Winhall, VT Vacation Rentals

Explore 152 vacation rentals, homes, and villas in Winhall, VT for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Homes with Free Parking, Best Affordable Homes and Great for Groups, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $79 per night and featuring up to 8 bedrooms and 5 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

152 Vacation Rentals in Winhall

Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!

Winhall, VT, US
4 Bedrooms 7 Guests
Aug 20 - 23
$639 night

Plan for plenty of outdoor fun when you book this Winhall vacation rental for your next exciting Vermont getaway! With a furnished deck, private wood-burning fire pit, and prime location just minutes from top-rated ski resorts, this 4-bedroom, 4-bath house is perfect for a fun family trip or memorable stay with friends. Enjoy breakfast with stunning mountain views before heading out to hit the slopes at Stratton Mountain Resort. Or, spend warmer days exploring the trails at Jamaica State Park! -- THE PROPERTY -- Meals & Rooms Tax License No. MRT-11153470-001 | In-Unit Laundry | Gas Grill | Fenced Backyard | 9 Mi to Jamaica State Park Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Bunk Beds | Bonus Room: Full Bed INDOOR LIVING: Smart TVs, dining table, en-suite bathrooms, walk-in showers, shower/tub combo OUTDOOR LIVING: Private deck, wood-burning fire pit, outdoor dining, mountain views, hot tub KITCHEN: Refrigerator, coffee maker, stove/oven, microwave, dishwasher, dishware & flatware, cooking basics GENERAL: Keyless entry, self check-in, free WiFi, central heating & A/C, 2 washer & dryer sets, towels/linens, trash bags/paper towels, complimentary toiletries FAQ: Stairs required for access, pet fee (paid pre-trip) PARKING: Heated garage (2 vehicles), driveway (4 vehicles) -- THE LOCATION -- WINTER SPORTS: Stratton Mountain Resort (6 miles), Coca Cola Tube Park (7 miles), Bromley Mountain Ski Resort (8 miles), Magic Mountain Ski Area (11 miles) OUTDOOR ADVENTURE: Stratton Adventures - ATV/snowmobile tours (7 miles), Ball Mountain Dam Hiking Area (9 miles), Jamaica State Park (9 miles), Lye Brook Falls (12 miles), Hamilton Falls (21 miles) LOCAL GOLF COURSES: Stratton Mountain Golf Course (4 miles), Ekwanok Country Club (15 miles) AIRPORTS: Albany International Airport (72 miles), Bradley International Airport (114 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $100 fee (+ fees & taxes, 2 pets max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access

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

Winhall, VT, US
4 Bedrooms 7 Guests
Aug 20 - 22
$309 night

Escape 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. Step 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. The 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. Return 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. With 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. Escape 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. Town of Winhall STR License Number: 003312 Vermont Meals and Room Tax Number: MRT-11472019

Stratton Shuttle Access! Vermont Mountain Hideaway

Winhall, VT, US
4 Bedrooms 8 Guests
Aug 30 - Sep 1
$395 night

Pet Friendly w/ Fee | Sauna & Hot Tub for Chilly Nights | Forested Setting Alpine 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. -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 2 twin beds - Bedroom 4: 2 twin beds COMMUNITY AMENITIES - Tennis courts - Pond, picnic area - Ski shuttle INDOOR LIVING - Smart TV, fireplace - Dining table - Sauna - Xbox, darts OUTDOOR LIVING - Patio, gas grill (propane provided) - Hot tub, outdoor seating, umbrella - Fire pit, pond views KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Drip coffee maker, Keurig (pod provided), toaster, blender - Cooking basics, dishware & flatware, trash bags & paper towels GENERAL - Central heating & A/C - Towels & linens, complimentary toiletries, hair dryer - Washer & dryer - Free WiFi - Keyless entry FAQ - 4 exterior security cameras (facing out) - Pet fee (paid pre-trip)  ACCESSIBILITY - 2-story home, 4" threshold step to enter - 2 bedrooms & 2 full bathrooms on 1st floor PARKING - Driveway (6 vehicles) - No street parking -- THE LOCATION -- - 5 miles to Stratton Mountain Resort - 8 miles to Bromley Mountain - 9 miles to Londonderry: cafes, restaurants, shops - 20 miles to Emerald Lake State Park - 72 miles to Albany International Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, dogs only, 1 pet max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - 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 floor - 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

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

Winhall, VT, US
4 Bedrooms 7 Guests
Aug 20 - 22
$309 night

Escape 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. The 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. Enjoy 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. With 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. Book 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. Town of Winhall STR License Number: 003314 Vermont Meals and Room Tax Number: MRT-11472019

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton, VT, US
1 Bedrooms 3 Guests
Aug 26 - 28
$88 night

This Stratton Mountain condo is all about location as it is right in the center of Stratton Village and within walking distance of restaurants, shops, and the lift! The condo has features to keep you comfortable no matter the season with its plush sofa, gas fireplace for warm snuggles with a glass of wine, or central AC for those sweaty days spend exploring the terrain. Food is never far away with the local restaurants, but if you need some time in, the full kitchen is there for a quiet and relaxing night. Take a sip of your morning coffee on your private balcony and sit down on one of the chairs available as you take in the views of the complex and enjoy the cool breeze. Book Long Trail House: 368 and you’ll be granted access to shared on-site amenities that include swimming pools, hot tubs, sauna, a well-equipped fitness center, and a tennis court! What’s nearby: Stratton Mountain is filled with everything for the outdoor enthusiast! Just on the resort, you will find restaurants and apres-ski spots, shopping ranging from gear to fashion, a health center, pool, spa, and events. In the winter, there is skiing and snowboarding, snow tubing, snowmobiling, ice skating, snowcat rides, snowshoeing, and cross-country skiing. In the summer, there is mountain biking, hiking the Appalachian or Long Trail trails, kayaking, swimming, golf, fishing, tennis, and paddleboarding. Things to know: Free WiFi Full kitchen with a dishwasher Flat path to front door Elevator in building A sofabed in the living room provides an extra sleeping space The shared amenities may be closed due to local rules and regulations. We highly recommend that you check in with this facility directly to check the availability of the amenities Vermont Meals and Room Tax Number: MRT-11472019

Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Winhall, VT, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$700 night

Secluded Natural Surroundings | Sun-Soaked Living Space Enjoy all-season adventures just beyond your doorstep at this Winhall 3-bed, 2.5-bath vacation rental in the coveted Stratton Mountain Forest Farms neighborhood. The Scandinavian ski house features a tranquil nature-inspired design, Nordic furnishings, and a deck overlooking the Green Mountain National Forest. After a day on the slopes, explore Stratton Village or head back to 'Eagle View' and watch the sunset. Book today! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 bunk bed (twin/queen) - Bedroom 3: 1 bunk bed (twin/queen) - Loft: 1 twin futon INDOOR LIVING - 75" TV, flat-screen TVs - Dining table, fireplace - 6-foot soaking tub - Newly built, cedar wood 25' ceilings, picture windows - Nordic-inspired furnishings, open-floor layout OUTDOOR LIVING - Deck, Adirondack chairs - Stream on property, Stratton Mountain views - Southwestern exposure KITCHEN - Dishwasher, refrigerator, stove/oven, microwave, pantry - Keurig coffee maker, toaster - Cooking basics, high-end cookware, dishware & flatware, trash bags & paper towels - Modern chandelier GENERAL - Central heating & A/C - Towels & linens, complimentary toiletries, hair dryer - Washer & dryer, hangers - Free WiFi (high speed, Starlink) FAQ - 2 exterior security cameras (facing out) ACCESSIBILITY - 2-story cabin, exterior staircase to enter - Bedroom & bathroom on 1st floor PARKING - Driveway (5 vehicles) -- THE LOCATION -- - Nearby outdoor activities: skiing, biking, hiking, kayaking, golfing, snowshoeing, ice skating, horseback riding - Stratton Mountain firework views from the deck for select holidays - 4 miles to Stratton Sun Bowl Base Lodge & Stratton Mountain Resort - 4 miles to Stratton Village: yoga, wine & beer festivals, live entertainment - 10-13 miles Bromley Mountain Ski Resort & Magic Mountain Ski Area - 13 miles to Manchester - 16 miles to Weston Theater Company - 14 miles to Appalachian Trail access - 74 miles to Albany International Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking or vaping anywhere on the property - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story cabin requires an exterior staircase to enter. A bedroom and full bathroom are on the 1st floor - The property and surrounding area are prone to severe weather, including snow, ice, mud, and strong winds. Please ensure your vehicle is properly equipped with suitable tires, use caution while walking, and supervise children at all times - Your safety matters. This property features 2 exterior security cameras: camera 1 is a Ring doorbell device with an exterior security camera facing the front outdoor entry, and camera 2 is a security camera located on the side door facing out. The cameras do not look into any interior spaces. The cameras record video and sound when motion is detected by the device

Cozy Townhome with Shared Pool, W/D & Wood-Burning Fireplace

Stratton, VT, US
2 Bedrooms 8 Guests
Aug 23 - 25
$147 night

Nestled in the charming community of Styles Brook in Stratton, VT, this two-bedroom plus loft, two-and-a-half-bathroom townhouse offers a perfect blend of togetherness and privacy for families seeking a relaxing getaway. The spacious living and dining areas provide ample room to gather, while the fieldstone wood-burning fireplace and high-end stainless steel appliances in the kitchen add a touch of luxury to your stay. Situated in a peaceful corner of Styles Brook, you’ll enjoy easy access to the heated pool, perfect for unwinding after a day of adventure. Conveniently located on the Green Line resort shuttle route, you’ll have quick access to the slopes and village at Stratton ski resort, ensuring you can hit the trails or enjoy the amenities with ease. During the summer months, take a refreshing dip in the shared pool or explore the surrounding area with a variety of outdoor activities such as hiking, mountain biking, and kayaking. For a small fee, access the recreation and fitness center for a workout or relaxation session. Whether you’re seeking adventure or relaxation, this townhouse offers the perfect base for your Stratton getaway. With a range of amenities including a washer/dryer, balcony, and wood-burning fireplace, this condo provides all the comforts of home. Relax in the cozy living room, cook up a delicious meal in the fully equipped kitchen, or unwind on the balcony with a cup of coffee. Whether you’re planning a family ski trip or a summer retreat, this Stratton condo is the ideal choice for your next vacation. Book now and start planning your Vermont adventure! Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. Vermont Meals and Room Tax Number: MRT-11472019

Sunny Stratton Townhome ~ 1 Mi to Skiing!

Stratton, VT, US
3 Bedrooms 9 Guests
Aug 20 - 22
$334 night

Experience the idyllic beauty of Stratton, VT, and stay in this lovely 3-bedroom, 2.5-bathroom vacation rental! Nestled in the heart of the Green Mountains, this townhome is just minutes away from Stratton Mountain Resort, offering world-class skiing and snowboarding. Don't miss the nearby Pike Falls, a hidden gem known for its breathtaking beauty. After a day on the slopes, cozy up by the fireplace as you unwind with your group. This townhome is the perfect base for your Vermont adventure! -- THE PROPERTY -- Meals & Rooms Tax License No. MRT-11153470-001 | Mountain Shuttle | Free WiFi | 1,600 Sq Ft Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bunk Bed, Twin Bunk Bed w/ Twin Trundle | Additional Sleeping: Pack ‘n Play HOME FEATURES: Smart TVs, dining table, ceiling fans, board games, deck, heated floors KITCHEN: Refrigerator, stove/oven, coffee maker, microwave, dishwasher, dishware & flatware GENERAL: Washer & dryer, towels, linens, electric heating FAQ: No A/C, bears/wildlife in area ACCESSIBILITY: Multi-level townhome, exterior stairs to enter PARKING: Driveway (2 vehicles) -- THE LOCATION -- HIT THE SLOPES: Stratton Mountain Resort (1 mile), Stratton Sun Bowl Base Lodge (1 mile), Bromley Mountain Ski Resort (14 miles), Timber Creek Cross County Ski (14 miles), Mount Snow Ski & Snowboard School (14 miles), Okemo Mountain Resort (29 miles), Killington Resort (52 miles) ATTRACTIONS: Pikes Falls (3 miles), Green Mountain National Forest (5 miles), Jamaica State Park (12 miles), Lowell Lake State Park (15 miles), Lye Brook Falls (18 miles), Manchester Riverwalk (18 miles), Park-McCullough Historic Governor’s Mansion (40 miles), Bennington Museum (41 miles), Grafton Lakes State Park (58 miles) TEE TIME: Stratton Golf Course (2 miles), Manchester Country Club (17 miles), Mount Snow Golf Club (17 miles), The Golf Club at The Equinox (20 miles) AIRPORT: Rutland Southern Vermont Regional Airport (39 miles), Albany International Airport (78 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property does not have air conditioning - NOTE: This multi-level townhome requires exterior stairs to enter and interior stairs to access all bedrooms and bathrooms - NOTE: Bears are frequently sighted in the neighborhood and the community has strict rules for trash disposal

Stratton TreeTop condo with private hot tub, fireplace, decks & mountain view

Stratton, VT, US
3 Bedrooms 8 Guests
Aug 20 - 22
$246 night

The year-round recreation of Stratton Mountain Resort is right outside your door at this four-story townhouse, where you’ll be a few steps from the slopes each snowy Vermont winter. Cap your days of adventure by soaking in the private hot tub, cozying up to the wood-burning fireplace, and taking in gorgeous views of the surrounding woods and mountains. This townhome sits at the end of a dead-end road, just over a mile from the main base area and the charming shops and restaurants of Stratton Village. A few steps away, you can meet up with the beginner-level 91 run to reach the Sun Bowl Base Lodge, the Solstice and Sunrise Express Lifts, and the Coca-Cola Tube Park down the hill. Each afternoon, hop on the intermediate-level Tree Top Way to ski all the way home. Whether you’re skiing in winter or golfing and mountain biking come summer, this is a wonderful place to begin and end each day. The heart of the home is the great room, a towering space with walls of windows, plush furnishings, and a fireplace that rises from floor to ceiling. Prepare meals in the well-equipped kitchen, sit down for family dinners at the dining room table, and gather for nightly movies on the smart TV. In the summer, enjoy decks off the great room and the primary suite, as well as a ground-floor patio that houses the hot tub. In the evenings, play board games, escape to the desk in the loft to log onto the WiFi, or simply retire to three bedrooms - each on its own floor and paired with a full bathroom for privacy. THINGS TO KNOW Vermont Meals and Room Tax Number: MRT-11472019

Mountainside resort condo, hot tub, gas fireplace, bus to slope, wifi, w/d

Stratton, VT, US
3 Bedrooms 8 Guests
Aug 20 - 22
$371 night

Nestled on the east side of Stratton Mountain Resort in the charming town of Stratton, VT, this light-filled condo offers the perfect retreat for outdoor enthusiasts and relaxation seekers alike. With 670 skiable acres, 97 trails, and the highest peak in Southern Vermont just a stone’s throw away, you’ll have endless opportunities for adventure right at your doorstep. During the winter months, take a leisurely stroll or hop on the convenient shuttle bus to reach the foot of the Tamarack lift or the main base area for a day of skiing and snowboarding. In the summer, tee off at the nearby Stratton Mountain Golf Course, located just two miles north, before unwinding on the balcony with a good book or mingling with fellow travelers at the recreation center across the street (access fee applies) where you can enjoy a friendly game of pickleball or tennis. The condo association has a shared hot tub available year round and it is located directly behind this unit! Guests have easy access to the Stratton Mountain Training and Fitness Center, managed by Stratton Mountain, offering indoor and saltwater pools, a gym, yoga classes, Peloton cycling, and more (additional fees may apply). Plus, a shared hot tub behind the unit provides a relaxing spot to soak year-round. For those seeking more excitement, the Coca Cola Tube Park for sledding is just a mile away, ensuring fun for all ages. Back at the condo, unwind in the cozy living space with a gas fireplace, enjoy a movie night with the DVD player and library, or whip up a delicious meal in the fully equipped kitchen. With amenities like a jetted tub, washer/dryer, and internet access, your stay is sure to be comfortable and convenient. Vermont Meals and Room Tax Number: MRT-11472019

Family-Friendly Stratton Gem Close to Slopes!

Stratton, VT, US
4 Bedrooms 13 Guests
Aug 20 - 22
$533 night

Skiers and adventurous families can appreciate the comfort and convenience of this Stratton vacation rental! The 4-bedroom, 3.5-bath townhouse offers an on-site shuttle service for Stratton Mountain Resort and is just a short drive from shopping and dining in Manchester. Plus, guests of all ages can enjoy a walkable location near the community pool and pickleball courts. After a fun-filled day, cook your crew a delicious meal in the fully equipped kitchen and watch a movie on the Smart TV. -- THE PROPERTY -- MRT-11153470-001 | Ski Shuttle On-Site | Deck w/ Fire Pit | Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Twin Bunk Bed, Twin/Full Bunk Bed | Bedroom 4: 2 Twin Bunk Beds | Additional Sleeping: Pack ‘n Play COMMUNITY AMENITIES: Pool (seasonal), pickleball court (pickleball racquets provided) MAIN FEATURES: Wood-burning fireplace, patio w/ dining area, 3 Smart TVs w/ cable, stereo, jetted tub, walk-in closet KITCHEN: Dishwasher, stove/oven, refrigerator, microwave, toaster, blender, coffee maker, Crockpot, dishware + flatware, cooking basics, garbage disposal, ice maker, water filter, complimentary spices + coffee, high chair, trash bags + paper towels GENERAL: Free WiFi (laptop friendly), central/electric heating, washer + dryer, laundry detergent, iron/board, towels/linens, complimentary toiletries, shampoo, hair dryer, hangers, board games, books, keyless entry FAQ: Stairs required for access, no A/C PARKING: Driveway (2 vehicles) -- THE LOCATION -- SKIING: Stratton Mountain Resort (1.2 miles), Bromley Mountain Ski Resort (12.5 miles), Timber Creek Cross Country Ski (13.7 miles), Magic Mountain Ski Area (14.4 miles) SHOPPING: Manchester Square Shopping Center (18.0 miles), Manchester Designer Outlets (18.3 miles) ALL-SEASON FUN: Pike Falls (3.1 miles), Prospect Rock Trail (17.1 miles), Lye Brook Falls Trail (18.2 miles), Mount Equinox Skyline Drive (23.8 miles) AIRPORTS: Rutland Southern Vermont Regional Airport (38.8 miles), Albany International Airport (76.9 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: The seasonal pool is only open Memorial Day-Labor Day - NOTE: The property does not have air conditioning

Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort

Jamaica, VT, US
4 Bedrooms 10 Guests
Aug 25 - 27
night

All-Ages Entertainment + Gaming Lounge | Dedicated Workspace | Sauna Craving adventure, indulgent comforts, and space to relax? Book your stay at this upscale 4-bed, 3.5-bath Jamaica vacation retreat. Wander through vibrant fall foliage in Green Mountain National Forest or carve fresh powder at Stratton. Afterward, return to unwind by the fire, soak in the private hot tub, or enjoy a game of billiards. This elegant haven pairs Vermont’s scenic charm with elevated New England luxury. -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed - Bedroom 4: 4 twin beds - Additional Sleeping: 1 portable crib INDOOR LIVING - Smart TV, board games & books - Wood-burning stove - Gas fireplace, wood-burning fireplace - Dining table, work desk, monitor - Pool table, poker table, darts, Xbox - Spacious bedrooms, 5,200 sq ft OUTDOOR LIVING - Deck, gas grill (propane provided) - Outdoor seating, fire pit (firewood provided) - Screened-in porch, hot tub KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Drip/pod coffee maker (coffee provided), cream & sugar - Toaster, spices, blender - Cooking basics, dishware & flatware, trash bags & paper towels GENERAL - Central heating, window A/C units - Towels & linens, complimentary toiletries, hair dryer - Free WiFi - Keyless entry FAQ - 4 exterior security cameras (facing out) - Pet fee (paid pre-trip) ACCESSIBILITY - Multi-level home, step-free entry - All bedrooms on lower level - Stairs to access living areas & kitchen PARKING - Driveway (5 vehicles) - NEMA 14-50R EV charging station -- THE LOCATION -- - 5 miles to Stratton Mountain Resort - 12 miles to Bromley Mountain - 16 miles to Appalachian Trail access - 17 miles to Lye Brook Falls - 24 miles to Emerald Lake State Park - 76 miles to Albany International Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, dogs only, 1 pet max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This multi-level home offers step-free entry. While all bedrooms are on the lower level, stairs are required to access the living areas and kitchen - Your safety matters. This property features 4 exterior security cameras. Cameras 1 and 2 are on the front of the house facing the driveway. Camera 3 is on the front door facing the front entry. Camera 4 is on the back 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

Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Jamaica, VT, US
5 Bedrooms 12 Guests
Oct 31 - Nov 2
$358 night

Escape to this spacious and expansive five-bedroom house nestled in a serene wooded setting in Jamaica, VT and just 15-minutes from Stratton. Perfectly located within a short driving distance to other popular ski resorts such as Bromley, Mount Snow, and Magic, this home is an ideal retreat for outdoor enthusiasts and nature lovers alike. The spacious main level living area boasts a beautifully updated kitchen, a charming dining area, a stone fireplace with a vaulted ceiling, and two sets of glass doors that lead out to a large outdoor deck, perfect for enjoying the fresh mountain air. With three bedrooms on the first floor, including one with an en-suite bathroom, and two additional bedrooms upstairs with a full bath, this home offers ample sleeping accommodations for families or groups of friends. In addition to the inviting main living space, this home features a second bright living area, a 3rd bathroom, and a spacious loft area containing a bumper pool table, games and puzzles, providing plenty of room for relaxation and entertainment. A mudroom is equipped to store all your outdoor gear and ski equipment. Explore nearby attractions such as the Viking Nordic Center, Jamaica State Park, Coca Cola Tube Park, Angel Falls Trailhead, and Ball Mountain Reservoir, all just a short distance away. After a day of outdoor activities, return to the house to unwind by the wood-burning fireplace, gather around the firepit on the deck, or enjoy a meal prepared in the fully equipped kitchen with modern amenities. A wonderful winter ski getaway, this dog-friendly house offers a comfortable and convenient home base for your Jamaica vacation. Book your stay now and experience the beauty and tranquility of Vermont’s countryside. Vermont Meals and Room Tax Number: MRT-11472019

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

Peru, VT, US
3 Bedrooms 8 Guests
Aug 23 - 26
$334 night

Sun or snow, this renovated vacation rental condo in Peru, Vermont is the perfect getaway! Located at Bromley Mountain Ski Resort, the 3-bedroom, 2-bathroom home with interior updates includes access to a community pool, tennis courts, a fitness center, and more. Spend cold winter nights gathered around the fireplace and warm summer evenings admiring the garden views from the patio. Take advantage of all-season activities like skiing, an adventure park, hiking, and shopping in nearby Manchester! -- THE PROPERTY -- MRT-11153470-001 | Furnished Patio | Community Amenities Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: 2 Twin/Twin Bunk Beds COMMUNITY AMENITIES: Pool, tennis courts, playground, fitness center, clubhouse KITCHEN: Fully equipped, coffeemaker, dishware, flatware, tea kettle, 7-person table, updated backsplash INDOOR LIVING: 58" Smart TV, TVs in all bedrooms, charging stations & Bluetooth speakers in all bedrooms, fireplace, en-suite bathroom, shower/tub combos GENERAL: Linens/towels, free WiFi, garden views, central heating, updated lighting, updated tile floors in bathroom FAQ: No A/C, pet fee (paid pre-trip) PARKING: Parking lot (1 vehicle), 2 overflow parking lots -- THE LOCATION -- SKI RESORTS: Bromley Mountain Ski Resort (on-site), Magic Mountain Ski Area (11.2 miles), Stratton Mountain (15.1 miles), Okemo Mountain Resort (26.2 miles) OUTDOOR RECREATION: Bromley Mountain Adventure Park (on-site), Long Trail/Appalachian Trail (2.2 miles), Hapgood Pond (5.0 miles), Lowell Lake State Park (11.7 miles), Green Mountain National Forest (25.1 miles) MANCHESTER, VERMONT (9.3 miles): Manchester Designer Outlets, Hildene - The Lincoln Family Home, The Reluctant Panther Inn and Restaurant, Raven's Den Steakhouse and Taproom, Copper Grouse AIRPORT: Albany International Airport (66.5 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $150 fee (+ fees & taxes) - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property does not have air conditioning Licence number: MRT-11083404

Tree-lined lodge with deck, fireplaces, porch, game room, & fast WiFi

Peru, VT, US
3 Bedrooms 8 Guests
Sep 14 - 16
$340 night

With Vermont’s year-round wonders readily available in every direction, this lofty lodge in Peru provides you with the space you want and need to relax. At this quiet, tree-lined home, you’ll have a private deck, a screened porch, and a fun-filled, renovated game room to fill your vacation days. The interior encompasses three spacious levels, with the main living area on the middle floor. It’s an airy space with natural wood and brick, offering towering ceilings, exposed crossbeams, and an impressive wood-burning fireplace with a floor-to-ceiling hearth. Kick back on the sectional and watch shows on the 50-inch smart TV with a soundbar and Sonos speakers. Enjoy stainless steel appliances in the well-appointed kitchen. Perch at the breakfast bar, with a wet bar at one end, then gather for memorable meals at the dining room table. Just beyond the living room is a screened porch with another table for meals or board games and an open deck overlooking the yard. Run around with your kids outside, or head downstairs to the renovated game room to watch a Netflix movie, build a fire, or play foosball and air hockey. At night, as the day’s clothes spin in the washer/dryer, you’ll find beds on each of the three floors. There’s a primary bedroom suite on the main level, two bedrooms downstairs, and a great sleeping space beneath the rafters upstairs. Nest thermostats and high-speed WiFi add convenience during your stay. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. Streaming services are available with guests’ own account(s). This vacation rental is not equipped with air-conditioning. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

Manchester Center Retreat w/ Mtn View, Near Skiing

Manchester, VT, US
2 Bedrooms 6 Guests
Aug 24 - 26
$181 night

Enjoy a relaxing Manchester Center getaway at this 2-bedroom, 1-bath vacation rental apartment. With views of the Green Mountains and plenty of recreation available within the national forest and Bromley Mountain Ski Resort—this home is a true four-season getaway! After a day of skiing or hiking, cozy up in front of the TV or head outside for some cocktails. In need of more exploring? Check out Abraham Lincoln’s family home or head into Manchester Center for some dining and shopping. -- THE PROPERTY -- MRT-11153470-001 | Private Yard w/ Seating | Pets Welcome w/ Fee | Gas Grill Bedroom 1: 2 Queen Beds | Bedroom 2: 2 Twin Beds | Living Room: Queen Sofa Bed KITCHEN: Fully equipped, kitchen island, coffee maker, dishware & flatware INDOOR LIVING: Flat-screen cable TV, dining table, ample seating GENERAL: Free WiFi, brand new washer & dryer, linens & towels, central heating, window A/C units (available in the summer), pet fee (paid pre-trip) FAQ: Community pool unavailable PARKING: Driveway (2 vehicles) -- THE LOCATION -- GREEN MOUNTAIN NATIONAL FOREST (surrounding): Hiking, fishing, cross-country skiing, snowmobiling, horse riding, mountain biking, etc SKI RESORTS: Bromley Mountain Ski Resort (5.7 miles), Stratton Mountain Resort (14.8 miles) ATTRACTIONS: Manchester Center (2.0 miles), American Museum of Fly Fishing (2.8 miles), Lincoln Family Home (4.9 miles), Vermont Summer Festival Horse Show (5.2 miles) AIRPORT: Albany International Airport (62.8 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Dog friendly w. $100 fee (+ fees & taxes, maximum 1 dog allowed). Reach out to Evolve upon booking to add this fee if you are bringing a pet - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - The community pool is currently not available. There are lovely swimming lakes available within 10 minutes of the property - The A/C is available in the summer Licence number: MRT-10867224

Bromley Mtn Outdoor Hub! Family Gem w/ Game Room

Peru, VT, US
6 Bedrooms 13 Guests
Aug 25 - 27
$395 night

4 Mi to Apline Coaster, Bumper Boats & Treetops Course | Projector for Movie Nights Whether you're seeking sunny days on the trails or splashy afternoons on the lake, you'll find it all within easy reach at this Peru vacation rental! Nestled in the Green Mountains, the home offers plenty of space for relaxing after thrilling outdoor adventures. Head to Bromley Mountain for the ultimate family day or cast a line at Lowell Lake State Park, then end the evening with an air hockey showdown! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 queen bed, 1 twin bunk bed - Bedroom 5: 2 twin bunk beds - Bedroom 6: 1 full daybed - Additional Sleeping: 1 portable crib MAIN FEATURES - Ping-pong table, air hockey table, foosball table - Projector w/ screen - Smart TVs, wood-burning fireplace - Laptop-friendly workspace - Sunroom - Board games, books - Ceiling fans (in bedrooms 1, 2 & 3) - Dining tables KITCHEN - Refrigerator, stove/oven, dishwasher - Drip & Nespresso coffee makers, blender, toaster oven - Cooking basics, spices, dishware & flatware - Ice maker, water filter, trash bags/paper towels GENERAL - Baseboard heating - Washer/dryer, laundry detergent, iron/board - Linens/towels, complimentary toiletries, hair dryer - Free WiFi, keyless entry FAQ - 5 exterior security cameras (facing out) - No A/C ACCESSIBILITY - 3-story home, exterior stairs required to enter - 1 bedroom & half bathroom on 1st floor - All full bathrooms on 2nd floor PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Tranquil location near year-round outdoor activities - 4 miles to Bromley Mountain: alpine coaster, zip-lining, treetop adventure course, giant swing, mini golf, bumper boats, waterslide, climbing wall, scenic chairlift, hiking trails, skiing & snowboarding (on-site lessons & tours available) - 6 miles to Magic Mountain Ski Area - 7 miles to Lowell Lake State Park - 15 miles to Hildene, The Lincoln Family Home - 17 miles to Stratton Mountain Resort & 19 miles to Okemo Mountain Resort - 101 miles to Burlington International Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story home requires exterior stairs to enter. While it offers 1 bedroom and a half bathroom on the 1st floor, interior stairs are required to access the game room in the basement and the bedrooms and full bathrooms on the 2nd floor - The property does not have air conditioning - Your safety matters. This property features 5 exterior security cameras. Camera 1 is a doorbell device with an exterior security camera facing the front outdoor entry. Cameras 2-5 are located along the front soffit facing the driveway, front perimeter, and entry points. The cameras do not look into any interior spaces. Camera 1 records video and sound when activated by motion; cameras 2-5 are turned off while guests are in residence and do not record video or sound

Tranquil house w/ pond, 3-hole golf course, sandy beach, bbq, firepit, & trails

Londonderry, VT, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$216 night

Escape to this stunning two-story house nestled on 40 acres in Londonderry, VT, where adventure and relaxation await. With three spacious bedrooms and 2.5 bathrooms, this home is perfect for families or groups seeking a memorable getaway. Step outside onto the expansive deck with your morning coffee and soak in the serene views of your private pond, complete with a sandy beach for summer water activities. The property also features a private 3-hole golf course, making it an ideal retreat for golf enthusiasts. Enjoy the great outdoors with marked and groomed trails right on the property, perfect for hiking, snowshoeing, or sledding down the hill in winter. The West River Trail, a scenic 36-mile all-season trail, is less than a mile away, offering opportunities for biking, walking, and cross-country skiing. After a day of adventure, gather around the firepit for cozy evenings under the stars. Inside, the well-equipped kitchen and dining area provide all the comforts of home, while the gas fireplace adds warmth and ambiance. With amenities like a washer/dryer, partial air conditioning, and free WiFi, your stay will be both comfortable and convenient. Two of the bedrooms are located on the first floor, offering easy access to the enclosed outdoor shower. Whether you’re looking to explore nearby attractions like Magic Mountain, Viking Nordic Center, or Lowell Lake State Park, or simply unwind in the tranquility of your own private oasis, this Londonderry home is the perfect destination for your next vacation. Book your stay today and create lasting memories in this beautiful Vermont retreat! Town of Londonderry STR License # is 26-01-163 Vermont Meals and Room Tax Number: MRT-11472019

Award-Winning Log Cabin, Top 5 in New England!

Londonderry, VT, US
2 Bedrooms 4 Guests
Aug 24 - 26
$230 night

Your summer adventures begin at ‘West River Lodge,’ a cozy 2-bedroom, 1-bath vacation rental log cabin in the Southern Vermont woods. With 3.5 acres of private woodlands and a great location minutes from many summer activities (Vermont Summer Festival, hiking, fishing, biking) and the town of Londonderry, this cabin is the perfect home base for a summer getaway! In the winter, visit for fantastic skiing and snowboarding at nearby resorts like Stratton Mountain, Bromley Mountain, and more. -- THE PROPERTY -- MRT-11153470-001 | Free WiFi | Pets Welcome | Back Deck | Fire Pit Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds OUTDOOR LIVING: 3.5 acres, peaceful surroundings, gas grill, fire pit (seasonal) INDOOR LIVING: Flat-screen TV with Netflix, wood fireplace, dining table, handicap accessible design KITCHEN: Fully equipped, Keurig coffeemaker, tea kettle, pots and pans, catering service available upon request (paid separately) GENERAL: 1,036 Sq Ft, washer/dryer, linens/towels, hairdryer, cellphone service FAQ: Fire pit available seasonally, 1 step to enter, no A/C, pet fee (paid pre-trip) PARKING: Driveway (4 vehicles) -- THE LOCATION -- SUMMER ACTIVITIES: Wanderlust Yoga Festival (11.8 miles, June 20-23), Bromley Mountain-Adventure Park (7.2 miles), Lowell Lake State Park (4.3 miles), Gale Meadows Pond (7.3 miles), West River Trail (8.9 miles), Ball Mountain Lake (11.7 miles), Jamaica State Park (11.9 miles), Hamilton Falls (13.3 miles), Prospect Rock Trail (13.8 miles), Lye Brook Falls Trail (14.8 miles), Manchester Riverwalk (15.0 miles), Orvis Fly Fishing School (15.9 miles), Bourn Pond (24.7 miles) SKI RESORTS/WINTER ADVENTURES: Stratton Mountain (11.8 miles), Bromley Mountain (7.2 miles), Okemo Mountain (17.2 miles), Magic Mountain (3.7 miles), Viking Nordic Center (2.2 miles) DINING/SHOPPING: Londonderry (0.9 miles), Manchester (16.5 miles), Dorset (19.5 miles), Townshend (19.8 miles), Somerset (46.5 miles) AIRPORT: Albany International Airport (75.1 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly with $25 fee (+ fees & taxes, 2 pets max) - No parties, events or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This property requires 1 step to enter - Catering available by a third-party vendor upon request. This includes options for a catered breakfast, lunch, or special dinner with costs paid directly to the catering service. Please reach out if you would like to be connected to the caterer - While there is no air conditioning, fans are provided at the property - This property was recently named one of the top 5 'Coziest Cabins in New England'

Vacation Rentals in Winhall by Amenities & Features

Get to Know Winhall

Winhall, Vermont, is a picturesque town that epitomizes the natural beauty and charm of New England. Nestled in the Green Mountains, Winhall is a haven for outdoor enthusiasts and those seeking a tranquil escape from the hustle and bustle of city life. During the winter months, Winhall becomes a snowy wonderland, attracting skiers and snowboarders to the nearby Stratton Mountain Resort. With its well-groomed trails, high-speed lifts, and cozy mountain lodges, Stratton offers some of the best skiing in the region. For those who prefer a quieter pace, snowshoeing and cross-country skiing through the serene landscape provide a magical experience. As the snow melts and spring emerges, Winhall reveals lush forests and wildflower meadows, perfect for hiking and mountain biking. The Appalachian Trail and Long Trail are accessible from the area, offering challenging treks and breathtaking vistas. The warmer months also bring the opportunity for fishing in crystal-clear streams and lakes, where the calm waters reflect the verdant surroundings. Autumn in Winhall is a spectacle of color, with the foliage turning vibrant shades of red, orange, and yellow. This season is ideal for scenic drives along country roads, photography, or simply enjoying the crisp air and natural splendor. The town's proximity to Manchester offers visitors a chance to explore local farmers' markets, antique shops, and art galleries, providing a taste of Vermont's rich cultural heritage. Winhall's small-town atmosphere is complemented by its friendly community and charming accommodations. From rustic bed and breakfasts to luxurious mountain retreats, there is a place to stay that suits every traveler's preference. Local dining options range from casual cafes to fine dining establishments, many of which feature locally-sourced ingredients and traditional New England cuisine. For those interested in history, the nearby towns of Weston and Dorset offer a glimpse into the past with their well-preserved buildings and historical sites. The Weston Playhouse, Vermont's oldest professional theatre, provides high-quality performances throughout the summer season. In essence, Winhall is a destination that offers year-round attractions. Whether you're seeking adventure on the slopes, tranquility in the wilderness, or a cultural experience in a quintessential New England town, Winhall, Vermont, delivers a memorable visit for all who come to explore its natural and man-made wonders.
Winhall, Vermont, nestled in the Green Mountains, offers a classic New England climate with distinct seasons, each bringing its own unique beauty and set of activities. The weather here can be a deciding factor for when to visit, depending on what you're looking to experience. Winter, from December to February, transforms Winhall into a snowy wonderland, with temperatures often ranging from 10°F to 30°F. This is prime time for skiing and snowboarding, as the area is known for its excellent ski resorts, such as Stratton Mountain. Snowfall is abundant, making for picturesque landscapes but also requiring warm clothing and snow-ready vehicles. Spring, from March to May, sees a gradual thaw with temperatures climbing from the 30s to the 60s°F. This season can be quite variable, with late snowfalls or early warm spells. The melting snow can lead to muddy conditions, especially on hiking trails, so it's a less popular time for tourists. Summer, from June to August, is the most popular season for visitors seeking outdoor adventures like hiking, mountain biking, and golfing. Temperatures are comfortable, ranging from the 50s to the 80s°F, and the humidity is generally moderate. While there can be occasional heatwaves, the mountain elevation keeps things cooler than in many other parts of the country. Autumn, from September to November, is a spectacular time in Winhall as the foliage turns to vibrant shades of red, orange, and yellow. Temperatures start to cool, ranging from the 30s to the 60s°F, and the air is crisp and invigorating. This is a favorite time for leaf-peepers and those looking to enjoy the fall harvests. Precipitation is fairly evenly distributed throughout the year, with each season having its share of rainy or snowy days. However, the area is not particularly known for extreme weather events, making it a reliable destination. The climate is especially pleasant during the late spring to early fall, when the weather is warm enough to enjoy all the outdoor activities that Winhall has to offer without the winter chill. The peak foliage season in early to mid-October is also a particularly beautiful and popular time to visit. Whether you're coming for the ski slopes or the hiking trails, Winhall's weather plays a central role in the quintessential Vermont experience.
Winhall, Vermont, may not be the first place that comes to mind when you think of a cultural hotspot, but this charming New England town offers a unique and intimate cultural experience for those who seek the arts, history, and local customs. While Winhall itself is a small community, it is nestled in the heart of the Green Mountains, making it a serene backdrop for a cultural retreat. The town is close to the Southern Vermont Arts Center in nearby Manchester, which is a hub for the visual arts. The center features rotating exhibitions, a sculpture park, and offers a variety of art classes and workshops for those looking to engage creatively during their visit. For history enthusiasts, the surrounding area of Bennington County is rich with historical sites and museums. The Hildene, the Lincoln Family Home, is just a short drive away in Manchester and provides a glimpse into the life of the Lincoln family with its preserved estate and gardens. The Bennington Museum, located in the town of Bennington, showcases the largest public collection of Grandma Moses paintings in the world and delves into the region's history with artifacts and exhibits. Live music can be found at local venues and seasonal festivals. The Manchester Music Festival, held annually, brings classical music performances to the area, featuring both established and emerging artists. Additionally, the Weston Playhouse Theatre Company offers a range of live theatrical performances, from Broadway musicals to contemporary dramas and comedies, enriching the cultural landscape of the region. Local customs and traditions can be experienced at the various farmers' markets and community events. The West River Farmers Market, for instance, provides a taste of Vermont's local produce, artisanal crafts, and a chance to mingle with the locals. Seasonal events, such as fall foliage tours and winter sports activities, also offer a glimpse into the Vermont way of life. While Winhall may offer a quieter cultural scene compared to larger cities, its proximity to a variety of arts institutions, historical sites, and community events makes it a delightful destination for those looking to immerse themselves in culture amidst the tranquility of nature. Here, you can enjoy the slower pace of life while still engaging with the arts, history, and the warm local customs of Vermont.
Winhall, Vermont, is a picturesque destination that offers a delightful escape for families and a treasure trove of activities for children. Nestled in the Green Mountains, this charming town provides a serene backdrop for a variety of outdoor adventures and family-friendly experiences. During the winter months, Winhall becomes a snowy wonderland, perfect for introducing kids to the joys of skiing and snowboarding at the nearby Stratton Mountain Resort. With its gentle slopes for beginners and ski schools offering lessons, it's an ideal spot for children to learn and enjoy winter sports. The resort also features snow tubing, which is a hit with kids looking for a thrilling slide down the snowy hills. In the warmer seasons, the natural beauty of Winhall can be explored through its numerous hiking trails. Families can take a leisurely walk along the West River Trail, where children can spot local wildlife and enjoy the lush greenery. For a more educational experience, the Lye Brook Falls Trail leads to a stunning waterfall and provides an opportunity to teach kids about the local ecosystem. Winhall is also close to the Bromley Mountain Adventure Park, which offers a variety of activities that are sure to excite children of all ages. The park features an alpine slide, a climbing wall, mini-golf, and a zip line, providing a day full of fun and adventure. For a taste of local culture, families can visit the nearby Vermont Country Store in Weston, where children can watch fudge being made and sample some of the local treats. The store also has a toy section filled with classic and unique toys, giving kids a chance to pick out a special memento from their trip. When it's time to relax, Winhall's local parks and picnic areas offer the perfect setting for a family lunch surrounded by nature. Bondville Fair, held annually, is a delightful event for children, with carnival rides, games, and live entertainment that captures the small-town charm of Vermont. Winhall's combination of outdoor activities, educational experiences, and family-oriented attractions make it a wonderful destination for those traveling with children. It's a place where families can create lasting memories while enjoying the simplicity and beauty of Vermont's natural landscape.
Winhall, Vermont, is a picturesque destination that offers a treasure trove of outdoor activities and natural wonders for those who love to immerse themselves in nature. Nestled in the Green Mountains, Winhall is an ideal base for exploring the beauty of Vermont's landscapes. During the winter months, Winhall becomes a snowy wonderland, with Stratton Mountain providing some of the best skiing and snowboarding in the region. The mountain's well-groomed trails cater to all skill levels, and the resort offers lessons for beginners. For those who prefer a quieter pace, snowshoeing and cross-country skiing are popular activities that allow you to traverse the serene, snow-covered forests. As the snow melts and spring emerges, the landscape transforms into a lush green paradise. Hiking enthusiasts will find plenty of trails in the surrounding Green Mountain National Forest, which offers a variety of paths ranging from gentle walks to challenging climbs. The Appalachian Trail and Long Trail intersect nearby, offering a chance to hike sections of these iconic long-distance routes. Summer in Winhall is perfect for outdoor adventures. The area's rivers and lakes provide excellent opportunities for fishing, kayaking, and canoeing. The West River is particularly known for its trout fishing. For a more relaxed experience, the calm waters of Lowell Lake State Park are ideal for a leisurely paddle, and the park's trails offer peaceful walks through the woods. Cyclists will find Winhall and the surrounding areas to be a haven, with scenic country roads and challenging mountain bike trails. The rolling hills and beautiful vistas make for an unforgettable biking experience. As autumn arrives, Winhall becomes a focal point for leaf peepers. The fall foliage in Vermont is legendary, and the hills around Winhall explode with vibrant colors. Take a drive along the scenic byways, or hike up to a mountain summit for a panoramic view of the fiery reds, oranges, and yellows. For a unique outdoor experience, visit the nearby Jamaica State Park, where you can witness the natural beauty of the West River Valley and hike to Hamilton Falls, one of Vermont's most stunning waterfalls. Winhall is not just about the activities; it's about the connection to nature. The tranquility of the forests, the purity of the mountain air, and the beauty of the changing seasons make Winhall a special place for those who seek to escape the hustle and bustle and reconnect with the great outdoors. Whether you're looking for adventure or a peaceful retreat, Winhall, Vermont, offers an outdoor experience that is both rejuvenating and unforgettable.
Winhall, Vermont, is a picturesque destination nestled in the Green Mountains, offering a serene escape with a touch of rural charm. As a small town, it doesn't have the extensive transportation infrastructure of a major city, but there are still several ways to arrive and explore the area. Most travelers arrive in Winhall by car, as it allows for the flexibility to explore the scenic countryside at their own pace. The town is accessible via Route 30 or Route 11, which are the main thoroughfares connecting Winhall to other parts of Vermont. During the winter months, vehicles with four-wheel drive or snow tires are recommended due to the snowy conditions. For those flying in, the nearest major airport is Albany International Airport in New York, about a two-hour drive away. Rutland Southern Vermont Regional Airport is closer but offers limited service. From these airports, renting a car is the most convenient option for reaching Winhall and getting around. Public transportation options are limited in this rural area. However, during the ski season, there are shuttle services provided by local resorts that transport visitors from nearby towns and accommodations to the ski slopes. These shuttles are a convenient way to access the winter sports facilities without the need for a personal vehicle. Winhall itself is not particularly walkable due to its spread-out nature and lack of sidewalks in many areas. It's a destination that's best explored with a car, especially if you plan to visit surrounding attractions or go hiking in the Green Mountain National Forest. That said, the town center and residential areas can be pleasant for a leisurely stroll to enjoy the local ambiance and natural beauty. For those interested in cycling, the rural roads around Winhall offer a peaceful and scenic ride, though it's important to be cautious as these roads may not always have dedicated bike lanes. In summary, while Winhall does not boast a wide array of transportation options, its accessibility by car and proximity to regional airports make it a reachable destination for those looking to enjoy the tranquility of Vermont's countryside. Once there, having a car will provide the greatest freedom to explore the area's natural attractions and charming small towns.

Winhall FAQs

Winhall is a charming destination known for its scenic beauty and outdoor activities. Visitors can enjoy hiking and mountain biking in the Green Mountain National Forest, skiing and snowboarding at Stratton Mountain Resort, exploring the quaint local shops and restaurants, and attending seasonal festivals. During the fall, leaf peeping to see the spectacular foliage is a must-do activity.
The best time to visit Winhall depends on your interests. For skiing and winter sports, December through March is ideal. If you're interested in hiking and enjoying the outdoors without the snow, June through October offers pleasant weather. Fall foliage peaks in late September to early October, making it a popular time for those seeking the vibrant autumn colors.
Yes, Winhall offers a variety of accommodations ranging from cozy bed and breakfasts to luxury resorts. The Stratton Mountain Resort provides ski-in/ski-out lodging, while local inns and vacation rentals offer a more intimate experience of the Vermont countryside.
Winhall and the surrounding area boast a selection of dining options that include farm-to-table restaurants, casual eateries, and fine dining establishments. Local specialties often feature Vermont maple syrup, artisan cheeses, and fresh produce from nearby farms.
Absolutely! Winhall is very family-friendly, with activities for all ages. In the winter, families can enjoy skiing and snowboarding lessons at Stratton Mountain. During the warmer months, hiking, mountain biking, and fishing are great ways to spend time together. The town also hosts various family-oriented events and festivals throughout the year.
Winhall is accessible by car and is located near major highways. The closest major airport is Albany International Airport in New York, about a 2-hour drive away. Rutland Southern Vermont Regional Airport is a smaller airport about an hour's drive from Winhall. Car rentals and shuttle services are available at both airports.
Yes, Winhall and the surrounding region are known for unique local shops that sell Vermont-made products such as handcrafted furniture, artisanal foods, and the famous Vermont maple syrup. You'll also find outdoor gear shops that cater to the area's popular recreational activities.

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Vacation Rentals Near Winhall

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