Vacation Rentals By Owner In Winhall, VT

$346.86

Cozy Chalet 12 Min to Stratton, 7 Min to Bromley & 15 Min to Manchester

Winhall, Vermont, United States

Escape to this cozy 4 bd, 2 bth ski chalet nestled on a quiet road amidst an acre of beautiful Vt scenery. 12 min to Stratton, 7 min to Bromley, and 15 min to Manchester, it’s the perfect winter getaway.brbrMain living area features a comfortable oversized sofa for relaxing around the new pellet stove after a day on the slopes. Eat-in kitchen has brand new appliances and ample seating for meals with loved ones. This charming location invites you to create special memories with family and friends.brbr***If you're interested in a seasonal booking reach out!***brbrPet friendly, EV Charger (listed as 'Electricity Fee' which is a $25/night charge), cozy pellet stove, private deck and backyard, secluded location on quiet dirt road on one acre of property, 15 min to Manchester Center (shopping and dining)

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$270.91

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Private Vacation Home

Location off Stratton Mt Rd! Spacious Pet & Family Friendly Townhouse: 5 BR/3BA

Winhall, Vermont, United States

Enjoy the best that Stratton Vermont has to offer in this perfect location off Stratton Mountain access road! This spacious pet and family friendly townhouse is 3 levels featuring 5 bedrooms and 3 bathrooms.brConveniently located close to skiing, golfing, shopping, and dining. Includes high speed Wi-Fi and smart TV's with built-in streaming apps.br-2 minute drive to Stratton Golf Coursebr-5 minute drive to Stratton Ski Mountain Base for skiing, shopping and diningbr-Short drive to Manchester Shopping Outlets

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$309.46

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Private Vacation Home

Less the 1 mile to Bromley!

Winhall, Vermont, United States

The Little Matterhorn is your quintessential Vermont experience. Our cozy home built in 1964 gives off a vintage vibe with some updated amenities, making it the perfect place to stay while exploring the beautiful Green Mountains of Vermont. Our home is a short distance of less than a mile to Bromley Mountain resort and just a quarter of a mile to Bromley Mountain parking, If your up for a 17 minute drive in either direction you’ll find yourself at Magic Mountain or Stratton Mountain making it a perfect base for ski enthusiasts.brbrWith 3 bedrooms and a loft, our home can accommodate up to 7 adults and 9 guests in total. The open floor plan has everything you need for a comfortable stay, including a sunken sitting area, fireplace, washer and dryer, floating staircase, soaring ceilings, and massive windows that let you take in stunning views of the mountains, . We provide plenty of entertainment options, including a foosball table, board games, and outdoor seating on the wrap-around deck.brbrIf you`re here for a summer getaway, you`ll find endless opportunities to explore the great outdoors. Our home is located near hiking trails, waterfalls, and other hidden gems in the area. We`re also a short 10 minute drive to Manchester VT, which boasts fantastic shopping opportunities.brbrThe Little Matterhorn is the perfect place to experience Vermont living, no matter what season you visit. Come and stay with us to create memories that last a lifetime.brbrI give permission to the property manager to use abrthird-party to screen my identity and check criminal databases to confirm mybrreservation. Complete terms regarding the guest screening can be provided by thebrproperty manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.brNo PetsbrNo SmokingbrNo events or Extra guestsbrPlease be respectful of noise levels after 10PM

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$252.03

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Chalet

Beautiful Chalet For All Seasons

Winhall, Vermont, United States

Magnificent view of the valley from back windows and raised deck. Very private location and at the same time within a short proximity to Manchester Center with great selection of restaurants and designer outlet stores. Short distance to all main Southern Vermont skiing areas. 20 minutes to Vermont Summer Festival Horse Show in East Dorset. 20 minutes to Olympic size Riley Rink with public skating sessions, 'sticks and pucks' and other on-ice activities. brbrImportant note to our guests: brOur base price is for 2 persons. Any additional guest will be charged $40 per person per night.

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4

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Exceptional(54)

$1409.65

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Private Vacation Home

Skylight Ski Lodge VT Rustic Chic Near Stratton

Winhall, Vermont, United States

The Skylight Ski Lodge is the perfect Vermont getaway.brLocated just off VT-Route 30 outside Manchester Center, the Lodge places you within 35 minutes of several premier ski destinations, including Stratton, Bromley, and Okemo. Winter adventurers will also appreciate direct access to the VAST snowmobile trail system and the surrounding beauty of the Green Mountains.brbrAfter a day outdoors, return to the comfort of the Lodge, where two expansive great rooms with impressive native stone fireplaces and a fully equipped gourmet kitchen invite you to relax, refuel, and reconnect.brbrAbout Skylight Ski LodgebrbrOriginally built in 1950, Skylight Ski Lodge operated as a beloved Vermont inn from 1952 to 2002. In its heyday, Ski Magazine (February 1977) noted, “Most of the serious skiers who frequent the Skylight Lodge wouldn’t think of staying anywhere else.”brbrToday, the Lodge has been thoughtfully renovated to honor its storied past while offering modern comfort and amenities. Exceptional craftsmanship is evident throughout—from maple trees milled on-site for trim and flooring to the two grand great rooms anchored by massive, wood-burning stone fireplaces.brbrSkylight Ski Lodge continues to welcome guests with the same spirit of warmth, adventure, and connection that has defined it for generations—a timeless Vermont retreat where memories are made year after year.brbrThe SpacebrbrGuests enjoy exclusive access to the entire home—it’s all yours during your stay. With seven bedrooms, two spacious great rooms, and ample indoor and outdoor gathering spaces, the Lodge is perfectly suited for large families, groups, and reunions.brbrUnwind by the outdoor fire pit under the stars or enjoy the scenic pond on the property. Please note that swimming in summer and skating in winter are at your own risk.brbrGuest Access & SupportbrbrThe Lodge offers private, self check-in via a smart lock, with detailed arrival instructions provided prior to check-in. While we don’t live on-site, our local property manager is nearby and available if needed. We’re also just a message away and happy to assist with anything from house questions to local dining and activity recommendations.brbrGood to KnowbrbrSkylight Ski Lodge is a private mountain retreat designed for relaxation and connection. The home operates on a septic system, so we kindly ask guests to be mindful of water usage.brbrWinter travelers should plan for snowy conditions—4WD or AWD vehicles are strongly recommended. A starter bundle of firewood is provided, and we’ll share details on local firewood purchase options before arrival.brbrFor ski and snowboard guests, we’ve partnered with Ski Butlers for convenient in-home equipment delivery and fittings. A detailed house guide will be sent prior to check-in to help you settle in with ease.brbrOur goal is simple: arrive, unwind, and enjoy everything Vermont—and Skylight Ski Lodge—has to offer.

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$2219.65

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Private Vacation Home

Charming Stratton ski house/ chalet - mountain view & quick walk to slopes

Winhall, Vermont, United States

Welcome to your perfect family ski getaway! This charming 5-bedroom, 2-bath chalet is nestled in a beautiful neighborhood, yet it is only 400 feet away from the gondola and ski slopes. Leave the car behind and walk to everything- the village, shops, restaurants, and, of course, the slopes. After a day out on the hill, gather around the fireplace for cozy nights in, play games, work on puzzles, or watch TV. Cook up a feast in the well-equipped kitchen, and enjoy meals together at the large dining table with room for 8+. Large convenient entryway mudroom to store all your gear. Take the scenic views of Stratton's iconic clock tower and the Upper Standard Trail. Watch the fireworks from the deck on New Year's Eve. Relax, recharge, and experience the perfect winter retreat, with all the comforts of home and unbeatable proximity to the slopes! Book your stay now!

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$538.7

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Private Vacation Home

Cozy 3-BR Retreat Near Stratton & Manchester

Winhall, Vermont, United States

Summary:brbrA reimagined Vermont escape just minutes from Stratton, where natural textures, thoughtful design, and mountain proximity come together in one warm, welcoming retreat.brbrbrbrTucked just off Stratton Mountain Road on a quiet, wooded lot, Downtime blends the comforts of home with the elevated touches of a design-led getaway. With three bedrooms, three bathrooms, and an open-concept living space framed by vaulted ceilings and exposed beams, the home was built for both gathering and retreat, equally suited for weekend escapes, family holidays, or peaceful work-from-home stays.brbrbrbrThe Space:brbrStep through the front door and into a heated-tile entryway, ideal for shedding boots and gear in any season. The main living area opens up just beyond, with a soaring great room centered around a warm and inviting hearth, surrounded by windows that pull the outdoors in. Whether you're curled up with a book, catching up with friends, or just watching the snow fall through the trees, the space invites you to slow down.brbrbrbrTo one side, a dining table comfortably seats ten, with an adjoining breakfast nook for slower mornings. The newly remodeled kitchen is outfitted with high-end Café appliances, including a six-burner gas range, and is fully stocked for easy meals at home. Open shelving, warm woods, and stone counters add character and function in equal measure.brbrbrbrBedrooms are spacious and serene, each with soft lighting, quality linens, and peaceful views of the surrounding woods. The main-floor suite includes a private deck and en suite bath with a double vanity and heated tile floors. Upstairs, you’ll find two additional bedrooms that share a full bath with a tub, plus a cozy sitting area that’s perfect for reading or relaxing. One of the bedrooms features a queen bed along with a pull-out king for flexible sleeping arrangements. The second has twin beds tucked into charming nooks beneath the eaves, an ideal hideaway for kids or anyone seeking a bit of whimsy. All bathrooms feature heated tile floors for an extra layer of comfort during cooler months.brbrbrbrGuest Access:brbrContactless check-in; lock box. Note, 4x4 highly recommended from December-March.brbrbrbrThe Neighborhood:brbrLocated just five miles from the base of Stratton and under 20 minutes to both Bromley and Manchester, Downtime gives you easy access to skiing, hiking, dining, and shopping, without sacrificing peace and privacy. It's a central yet secluded spot, surrounded by nature but close to everything. Hit the slopes in winter, take scenic drives in fall, or spend sunny afternoons hiking, golfing, or swimming in nearby lakes.brbrbrbrNearby Restaurantsbrbr- 4 mins to River Road Eatery (Bondville): cozy local favorite known for its warm atmosphere, delicious comfort food, and friendly bar scene.brbr- 9 minutes to The Fire Tower Restaurant & Tavern (Stratton): rustic and inviting with craft beers, cocktails, and mountain-view dining.brbr- 12 minutes SoLo Farm & Table: farm-to-table hotspot offering seasonal dishes in a charming, intimate setting just a short drive away.brbr- 14 mins to JJ Hapgood General Store & Eatery (Peru): historic community spot offering breakfasts, lunch, and curated Vermont goods, a true local gem.brbrbrbrThings to dobrbr- 11 minutos to Stratton Mountain Resort: skiing, mountain biking, scenic lift rides, golf, UTV tours, fitness programs, and more. brbr- 12 minutes to Cliff Drysdale Tennis Center & Outdoor Pickleball Courts: enjoy a friendly match or lesson at this well-equipped facility.brbr- 12 minutes to Bromley Mountain Adventure Park: activities like alpine slides, scenic gondola rides, and family adventure options.brbrbrbrGetting Around:brbrVehicle is recommended, with 4x4 or AWD in the winter.brbrbrbrOther Things to Note:brbrNotes & Disclaimers: brbrbrbrWildlife: 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. brbrbrbrWeather: 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. brbrbrbrPower & 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. brbrbrbrPets: We’re happy to welcome your pup to the home! Please note that only one dog is allowed per stay, with a one-time fee of $150 plus tax. For everyone’s comfort, we kindly ask that dogs remain leashed outdoors and that you clean up after them. Unfortunately, cats are not permitted due to allergy concerns. Any pet-related damages may result in additional charges.brbrbrbrMaximum occupancy: Please mind that this house can host a maximum of 6 guests per fire code. As per the fire department, infants are included in that number. Therefore, any infants included in the booking above maximum occupancy of 6 would unfortunately result in the reservation being cancelledbrbrbrbrCancellation Policy: We cannot make any exceptions to our cancellation policy. Please consider traveler’s insurance.brbrbrbrInteraction with Guests:brbrNo interaction with host required; available on chat service.

3

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3

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6

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$1535.59

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Lodge

Secluded Luxury Stratton Lodge | Heated Pool

Winhall, Vermont, United States

The spacebrKEY FEATURES:brbr☀️ Panoramic mountain views from every roombr☀️ Resort-style backyard: Seasonally heated pool, hot tub + saunabr☀️ 5 spacious bedrooms; comfortably sleeping up to 10 guestsbr☀️ Epic game room w/ pinball, pool, air hockey, foosball, ping pong and arcadebr☀️ Gourmet kitchen w/ high-end appliances + plenty of spacebr☀️ Expansive wrap-around deck w/ amazing viewsbr☀️ High-tech & Eco-friendly: Sonos speakers, EV chargers + Tesla Powerwallbr☀️ Cozy living spaces w/ indoor fireplace + curated librarybrbr☆☆ BEDROOMS + BATHROOMS ☆☆brbrOur spacious lodge layout features 5 beautiful bedrooms and 4.5 baths, designed to comfortably accommodate families and groups of up to 10 guests. You will find three bedrooms with king beds, one room with a queen bed, and dedicated rooms with bunk beds and a crib for the little ones. Room-darkening shades and extra bedding ensure a cool and quiet night's sleep.brbr☆☆ KITCHEN & LOUNGE ☆☆brbrGather in our expansive, high-tech living spaces designed for ultimate entertainment. The gourmet kitchen features high-end appliances and plenty of cooking space for group meals. Relax by the cozy fireplace, pick a book from our personally curated library, or stream your favorite music through the Sonos speakers found throughout the house.brbrFor some friendly competition, head to our incredible game room—complete with a pool table, ping pong, foosball, air hockey, and a full-size pinball machine!brbr☆☆ OUTSIDE SPACE ☆☆brbrEmbrace nature on our expansive wrap-around porch offering stunning panoramic mountain views. The outdoor space is a true private retreat featuring a hot tub, a sauna, and a beautiful heated pool (available seasonally).brbrSpend your evenings roasting marshmallows around the fire pit, relaxing in the gazebo, or letting the kids explore the mini-luxury playhouse. We also take pride in offering an eco-friendly stay, equipped with solar panels, a Tesla Powerwall backup system, and electric car chargers for your convenience.brbr☆☆ POOL ☆☆brbrThe swimming pool is open Memorial Day weekend (May 22, 2026 through November 15, 2026 and closed outside this period with a safety cover. The pool is heated from July 4 (weekend) - Labor Day weekend. Outside of these times, the pool can be heated for $150/day.

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$1109.12

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Private Vacation Home

New 4-BR Luxury Home 6 Min from Stratton w/hot tub

Winhall, Vermont, United States

Summary:brbrEscape to this newly built 4-BR home, located on the Stratton Mountain access road, just 6 minutes from the lift, set on a private 2-acre lot. This retreat features six bedrooms, four and a half bathrooms, a fully equipped kitchen, and a spacious living room with fireplace, perfect for gathering with friends and family. For some indoor fun, head to the game room, which includes a pool table, electronic darts, and a foosball table. This home offers the perfect balance of comfort and adventure.brbrbrbrThe Space:brbrWelcome to Pine & Peak ChaletbrbrNestled on 2 acres along the Stratton Mountain Access Road, Pine & Peak Chalet offers an unforgettable escape just 2.8 miles from the lifts. This gorgeous, one-of-a-kind luxury home, unique to the Stratton market, is a stunning new construction designed for both comfort and elegance. With 4,000 square feet of open-concept living space, wide-plank floors, and floor-to-ceiling windows, it maximizes natural light while showcasing breathtaking views of Stratton Mountain. You won’t want to miss this rare gem, offering seamless mountain access with a complimentary shuttle service available on weekends and holidays.brbrbrbrLuxury Accommodations with Attention to DetailbrbrbrbrThe master suite boasts a freestanding tub with spectacular mountain views, a glass-enclosed shower, and a double vanity. Every bathroom features radiant heated floors, adding a touch of luxury to your stay. Every room reflects the home’s blend of modern comfort and rustic charm, including unique touches like themed ski wallpaper.brbrbrbrGorgeous Farmhouse Kitchen & Entertainment SpacesbrbrThe farmhouse kitchen is the heart of this home, featuring stainless steel appliances, gorgeous quartz countertops, and brass handles and fixtures. The butler's pantry is stocked with Smeg appliances, including a coffee maker, blender, toaster oven, and a hot water kettle. You'll also find all essential cookware, bakeware, and basic spices included. Whether you're sipping from the wine glasses, celebrating with champagne flutes, or enjoying a drink in the bar area with custom ski whiskey glasses, this home is designed for entertaining.brbrbrbrEntertainment & RelaxationbrbrPine & Peak Chalet is packed with entertainment options. Relax on one of the three plush sofas, watch your favorite shows on the three 85-inch TVs with complimentary Netflix and Peacock, or challenge friends in the game room with electronic darts, foosball, and a kid’s TV room designed for Xbox, PlayStation, and Nintendo Switch. The outdoor spaces are equally inviting, featuring a fire pit, a cedar Jacuzzi, and a Weber grill. In the garage, a heated boot dryer ensures your gear stays warm and dry.brbrbrbrWe’ve Thought of It AllbrbrFrom self-check-in with keyless locks to complimentary Illy coffee, assorted teas, and firewood, every detail has been considered to make your stay perfect. Safety is a top priority, with carbon monoxide and smoke detectors throughout the home and a first-aid kit readily available.brbrbrbrPrime LocationbrbrIn addition to its proximity to Stratton Mountain, Pine & Peak Chalet is just 25 minutes from Manchester, a popular destination known for boutique shopping, fine dining, and cultural attractions. This stunning luxury home offers a unique combination of tranquility and convenience, making it the perfect base for your Vermont adventure.brbrbrbrRental DetailsbrbrPlease note, this property does not allow pets, and guests must be 25+ to rent.brbrbrbrYou won’t want to miss this immaculate retreat, perfect for families, friends, or groups seeking an exceptional Stratton experience!brbrbrbrThings to do:brbrbrbrStratton Mountain:brbr- Ski Areabrbr- 5 Village Lodge Rd. Stratton Mountain VermontbrbrbrbrStratton Mountain Golfbrbr- Golf Coursebrbr- 251 Stratton Mountain Rd, Stratton Mountain, VT 05155brbrbrbrCliff Drysdale Tennis Centerbrbr- Pickleball and Tennis Activitiesbrbr- 10 Arbor Rd Stratton Mountain, VT 05155brbrbrbrTraining & Fitness Centerbrbr- Training and Fitness activitiesbrbr- 10 Arbor Rd Stratton Mountain, VT 05155brbrbrbrGuest Access:brbrAccessible by smart lock.brbrbrbrThe Neighborhood:brbrLocated 6-min to Stratton, 14-min to Bromley and 26-min to Mount Snow. 8-min to tennis and pickleball activities at Cliff Drysdale Tennis CenterbrbrbrbrGetting Around:brbrCar required. 4x4 required during snow season, December-March.brbrbrbrOther Things to Note:brbrNotes & Disclaimers: brbrbrbrWildlife: 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. brbrbrbrWeather: 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. brbrbrbrPower & 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. brbrbrbrAir conditioning: There is central AC at this property, which cools the whole house. 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).brbrbrbrPets: We love our furry friends, but this home isn’t set up to host pets. Thanks for understanding and helping us keep the space serene and welcoming for all.brbrbrbrMaximum occupancy: Please mind that this house can host a maximum of 7 guests per fire code. As per the fire department, infants are included in that number. Therefore, any infants included in the booking above maximum occupancy of 7 would unfortunately result in the reservation being cancelled.brbrbrbrCancellation Policy: We cannot make any exceptions to our cancellation policy. Please consider traveler’s insurance.brbrbrbrInteraction with Guests:brbrNo interaction required.

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$709.33

/ Nightly

Condo

Stratton Mountain-Spacious Multi-Level 1830 Ft. Premium Townhouse

Winhall, Vermont, United States

Piper Ridge Condominiums are among the most desirable in the Stratton/Bondville area located on the Mountain just off the Stratton Access Road.br brPiper Ridge has an exclusive Sports Complex within a short walk from this unit, containing an Indoor Pool, Sauna, Jacuzzi, Racket Ball Court, Weight Room, Pool Table/Game Room, Lockers & Showers and Outside Tennis Courts.brbrThe Piper Ridge Jitney provides complimentary door to slope shuttle service every 20 minutes. (See Owners Website for SHUTTLE SCHEDULE)brbrOur Piper Ridge Condo is a spacious Townhouse with Cathederal ceilings throughout. There are 3 quiet & very private comfortable Bedrooms in addition to a separate sleeping Loft each located on there own floor. The Master Suite Bathroom contains its own Jacuzzi and Private Shower.brbrThe Open floor plan Great Room with 25 foot high Post & Beam ceilings, contains a ceiling high brick fireplace with ample relaxing seating. brbrThe bright Kitchen includes 2 Counter Bars with Stools, Stove/Oven/ Dishwasher/ Refrigerator/Microwave/Toaster Oven/Toaster along with ample Pots, Pans, Dishes, Glasses & Utensils. The Country Dining Room with Table, Chairs and Breakfront comfortably seats 6-8 guests with room for expansion. The Laundry Room is conveniently located on the upper level. Ample Towels and Linens are provided.brbrRear Sliding Glass doors open onto a large ground level Deck complete with a Gas BBQ and which overlooks a picturesqe Pond suitable for skating wheather permitting. The roomy entrance-way Mud Room along with a 1 Car Garage satisfies every Storage need. brbrThe entire complex is located just on the other side of the Stratton Mountain Golf Course and only moments from the Chair Lifts.brbrMultiple week rentals are available and a Split Ski season (every other weekend) fom November to April is negotiable.brbr(Please see Owners Website for FLOOR PLAN)brbrbrbrKeywords: Condominium

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$137.67

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Private Vacation Home

Stratton Mountain location for less

Winhall, Vermont, United States

brLOCATION...LOCATION...LOCATION...brbrCute and cozy chalet conveniently located on the Stratton Mountain Access road!! brGreat location for all seasons!!!brbr Less than a 5 minute drive to Stratton Mountain. (NOT ON A SHUTTLE ROUTE)br brConvenient to all Stratton Mountain, Bromely Mountain & Manchester area restaurants, outlets, stores and attractions. brbrThis house is in a great location for all seasons! Lots of nearby hiking trails, lakes and waterfalls. Pikes Falls, Hamilton Falls, Dorset Quarry, Stratton Pond, Grout Pond, Vt Long Trail and much more!!!brbrCome see the beautiful fall foliage.brbrEasy drive to all southern Vermont ski areas!brbrStratton Mountain Resort 5 minutes brBromely Mountain Resort 10 minutesbrMagic Mountain 15 minutesbrMount Snow Resort 35 minutesbrOkemo Mountain Resort 40 minutes brKillington Mountain Resort 1 hourbrbr4 bedrooms, 2 full bathrooms and mudroom entry. 1 queen beds, 1 full bed, 2 twin beds and 2 sets of bunk beds. brFull kitchen with dishes, toaster, coffee maker, pots and pans. brEasy to use pellet stove. Pellets are not supplied. brPlenty of parking.

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$380.83

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Private Vacation Home

2026 Seasonal Summer Rental

Winhall, Vermont, United States

Intervale Renovation - Brand New Chef's Kitchen - Highly Sought After 3 BR/3 Bath + Loft/Office. Serene-woodland setting. 2 En Suite Two Two En Suite Master Bedrooms (1st Floor & 2nd Floor); 3rd Bedroom (2 full beds) plus Loft/Office. Central A/C; Dedicated & Covered Carriage House Parking; Outdoor Deck with Weber BBQ Grill; Mesh Wifi Network; Premium Cable & FireTV. Perfect blend of proximity to the Village with privacy & serenity of spacious home. Bright & Open Floor Plan, Fireplace. LOFT/Office w/Sofabed and Full Size Desk. Well Appointed Kitchen w/Nespresso, Cast Iron and Le Creuset cookware; Full Wash/Dryer- Ideal Location! Next to Resort Activities & Outlet Shopping but feels like you are away from it all!

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$272.38

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Villa

Mountain Haven for Families | Deck | Shuttle | Views

Winhall, Vermont, United States

- Escape the everyday at this mountain retreat with stunning views and a private deckbr- Spacious townhome with 3 bedrooms, loft, and 3 full bathrooms for ultimate comfortbr- Shuttle service to Stratton Mountain Resort, plus easy access to trails and slopesbr- Just 5 minutes to Stratton Resort and 4 minutes to Stratton Golf Coursebr- Book now and enjoy unforgettable memories with family and friends at Mountain Havenbrbr☆☆ HIGHLIGHTS ☆☆brbr✹ Can host 6 adults max, 8 total guests max (so 6 adults and 2 kids is ok, or 4 adults and 4 kids, etc), per HOA rulesbr✹ 3 comfortable bedrooms plus loft; 2 kings + 1 full + 5 twins (1 bunk bed, 2 twins + 1 pullout trundle)br✹ 3 full bathrooms; 2 ensuites + family bathroombr✹ Full kitchen w/ modern appliances (including coffee maker)br✹ Spacious breakfast bar + relaxing dining area; total seating for 9br✹ Open-concept living area w/ large TV, wood-burning fireplace, large sectional + armchairsbr✹ Quiet reading nook w/ comfortable seating + board gamesbr✹ Free wifi + dedicated workspacebr✹ In-unit washer + dryerbr✹ Private deck w/ outdoor dining + gas BBQ grillbr✹ Free parking for 2 vehicles at the unit and additional parking in the overflow parking lot in the community br✹ Nestled in a quiet neighborhood surrounded by natural beautybr✹ Easy access to slopes + hiking trails; ideal for skiing, snowboarding + outdoor activitiesbr✹ Shuttle service to Stratton Mountain Resortbr✹ Access to Intervale community pond for fishingbr✹ Prime location near exciting attractions; Lowell Lake State Park, Prospect Rock Trail, Hamilton Falls, Lye Brook Falls, Green Mountain National Forest + morebr✹ Short drive to restaurants + groceriesbrbrEager to Read More brbrHere are a few kind words from my previous guests:brbr“Everything was as they said. Perfect for what we needed.” –Kimberlybrbr“The location was amazing and the management company made it very easy to get in and out” –Gavin (Other Location)brbr“Very easy check in. Great location. Private. Host was proactive and responsive. We had a lovely time. Thank you.” –Monique (Other Location)brbr★★ BEDROOMS ★★brThe entire family or group can spread out over three inviting bedrooms on two levels. Comfortable beds, fresh linens, and beautiful soft lighting ensure a rejuvenating night’s sleep after an exciting day on the slopes or trails. The bunk room is a great place for the young members of the group.brbr✹ Primary Bedroom (first floor): King-sized bed, floor-to-ceiling window w/ forest view, dresser, closet + ensuite bathroombr✹ Bedroom 2 (upper level): King-sized bed, desk, closet + ensuite bathroombr✹ Bedroom 3 (upper level): Twin-over-twin bunk bed, twin bed, twin trundle, dresser +closetbr✹ Bedroom 3 (upper level): Full bed, twin-over-twin bunk bed, pull-out twin trundle, dresser +closetbr✹ Loft: 2 twin bedsbrbr★★ BATHROOMS ★★brTwo bedrooms have a private bathroom, while a third full bathroom caters to the rest of the home. Soothe aching muscles in a hot bath or steamy shower, after your latest snowboarding or biking escapade. All the bathrooms are spotless and provide ample space for the whole group to freshen up. brbr✹ Bathroom 1: Ensuite to primary bedroom w/ a bathtub/shower combo + separate vanitybr✹ Bathroom 2: Private bath to second bedroom w/ a bathtub/shower combobr✹ Bathroom 3: Full bath w/ showerbrbr✔ Hair dryerbr✔ Fresh towelsbr✔ Laundry room w/ full-size washer/dryer + ironbrbr★★ KITCHEN & DINING ★★brPrepare delicious meals easily in the fully-equipped kitchen, which boasts beautiful woodland views. Savor your morning coffee at the stylish breakfast bar before hitting the slopes or heading out for one of the best hikes. Gather around the large dining table or head out to the spacious deck to dine surrounded by greenery.brbr✔ Fully stocked kitchen w/ modern appliances (including electric stove + dishwasher)br✔ Coffee makerbr✔ Basic cookware + dinnerwarebr✔ Dining table w/ seating for 6br✔ Breakfast bar w/ seating for 3br✔ Direct access to the deckbrbr★★ LIVING ROOM ★★ brWith lofty ceilings and breathtaking natural light, the open living room is the perfect blend of comfort and function. Choose a spot on the plush sectional or chairs to watch a movie, snuggle in front of the cozy fireplace, or plan your next outing. Nestled upstairs is a second lounge space, with a comfy sofa and plenty of board games to entertain the whole group.brbr✔ Open layout great room w/ high ceiling + tasteful decorbr✔ Rustic wood-burning fireplacebr✔ Large flat-screen TVbr✔ Comfortable sectional + additional reading chairsbr✔ Upstairs living space w/ sofa, armchair + board gamesbrbr★★ OUTDOOR SPACE ★★brA private deck adjoins the main living room, expanding your living space into the great outdoors. Relax with an evening beverage, tuck into mouthwatering grilled meals, and enjoy the gorgeous mountain surroundings from the comfort of home.brbr✔ Spacious deck w/ outdoor dining table + 4 chairsbr✔ Surrounded by breathtaking natural beautybr✔ Gas BBQ grillbrbr★★ ACTIVITIES/ATTRACTIONS ★★ brThe charming town of Winhall combines small-town vibes, the peace of a remote location, and easy access to nearby resorts. Enjoy world-class skiing and other winter sports in the colder months, and hiking, biking, and other outdoor activities when the weather warms up. Check out some of the fun on your doorstep:brbr✔ Family-Friendly Outdoor Activities: Hop on the convenient shuttle and head to Stratton Mountain Resort for skiing, snowboarding, and scenic gondola rides. Thrill the whole family with daring alpine slides and zip lines at Bromley Mountain Adventure Park. Hike along Lye Brook Falls Trail to one of Vermont’s tallest waterfalls and be rewarded with incredible views. brbr✔ Educational and Cultural Activities: Step back in time at The Vermont Country Store, where you’ll find unique souvenirs and old-fashioned toys. Discover local history through interactive exhibits at the Manchester Historical Society and Museum. Explore art exhibitions and sculptures at the Southern Vermont Arts Center. brbr✔ Outdoor Adventure for All Ages: Stroll along the Manchester Riverwalk for scenic views of the Battenkill River, sample fresh Vermont cheese and maple syrup at Taylor Farm, or explore the family-friendly hiking trails of the Equinox Preservation Trust Trails.brbr✔ Dining and Shopping: Take a break from the slopes to enjoy retail therapy at Manchester Designer Outlets, the home of premium outlet shopping, dine on classic family-style American cuisine at Zoey’s Double Hex, or indulge your sweet tooth at Mother Myrick’s Confectionery. brbrAll these activities and more are within your reach when you book with me!brbr★☆Reserve your dates now – The perfect Stratton getaway awaits! ☆★brbrGuest Access:brbr✹ GENERAL: Guests can enjoy full access to the entire 2-story townhome. brbr✹ PARKING: Free parking for 2 vehicles at the unit and additional parking in the overflow parking lot in the community brbr✹ WORK FROM HOME: Free wifi is available throughout the home, plus multiple laptop-friendly areas. brbr✹ NO PETS: While we love your furry friends, there’s a strict no-pet policy per the HOA (except for service animals, which must be approved in advance). brbrDon’t hesitate to reach out with any questions - I look forward to hosting you!brbrOther Things to Note:brbr✹ Easy self-check-in is available with the smart lock. You’ll get your own personal door code on check-in day.brbr✹ Guests must be 25 years or older to book this propertybrbr✹ WAIVERS & LEASE - You`ll be required to sign a lease agreement to complete the booking. I`ll send this to you right after booking.brbr✹ LEGAL STUFF: By booking this property, you agree to the terms under the house rules and liability waiver.brbr✹ QUIET HOURS: 10:00 pm to 8:00 am. brbr✹ No smoking is permitted anywhere on the premises.brbr✹ Air conditioning is only available in certain parts of the home. brbr✹ The system will place a hold automatically for $1,000 on your card, which will be released 1 week after checkout (assuming there`s no damage or excessive cleaning needed). This is instead of a security deposit.br- No petsbr- Primary guest must be 25 years or older to book

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$541.51

/ Nightly

Chalet

The Vermont Hideaway. Cozy up in this newly remodeled chalet.

Winhall, Vermont, United States

The Vermont Hideaway has been a 5 star listing for several years. We are the new owners and look forward to hosting you! We will be partnering with the same great team that has serviced the hideaway for years, making it a Guest Favorite.brbrCozy up in this newly remodeled chalet, just minutes from skiing at Stratton Mtn or Bromley Mtn and a 5-miute drive to downtown Manchester's shopping and dining.brbrWelcome to your hideaway! Our rooms are comfortable, quiet, and equipped with comfortable beds and linens to ensure you get an amazing night’s sleep during your stay.brbrOur house comfortably sleeps 8 people. With four bedrooms – two upstairs, two downstairs – you'll have plenty of space to spread out. We also have two full bathrooms and one half bath, so no one will be competing for space.brbrKing SuitebrEnjoy a plush king bed, a 50 fire TV and attached spa-like bathroom with soaking tub and walk in shower.brbrSerene QueenbrEquipped with a luxurious Casper mattress, soft linens and adjustable bed frame, our Serene Queen room is painted in a tranquil light blue for ultimate relaxation.brbrMountain QueenbrEquipped with a luxurious Casper mattress, soft linens and adjustable bed frame, our Mountain Queen room has a rustic chic vibe that's perfect for the mountains.brbrForest TwinbrTwin room features two twin beds each equipped with memory foam mattresses. Each bed also has its own reading light and USB outlet for charging.brbrPack 'n Play available at request

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Bath

Sleeps

$611.33

/ Nightly

Private Vacation Home

3 levels w/ Spectacular Mountain Views 8 minutes to either Stratton Base Lodge

Winhall, Vermont, United States

This warm and spacious 3 level 3,000 square foot house set on 4.4 acres with 5 bedrooms (8 beds) and 4.5 baths is located just off the Stratton Mountain access road. The house is 3.4 miles from Stratton's main lodge and a 4 minute drive to Stratton Mountain Country Club. There is an absolutely beautiful view of nearby Bromley mountain which is a 15 minute, 10.7 mile drive. A 16 mile drive will get you to the increasingly popular Mt. Snow in about 25 minutes. The house features 2 Living rooms; 2 dining areas; a kitchen and kitchenette; 2 decks; an outside grilling area; a recreational room with a ping pong table and foosball table; 2 fireplaces and ample couch room for apres ski lounging. For the comfort of our same gender guests, there is a separate bed for each of the maximum of 8 guests. Contact us if you are looking to have more than one pet (dogs that is). brbr- 8 Individual bedsbr- 2 King bedsbr- 3 Queensbr- 3 Bunk beds

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Bath

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$907.39

/ Nightly

Private Vacation Home

3 Levels w/ Magnificent Mountain Views, 5 Mins to Stratton Base, Sauna, Firepit

Winhall, Vermont, United States

Upgraded 5 bedrooms, 3.5 baths house on a premium lot. Majestic mountain views in the heart of ski country! Just 3.5 miles to Stratton, 11 to Magic Mountain, 18 to Mt. Snow, 25 to Okemo, and 41 to Killington. Enjoy peace in the woods with a outdoor firepit, expansive deck and patio for dining and relaxation. Stunning ridgeline and ski trail views from every room. Fully stocked kitchen, master suite with jacuzzi, walkout basement with surround sound system and sauna, mudroom with ski racks. We hope you enjoy what our place and Winhall has to offer.brbrWith 2 King bedrooms (main floor and basement), 2 Queen bedrooms (second floor and basement), one Twin room (second floor), 3 spacious gathering rooms on each level and 3 full baths (each on it's own level), additional half bath on main floor, complete with sauna, two fireplaces and outdoor fire pit! Our home is extremely comfortable for large groups & multi-generational families to enjoy together. The master bedroom, kitchen, dining, and living rooms are all accessible from ground floor entry. Steps away from the best hiking and skiing in Southern VT!brbrWhether you're skiing in winter or hiking in summer, this mountain retreat offers the perfect blend of convenience, adventure and tranquility. We are always available to answer your questions. Please add my listing to your wishlist by clicking the heart symbol in the upper right corner!

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$838.4

/ Nightly

Private Vacation Home

Family ski getaway, minutes from two ski mountains

Winhall, Vermont, United States

This home is perfect for a relaxed ski getaway with friends or family. Recently renovated, the house is on a wooded acre three miles from the base of Stratton Mountain, one of southern Vermont's best ski resorts. Just seven miles in the other direction is Bromley Mountain, a wonderful family ski mountain that converts to an alpine adventure park in summer.brbrEnter at the ground floor into a mudroom with radiant floors, so kids and adults can shed snowy gear. Also on that floor: four bedrooms, laundry and one full bath. One bedroom has a king bed, one has a queen, one has a full and a twin, and one has a set of bunkbeds plus a twin, plus a trundle under the bottom bunk. brbrUpstairs, find an open layout with kitchen, large dining table that seats 8, living area with fireplace, reading area and another full bath. Behind double sliding doors is a rec room with ping pong, a TV monitor, and lots of kids games. For kids, there is a trampoline outside, as well as a sledding hill in the backyard. The house has a lovely view of Stratton Mountain from the deck, which has a gas grill, Adirondack chairs and picnic table.brbrDriving distances from the house are 10 minutes to Stratton village and lifts; 10 minutes to Bromley lifts and lodge; 15 minutes to Magic Mountain; 20 minutes to the town of Manchester. Okemo and Killington are about a 45-minute and one-hour drive, respectively, up Route 100.

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$447.29

/ Nightly

Private Vacation Home

Winhall Woodland House | Winhall Home w/ large deck - near Stratton & Bromley

Winhall, Vermont, United States

Winhall Woodland House (All Season Rental)brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the beauty of Winhall with our charming house, complete with a large deck that invites you to unwind and soak up the tranquility of the surroundings. Located near the renowned Stratton and Bromley Mountains, as well as the picturesque Beaver Pond, this home offers an ideal retreat for outdoor enthusiasts and nature lovers.brbrStep inside and be welcomed by a beautifully decorated interior that radiates warmth and comfort. The open layout seamlessly connects the living, dining, and kitchen areas, creating a welcoming space for gathering and relaxation. Natural light fills the rooms, enhancing the inviting ambiance.brbrThe house's prime location near Stratton and Bromley opens up a world of adventure. Whether you're an avid skier or snowboarder, the slopes await, offering exhilarating experiences during the winter months. In the warmer seasons, explore the nearby Beaver Pond, where fishing, hiking, and peaceful contemplation amidst nature's splendor await.brbrReturn to the house and revel in the expansive deck, a perfect oasis for enjoying the fresh mountain air and breathtaking views. Whether you're savoring a delicious meal, sipping your morning coffee, or simply unwinding with a book, the deck provides an idyllic setting for relaxation and rejuvenation.brbrWith comfortable bedrooms and modern amenities, this house ensures a cozy retreat for restful nights and leisurely days. Whether you're seeking a romantic getaway or a family vacation, this home offers a peaceful haven amidst Winhall's natural beauty.brbrEscape to our charming Winhall house with its large deck, close proximity to Stratton, Bromley, and the captivating Beaver Pond. Immerse yourself in the perfect blend of natural splendor and comfortable living, creating cherished memories that will last a lifetime.brbrParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: This home is equipped with one external camera. This camera is located above the deck on the left side of the home. The camera's point of view overlooks the driveway entrance and doesn't interfere with guest privacy.brbrPlease 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!brbrDamage 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.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue 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.

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$438.83

/ Nightly

Private Vacation Home

Elegant house in quiet neighborhood, close to ski mountains, gas fireplace, wifi

Winhall, Vermont, United States

Vermont Ski HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to this charming four-bedroom house nestled in the serene community of Winhall, VT, offering close proximity to popular ski resorts like Stratton (10-minutes), Bromley (8-minutes) and Mt. Snow (30-minutes), as well as the charming town of Manchester (15-minutes) with vintage shops, country stores, cafes, bookstores, and more. Situated on a spacious 1.6-acre corner lot, this home provides a peaceful retreat with easy access to outdoor adventures.brbrThe main floor features a large primary bedroom with an en-suite bathroom, providing convenience and privacy. Upstairs, three generously sized bedrooms share a spacious bathroom, making this home ideal for families or groups of friends. The open concept layout of the kitchen, dining room, and living room creates a welcoming space for entertaining and relaxing after a day of exploring.brbrEnjoy a plethora of amenities during your stay such as a fully equipped kitchen with modern appliances, a private washer/dryer, gas fireplace, internet access, and more. Cozy up by the gas fireplace in the living room, stream your favorite movie or TV show, or challenge your companions to a friendly board game night. brbrWith other attractions like Riley Rink at Hunter Park, Manchester Country Club, and Magic Mountain Ski Area within easy reach, you'll have plenty of options for outdoor fun. Whether you're into skiing, golfing, hiking, or simply exploring the charming town of Winhall, this home serves as the perfect base for your Vermont getaway.brbrBook your stay at this inviting Winhall retreat and create unforgettable memories with your loved ones in this picturesque New England setting. Experience the beauty of Vermont and all it has to offer from the comfort of this lovely vacation home.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 5 vehicles.brbrbrbrDamage 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.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue 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.

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Sleeps

$586.99

/ Nightly

Private Vacation Home

Winhall Home w/ Sauna < 1 Mi to Stratton Mountain!

Winhall, Vermont, United States

Retreat to the Green Mountain National Forest and enjoy seasonal activities at this private chalet-style vacation rental. Tee off at the nearby golf course in the summer or take a short drive to Stratton Mountain Resort’s slopes in the winter. Return to the 4-bedroom, 2-bathroom Winhall home in the evening and warm up by the large fireplace or in the sauna after a day of skiing. This property also features a spacious and scenic deck, a gas grill, and a wood-burning fire pit!brbr-- THE PROPERTY --brbrMeals & Rooms Tax License: MRT-11153470-001 | Family Friendly | Dogs Welcome w/ Fee | Fireplace | Shuttle Pick-Up at Bottom of Driveway (Ski Season)brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed | Bedroom 4: Twin Bunk Bed, Twin Bed | Additional Sleeping: Twin Rollaway Bed, Toddler Air Mattress, Pack ‘n PlaybrbrOUTDOOR LIVING: Deck w/ lounge seating, gas grill, balcony, wood-burning fire pit (starter firewood supply provided)brINDOOR LIVING: Smart TVs w/ cable, picture windows, hardwood floors, sauna, children’s toys, baby monitor, movies, 1,800 sq ftbrKITCHEN: Stove/oven, refrigerator, microwave, dishwasher, dishware/flatware, cooking basics, coffee maker, toaster oven, breakfast bar, booster seatbrGENERAL: Free WiFi, towels/linens, complimentary toiletries, jacuzzi bathtub, washer/dryer, iron/board, trash bags/paper towels, keyless entry, cleaning suppliesbrFAQ: Stairs required for access, pet fee (paid pre-trip), no A/CbrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrHIT THE SLOPES: Stratton Mountain Resort (0.4 miles), Bromley Mountain Ski Resort (12 miles), Magic Mountain Ski Area (14 miles) brOUTDOOR ADVENTURES: Green Mountain National Forest (on-site), Stratton Mountain Golf Course (1 mile), Prospect Rock Trail (16 miles), Lye Brook Falls Trailhead (18 miles), Mount Equinox Skyline Drive (22 miles) brRETAIL THERAPY: Manchester Designer Outlets (17 miles), Manchester Square Shopping Center (17 miles)brAIRPORT: Albany International Airport (76 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $150 fee per stay (+ fees & taxes, dogs only)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires stairs to accessbr- NOTE: The property does not have air conditioning

4

Bed

2

Bath

8

Sleeps

Vacation Rentals By Owner In Winhall, VT

$346.86

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$380.83

$272.38

$541.51

$611.33

$907.39

$838.4

$447.29

$438.83

$586.99

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