Vacation Home Rentals By Owner In Winhall, VT

Showing 69 Of 69 Vacation Rentals

$907.39

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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Sleeps

Exceptional(5)

$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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Exceptional(12)

$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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Sleeps

Exceptional(1)

$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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Exceptional(36)

$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

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Exceptional(2)

$1412.5

/ Nightly

Private Vacation Home

Vacation on Stratton Mountain on the High Meadow Ski Shuttle Route!

Winhall, Vermont, United States

Welcome to Stratton! Our home is conveniently located on the shuttle route (just a 3 min. drive to the base). Multiple amenities include outdoor jacuzzi, ping pong, PS5, board games, or just curling up by the wood-burning, brick hearth fireplace. The master suite, additional 4 bedrooms, chef's kitchen and outdoor deck entertaining area with propane grill ensure a wonderful time for all!brThe space:brOur home was built for family and friends to come together. The house has 3 levels - an entrance level which houses the main foyer, expansive mudroom w/ washer/dryer (off the foyer with separate access), 2 bedrooms and a full bath. The entrance level also has a heated garage which also allows for some competitive ping pong games! The main level contains the great room, full kitchen and dining area, 2 bedrooms and one full bath. The master suite and master bath, along with a study area, are found on the second story of the home. The jacuzzi is located on the deck off of the great room.brbrSleeping ArrangementsbrbrThe master suite contains a king size bed. The main level houses two bedrooms - one a game room/bedroom for the kiddos (two twin beds and a pull-out sofa) - and another bedroom right off the Great Room (queen bed). There are two additional rooms on the entry level, one with a queen size bed and one with two twin beds. Our home contains 3 full bathrooms; one on each floor.brbrEntertainmentbrbrThere are three TVs. Wifi is included and our internet service from Xfinity can support multiple devices. The children's game room contains a PS5 that is available for your use.brbrWhat's provided brbrWe'll help get you started by providing several basic things upon check-in. These are meant to help you avoid an immediate trip to the store so you may hit the slopes early!brbrdish soapbrpaper towelsbrlaundry detergentbrtoilet paperbrtrash bagsbrtowels and linensbrpropane gas for grillbrwood for fireplacebrGuest accessbrParking is available in the private driveway.

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Exceptional(23)

$390.43

/ Nightly

Private Vacation Home

Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

Winhall, Vermont, United States

Welcome to our charming five-bedroom townhouse nestled in the picturesque setting of Stratton Mountain. This spacious retreat comfortably sleeps 10, making it the ideal destination for large families or groups of friends seeking a memorable mountain getaway.brbrUpon entering, you'll be greeted by a warm and inviting open living area, complete with a cozy woodburning fireplace that's perfect for those apres-ski evenings. The living space seamlessly flows into a well-equipped full kitchen, where you can prepare delicious meals for your group. A large dining table provides ample seating for everyone to gather and enjoy meals together.brbrThe townhouse boasts three full bathrooms, ensuring convenience and privacy for all guests. In addition to the comfortable bedrooms, the deck offers a serene escape overlooking the tranquil woods. Here, you'll find a grill, perfect for outdoor cooking and dining during the warmer months.brbrFor added convenience, a washer and dryer are available to keep your ski gear fresh and ready for the next adventure. Whether you're hitting the slopes in the winter or exploring the scenic beauty of Stratton Mountain in the summer, this townhouse provides a welcoming and comfortable home base for your vacation.

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Exceptional(10)

$874.43

/ Nightly

Private Vacation Home

Gather Together – Stratton Mtn Luxury & Comfort with a View

Winhall, Vermont, United States

br4 BR + Office + Den, 3.5 BA House – Mountain Views, Sauna, Wood Burning Fireplace, Ski Shuttle – Sleeps 8 – 8 Separate Beds!brbrGather everyone under the same roof and enjoy the very best that Vermont has to offer. This home boast views of Stratton Mountain throughout the large 4,200 sq/ft floorplan that brings the entire group together with a sprawling living space while providing comfort of 5 bedrooms for everyone’s space of their own. A true gem in the prestigious High Meadow neighborhood serviced by the complimentary Stratton ski shuttle, this home offers everything to make your winter getaway memorable and enjoyable. brbrEnter through the front door for a warm and welcoming greeting as the eye-level two-sided fireplace lets you and your guests know you have arrived somewhere special. Up the slate and stone stairs, you enter into the heart of the home with vaulted ceilings and large wooden beams connecting the living room, kitchen, and dining room for a most memorable gathering space the entire group will enjoy. The woodburning fireplace creates the perfect ambiance as the large windows and wraparound glass flood the space with natural light and bring in the beauty of the surrounding mountains. brbrThe kitchen acts as the command center which overlooks the open space from the center of the helm-like range stove. No home chef is left out as they prepare breakfast to fuel the days activities or work up an evening feist. This chef’s kitchen is well appointed and stocked with everything including cookware, serving ware, stemware, high-end appliances, seasonings, spices and other kitchen necessities. Gathering around the expansive kitchen island to discuss the plans for the day or enjoy conversation and a drink. The adjoining dining room sits 10 comfortably with space for 4 more at the island. brbrThe primary bedroom down the hall is separated by a half flight of stairs and offers solitude and comforts you’ll (almost) want to share as the vaulted ceilings, gas fireplace, mountain views and large layout for a relaxing escape complete with ensuite bathroom. brbrUpstairs, the den offers the best mountain views where a wall of windows looks on to Stratton Mountain. The 70 inch smart-TV, wet bar, wine fridge, desk, antler chandelier, mountain views and sauna make this cozy and versatile. The bunk room has 4 twin beds and is a great space for kids or an entire family. Down the hall which overlooks the living room, three bedrooms and two full baths provide everyone with their own escape. brbrThe ski room and entry connects the two car garage and secondary entrance for convenience in and out as you unload and get ready free from the cold and snow. A washer and dryer round out this home which was designed for hosting large groups for winter fun. brbrSleeps 8 with 8 total beds:brbrMain Level:br - King primary suite: king bed, private attached bathroom with walk-in shower and 2 sinks, flat-screen TV, mountain views, gas fireplace w/ remote. (sleeps 2)br - Bathroom: 1/2 guest bath.brbrUpper Level:br- Bedroom 2: Queen bed, double closet (sleeps 2)br- Bedroom 3 bunk suite: Twin-over-twin bunk bed, twin bed + twin bed. (sleeps 4)br- Bathroom 1: tub/shower and pocket door separating double vanity br- Bedroom 4: Queen bed, walk-in closet, flat-screen TV. (sleeps 2)br- Office: Twin daybed, flat-screen TV. br- Bathroom 2: tub/shower and single vanity brbrbrSpecial Unit Notes – Please Read:br - No Smoking.br - A $500 refundable damage deposit will be charged to credit card at check in.br- Renters must be a minimum of 25 years old.br- Parking: 2-car garage with 4 outdoor spaces – 6 spaces total.

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Sleeps

Exceptional(8)

$1489.06

/ Nightly

Private Vacation Home

Views of Stratton, Minutes from the Slopes, EV Charging Level 2

Winhall, Vermont, United States

Charming ski cabin in the woods yet close to it all. Enjoys views of Stratton while relaxing in the hot tub. Stay warm and cozy by the gas fire places. Five comfortable bedrooms, 4.5 baths. Lower level recreation room with TV, pool table, and bar. Stay in and cook with the family or enjoy all of Stratton's many restaurants and bars. Manchester, VT is a 15 minute drive with additional restaurants, outlet shopping, indoor skating rink, and resorts. Local ski resorts include Stratton Mountain, Mount Snow, Bromely, Magic Mountain, Okemo, and Killington.

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Most popular vacation rentals in Winhall

Exceptional(8)

$1409.65

/ Nightly

Private vacation home

Skylight Ski Lodge VT Rustic Chic Near Stratton

Winhall, Vermont, United States

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Exceptional(8)

$4220.40

/ Nightly

Private vacation home

One of Stratton Mountain`s best Homes to Rent

Winhall, Vermont, United States

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Exceptional(8)

$3218.61

/ Nightly

Private vacation home

New Luxe 9BRs Stratton Estate. Views! Hot Tub, Sauna, Game House, Swimming pool!

Winhall, Vermont, United States

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Exceptional(8)

$2658.29

/ Nightly

Private vacation home

2 Flowing Springs Close to Base Lodge

Winhall, Vermont, United States

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Exceptional(8)

$2219.65

/ Nightly

Private vacation home

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

Winhall, Vermont, United States

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Exceptional(8)

$1921.00

/ Nightly

Private vacation home

Luxury Stratton Mtn Ski Chalet- 3 min to mtn base, on shuttle route!

Winhall, Vermont, United States

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Exceptional(8)

$1541.04

/ Nightly

Private vacation home

Luxury Stratton-Area Mountain House minutes from the lodge

Winhall, Vermont, United States

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Exceptional(8)

$1504.52

/ Nightly

Condo

New Renovated 3BR/4BTH Condo Sleeps 10 Gym Heated Pool Walk to Stratton Mtn

Winhall, Vermont, United States

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Exceptional(8)

$1489.06

/ Nightly

Private vacation home

Views of Stratton, Minutes from the Slopes, EV Charging Level 2

Winhall, Vermont, United States

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Sleeps

Exceptional(8)

$1412.50

/ Nightly

Private vacation home

Vacation on Stratton Mountain on the High Meadow Ski Shuttle Route!

Winhall, Vermont, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Winhall, VT

$907.39

$838.4

$447.29

$438.83

$586.99

$1412.5

$390.43

$874.43

$1489.06

Rent a place that suits your needs

Most popular vacation rentals in Winhall

$1409.65

$4220.40

$3218.61

$2658.29

$2219.65

$1921.00

$1541.04

$1504.52

$1489.06

$1412.50

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