Home Vacation Rentals By Owner In Winhall, VT

Showing 40 Of 106 Vacation Rentals
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Exceptional(19)

$1222.2

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Private Vacation Home

Heated Pool, Hot Tub, Sauna, EV Charging & more!

Winhall, Vermont, United States

42 North Vermont is proud to present Wandering Moose at Stratton!brbrWandering Moose is a recently renovated modern house secluded in the woods of the High Meadow development. The entire house has been well appointed and expertly curated by 42 North's in house designer. Conveniently located on the shuttle route to Stratton Mountain and just around the corner from the Stratton golf course, the house is also close to multiple state parks, swimming holes/waterfalls, and other outdoor activities; making it a great spot for year-round visits. The house is equipped with high-speed internet connection and Wi-Fi throughout - perfect for remote learning and/or working from home. brbr1st FLOOR brHalf bathroombrLarge open concept kitchen, dining room, living roombrBedroom 1 which is furnished with a king bed, day bed with Trundle, and full ensuite with accessibility shower bar brbr2nd FLOORbrBedroom 2: queen bed with trundle, full ensuite bathroom (tub), brBedroom 3: 2 twin XL bedsbrLoft area: pull-out couch, brFull hall bathroom (shower) brbrBASEMENTbrLarge living space with stone fireplace, wet bar, kitchenettebrBedroom 4: 1 queen bedbrFull hall bathroom (tub)brLaundry room brbrGuests have access to the entire property. brbrAlthough we are not available in person, we can be reached through Airbnb, text, email, and phone. If additional assistance is needed, our caretaker is local to the area and can be contacted to visit the property. brbrWe recommend 4WD or AWD vehicles for winter months. brbrThe Stratton Mountain shuttle operates during the day on winter weekends and winter holidays (Dec, Jan, Feb, March). The full, detailed schedule can be found on the Stratton Resort website. The shuttle is operated by Stratton Resort and we are unable to control the schedule or changes in service due to weather, etc. brbrDogs visit the home on occasion so if you are allergic please take this into consideration. brbrThe house is family friendly but is not baby-proofed. brbrPlease note the following: brbr* Upon booking, the person who booked will be required to sign a rental agreement.br* Well-behaved dogs are welcome. Please note that there is a pet fee of $50 per night per pet.br* The nightly rate includes hot tub and pool maintenance. The hot tub is serviced between each stay. The pool is serviced weekly.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(8)

$1978.63

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Chalet

Green Mountain Manor - Ski and Summer Chalet

Winhall, Vermont, United States

Welcome to the exquisite and luxurious Green Mountain Manor, a hidden gem nestled amongst towering evergreens, babbling brooks, and your own private lake. As you venture down the private road to this exclusive property, you'll feel like you're entering a secret paradise, where privacy and tranquility abound.brOnce you arrive, you'll discover a magnificent and spacious residence that has been meticulously designed to offer modern, approachable luxury with a VT-specific aesthetics. With seven bedrooms, six baths, and breathtaking panoramic views from every room, this sprawling estate is the perfect place to create lifelong memories with your family and friends. Welcome to the ultimate ski retreat at Green Mountain Manor - the only residence in Stratton with a ski shuttle on demand, complete with a personal call-in line for effortless access to the mountain on weekends.brbrAs you step inside, you'll be enveloped in the grandeur of the surroundings, with soaring windows under double-height ceilings, and a two-story stone fireplace and hearth. The oversize couches, island kitchen, and central masonry pizza oven stove provide the perfect setting for gathering and relaxing, while the wood-paneled den and two quiet work-from-home setups offer a peaceful respite for those who need to catch up on some work.brbrThe lower level is perfect for the kids, with TV screens, couches, and a gaming table, while the primary suite on the second floor is a private oasis that boasts spectacular views from each pillow. Throughout the residence, you'll find top-of-the-line appliances, crisp white linens, and all the amenities you need to ensure your complete comfort during your stay.brbrGreen Mountain Manor is a house for all seasons, offering endless activities to cater to every whim. In the winter, you can take a shuttle to the mountain for skiing, snowshoeing, or sledding on the golf course out the back yard. In the spring, you can marvel at the blooming flowers, play golf, hike, or paddleboard on your private lake. In the summer, indoor-outdoor living comes to life, with endless opportunities for hiking, playing tennis or golf, swimming, or simply relaxing in the hot tub. And in the fall, you can take in the fiery colors of autumn while enjoying apple-picking, kayaking, or golfing, or even book time at a maple syrup burn house 20 minutes up the road.brbrWith no neighbors for nearly a mile, you'll be amazed how close you are to everything you want to do in Stratton, just four minutes to the mountain and steps to downtown. But with the magic and majesty of this place, you may never want to leave the house. Come experience the ultimate in luxury and privacy at Green Mountain Manor, and make memories that will last a lifetime.
Bed 7

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Bath 5

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Sleep 16

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Exceptional(33)

$519.7

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Chalet

Winterfell chalet - quiet, relaxing & private with Stratton on your doorstep.

Winhall, Vermont, United States

Located on the Stratton Mountain Resort, this quintessential Stratton Mountain Chalet is a newly renovated 70’s gem that is spacious yet cozy. Situated back from the road with a creek winding through the property, it's everything you need for a weekend away - quiet, relaxing and private with the mountain on your doorstep.brbrOriginally constructed in the early 1970's as a winter vacation home, Winterfell offers two well appointed floors, a front and back deck and private backyard for you to enjoy. The ground floor includes four bedrooms and two full bathrooms, each bedroom complete with a built in closet and drawers. Pass by the washer and dryer on your way upstairs and you'll be greeted by a classic rumford fireplace surrounded by a cozy seating area, an excellent gathering place in any season. A beautifully renovated kitchen with island seating, corner dining banquet and bar console with record player completes the open plan living space on the second floor. Tucked into the eaves behind the living space is a spacious primary bedroom, newly renovated half bath and sitting area with couch and smart TV.brbrWinterfell is located within walking distance of Stratton Village, a classic alpine village that sets Stratton apart. The village offers numerous shops, restaurants and easy access to the mountain. Too cold to walk Convenient parking surrounds the village. Don't forget to keep an eye out for the Stratton Mountain Shuttle on weekends. Reference the Blue Line - Quarter Mile / North Branch Areas schedule for pick up times.brbrUpcoming Stratton Events: brbrHarvestFest WeekendbrOctober 9th - 13th brWhen Vermont's leaves burst into vibrant color, Stratton’s HarvestFest brings flannels and Fall cheer to the Village with endless family fun. Enjoy live music, scenic lift rides, peak fall foliage, and delicious food options along with the season finale of mountain biking, scenic lift rides.brbrStratton's Annual BrewfestbrSaturday, October 11thbr11:30am - 6pmbrbrOktoberfestbrSunday, October 12thbr11:30am - 6pmbrbrProjected Opening Day!brWednesday, November 26thbr9am - 4pmbrbrWalk time to Stratton Village/Mountain Parking: 12-15 minutesbrDrive time to Stratton Village/Mountain Parking: 3 minutesbrbrDon't let the name fool you, Winterfell is more than a winter destination! It’s centrally located to take advantage of the best southern VT has to offer in any season. Hiking, biking, golfing, shopping and delicious restaurants are a short drive away. brbrStratton Snow Making Pond - excellent for a relaxing float or some fishing - 12 min drivebrLowell Lake State Park - great place to take in the fall colors while out on the water - 25 min drivebrEmerald Lake State Park - pack a lunch (and our kayak) and stay awhile - 30 min drivebrEquinox Preservation Trust - various walking/hiking trails with scenic views - 30 min drivebrSkyline Scenic Drive - a breathtakingly scenic drive to the summit of the highest peak in the Taconic Range - 35 min drivebrManchester Designer Outlets - curated selection of popular name brand outlets - 25 min drivebrNorthshire Bookstore & Cafe - family-owned, independent, community bookstore with cafe - 25 min drivebrThe Crooked Ram (Host Favorite!) - year round drop in cafe with wood fire pizzas in the summer and farm fresh seasonal fare in the fall/winter/spring - 25 min drivebrMystic Restaurant & Bar - Main street Manchester Center at its best! Fresh made pasta, excellent wine selection and fantastic atmosphere - 25 min drivebrThe Restaurant at Hill Farm - A seasonal menu served in an airy barn with gorgeous views of the Taconic Mountain Range - 35 min drive brHoney Pie - burgers, beers, sausages and shakes, open seasonally but always tasty - 10 min drivebrbrLooking for other suggestions of what to do, see and eat in the area Let us know!brbrbrbrbrPlease be aware that three security cameras are installed on the exterior of the property. They are located/capture:br-Front Doorbr-Front Deck/Yardbr-Back Deck/Yard
Bed 5

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Bath 2

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Sleep 8

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Exceptional(7)

$893.56

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Private Vacation Home

Luxury with Hot Tub, Billiards & Arcades! A/C

Winhall, Vermont, United States

Introducing First Chair Lair at Stratton Vermont, a newly renovated 5-bedroom, 4-bath home in the desirable High Meadow subdivision, perfect for your mountain getaway! Enjoy the convenience of a free shuttle to Stratton Mountain on winter weekends and holidays, making it easy to hit the slopes. The house is also just around the corner from the Stratton golf course!brbrThis house is your perfect home base for large family gatherings, two families reconnecting, or a group of friends seeking a mountain retreat!brbrUnwind in the spacious living room with a cozy fireplace and an 86 TV, or step outside to the large deck featuring a brand new hot tub and Weber grill—ideal for après-ski relaxation. The dining room comfortably seats 12, perfect for gatherings with family and friends.brbrPlease note that the Stratton Mountain shuttle service runs during the day on winter weekends and holidays (Dec-Mar), with a schedule available on the Stratton Resort website. While we offer access to this service, it is managed by the resort, and weather-related changes are beyond our control. Book now for a comfortable, convenient, and relaxing stay!brbrPlease note the following:brbr* Upon booking, the person who booked will be required to sign a rental agreement.br* Well-behaved dogs are welcome. Please note that there is a pet fee of $50 per night per pet.br* The nightly rate includes hot tub maintenance. The hot tub is serviced between each stay.br* Dogs visit the home on occasion so if you are allergic please take this into consideration.br* The house is family-friendly but is not baby-proofed.
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Bath 4

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Exceptional(19)

$561.55

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Chalet

Stratton Mountain Getaway: 30% Off Ski Chalet w/Hot Tub, Firepit, & Pond Views

Winhall, Vermont, United States

Welcome to your perfect Vermont getaway! This spacious chalet in Strattonwald is ideal for late-season skiing or spring hiking and outdoor adventures. Just minutes from Stratton Mountain Resort, Bromley’s slopes, Manchester’s shops and dining, and scenic Green Mountain trails, it’s the perfect base for families, friends, or small groups.brbrWhether you’re building snowmen with the kids, cozying up by the fire, soaking in the hot tub with pond views, kayaking in the nearby pond, or hiking the trails with your dog, this home perfectly balances adventure and relaxation.brbrAfter recent thoughtful upgrades and renovations throughout the home to enhance comfort, style, and functionality for our guests, we are offering a limited time 30% discount on available dates to celebrate the improvements.brbr✔ Private Hot Tubbr✔ Fireplace & Open-Concept Living Roombr✔ Game Room w/ Shuffleboard & Board Gamesbr✔ Smart TVs + Fast Wi-Fibr✔ Fully Equipped Kitchen & Dining Areabr✔ Pet Friendlybr✔ Kayaksbr✔ Garage Parking + EV Chargerbr✔ Fully Equipped Kitchenbr✔ Charcoal BBQ Grill & Fire Pitbr✔ Office Setup (Desks & Monitor)brbrInside, enjoy a warm and inviting open-concept layout featuring a cozy fireplace, a fully equipped kitchen, and ample space for family or group gatherings. Its warm setting and outstanding facilities will offer the relaxation and well-being you're looking for in an ideal vacation retreat.brbrEach of the five bedrooms is thoughtfully designed for comfort and privacy, featuring an abundance of convenient and stylish touches enriched by natural light that accentuates the tastefully selected furniture.brbrStep out onto the stunning deck, where you can marvel at the breathtaking views of the private pond and the picnic area while the designated BBQ masterworks its magic on the grill.brbr★ LIVING ROOM ★brThe open-concept living area features a wood-burning fireplace, plush seating, and large windows that frame peaceful views of the pond and snowy woods - the perfect setting to relax and make memories after a day of exploring nature. Grab some snacks and drinks, settle into the comfy sofa, and enjoy your favorite movie cuddled up by the cozy fire.br✔ Comfortable Sofas with Pillowsbr✔ Smart TVbr✔ Indoor Fireplacebr✔ Comfy Sofa Chairsbr✔ Coffee Tablesbr✔ Reading Lampsbr✔ Access to the Deckbrbr★ KITCHEN & DINING ★brWant to feel like a Michelin-star chef A fully equipped kitchen with modern appliances, large countertops, and ample cabinetry opens to a spacious dining area ideal for delicious homemade meals, big family dinners, or après-ski gatherings.br✔ Microwavebr✔ Stovebr✔ Ovenbr✔ Toasterbr✔ Blenderbr✔ Traysbr✔ Glassesbr✔ Silverwarebr✔ Pots & Pansbr✔ Dishwasherbr✔ Refrigerator/Freezerbr✔ Hot & Cold Water Sinksbr✔ Espresso & Coffee MachinesbrbrStart the day with a tasty breakfast and a cup of coffee at the breakfast bar. Gourmet lunches and dinners can easily be displayed at the dining table, where the entire group can gather for a delicious homemade meal.br✔ Dining Table with Seating for 8br✔ Game Table with Seating for 4brbr★ SLEEPING ARRANGEMENTS - 5 BEDROOMS + LIVING ROOM ★brRetreat to these comfortable bedrooms, designed and furnished, to provide you with all the rest needed after a day of exploring the mesmerizing mountain environment.br♛ Master Bedroom 1 (2nd Floor): King-Size Bed, sleeps 2br♛ Master Bedroom 2 (2nd Floor): King-Size Bed, sleeps 2br♛ Bedroom 3 (1st Floor): Queen-Size Bed, sleeps 2br♛ Bedroom 4 (1st Floor): Queen-Size Bed, sleeps 2br♛ Bedroom 5 (1st Floor): Two Bunk Beds (Twin over Twin), sleeps 4br♛ Family Room: Three Pull-Out Sofa Beds, sleep 3brbrAll bedrooms offer a similar set of amenities:br✔ Premium Pillows, Linens, and Sheetsbr✔ Closets with Hangers and Shelvesbr✔ Dressers with Spacious Drawersbr✔ Nightstands with Reading Lampsbrbr★ BATHROOMS ★brIn addition to ensuite bathrooms in the master bedrooms, the house features two relaxing bathrooms catering to the first-floor bedrooms and a half bath accessible from the living area. All are stocked with essential toiletries and fresh towels for maximum comfort and convenience.br✔ Walk-In Showerbr✔ Bathtub with a Showerbr✔ Vanity (Double in 3/4.5)br✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ 4x Hair Dryersbr✔ Essential Toiletriesbrbr★ OFFICE ★brThe need to work from home was never greater. That is why we have furnished an office space where you can attend to business in complete privacy.br✔ Workspace (Desk, Chair, Lamp)brbr★ OUTDOOR AREA ★brRelax on the charming deck or take a relaxing stroll down to the pond, offering a tranquil oasis perfect for relaxation and outdoor activities.br✔ Private Hot Tubbr✔ Deck (Dining Table with Seating for 4 + Parasol, BBQ Grill)brbrThe house is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. The basement is the only part of the home that is off-limits to our guests.brbrOther than the already mentioned amenities, our home also comes with the following:br✔ Heatingbr✔ Mudroombr✔ Self Check-Inbr✔ Iron/Boardbr✔ Washer/Dryerbr✔ Upstairs Air Conditioningbrbr★ NO PARTIES/EVENTS ★brWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits.brbr★ PETS ONLY UPON APPROVAL ★brWe love those little (and not-so-little) furry bundles of joy. Please do not book without confirming your pet's information, size, breed, and age.brbr★ NO SMOKING INSIDE ★brPlease refrain from smoking inside the home! Any smoking evidence will result in a fee for odor removal and furniture cleaning.brbr★ EXTERIOR CAMERAS ★brFor your safety and to ensure the property remains secure between guest stays, we have the following exterior-only security cameras in use:br1. Front Door Camera - Monitors the entryway and front steps.br2. Driveway Camera - Positioned above the garage, covering the driveway area.br3. Floodlight Camera - Positioned to monitor for flooding onlybrbrFor security purposes only, there are three Ring video cameras on the property. One is a doorbell camera that shows who is at the door. The other is the driveway camera, which covers the driveway, and the third is placed just above the deck to monitor flooding.brbrThere are no cameras inside the home, and no areas intended for guest privacy are monitored.brbr♦ NEIGHBORHOOD OVERVIEW ♦brThe chalet is situated close to the charming town of Winhall, VT. Its remote location and small-town charm offer a wonderful ambiance and a place to relax and refresh. It provides a perfect escape from the everyday hustle and bustle of the big city crowds.brbr✔ Stratton Mountain Resort (7 mins away)br✔ Bromley Mountain Ski Resort (12 mins away)br✔ Manchester (15 mins away)br✔ Mt. Snow (30 mins away)br✔ Okemo (35 mins away)br✔ Killington (56 mins away)brbr***Distance times are calculated if traveling by car.brWe strongly recommend arriving by car, as it will give you the freedom to explore and enjoy the beautiful Bennington County.brbr★ LOVE THIS PLACE ★brNot ready to book just yet brTap save❤ in the top-right corner to save this listing to your tripboard - that way, you can easily find it later when you're ready to book!brbrHave a quick question Feel free to send us an inquiry by scrolling down and clicking “Contact Host” to begin arranging your perfect vacation! We’re available 24/7 and happy to provide quick answers and support to help make your booking process smooth and stress-free.
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Bath 4

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Sleep 8

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Exceptional(1)

$500.52

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Private Vacation Home

Pet Friendly home with a barrel sauna

Winhall, Vermont, United States

Welcome to Snowdrift- your next ultimate destination for a relaxing and fulfilling vacation experience! This beautiful and spacious home has enough space to accommodate up to 10 guests comfortably. With a total of 4 bedrooms, 3 full bathrooms, and 1 half bath, it is perfect for families or a group of friends looking for a cozy retreat.brbrThe Snowdrift is a true escape from the hustle and bustle of everyday life. The property features a beautiful barrel sauna where you can enjoy a relaxing respite from the outside world. There are also two traditional wood-burning fireplaces for those cozy winter evenings, and an outdoor fire pit that’s perfect for roasting marshmallows.brbrInside the home, you`ll find a large, well-stocked chef’s kitchen, complete with stainless steel appliances and all the cooking essentials you need to whip up gourmet meals. There are also two spacious living areas with comfortable seating arrangements, so you can relax and unwind with your loved ones.brbrLocated in a beautiful mountainous area, Snowdrift is perfect for adventurers and snow lovers. You can soak up the stunning views, take long walks in the woods, or hit the nearby ski slopes and resorts for a thrilling day on the slopes. Multiple winter sports, including skiing, snowmobiling, and ice-skating, are just a stone`s throw away.brbrWhether you’re looking to unwind and relax or indulge in some adventure and thrill, Snowdrift is the perfect destination for you. So why wait Book your stay today and experience the ultimate mountain vacation!
Bath 4

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Sleep 10

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Exceptional(8)

$282.5

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Private Vacation Home

Mountain view chalet near Manchester/Stratton

Winhall, Vermont, United States

Family-friendly, comfy year-round 3-br house in the heart of The Green Mountains. The chalet is the perfect location for horse show enthusiasts. The 6-week July and August Vermont Summer Festival is 15 minutes from the house. Outdoor adventurists can enjoy the Appalachian and Long Trail head, golf at Stratton, Mountain Adventure Park at Bromley, and kayaking, canoeing, and fishing on the Battenkill River.brbrWinhall Short Term Rental License #001444brbrThe spacebrThe house itself has all the modern amenities you will need in your home away from home. The open concept kitchen, dining and living room allows for seamless comfort and interaction with family and friends. The recently renovated kitchen is equipped with a full-size refrigerator, dishwasher, and gas range. The floor to ceiling fireplace is the focal point of the living room. High speed xfinity internet and dedicated workspace supports remote work. Lower-level rec room has a TV, pool table and board games. A love seat and small table allow for fun nights after a fun day of activity. Plenty of room for ski and boot storage, hiking and riding gear. brbrGuest accessbrAll the house is yours to usebrOther things to note:br3 TVs – all with Roku's for your streaming accounts, games, books, and a pool table.brbrPet’s are not allowed.brbrGetting aroundbrThe house has space to accommodate up to 4 cars in the driveway. You will need a car to get around and a 4/all-wheel drive is highly recommended during the winter months because we typically get a lot of snow, and the driveway is long. Grocery stores are in Manchester which is 10 min away.brbrWinhall, Vermont, United StatesbrQuiet and peaceful in the woods. This neighborhood consists of small mountain homes.brbrConveniently located (in minutes):br15 min to the Vermont Summer Festival Horse Showbr5 min to Bromley Mountainbr15 min to Stratton Mountain/Golf Coursebr15 min to Magic Mountainbr30 min to Okemobr40 min to Mt. Snow.br5 min to the Appalachian and Long Trails trail head parkingbr15 min to the Battenkill River.br10 min to great dining and outlet shopping in Manchester Centerbr1hr 20m to Saratoga Race Track
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Bath 2

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Sleep 8

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Exceptional(6)

$524.91

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Chalet

Stratton Chalet | Barrel Sauna, Hot Tub & Views

Winhall, Vermont, United States

Escape to the luxurious Stratton Chalet, a wellness retreat featuring awe-inspiring views, high-tech conveniences, and a private spa. Whether you are watching the leaves change, skiing the slopes, or enjoying a lazy summer day, this is the perfect home base for couples and small families.brbr★ PROPERTY HIGHLIGHTS ★br☀️ Panoramic Views: Guests love the stunning, unobstructed views of Stratton Mountain right from the property.br Private Wellness Spa: Unwind in the new hydrotherapy hot tub and gorgeous traditional barrel sauna.br Cozy Living Space: Loft-style living area featuring a beautiful, large stone fireplace.br Secluded Outdoors: 2 private acres featuring two decks, a modern fire-pit area, and a Weber grill.brbr★ COMFORT & CONVENIENCE ★br ️ Premium Sleep: 3 comfortable bedrooms (11x10 ft) outfitted with high-end Beautyrest and Casper mattresses.br Spa-Like Bathroom: Newly renovated with a luxurious heated floor and a modern walk-in shower.br Modern Kitchen: Well-stocked for cooking, stainless steel appliances, and a Bosch dishwasher.br Remote Work Ready: Fast high-speed Wi-Fi (200Mbps) and dedicated workspace.br Smart Tech: Stream your favorite music through the premium Bose soundbar or use it with the TV.brbr★ LOCATION & ATTRACTIONS ★brStratton Chalet is your ultimate year-round basecamp for Vermont! Tucked into a peaceful, secure neighborhood, you are perfectly positioned to experience the best of the area:br⛷️ Stratton Village: 7 minsbr Winhall: 5 minsbr ️ Manchester (Designer Outlets, Restaurants): 15 minsbr Londonderry: 17 minsbrbr★ THINGS TO NOTE ★br Pet Policy: We welcome small, hypoallergenic, well-trained adult dogs. There is a $85 fee per night, per pet (maximum 2). To protect the home, we cannot accommodate puppies.br❄️ Winter Travel Safety: Our chalet sits on a well-maintained hill. For winter visits, an AWD or 4WD vehicle equipped with snow tires is required to navigate southern VT safely in the winter.br Occupancy: The chalet is designed for a maximum of 6 guests. (Extra guests must be approved and incur a $150/night fee).br Rental Agreement: Upon booking, the primary guest will be required to sign a standard rental agreement before check-in.
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Exceptional(12)

$614.44

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Private Vacation Home

Views for Days | A/C | Hot Tub | Sauna | EV charging | 6 min to Stratton!

Winhall, Vermont, United States

Escape to the Shred Shack by 42 North LP, your ultimate mountain escape in Vermont! The Shred Shack offers stunning mountain and valley views from its expansive great room. Imagine unwinding by the grand fireplace, rejuvenating in the private indoor sauna, or soaking under the stars in the mountain-view hot tub. Our open-concept kitchen, dining, and living area creates an effortless space for memorable meals and lively gatherings, and kids (and kids-at-heart!) will adore the unique indoor swing! Your perfect blend of adventure and comfort awaits.brbrThe SpacebrStep inside the Shred Shack and discover an inviting, open-concept design that seamlessly blends the cozy living room, spacious dining area, and a fully-equipped kitchen. It’s the perfect hub for gathering, sharing meals, and making lasting memories. Picture yourself unwinding by the grand fireplace in the living room, enjoying a movie on the Smart TV, or simply soaking in the warm ambiance.brbrThis expansive property comfortably accommodates up to 7 guests, with sleeping arrangements thoughtfully spread across four distinct bedrooms. There's a serene master oasis featuring a comfortable King bed and often an en-suite bathroom for ultimate privacy. You'll find two additional, well-appointed guest bedrooms, each offering a cozy Queen bed (one also includes a Twin bed), perfect for couples or small families. Finally, a lively lower-level bunk room, complete with two sets of bunk beds and a sleeper sofa, creates a fun, dedicated zone for kids or extra friends.brbrWith three full bathrooms (each featuring a combination tub/shower or stand-up shower), getting ready for your day on the slopes or a night out is a breeze.brbrBut the relaxation doesn't stop there. After a day of shredding the slopes or exploring the trails, indulge in the ultimate unwinding experience with your very own private hot tub or rejuvenate in the indoor sauna. The Shred Shack is truly designed for both thrill-seekers and those looking to simply unwind and recharge.brbrGuest AccessbrGuests will enjoy private, exclusive access to the entire Shred Shack property, ensuring a truly undisturbed mountain retreat. Your convenience is our priority; check-in is seamless and flexible any time after 5 PM via our easy-to-use smart lock. We'll provide you with a unique access code before your arrival, so you can settle in at your own pace.brbrGuest InteractionbrWhile we respect your privacy and give you ample space to enjoy your mountain getaway, please know that the 42 North LP team is always just a message away, ready to assist! We're here to ensure your stay is seamless and memorable, whether you need local recommendations for hiking trails or dining, have a question about the property, or require any assistance during your visit. Our team is highly responsive and dedicated to providing friendly, prompt support. Feel free to connect with us anytime by text, email, or phone – we're happy to help make your Shred Shack experience perfect.brbrThe NeighborhoodbrNestled amidst the breathtaking beauty of Vermont's Green Mountains, the Shred Shack offers the perfect launchpad for every kind of adventure, no matter the season! You'll find yourself just minutes from world-class skiing and snowboarding at Stratton Mountain Resort, providing quick access to prime winter fun. Plus, it's incredibly convenient to Bromley Mountain and Magic Mountain for even more slopeside thrills.brbrBeyond the resorts, you're perfectly positioned to explore everything this vibrant area has to offer. When the snow melts, a stunning landscape emerges, inviting you to dive into a world of summer excitement.brbrDip Your Toes (or Take a Plunge!)brCool off in some of Vermont's most beloved swimming spots! Enjoy stunning mountain views while swimming, kayaking, or canoeing in the local favorite Stratton Snowmaking Pond. Discover the picturesque cascades and popular swimming hole at Pikes Falls in nearby Jamaica. For a serene paddle or dip, explore the tranquil waters of Lowell Lake State Park. And for a truly iconic Vermont experience, take a refreshing leap into the deep, cool waters of the historic Dorset Quarry, a massive, spring-fed swimming hole carved from marble.brbrExplore & DiscoverbrLace up your boots and hit the trails! Hike directly from Stratton up the Stratton Mountain Trail to its fire tower for unparalleled 360-degree panoramic views, where the Long Trail and Appalachian Trail famously converge. Enjoy a scenic loop around Lowell Lake, or embark on the easy, riverside West River Trail in Jamaica State Park. For a rewarding climb and stunning valley vistas, the Prospect Rock Trail near Manchester awaits.brbrBeyond the TrailsbrGolf: Tee off at the scenic Stratton Mountain Golf Course, a renowned 27-hole championship course that has hosted LPGA tournaments, offering challenging play amidst incredible mountain backdrops.brHorseback Riding: Experience the Vermont countryside on horseback! Nearby Mountain Top Resort offers guided trail rides through picturesque landscapes, perfect for all skill levels (seasonal).brFamily Fun: Thrill the kids (and adults!) at the Bromley Adventure Center, with its alpine slides and aerial parks.brShopping & Culture: Just a short, scenic drive away, the charming towns of Manchester, Vermont, beckon with their eclectic boutiques, upscale outlet shopping, and delightful cultural stops like Hildene, The Lincoln Family Home.brbrLocal Flavors Await!brAfter a day of adventure, satisfy your cravings at a variety of fantastic local eateries:brNew American Grille (Londonderry): A charming, New England-style spot known for its delicious steaks, pastas, unique pizzas, and huge burgers, perfect for a hearty meal after a day outdoors.brPearl's Place & Pantry (Manchester): Indulge in authentic Southern cuisine right here in Vermont! This charming spot offers classics like fried chicken, shrimp and grits, and delicious BBQ, often with outdoor seating and a cozy vibe.brRiver Road Eatery (Londonderry): A versatile local favorite offering American comfort food with a wide menu of burgers, sandwiches, fresh salads, hearty entrees like fish & chips or short ribs, and even pizzas – something for everyone!brHoney Pie (Londonderry/Jamaica): A fun, casual spot famous for its gourmet burgers, creative sausages, and delicious sandwiches, often made with local ingredients. Don't forget to try their amazing milkshakes and soft-serve!brStratton Mountain Village Dining: Discover a vibrant array of options right in the village, from quick bites to more upscale experiences. Enjoy casual pub fare, grab a coffee and pastry, or savor a full meal at places like Mulligan's, Bar 802 (great for craft beers and Tex-Mex), or the Fire Tower Restaurant and Tavern, offering a unique après experience with diverse menus.brbrFrom vibrant summer events and concerts to charming local farmers markets and art festivals, there's always something to discover. Come immerse yourself in the authentic, breathtaking Green Mountain lifestyle that makes Vermont so special!brbrGetting AroundbrGetting to the Shred Shack is a breeze, whether you're coming from near or far! We're conveniently located about a 4-hour drive from New York City and roughly 3 hours from Boston, making us an accessible escape for a long weekend or extended vacation.brbrOnce you're here, you'll find plenty to explore. While many attractions are just a short drive away, please note that AWD or 4WD vehicles are highly recommended during the winter months. This ensures you can navigate our beautiful, snowy mountain roads safely and easily, getting you to and from the slopes without a hitch.brbrOther Things to NotebrWelcome to the Shred Shack! Here are a few friendly details to help you settle in and make the most of your mountain getaway:brbrYour Rental Agreement: After booking, we'll send a standard rental agreement for the primary guest to sign. It's a simple step to confirm your reservation and ensure a smooth stay.brPaws Welcome: We're happy to host your well-behaved dogs! You can bring up to two pups, with a $50 nightly fee per pet.brPrimary Renter Age: The primary guest must be at least 25 years old to reserve the property.brFresh Air Inside: For everyone's comfort, smoking is not permitted anywhere on the property, indoors or out.brHot Tub & Sauna Ready: Your private hot tub and sauna are ready for relaxation! Their maintenance is included in your stay and they're professionally serviced between every visit.brMountain Home Access: Like many authentic mountain homes, the Shred Shack has stairs to access different areas. While the path to the entrance is lit, please note the property is not wheelchair accessible.brSafety & Security: For your peace of mind, there are exterior cameras on the property. The home is also equipped with a centrally monitored fire alarm for your safety.
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Exceptional(7)

$839.05

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Chalet

Stylish Mountain Getaway w/ Hot Tub & Firepit Near Stratton

Winhall, Vermont, United States

Escape to this Vermont chalet, nestled at the end of a quiet street amongst the trees. This home is centrally located between Stratton, Bromley, and Manchester with less then a 15 minute drive to all. This 2500 sf home has 5 bedrooms (4 queen rooms, 1 bunk room) and 3 full bathrooms. A grand living room with soaring fireplace is the perfect space for your group to enjoy. This is the ideal getaway for anyone looking for a stylish home to enjoy with friends and family!brbrWe’ve designed this home as the ideal getaway for family, friends, and couples. The space is crafted to be a calming source of renewal and inspiration – the perfect place to relax and connect with the outdoors through a stylish and relaxed vibe. brbrHighlights:br• Expansive living room with fireplacebr• Hot tub that seats 8 comfortably br• Central location to Manchester and Strattonbr• Large game roombr• 48” grill and outdoor diningbr• Large patio and firepit brbrWe are centrally located between various ski mountains (15 minutes to Stratton, 10 minutes to Bromley, 20 minutes to Magic, and 40 minutes to Okemo) as well as a quick drive to scenic Manchester. The house itself is located at the end of a quiet dirt road, which is maintained by the town for snow. We recommend four-wheel or all-wheel drive vehicles during the winter months for easiest access in snowy conditions. brbrThe house is well appointed with everything you need for a comfortable stay. The kitchen is fully equipped and updated with stainless-steel appliances. The coffee station is equipped with a Nespresso machine and complimentary coffee pods, as well as French press and electric kettle for all coffee & tea lovers. The open living area has a large wood burning fireplace, Smart TV, and highspeed WIFI. Working from home There is a dedicated workspace in the second-floor loft, as well as an additional workspace in the lower bedroom.brbrThere are five bedrooms in the home – The spacious primary bedroom is located on the second floor and has a queen bed and ensuite bathroom. The first floor has two queen bedrooms with a shared hall bathroom, and the lower level has one queen bedroom as well a bunkroom and shared bath. Other amenities provided include Aveda bath products, washer & dyer, luggage racks in all bedrooms, and fully stocked firewood. brbrSpend some time outside while you visit! The property has a hot tub tucked amongst the trees as well as an outdoor seating and dining area on the large wrap around porch, perfect for enjoying outdoor nights. A spacious patio with an elegant fire-pit is tucked next to the forest for nights under the stars. We also have a large grill on the porch available for our guests to make the most of their stay. For additional fun, there is a game room on the lower level with a pool table, ping pong, and shuffleboard table, as well as board games and puzzles available. brbrIn the winter months the driveway will be plowed and cleared by a local plow service. Arrival times for the plow service can vary greatly dependent on the size of the snow storm. We ask that guests check the weather forecasts and factor this into their travel plans. Please also note, the house does not have AC but we provide standing fans in the bedrooms to insure a comfortable stay during the summer. brbrPlease be respectful of our home, we have put a lot of time and effort into making this space comfortable and relaxing for our guests and hope to continue sharing it with them for years to come.brbrEnjoy your stay!
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Exceptional(23)

$497.12

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Private Vacation Home

Vermont Charm: A/C, Hot Tub, Epic Stratton Mountain Views

Winhall, Vermont, United States

42 North Vermont is proud to present Hilltop Hideaway at Stratton.brbrPerched upon a 1.6 acre knoll, with wonderful views of Stratton Mountain, this iconic home is located just a short drive to the Stratton Base Lodge and the Stratton Sun Bowl - perfect for a family getaway! brbrThis bright home is everything a Vermont home should be. Featuring unique architecture, A-frame like cathedral ceilings, 2 wood burning fireplaces and sun filled rooms, you'll enjoy relaxing after a day on the slopes. There are beautiful mountain and forest views visible from each room and the open beam ceiling, natural wood accents, and mountain decor all come together for a perfect mountain home feeling. Each bedroom has its own en-suite bath in addition to a half bath with stacked washer/dryer. A large master suite, guest bedroom and bunk room make this a great home for families. brbrFrom this location, you'll be able to participate in everything the resort area has to offer from winter recreation to summer events, concerts and the arts. Come experience the Green Mountain lifestyle of Vermont! brbrIn the warmer summer months, there is hiking, biking, kayaking, and paddle boarding, as well as scenic tours, the Bromley Adventure Center and local farmers markets. brbrThings to know: brbr* Fast WiFi br* Full kitchen (stocked cabinets with kitchen ware and essentials) br* Linens included (sheets, bath towels and extra blankets br* Wood on property for fireplaces br* Parking available in the driveway in front of the home br* Upon booking, the person who booked will be required to sign a rental agreement.br* Well-behaved dogs are welcome. Please note that there is a pet fee of $50 per night per pet.br* Maximum occupancy is eight. Strictly enforced as per the State of VT Division of Fire and Safety.br* The nightly rate includes hot tub maintenance. The hot tub is serviced between each stay.
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$256.14

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Cottage

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Winhall, Vermont, United States

Located 6 miles from Manchester Center. Minutes from Bromley and Magic Mountain Ski Centers and within 25 minutes from Stratton and Okemo. Killington and Mount Snow are within a one hour drive. This beautiful hand crafted vacation home overlooks a private trout pond and also sits in the middle of a Bird Sanctuary. brbrOne bedroom hand-hewn barn nestled on brook, overlooking pond. Gourmet kitchen with Blue Star stove & greenhouse window. Free-form deck. Downstairs master bedroom has a Jacuzzi bath & for 2. This is two story cottage with small winding staircase to access downstairs bedroom. Sits on scenic 6 acre pond and provides breathtaking views. Appalachian and Long trail hiking to the top of scenic Bromley mountain accessible right from property. Well behaved pets are welcome but as per house rules we ask they pets are kept off furniture and beds and we do require a $75 pet fee per pet due to multiple issues with dog hair on beds and furniture. When you book you can check the box to add pets and pet fee. No cats are allowed. brbrNote: Although very rare due to unforeseen circumstances the pond may be partially drained for dam repair. Also, we take guests privacy very serious and we do not have any inside surveillance or televisions with front facing cameras. Swimming in the pond is not recommended because it is a wildlife pond and has Leaches and Beaver from time to time. Fishing is permitted but you may want to purchase a Vermont state fishing license.brbrbrbr
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$356.37

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Private Vacation Home

Stratton Shuttle Access! Vermont Mountain Hideaway

Winhall, Vermont, United States

Pet Friendly w/ Fee | Sauna & Hot Tub for Chilly Nights | Forested SettingbrbrAlpine atmosphere and modern comforts await at this 4-bed, 3.5-bath Winhall vacation rental! The home offers fun for your whole group — barbecue on the patio, let the kids play games in the upstairs lounge, and practice your serve at the community tennis courts. Ready to ramp up the adventure Scenic slopes, fall foliage, waterfall hikes, and more can all be found in the surrounding Green Mountain National Forest.brbr-- THE PROPERTY --brbrMRT-11153470-001brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 2 twin bedsbr- Bedroom 4: 2 twin bedsbrbrCOMMUNITY AMENITIESbr- Tennis courtsbr- Pond, picnic areabr- Ski shuttlebrbrINDOOR LIVINGbr- Smart TV, fireplacebr- Dining tablebr- Saunabr- Xbox, dartsbrbrOUTDOOR LIVINGbr- Patio, gas grill (propane provided)br- Hot tub, outdoor seating, umbrellabr- Fire pit, pond viewsbrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Drip coffee maker, Keurig (pod provided), toaster, blenderbr- Cooking basics, dishware & flatware, trash bags & paper towelsbrbrGENERALbr- Central heating & A/Cbr- Towels & linens, complimentary toiletries, hair dryerbr- Washer & dryerbr- Free WiFibr- Keyless entrybrbrFAQbr- 4 exterior security cameras (facing out)br- Pet fee (paid pre-trip) brbrACCESSIBILITYbr- 2-story home, 4 threshold step to enterbr- 2 bedrooms & 2 full bathrooms on 1st floorbrbrPARKINGbr- Driveway (6 vehicles)br- No street parkingbrbr-- THE LOCATION --brbr- 5 miles to Stratton Mountain Resortbr- 8 miles to Bromley Mountainbr- 9 miles to Londonderry: cafes, restaurants, shopsbr- 20 miles to Emerald Lake State Parkbr- 72 miles to Albany International Airportbrbr-- 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/ $65 fee (+ fees & taxes, 1 pet max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home can be accessed through the side door with a 4 threshold step; there are 2 bedrooms and 2 full bathrooms on the 1st floorbr- Your safety matters. This property features 4 exterior security cameras. Camera 1 is on the southeast corner of the house facing the driveway. Camera 2 is on the front door facing the driveway. Camera 3 is on a tree in front of the house facing the front entry. Camera 4 is on the southwest corner of the house facing the hot tub. The cameras are outward facing and do not look into interior spaces. The cameras record video when activated by motion
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