Find Chalets in Windham County

Stunning forest views and gardens. Spacious two floor renovated barn/cabin with open floor plan. Three sliding glass doors leading to wraparound porch with mountain and garden views. This is a rustic, remote country setting on a private dirt road yet 15 minutes from town. Guests have said their favorite spot is on the wraparound porch overlooking rolling gardens, dining outdoors and star gazing . Walking distance to the river trails and Putney mountain trail head. Driving distance too many ski resorts and hikes. Local attractions include Green Mountain apple orchard, visiting cheese farms, swimming holes, river kayaking and retreat farm petting zoo. *There are two rentals on the property in case you are booking with two parties. Each house has its own private deck and surrounding gardens.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:Please bring kitchen trash to the trash cans in the carport. Make sure to secure The lids with the bungee cord in order to prevent animals getting in..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.

Unique glamping cabin across from babbling brook. Non-piped water system includes foot pumps for faucets, hand pump for drinking water & shower bag (heat water on stove).On quiet road, 3 miles to Stratton (7-minute drive). Wood-fired sauna, swimming hole, fire pit, hammock, propane BBQ, picnic table, brook view, TV w/ VCR & videos, turntable & records, games, internet & wifi 20-100 mbps.Staircase to loft, gas heat, wood stove. Full kitchen including gas oven, refrigerator & coffee maker. Easy to use, odorless composting toilet. Dog friendly.About pets:Pets allowed: dogs (limit 1 total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.

This Wilmington cabin boasts 3 inviting bedrooms with a mix of cozy sleeping arrangements. The property features a hair dryer, heating, AC, WiFi, and a washing machine for your convenience. With 2 bathrooms equipped with a bathtub and hair dryer, you'll have everything you need for a comfortable stay. Our place will help you feel at home while you're traveling in Wilmington.About pets:Pets allowed: dogs and cats less than 20 lbs per pet (limit one pet 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: 25.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.

Trend into opulence in this cozy four-season cabin retreat in a desirable location at the base of the private Chimney Hill community, only 12 minutes from Mt. Snow and 2 minutes to the Lake. It is the perfect Vermont getaway for families or couples looking for a relaxing time together.Whether it’s stargazing in the private hot tub on the wrap-around deck, enjoying a good book under the grand vaulted cabin ceilings, roasting marshmallows in the fire pit, or enjoying popcorn and a movie, there is something for everyone.Exclusive Access!During your stay, you will have guest access to the Chimney Hill Clubhouse* and all that it has to offer: heated outdoor/indoor pool, hot tub, arcade, pinball machine, fitness room, great room with projection TV and surround sound, piano, BYOB, full kitchen, outdoor grills, children’s playground, horseshoes, bocce court, sitting/reading rooms as well as a nearby fishing pond, lighted basketball, and volleyball courts, picnic areas, ice skating rink with a warming hut, and expansive snowmobile and hiking trails.Surroundings:The lot across the road and next to the cabin, is a dedicated green space, contributing to the quiet, private setting of your cabin.You will also enjoy the cabin's ceramic wood-burning stove/fireplace, outdoor dining area, grill, fire pit, private deck hot tub, and finished basement with tv's, ping-pong/pool/activity table, axe throwing, PS4, games, books, puzzles, washer and dryer, and more! Oh, and wait! What’s that soothing sound? It’s the gentle flow** of the adjacent creek calming you while you sleep. Yep, seriously relaxing! If you love waking up to the scent of cedar, sipping your morning coffee on the deck or snuggled by the fireplace, then this is the place for you!THE SPACE:This cabin can accommodate 10-guests, but much more comfortably 8ish guests. It really all depends on the ratio between adults and children. Please message us if you have any questions.Pets: While our property is pet-friendly, we do ask that you tell us that you're bringing a pet before you arrive so we can properly prepare for your stay. There is a $50 non-refundable pet fee for a pet that joins you during your stay. PARKING: Gravel driveway (4 vehicles), trailer parking available. NOTE: 4-wheel/AWD is recommended in the winter months to access the property and surrounding areasNote: All beds will be made with fresh sheets and towels will be provided.First floor: Bedroom (1 king-size bed) with full closet, Bunk room (2 sets of twin bunks), Full bathroom/tub, Living room, Kitchen, Dining area that seats eight, smart TV, large leather reclining entertainment sectional with USB plugs, wood stove/fireplace. (5 beds total, sleep 6)Loft area: 1 Queen bed, 2 twin beds with privacy partition, full dresser, USB plugs on nightstands, lounge/sitting area. (3 beds total, sleeps 4)Walk-Out Basement:The large finished basement has pool/ping pong table, 1 smart TV, PS4, darts, games, and a utility room with washer and dryer. Futon and cozy sectional also located in the basement*Clubhouse hours, access and dates are seasonal: Clubhouse will re-open for Memorial Day Weekend and will be open on weekends only until July, where then it will be open daily. Please message me if you need more details.**Flow of the creek is dependent on the season/weather. Sometimes it trickles, sometimes it roars. Only when outside, or in the bunk room or loft area, can you hear the soothing creek.Flexcation?: We can provide a monitor, keyboard and printer for longer stays only. Other things to note: amenities for guest use:• The kitchen is equipped with standard spices, oils and appliances including a dishwasher, copper pots and pans, crockpot, waffle maker, popcorn maker, toasteroven, tea kettle, and both K-cup and full-pot coffee makers.• Graco pack-n-play, IKEA highchair and jogging stroller• Standard washer and dryer• Many window fans and portable fans available for useNote: there is an outdoor Ring camera for owner security purposesAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).Pets must be declared on rental.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No parties! PLEASE BE ADVISED THAT QUIET HOURS FOR OUR HOMEOWNERS ASSOCIATION ARE 8:30 P.M. - 8:30 A.M.NO LOUD NOISE OF ANY KIND IS PERMITTED OUTSIDE OF THE HOUSE, INCLUDING THE DECK/THE HOT TUB. This rule is compliant with our HOA & &VT police,All pets must be leashed outside of the house. Please pick up after your pet. All pets must be declared on rental Please NO ski boots in the house..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.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.

Nestled in the beautiful Green Mountains of southern Vermont, Swoosh Chalet is minutes from skiing (Mt. Snow), golfing, antiquing and hiking. Enjoy the quintessential New England downtown village full of eateries and shoppes just outside your door. Swoosh Chalet has been curated with relaxation in mind. There’s an open eat in kitchen with a dining table and granite peninsula. Cozy up to the beautiful stack-stone wood burning fireplace in the living area or relax with a blanket, a book or board game in the comfortable reading nook. Downstairs, there are three updated bedrooms, including a bunk room for the young downhillers, equipped with a Smart TV. Enjoy après-ski on the any of the additional outdoor decks, perfect for grilling, corn hole, or s’mores over the fire table. Swoosh Chalet resides in the Chimney Hill resort area, which boasts some great community amenities that guests can enjoy during their visit. You get use of the main Clubhouse which includes two pools, one indoor, one outdoor. Other Clubhouse amenities at your disposal include; fitness room, hot tub, arcade, billiards, and a movie theatre. Chimney Hill also offers the use of tennis, pickle ball, and basketball courts, and an ice skating rink (weather permitting) with its own warming hut. And did we mention we’re 10 minutes from Mount Snow?About pets:Pets allowed: dogs (limit 2 total).Additional fee for pets..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No smoking anywhwere on property. Smoking will incur a $200 fine..No firearms or fireworks on property..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

This quiet mountain get away is the perfect place for your friends and family to enjoy beautiful southern Vermont. Our cozy 3 bedroom chalet has 2 queen beds and a bunk room with 2 twin bunk beds on the lower level. Upstairs is an open living room, kitchen and dining area where everyone can gather. Great skiing and snowboarding nearby at Magic Mountain, Bromley, Stratton, Mt Snow, and Okemo. Snowmobiling and cross country skiing are other fun winter adventures nearby.About pets:Pets allowed: dogs (limit 1 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: 18.About events:No events allowed.

Nestled in the woods of Southern Vermont, "Wolff Den" is a cozy 3-bedroom cabin. This is a retreat for nature lovers and anyone looking to disconnect and recharge. Located on a remote dirt road, you'll feel miles away from the world, yet you're just a short drive to everything the area has to offer – hiking, biking, swimming, skiing, and more! Ski and snowboard at Mount Snow or Straton. Enjoy a picnic or go boating at a nearby lake. Experience Vermont's breathtaking autumn folliage from the comfort of your cabin or a country drive. Whether you are planning a romantic getaway or a family vacation, this cabin offers the ultimate rustic retreat. Make sure to purchase local Vermont maple syrup and artisanal cheeses while touring the charming nearby towns. Then cozy up at the cabin and enjoy the tranquility of a truly off-the-grid escape. Please Note: NO TV and NO internet access. Cell service at the cabin is limited, but a landline is available for local calls.Your memories of the Vermont Green Mountains begin at the "Wolff Den".About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.About customRules:A shoe tray is located to the right inside the home. We want all our renters to enjoy new carpets for years to come. Feels great on your feet!!!.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

Authentic mountain chalet surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Spectacular mountain view & large lawn. Swimming hole at brook on property. Fire pit, propane BBQ, picnic table. Front & back porches w/ hammock, table & chairs. VCR/DVD & videos, boardgames & puzzles, kids toys, turntable & records, Satellite Internet & WiFi 20-100 mbps, TV & Roku. Gas heat, wood stove, pellet stove. Dog friendly (sorry, no cats due to allergies).Gorgeous brook on property. Hammock on the back deck. Perfect summer or winter getaway. This charming country chalet has a spectacular views of Stratton mountain. There is a mountain brook with a swimming hole located on the property. House amenities include:• Two-minute walk to swimming hole on property• Two bedrooms on the second floor, a master bedroom on the first floor and two full baths (one on each floor)• Fully furnished, sleeps 5 (3 full size beds and 2 single beds in the bedrooms and 2 couches in the living room)• Gas heat, a wood burning stove, and a pellet stove• TV/VCR, CD player and turntable (with lots of vinyl records)• Starlink Satellite Internet and Wifi • Lots of games, puzzles, videos and books for children, plus an assortment of board games for adults• Full kitchen, spacious front porch.Dogs are welcome!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.