Find Chalets in Windham County

Authentic post & beam cabin surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Swimming hole at babbling brook on property, fire pit, hammock on porch, propane BBQ, picnic table, forest views. TV with VCR & lots of videos, turntable & records, games, Satellite Internet & WiFi 20-100 mbps. Staircase to loft, gas heat, wood stove, pellet stove. Full kitchen. Easy to use, odorless composting toilet. Dog friendly.About pets:Pets allowed: dogs (limit 2 total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.

Welcome to The MountainTop in Stratton! Located 10 minutes north of Mt. Snow and 15 minutes south of Stratton Village. The home is centrally located near numerous hiking trails, breweries, restaurants and all things Vermont. The home is quiet and private with night time views of the stars like no other.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.

Great family space with open areas, 2 bathrooms and 3 bedrooms. Sleeps 8 plus a pull out couch for flexibility. Large back porch overlooking the West River Brook. Close to ski areas and Jamaica State Park. Country store a half mile away with groceries, wine, prepared foods, deli and some gifts. Manchester with its shops and restaurants within 30 minutes. Weston with the Vermont Country store and other shops and restaurants nearby as well. Come enjoy our country setting on a dirt, town maintained, dead end road right off VT Route 30. The property is next to beautiful meadows and by the river. Relax by the fire pit or dine on the porch overlooking the river. Ski, hunt or hike or see sites like Townshend State Park, Hamilton Falls and the Ball Mountain Dam. Come and relax with your family in our new build cabin close to skiing and Jamaica State Park on the West River Brook. Many restaurants and shopping near by. Thirty minutes to Manchester Center. Tesla power wall installed so power outages never an issue!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.There is a porta crib, highchair and a baby gate..About customRules:Treat it as your own.Windows closed when ac is on,Absolutely no smoking in our place!.About checkIn:Check in after 5:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

In the center of West Dover lies a snug two-bedroom cottage that makes for an ideal getaway spot. As you step inside, you'll be greeted by the warm glow of the fireplace, inviting you to unwind and relax. Enjoy the convenience of modern amenities, including a fully equipped kitchen with a dining area, a washing machine and dryer, and a smart TV for your entertainment. Step outside and explore the nearby attractions, such as the renowned Mount Snow just a 3-minute drive away and the picturesque Mount Snow Golf Course just 4 minutes from your doorstep. With essentials like air conditioning, heating, and linens provided, you'll have everything you need to make the most of your stay. Whether you're seeking a cozy weekend getaway or a longer vacation, this charming cabin in West Dover is the perfect home away from home.The property is dog friendly with a $ 125 fee per dog per stay. Dogs still need to behave and if any damage is reported after , the guest will be accountable for the repairs or furniture replacement.About pets:Pets allowed: dogs less than 55 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Your winter getaway awaits with easy access to Mt. Snow! Enjoy a day on the slopes and then come back to enjoy a hot drink by the fire. Or head across the street to the community center to enjoy the indoor pool and hot tub available to guests. Lots of winter activities in the area and this is your house to set up camp and travel from. Welcome to our home!NEW SOFAS IN THE LIVING ROOM!!Basement fit-out with wall projector & couches!!Escape out to nature with close access to the all-season resort of Mount Snow, VT area hiking trails, or just a relaxing time away from the hustle and bustle of daily life. With paved road access all the way to the house and tons of amenities within the Chimney Hill community, this is the perfect way to break away and enjoy some time in the great outdoors. The house is a classic post and beam home which features 3 bedrooms and a sun sofa with tons of room for family and friends. You'll slide right into your relaxing getaway with the warm, wood detailing and rustic charm of this cabin. The central chimney and fireplace allow for conversations deep into the evening around some hot cocoa (or an adult beverage), and the backyard deck and grill can make for a memorable summertime cookout and picnic for all meals in the day.The semi-finished basement is a great escape with a TV, ping pong, and a second tier living room for older kids to hang out and keep the entire family happy while enjoying the beautiful experience that is southern Vermont. If you need a little more space, the Chimney Hill community center is directly across the street - featuring a gym, indoor / outdoor pools, play areas, tennis courts, movie nights, and many other ways to keep everyone busy and in great spirits.This home has great experiences for all seasons; with summer festivals, spectacular fall foliage, steady winter weather with one of Vermont's best ski resorts (Mount Snow) within a 10 minute drive from the front door. The nearby town of Wilmington also offers some great dining and a small town appeal perfect for the family getaway. We welcome you to our home away from home, and hope you enjoy your time with us!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Adults only.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

✔ Freshly Renovated & Furnished In 2024✔ 1 Mile To Mount Snow, On The MOOver Route✔ 7-Person Hot Tub Under String Lights✔ Fire Pit w/ Adirondack Chairs ✔ Theater Room w/ Real Theater Seats✔ Game Room with Air Hockey, Shuffle Board, Arcades, Bar, and SMART TV✔ Air Conditioning✔ Fast Fiber Optic Wifi✔ Dog-Friendly (w/ fee)✔ All linens, towels, and basic soaps are provided.✔ We also provide one Pack N' Play and one High Chair✔ Full-Size Washer & DryerVermont Chalet with Theater Room, Game Room & Hot Tub Near Mount SnowThis 3-story Vermont chalet is loaded for mountain getaways—private theater with reclining seats and candy bar, top-tier game room with arcade classics and custom murals, hot tub under the stars, and a prime location near Mount Snow and Southern Vermont's best outdoor adventures.Spend your days skiing, hiking, or exploring everything Vermont has to offer, then come home to knotty pine charm, modern comfort, and the kind of entertainment that keeps everyone happy.WHAT MAKES THIS HOME SPECIAL✔ Private theater room with leather recliners, surround sound & candy bar✔ Game room with air hockey, shuffleboard, arcade games & 75" Smart TV✔ Hot tub and fire pit for après-ski relaxation✔ Minutes to Mount Snow and Southern Vermont trails✔ 4 bedrooms sleep up to 12 with flexible layouts✔ Easy year-round access—no steep mountain roadsTHE SPACEThe heart of the chalet is the open living space where everyone naturally gathers. Sink into plush leather seating around the warm electric fireplace, stream your favorites on the Smart TV, and let the natural light pour in through large windows and glass doors. The open layout connects kitchen, dining, and living areas so no one's left out—whether you're cooking breakfast, dealing cards at the dining table, or just relaxing after a day on the mountain.The fully equipped kitchen handles everything from hearty ski-day breakfasts to cozy dinners with modern appliances, generous counter space, and all the cookware you need. The dining area seats your entire group for home-cooked meals, takeout from nearby spots, or late-night conversations that stretch longer than planned.Your private theater room brings the cinema experience home with leather reclining seats, surround sound, and a popcorn and candy bar. Perfect for movie marathons, game days, or giving the kids something to do while adults finish their wine.The game room is where the real fun happens—air hockey, shuffleboard, three arcade games, a 75" Smart TV, and custom murals by a local artist.Rainy day? Restless kids? Competitive adults? Everyone's covered.Outside, soak in the hot tub after a long ski day, roast s'mores around the fire pit under Vermont stars, or fire up the grill on the deck with peaceful wilderness views all around.WHERE EVERYONE SLEEPSBedroom 1 (Primary): King bed with en-suite bathroom and soaker tubBedroom 2: Four built-in full beds—great for kids or groupsBedroom 3: Two king beds—perfect for couples or friends sharingBedroom 4 (Lower Level): Queen bed with twin trundleThree full bathrooms. Every bedroom has a Smart TV. All linens, towels, and soaps are provided.GOOD TO KNOW✔ Parking for up to 4 vehicles✔ Easy year-round access—no steep roads✔ Washer and dryer in-unit✔ Central A/C and heat✔ Pack 'n Play and high chair provided✔ Deck with grill and outdoor dining✔ Minutes to Mount Snow skiing, hiking & Southern Vermont adventures✔ Bring your favorite towel for the hot tubBOOK YOUR ESCAPEThis is the kind of Vermont chalet where ski trips, fall foliage weekends, and summer getaways all work perfectly—because there's as much to do inside as there is outside. If you want mountain access, modern comfort, and built-in entertainment for the whole crew, this is it. Availability fills fast—check your dates now.Doug & RoseWaves & WildernessAbout pets:Pets allowed: dogs (limit 3 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Escape to our private but central 4 bed 3 bath chalet with nothing but greenery outside each window. Relax after a full day of skiing in a quaint cabin with a large foyer to store your ski equipment and enjoy your favorite beverage by the indoor or outdoor fires while breathing in the fresh air and mountain views. No need to load up your car with necessities as this cabin is extremely well stocked with anything you'll need for a stay of any length. Retreat to the lower level for a game of pool or darts. Whether you're planning a much needed golf trip or a family time trip, this location could not be more perfect. A beautiful playground is a walk away and you'll be right around the corner from Mount Snow golf and within 5 minutes of the best restaurants and bars. ♡ Love our home but want to save $? Book during the week for much lower rates!Highlights:★ Professionally cleaned and sanitized in between each stay★ Pet friendly - bring your fur babies!★ Mountain and wildlife views★ High speed internet★ Amenities included with each stay: linens, towels, shampoo, conditioner, body wash, toilet paper, paper towels, laundry detergent, garbage bags, coffee, creamer, firewood and more! ★ Great for kids! Pack n play, kids toys, 3 bath tubs, child proofing, kids kitchen utensils ★ Main floor bedroom and bathroom (only 3 steps to get into the front door)Main level:-Open concept living space with wood burning fireplace and large super comfy sectional couch-Smart tv-Dining table that seats 10-Toys, games and books for everyone-Updated kitchen- pots, pans, kitchenware for over 10 people, toaster, pizza stone, coffee maker, etc-Workspace -Large, fenced in deck (kid friendly)Lower level:-Game room with pool table, darts and smart tv-Pull out couch for additional guests with owner approval-Washing machine and dryer-Master ensuite private bathroom-Large bin of children's toys-Access to backyard for kids to play or fire pitOutside: -Walkable to all Dover, VT has to offer-Spacious yard to run and play games or sled-Large elevated deck with plenty of seating-Fire pit with unlimited firewood and seating for 6 -Plenty of private parking no 4WD or AWD required, free parkingSleeping arrangements:Main floor queen bed sleeps 2 with room for a pack n playMaster suite with king bed sleeps 2 with private bathroomBedroom #3 with full bed sleep 2 with room for pack n playBedroom #4 with bunk bed (full on bottom twin on top) sleeps 3Thank you! please message us with any questions and happy travels! ✈︎ ✈︎ ✈︎Guests have access to entire home and property with ample parking and outdoor spaceOther things to note-Our Chalet is dog friendly, please enter up to 2 dogs when booking. Dogs must be well behaved and house broken-Please alert us if more than 8 guests are planning to stay-No parties without host permission-Please respect the community after 10 pm by keeping noise to a minimum-Please message us with any questions or concerns so we can assist!About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Converted in 1967 this 1 bedroom, 1 bathroom cozy cabin was once a tractor shed for the historical William's Mills along the West River. It now sits on 12 acres on a country road overlooking the West River and the Londonderry Village. Amenities (restaurants/stores) are a 1 minute drive. It's a great Vermont getaway with ski mountains, Stratton, Bromley, and Magic just minutes away! You will also find cross country skiing, snowshoeing, and the Vermont Country store nearby!About pets:Pets allowed: dogs (limit 2 total).There is a $75 pet fee..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.There is a wood stove in the cabin..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Let us share our little piece of Vermont with you!Located off a dirt road, tucked into a corner of our working homestead, you'll find a space to relax, unwind, and reconnect.This cabin has everything you need for a private and comfortable escape. Downstairs you’ll find a comfortable leather couch, small kitchen, & bathroom with vanity & shower. The bedroom (located upstairs) has a queen sized bed. All linens provided.About UsOur goal is to make the joy of slowing down and connecting accessible to all. Much of our free time is spent with our hands in the dirt. We raise a diverse variety of animals and produce to provide for ourselves and our community. We have a variety of goods available throughout the year - so please let us know if you would be interested in our eggs, garlic, squash, or meats to enjoy here or take home!We have two wonderful dogs, Bodhi and Chaco. You might also see one of our three cats roaming around during your stay. All of our fur-friends are friendly, sociable, and very loving.What’s NearbyThere's a million reasons we've chosen this area to call home. Spend your time just being, or explore the many farms, restaurants, galleries, shops, and activities Southern Vermont has to offer.We’re located 5 miles from downtown Putney where you’ll find Next Stage Arts, Yellow Barn International Music Center, and the Sandglass Theater. We also have a great food co-op, general store, and a few restaurants.If you’re looking for a hike with a great view, it’s absolutely worth checking out Putney Mountain and The Pinnacle. Easily hiked in a couple of hours or less.We’re 17 miles from Brattleboro - where you’ll find a larger variety of restaurants and local shops. We’re also blessed with a year-round farmers market - which is not to be missed!We’re passionate about good quality food and supporting our local farmers and businesses. We would love the opportunity to recommend some of our favorite spots.About pets:Pets allowed: limit 2 total.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

A fully renovated kitchen with all the amenities, including a dishwasher, brand new stove and range hood, coffee maker, Microwave, fridge, toaster .... and a waffle maker!the living room has 3 large floor-to-ceiling windows overlooking the deck where sits the Jacuzzi and a great fireplace.In the winter you can partially see Mount snow summit through the trees. there is a double bedroom downstairs with a full bathroom.A washer/dryer is available downstairs.Upstairs has 1 bedroom with a queen-size bed and access to a balcony.The 3rd bedroom has 1 queen-size bed and 1 twin bed. A loft is accessible with a ladder from that bathroom and has a single bed A second bathroom is available upstairs.You can fit up to 8 people. Dog friendly up to 2 dogs max per stay. The dog fee is $ 125/per stay.Dogs still need to behave and if any damage is reported after , the guest will be accountable for the repairs or furniture replacement. An outdoor motion sensor camera is active for your own security, it points out to the entrance and driveway.Jacuzzi facts and best practices:The water is tested for its PH and cleaned between each guest by professionals, which could be done twice a week during the busy season.No guests are allowed to add any chemicals of any sort to the jacuzzi or it will change the right balance of the water and may turn it into a darker color.The water in the Mount snow village comes from 2 wells tested regularly by the Vermont water authority and has a high level of metal which is totally safe but sometimes can result in cloudy or GREEN water in the Jacuzzi.CLOUDY WATER DOESN'T MEAN DIRTY WATER!Each guest is expected to shower prior to using the tub. Body sweat, deodorant, or alcohol drops in the Jacuzzi will have consequences on the quality of the water.Professionals always recommend a maximum of 20 min experience in the water when the temperature is above 100 degrees.Do not leave the spray jets on after leaving the tub.Consuming alcohol while in the Jacuzzi is highly not recommended.No glass bottles, nor glassware nearby the edge of the tub are allowed. If we found broken glasses in the tub or nearby the tub, that would be considered a severe breach of contract compromising the return of the deposit.The jacuzzi has no steps to go down so please be careful.We recommend that no kids under 7 should be in the water without any adult supervision.Certainly, no kids of any age who do not know how to swim should be left alone with no adult supervision.The Jacuzzi is not a swimming pool, so staying longer than 20 mins in + 100 degrees warm water is not recommended by health professionals.The Jacuzzi is not a bathtub to wash your hair or body, any shampoo, conditioner, or body wash will compromise severely the water quality.Stepping on the soft cover is not allowed. If the soft cover is broken the cost to replace it is $600. if you have to shovel the snow on the softcover always use gently the plastic shovel and not the iron one.The house is priced for 4 people occupancy. Any additional guest above 4 is charged $50 per person per night. WIFI codes : Network: ZyXEL_D1F9Pw : C4773PAG7HAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No fire in the fireplace if not on location. No smoking in the house No party No jumping or the Jacuzzi cover No ski boots past the entranceway.No drinking in the jacuzzi.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.