming hole surrounded by beautiful marble. Many restaurants from casual to fine dining are just minutes away. The Dorset Playhouse is always a hit and perfect date night and is right around the corner. Rainy day? We have outlet shops less than 10 minutes away! Stores like J Crew, Theory, Vineyard Vines, Talbots, The Gap to name a few! Our property is 3 miles away from the horse show that comes to our town of Dorset every summer- The Vermont Summer Festival! Heard of the Vermont Country Store? Take a 20-minute fall foliage drive to shop the store (they have penny candy!) Please visit and tour Hildene- the Lincoln Family home, only 10 minutes away which boasts beautiful, spectacular gardens and grounds, a goat petting farm, and the 1903 restored Pullman car, "Sunbeam". And don't leave without having a scoop of Ben and Jerry's-there is one right here in downtown Manchester during late Spring/Summer! There's much more to do and we would love to help you plan your trip. We have everything you need! Please come be our guests!

- "The perfect home-base for our Vermont Golf trip but would also be perfect for a family getaway. 5-10 minutes from prominent Manchester staples. The house was warm and inviting from the moment you step in. Amenities were key between the ping pong table for late night friendly tournaments to winding down in the hot tub after multiple rounds of golf. A cool feature was the backyard driving range. Dog friendly, new utilities, big kitchen, cozy living room, finished basement. I’ll be saving this property and returning with the family next time for sure. "

Colonial style home with covered front porch, two car garage and rear deck on the Dorset Marsh. The house has three bedrooms with one king bedroom and two queens and a den with a sofa bed. It features a full kitchen with a wet bar/eating area and a large great room with views of the marsh and Mother Myrick mountain. It also has a library and mudroom.
The home has WiFi,cable TV and surround sound stereo with a blue ray DVD player.

- "Our stay was all we hoped for. Beautiful fall views over the marsh. The house was very clean and comfortable with great access to all the area has to offer. Diane was a pleasure to deal with and we are hoping to return next fall!" - "We rented in our hometown of Dorset this summer and fall after selling our home there in July 2020. The host, Diane is very easygoing and a great communicator. We rented from July 1st to October 15th and the house is spacious and comfortable with a great location just outside the village. The house has 3 second floor bedrooms and three bathrooms, two ensuite. One of these is a large master bedroom and bath with lots of closet space. A fourth room has a sofa bed. All the upstairs' rooms are fitted with window air conditioners. There is a nicely equipped kitchen with lots of storage space, a washer and dryer in the basement and three living room spaces, one with a big flat screen tv with Xfinity. This room also is combined with the dining room, has a handsome wood burning fireplace and lovely views of the mountains. Off the kitchen is a bar area, extra breakfast seating and a half bath. There are two decks, one on the front and one on the back of the house with a large gas grill that works great. The place is very well suited for several families or couples. There is a big yard with views of the river and the mist over the mountains in the morning."

Charming Dorset Farmhouse

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Escape to the charming town of Dorset, VT, and stay in this delightful 3-bedroom, 2-bathroom dog-friendly house with a fenced-in backyard where your furry friends can run off-leash. The property features a spacious deck and a BBQ grill, perfect for enjoying the fresh mountain air and beautiful surroundings.

Conveniently located within 30 minutes of Bromley Mountain Ski Resort, Bromeliad Mountain, and Stratton, this home is a haven for outdoor enthusiasts. Whether you're into sledding, ice skating, mini golf, disc golf, or skiing, there's something for everyone to enjoy in the area.

Inside, you'll find a cozy gas fireplace, partial AC, and all the amenities you need for a comfortable stay, including a washer/dryer, internet, and a well-equipped kitchen with modern appliances. Relax in the living room with your favorite shows on Netflix streaming, or gather around the dining area for a family meal or game night with the board games provided.

Explore the local attractions, from horseback riding and Nordic skiing to mountain climbing and snowboarding, or simply unwind in the enclosed yard or on the deck while taking in the scenic views. With a variety of restaurants, museums, and shopping options nearby, you'll have everything you need for a memorable vacation in Dorset. Book your stay now and create lasting memories in this idyllic Vermont retreat!

If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.

Parking notes: There is free parking available for 4 vehicles.
This rental is located on floor 1.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

- "Our family really enjoyed our stay. We love spending time together playing games, after a day exploring and this house was perfect. We enjoyed the fireplace in the living room at night and started our mornings by the fireplace in the sunroom. They supply plenty of towels and toiletries. Kitchen has everything you need." - "All comfy. VRBO homes where bedsdining chairs . " - "Instructions were clear on how to get in, etc. House was clean and very comfortable. "

Timberbrook

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Tranquilly situated in a forest glen with the waters of Timberbrook babbling below, this South Dorset home is a wonder at any time of year. You'll be surrounded by outdoor activity, with Bromley Mountain (10 miles), Stratton Mountain (20 miles), Mount Snow (31 miles), and Okemo Mountain (33 miles) close by. Back at home, a beautiful scene awaits, complete with a deck and a glassed-in sunroom overlooking the woods.

This two-story home is what you think of when you picture Vermont - a charming exterior, wide-plank wood floors, exposed ceiling beams, and picturesque views through generous windows. On summer days, explore the creek below, light the gas grill for afternoon barbecues, and linger on the deck in the fresh forest air. Come winter, curl up by the gas fireplace in the sunroom, pull a good book from the shelves, or set up a board game as a movie streams in the background.

There's one bedroom with an attached bathroom on the main floor and three more bedrooms upstairs. A private washer/dryer and complimentary WiFi are provided as well.

Things to Know

If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.

Parking notes: There is free parking available for 4 vehicles.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

- "This property was much larger inside than it appeared to be in the pictures. Honestly one of the most serene and beautiful properties I’ve ever stayed at. Would definitely book it again" - "The setting of the house is beautiful. The mountain views and the wonderful gardens make the property a joy to behold. Also, the convenient location allows easy access to the area's many attractions." - "This was the perfect house and getaway.Yard was great, French doors were amazing, main bedroom was fantastic and a wind down by the fireplace was priceless.We cant wait to come back!!"

Newly renovated top to bottom, two brand new sparkling clean bathrooms, great location close to Manchester, Dorset Village, Bromley, Stratton, and much more
Flea and tick protected dogs are welcome, but sadly no cats (highly allergic family member).
Two acre pasture available for horses.
Entertaining in and out is okay, just keep it down for the neighbors (they're too far away to hear anything anyway!)

- "We enjoyed our stay. Beautiful location and responsive hosts!" - "Home was clean, comfortable, and as-advertised. Communication with Andrea also excellent. We enjoyed our stay and will be back to this perfect location."

About this space
"Bumblinn" is just steps to the Dorset Green. Tucked off the main street, this lovely 4 Bedroom, 3 Bath home is walking distance to all village amenities: Dorset Union Store, the Dorset Exchange, Dorset Inn, Barrows House Inn, Dorset Library, Historical Society, Dorset Field Club, the Three Pears Gallery, and the Dorset Playhouse. This is a very special Dorset Village Hide-a-Way!
The space
Our warm and inviting home is located on a private lane in the heart of historic Dorset. With ample private parking, one can walk to everything and never have to leave the home! The mountain view is breathtaking and offers peace and tranquility. The flow of the home is perfect for a couple or family.
Other things to note
We ask our guests to respect the peacefulness of our neighborhood and that of our neighbors. We take great pride in our home and hope our guests will do the same.

Here are a few of our 5-star reviews!

"An unforgettable experience! From the moment we arrived, we were blown away by the charm and comfort of this delightful Airbnb. The host's attention to detail was impeccable, ensuring every aspect of our stay exceeded expectations. The accommodation itself was immaculately clean, beautifully decorated, and equipped with all the amenities we could possibly need. The location was perfect, offering both tranquility and convenience, with stunning views just steps away. Our host was incredibly warm, responsive, and accommodating, making us feel truly welcomed and valued throughout our stay. Without a doubt, this is a hidden gem that we cannot wait to return to. Highly recommend to anyone looking for a memorable getaway!"
Brian and Don's place was exactly as advertised! Quiet, calm, peaceful and located right by some fantastic local restaurants.
The actual home was spacious, comfortable and had just the right mix of modernity and old school charm / warmth.
I would recommend this place to anybody looking for a great place to have a relaxing weekend away from all the hustle and bustle of a big city.

My stay at the Bumblinn cottage was wonderful. The home itself was cozy and clean with everything we needed for our stay. The location was something out of a story book, absolutely enchanting! Brian and Don left a binder full of information on activities and shopping...very helpful. Will most definitely be visiting again!
Thank you, gentlemen!!

We had an absolutely amazing stay and Brian and Don’s “Bumblinn”! Their home is beyond lovely and in the perfect location, steps away from the towns center, the Dorset bakery, and amazing restaurants. Brian and Don were so accommodating and kind. We can’t wait for our next stay!

Brian and Don’s Bumblinn is incredible. Immaculate, well equipped. Even stocked with food to create a dinner. Walking distance to local attractions. Easy check in. Very informative on things to do and places to go. We felt right at home. We will definitely return. Thank you both for sharing your beautiful home. You are perfect hosts.

My husband, another couple, and our two dogs spent the weekend at Brian and Dons place. I am used to staying in Manchester for our annual foliage weekend, but i must day I will now stay in Dorset. We absolutely loved the local places - the Dorset Inn for dinner, multiple trips to H N Williams, the Union Store and the Bakery, which were all within walking distance of the house (not to mention downtown manchester is <10 mins away!). The house was the perfect cozy spot we were looking for. It was clean and comfortable, plenty of room to sleep, a backyard for the pups etc. Brian was super communicative with details and recommendations up well in advance and through the trip. Thank you so much for a wonderful weekend, we will be back!

- "My family had a delightful stay at the BumbleInn in early August. We love visiting Dorset, and the BumbleInn location was perfect for us - a short walk to the Dorset Inn, Barrows House, Bakery, Union Store and more! The BumbleInn was very tidy, organized and had all the amenities we needed. The check-in/ check-out process was a breeze, and communicating with Brian was easy. I hope to stay at the BumbleInn again for our next trip to Dorset!"

Beautiful home in Dorset perched on the Metawee River 10 min to Bromley or Manchester Village. This 3500 square ft. home has all your needs covered. Smart tech, 3 fireplaces, TV area, streaming entertainment, vaulted living room ceiling, dining room with large table, sun room, fully equipped kitchen, 3 private acres, sun deck, walking trails. Like two homes connected - left side has main kitchen, 3 bedrooms and two bathrooms. Right side has two bedrooms, livingroom, 1 bath and a kitchenette. One story home with two living areas. On the left side are three bedrooms, the kitchen and a tv room area. On the right side are two bedrooms, the livingroom and a bar. Spread out or hang out together. This house offers it all. Bedrooms: Master bedroom with king bed and attached full bathroom and window AC unit Second bedroom with queen bed. Across hallway from bathroom. Third bedroom has two single bedrooms (not pictured) with window AC unit Fourth bedroom with queen bed connected to bathroom with window AC unit Fifth bedroom has two full beds. Near bathroom with window AC unit PLEASE NOTE: All guests must be listed on reservation. If you are bringing 8 guests please list 8 guests (include children). No pets without permission - each pet costs $100 (per pet) for the stay. No more than two pets allowed without permission. Plenty of parking for multiple vehicles. We are super hosts. Our house manager will be available to help you with your needs. Quiet and relaxation await you at this property. The neighborhood is filled with estate homes that are acres apart from one another. Our neighbors are important to us. Therefor we do not allow loud music or gatherings. Beautiful, quiet road. 2 minute drive to walk around historic Dorset village, the village market (better than Whole foods!), 10 min to Bromley and Manchester Village. 18 min to Stratton. Dorset and Manchester don't have uber or lyft so it's important to have a rental car.

- "Completely as described, but better - the best property we have rented, hands down. The place is immaculate and attention to detail is impeccable. We will happily return." - "Excellent space, beautiful property. Two nice TV rooms, large kitchen & separate large dining area. We recommend." - "Very nice home , clean & beautiful"

Summary:
Welcome to your own quiet corner of Green Haven. Surrounded by forest and mountain views, this charming 2-bedroom, 1-bath cottage is a serene family escape just minutes from Dorset and Manchester.

The Space:
Step inside a bright, open living space featuring large windows, a cozy fireplace, and plenty of room to unwind. Whether you're curled up with a book by the fire or exploring the trails nearby, this cottage is designed for simple pleasures and peaceful days.

The two bedrooms are warm and inviting, and the full bathroom offers everything you need for a comfortable stay. Outside, nature takes center stage, trees, birdsong, and fresh Vermont air.

Located just down the path from the main Green Haven home, this cottage can be reserved on its own or alongside the main house for larger groups. It’s the perfect setting for family visits, creative retreats, or anyone craving a slower pace in beautiful Southern Vermont.

Interested in having the whole place to yourself? Ask us about booking the full Green Haven Retreat.

Guest Access:
Accessible with smart lock; no contact with host required.
You'll be able to access all living/sleeping areas aside from the north end of the house (everything shown in the pictures).

The Neighborhood:
Tucked into the quiet Dorset Orchard community, this cottage offers access to one of Vermont's most beloved corners, where small-town charm meets mountain beauty. From gourmet markets to swimming holes and forest trails, everything you need is just a few minutes away.

Where to eat & drink
- 3 minutes to Barrows House : stylish inn and tavern with seasonal dishes and a garden patio that’s especially lovely in summer.
- 3 minutes to The Dorset Inn: Vermont’s oldest continuously operating inn, offering upscale fare in a cozy colonial setting.
- 3 minutes to The Marble West Inn: farm-to-table dining with a creative twist, often featuring ingredients sourced just steps away.

Trails & outdoor gems
- 2 minutes to Dorset Quarry: this is a must-visit local swimming spot surrounded by rock ledges and history.
- 4 minutes to Owls Head Town Forest: located just up the road, this peaceful trail offers gentle climbs and rewarding views.
- 12 minutes to Merck Forest & Farmland Center: explore 3,000 acres of conserved land with miles of trails, streams, and wildlife.

Markets & nearby towns
- 1 minute to H.N. Williams General Store: a local favorite since 1840. Stock up on groceries, wine, sandwiches, and Vermont-made goods.
- 2 minutes to Downtown Dorset: stroll through this charming village lined with historic inns, a country store, and a small-town theater.
- 8 minutes to Manchester Center: just an 8-minute drive away, you'l find boutique shopping, restaurants, bookstores, and everything else you might need.

Getting Around:
Vehicle is recommended. You will need AWD to get up driveway in the winter - plowing will occur when there is more than 3” in snow.

Other Things to Note:
Notes & Disclaimers:

Wildlife: This is a home in a rural part of the country. You may see wildlife including deer, coyotes, foxes, and bears. Please be mindful of your surroundings and leaving out food and trash.

Weather: In the winter, there will be snow, ice, and occasional snowstorms. We recommend driving a vehicle with AWD or 4WD. Please drive with caution and be prepared with regards to the ability of your vehicle to drive in the snow.

Power & Internet: This is a rural part of the country. You may lose power or internet during inclement weather. We do not issue refunds for loss of power or internet out of our control.

Air conditioning: The main floor has central air. AC availability is seasonal and depending on weather (late spring and summer). Heating is also seasonal, and depending on weather, available during the cold seasons (autumn-winter).

Pets: Your pups are welcome! There’s a one-time, non-refundable fee of $150 plus tax for one dog, and $50 plus tax for each additional. We kindly ask that dogs stay leashed outdoors and that owners clean up after them. Please note: we can only accommodate small dogs up to 30 lbs. Planning to bring a bigger pup? Just reach out before booking so we can check with the homeowner. Any pet-related damages may result in additional charges.

Cancellation Policy: We cannot make any exceptions to our cancellation policy. Please consider traveler’s insurance.

Interaction with Guests:
No interaction with host required; available on chat service.

Kitchen • Balcony/Terrace • Tv • Parking • Pet Friendly • Internet • Other • Bedding/Linens • Laundry • Security/Safety • Fireplace/Heating • Air Conditioner

Charming Dorset Condo with Stunning Mountain Views

Nestled in the quaint and historic village of Dorset, this inviting condo offers the perfect blend of comfort, privacy, and convenience. Ideally located near popular wedding venues, outdoor recreation, and the arts scene of southern Vermont, it’s a wonderful home base for exploring the region in any season.

Step outside to access hiking and mountain biking trails on Raptor Lane. You’re also close to the Dorset and Gettysburg quarries and just a few miles from Manchester, known for its upscale dining, shopping, and cultural attractions.

Nearby ski resorts include Bromley, Stratton, and Magic Mountain, with Mount Snow and Killington about an hour away. Enjoy proximity to the Manchester Horse Festival, Southern Vermont Arts Center, historic Hildene, and renowned local theaters in Dorset and Weston.

Outdoor enthusiasts will love the area’s exceptional golf, fly fishing, cross-country skiing, snowshoeing, hiking, biking, and water activities at Emerald Lake or Lake St. Catherine. Merck Forest, the Catamount Trail, the Appalachian Trail and Vermont’s Long Trail are also nearby.

The Condo:

2 upstairs bedrooms, each with a pillow top queen size bed and window air conditioner, and 2 full baths (one en-suite and the other with jetted tub); fresh towels and linens
Bright, open-concept dining and living area with wood-burning fireplace and air conditioner.
Fully equipped kitchen with coffee maker, dishwasher, and air fryer
Entryway mudroom with ski storage, laundry, and a half bath
Large west-facing deck with mountain views, rocking chairs, outdoor dining area, gas grill, umbrellas, and fire pit

Set in a small, private association of only four condos, this home offers a peaceful retreat off the main roads yet is easily accessible. Warm, welcoming, and tastefully furnished—this is a place to relax, recharge, and enjoy the best of Vermont.

Laundry • Pet Friendly • Other • Fireplace/Heating • Tv • Hot Tub • Security/Safety • Wellness Facilities • Bedding/Linens • Kitchen • Balcony/Terrace • Air Conditioner

Mountain top house with breathtaking views. Guests have their own entrance to a 2 bedroom/1 bathroom entirely separate first floor, with living quarters including a living room, dining room and a wood burning stove. The backyard with fire pit and front yard with trampoline are shared if the owners are upstairs. House has brand new stove, washer/dryer and flooring. Camping, Hiking, Golfing, Hunting, Finishing, Skiing, Swimming and Manchester outlets are nearby. WiFi is included for your streaming/internet needs. House sits on top of the mountain with spectacular views from living room and dinning room. This is a two family house, this listing is for the lower-level house, please note that each level has its own entrance. However, backyard with fire pit and front yard are shared. close to: Emerald State Park/Emerald Lake; Manchester Designer Outlets; Dorset and Manchester; Skiing (Broomley is visible from the property); Horse Show; Hunting; Hiking; Golf and Fishing.

- "First of all the place is super clean, at the same time the host is so thoughtful that we can find whatever we need in the house: when we came back from ski we use the boots/glove dryer in the hall way, at nights when we went out and explore the mountain we found flashlights and hiking poles by our hand. Full set of kitchen appliance and the all-in-one washer/ dryer is easy to use. Central ac already works fine but every room still gets a separate heater. Tv has host’s Netflix logged in. Galina has been supper responsive and helpful before checking In and during our stay. Definitely recommend this place, especially if you are staying for more than one day so you can get the full experience."

At the center of an 18-acre private lot, get away from it all—whether it be sitting beside the large fireplace in the open living room, or outside on the wrap- around deck listening to one of four nearby creeks that pass through the property.

Just a 10 minute drive from picturesque Manchester and Dorset with wonderful restaurants, shops and bakeries.

Close to skiing: Approximately 30 minutes to Okemo, less than an hour to Stratton.

- "Great cabin on a cool piece of property. Really close to Manchester with lots of restaurants and shopping. Also convenient to multiple different ski resorts nearby. We really enjoyed our stay!"

Snuggled in the quaint town of Doset on a nice quiet street, a recently renovated two bedroom home. New kitchen with updated appliances, new bath, and fresh paint. Small deck adds to the relaxing atmosphere. Pet friendly, 30 minutes to local ski areas.12 minutes to the horse show. . Perfect for a small family. There are many summer and winter activities. The green mountain autumn foliage is breathtaking. This quiet and peaceful location is waiting to be enjoyed.

- "We were looking for a clean, quiet, convenient stay in the area and found this cute house in Dorset. It's located in a beautiful area, on a very quiet street about 2 minutes from town and could not have been better for our work trip. It was spotlessly clean, comfortable and was very convenient to shopping for last minute items at the Union Store and the Dorset Bakery, seeing a show at the Playhouse and of course dining at the Dorset Inn. In addition, Manchester Center is about a 6 mile drive. The home features two bedrooms, one bath (great water pressure), a/c, laundry, easy parking for 2 cars and excellent Wi-Fi. Communication was great with the owner. We highly recommend this property to anyone looking for a well priced, comfortable, quiet, convenient home and we would definitely rent again given the opportunity."

Dorset is a charming town 6 miles from Manchester, Vermont filled with quaint inns, eateries and the famous Dorset Playhouse and Quarry. Our property lies in the Hollow, which is a six mile scenic loop with stunning views of Netop Mountain, Mount Aeolus, Owl’s Head and gorgeous farmhouses. The Guest House boasts a wrap-around deck with "the best views" in the Hollow. This property is totally renovated and all beds, bedding, and carpeting are new. This is your chance to live in a quiet sanctuary surrounded by nature where you can hike, bike, fish and walk mask-free. Our Guest House is smoke-free. Families are welcome, we will consider pets.

Beautiful guest house has an open floor plan features a brick decorative fireplace and floor to ceiling arched windows with sliding glass doors that open onto a wrap-around deck with stunning views and all-day sun. On the main floor is the living/dining area, and kitchen along with the master bedroom and bath. Upstairs is a cozy second bedroom and half bath.

Parking • Balcony/Terrace • Security/Safety • Kitchen • Other • Fireplace/Heating • Laundry • Internet • Child Friendly

The Red Silo

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Escape to the picturesque countryside of Dorset, VT, and experience a truly unique stay in this converted silo apartment. With its charming antler chandelier and one-of-a-kind bedroom with a peaked room, this antique barn home with a silo addition offers a cozy and memorable retreat. Situated on 1.5 acres of land, the property features two ponds (for aesthetic purposes only), a tranquil stream perfect for leisurely strolls, lush lawns, and stunning mountain views.

Please note that the main house on the property may be occupied by the owners at times and is not accessible to guests. Your entrance is through a shared foyer with two doors, with the red door leading to your private rental space within the silo. Enjoy the peaceful getaway while still being close to the heart of Dorset.

Venture out to explore the nearby attractions, including Bromley Mountain Ski Resort, Northshire Bookstore, Dorset Theatre Festival, and Manchester Designer Outlets, all just a short drive away. Whether you prefer outdoor adventures like horseback riding, hiking, or fishing, or indulging in some retail therapy and dining at local restaurants, there's something for everyone in this charming area.

After a day of exploring, return to your cozy retreat equipped with modern amenities such as internet access, a kitchenette, comfortable beds, and a living room perfect for relaxing. Unwind in the peaceful surroundings, take in the fresh mountain air, or simply admire the beauty of the landscape from your unique accommodation.

For a memorable stay in Dorset, book this converted silo apartment and immerse yourself in the tranquility and natural beauty of Vermont. Whether you're seeking a romantic getaway or a peaceful retreat, this charming property offers a one-of-a-kind experience that you won't soon forget.

Parking notes: There is free parking available for 2 vehicles.
This rental is located on floor 1.

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Other • Entertainment • Security/Safety • Internet • Bedding/Linens • Balcony/Terrace • Sports/Activities • Parking • Tv • Wellness Facilities • Kitchen • Fireplace/Heating