Winhall vacation rentals

We found 677 vacation rentals — enter your dates for availability

Select from 102 homes, 11 cottages, and other vacation rentals in Winhall to find one that's perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the best amenities for spending time at your vacation home, such as parking and air conditioning. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Winhall

Showing deals for:Aug 28 - Sep 4

Image gallery for Cozy Chalet in Vermont's Golden Triangle

Dining
9.4 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)

Cozy Chalet in Vermont's Golden Triangle

Londonderry

8% off
Price is $329
$2,301 for 7 nights
All fees included
Cozy Chalet in Vermont's Golden Triangle

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Find out more about Winhall

Why visit Winhall

  • Outdoor Activities: Winhall is perfect for skiing and adventure sports, with access to beautiful national parks and scenic rivers.
  • Charming Atmosphere: Experience a cozy mountain retreat with friendly locals and stunning scenery, ideal for relaxation.
  • Variety of Accommodations: Choose from cozy cabins, spacious vacation homes, or charming condos tailored to your preferences.
  • Nearby Exploration: Discover nearby towns and attractions, enhancing your Vermont experience with local culture.
  • Romantic Backdrop: Enjoy a picturesque setting perfect for couples seeking a peaceful escape amidst natural beauty.

Popular types of accommodation in Winhall

If you're planning a getaway to Winhall, the next step is selecting the perfect accommodation. From cozy cabins to spacious houses and charming condos, Winhall offers a variety of options. Consider indulging in a relaxing retreat with a home featuring a sauna, or explore the scenic beauty of Winhall Acres. No matter your preference, you’ll find the ideal chalet or cabin in Winhall to make your vacation unforgettable.

  • Houses: The top choice for visitors in Winhall, these homes offer spacious accommodations perfect for families or groups looking for comfort and privacy.
  • Condos: The second most sought-after option, condos provide a blend of convenience and community, ideal for those wanting amenities and easy access to local attractions.
  • Cabins: A popular rustic getaway, cabins in Winhall offer a cozy retreat amidst nature, perfect for a peaceful escape.
  • Cottages: These charming and quaint lodgings are ideal for couples seeking a romantic getaway or small families looking for a homey atmosphere.
  • Apartments: A versatile choice, apartments cater to travelers looking for a more urban experience with the comforts of home.**

Top attractions near Winhall

Winhall, Vermont, is an ideal destination for ski enthusiasts and adventure seekers alike. With its beautiful national parks, ski resorts, and scenic rivers, the area offers a range of outdoor activities and cultural experiences. Whether you're looking to hit the slopes or explore the stunning landscapes, Winhall provides a perfect backdrop for an unforgettable vacation filled with sports and natural beauty.

  • Stratton Mountain Resort: A premier ski destination offering thrilling slopes, snowboarding, and a vibrant après-ski scene. Experience the adrenaline of winter sports amidst stunning mountain views, or enjoy summer hiking and mountain biking adventures.
  • Golf Club at Equinox: This luxurious golf course features beautifully manicured greens and challenging holes, set against a backdrop of lush landscapes. Perfect for both seasoned golfers and beginners, the club offers a unique blend of sport and relaxation.
  • Green Mountain National Forest: A vast expanse of natural beauty, this national park boasts scenic trails, diverse wildlife, and breathtaking vistas. Ideal for hiking, camping, and enjoying the great outdoors, it's a nature lover's paradise.

Things to do recommended for couples

Winhall offers a perfect romantic getaway with skiing at Stratton Mountain Resort, just 4 miles away, or Bromley Mountain Ski Resort, 5 miles away. For a thrilling experience, take the American Express Ski Lift, located 3 miles from town, and enjoy breathtaking views together.

Things to do recommended for families

Families can thrill at the Bromley Alpine Slide, an exciting amusement ride just 5 miles from Winhall. For a more relaxing experience, visit the Dana L. Thompson Memorial Park, a serene recreational area located 7 miles away, perfect for wellness and relaxation.

Things to do recommended for groups

Enjoy a round of golf at Stratton Mountain Golf Course, shop at the Manchester Designer Outlets 7 miles away, or embark on an adventurous hike along the Lye Brook Falls Trailhead, located 6 miles from Winhall. Experience the great outdoors and local culture with your group.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Winhall

If you're traveling with a group, family, or pets, or planning an extended stay, be sure to apply the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Winhall with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Winhall with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Winhall: For many, a family vacation feels incomplete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winhall: If you're seeking vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Winhall

Winhall, Vermont, is a cozy mountain retreat perfect for ski and adventure enthusiasts. Nestled in southern Vermont, this charming village offers a friendly atmosphere, stunning scenery, and a romantic backdrop for relaxation. Explore nearby towns and discover the best vacation homes, ensuring an unforgettable experience while soaking in everything Vermont has to offer. Whether you're seeking thrilling sports or a peaceful escape, Winhall is your ideal vacation spot.

  • Manchester: Manchester is a charming city located 8 miles from Winhall, known for its stunning mountain views and outdoor adventures. This vibrant destination attracts travelers for skiing, sports, and thrilling outdoor activities. With easy access to ski resorts and fields, visitors can hit the slopes in the winter or explore hiking trails during the warmer months. Manchester is also home to beautiful lakes and valleys, providing picturesque settings for relaxation and recreation. The city's quaint shops, restaurants, and local attractions make it a perfect stop for a fun-filled day or a weekend getaway.
  • Manchester Center: Just 7 miles from Winhall, Manchester Center offers a delightful blend of outdoor excitement and local charm. This lively city is a popular base for skiing and adventure sports, featuring easy access to ski resorts and fields. Surrounded by stunning landscapes, including majestic mountains and serene lakes, visitors can enjoy a range of activities year-round. From shopping at unique boutiques to savoring delicious meals at local eateries, Manchester Center has something for everyone. Its welcoming atmosphere and beautiful scenery make it an ideal destination for both adventure seekers and those looking to unwind.
  • Stratton: Stratton is a picturesque city located just 5 miles away from Winhall, known for its world-class skiing and breathtaking natural beauty. This lively destination is perfect for outdoor enthusiasts, offering access to ski fields and resorts that cater to all skill levels. With stunning mountain views and scenic valleys nearby, Stratton is not only a winter paradise but also a great spot for hiking and exploring in the summer. The vibrant community offers unique shops, restaurants, and a welcoming atmosphere, making it a delightful place to visit for adventure and relaxation alike.

Best time to go to Winhall

If you're planning a trip to Winhall, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in February, July and September, while off-peak times, like April to May and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.0°F (-7.2°C)Light RainMostly CloudyAverageSlightly High
February20.5°F (-6.4°C)Light RainMostly CloudySlightly HighSlightly High
March28.0°F (-2.2°C)Light RainMostly CloudyAverageAverage
April39.9°F (4.4°C)Light RainMostly CloudySlightly LowSlightly Low
May52.7°F (11.5°C)Light RainMostly CloudySlightly LowSlightly Low
June60.1°F (15.6°C)Light RainMostly CloudyAverageAverage
July66.0°F (18.9°C)Light RainMostly SunnySlightly HighAverage
August64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
September57.6°F (14.2°C)Light RainMostly SunnySlightly HighSlightly Low
October46.8°F (8.2°C)Light RainMostly CloudyAverageAverage
November34.5°F (1.4°C)Light RainMostly CloudySlightly LowAverage
December26.1°F (-3.3°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, and manage your travel arrangements. You can easily access the properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Winhall getaway

Experience the unique character of Winhall with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Winhall

Are you looking for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Winhall a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Stratton Mountain Golf Course (2.1 mi / 3.4 km)
  • Stratton Mountain Resort (3.8 mi / 6.1 km)
  • Bromley Mountain Ski Resort (4.7 mi / 7.5 km)
  • Jamaica State Park (5.3 mi / 8.5 km)
  • Golf Club at Equinox (7.9 mi / 12.8 km)
  • Magic Mountain Ski Resort (8 mi / 12.8 km)

Exploring the natural landscape of Winhall

Whether you're looking for adventure or just want to spend some time taking in the scenery, Winhall is a great place to get out in nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Battenkill River (7 mi / 11.2 km)
  • Lowell Lake State Park (8.8 mi / 14.1 km)
  • Equinox Preservation Trust (8.9 mi / 14.3 km)
  • Emerald Lake State Park (9.8 mi / 15.8 km)
  • Mount Equinox (10.4 mi / 16.8 km)
  • Green Mountain National Forest (11.3 mi / 18.1 km)

Transportation to and around Winhall

The nearest airport is in Springfield, VT (VSF-Hartness State), located 23.5 mi (37.9 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.7 mi (41.4 km) away.

Frequently asked questions

What is the best area to stay in Winhall, Vermont, United States of America when booking a vacation rental?
When considering the best area to stay in Winhall, Vermont for a vacation rental, the Stratton area stands out as an excellent choice. This neighborhood is renowned for its close proximity to the Stratton Mountain Resort, which offers a variety of outdoor activities year-round, including skiing, snowboarding, hiking, and mountain biking. In addition to the resort, visitors can enjoy the scenic beauty of the Green Mountain National Forest, superb for nature lovers and those seeking a tranquil escape.

Another appealing option is the area around Winhall's charming village center, where you'll find a selection of quaint shops and local eateries. This neighborhood provides a cozy, small-town atmosphere, making it ideal for families or couples looking for a relaxed getaway. The proximity to both nature and community attractions ensures a fulfilling experience.

Overall, Winhall offers a diverse range of vacation rentals, with numerous properties available in these key neighborhoods, suiting various preferences and budgets.
How much does it cost to rent a vacation home in Winhall?
Prices for vacation rentals in Winhall vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Winhall to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Winhall vacation house rentals?
You can find great discounts on house rentals in Winhall on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Winhall?
A long-stay vacation rental in Winhall is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Winhall vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Winhall with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Winhall for a vacation rental?
The best time to visit Winhall for a vacation rental is during the peak season from July to September, when nature is in full bloom and outdoor activities abound. This vibrant period draws travelers seeking the beauty of Vermont's landscapes, great for hiking, mountain biking, and enjoying the serene surroundings of the Green Mountains. July stands out as the busiest month, offering a lively option with plenty of opportunities to engage in local events and explore the rich cultural offerings of the area.

During this peak season, visitors can relish warm summer temperatures, typically ranging from the low 50s to mid-80s Fahrenheit, creating ideal conditions for outdoor adventures and sightseeing. Whether you're exploring the picturesque trails or relaxing by the nearby lakes, the stunning scenery provides a great backdrop for memorable experiences.

For those who are looking for a more budget-friendly option, consider a visit in November. This month presents a quieter time to explore Winhall, showcasing the early hints of winter while still allowing for enjoyable hikes and breathtaking views of the changing season. It's a great way to experience the tranquility of Vermont without the crowds.

In summary, your choice of when to visit Winhall can enhance your experience, whether you prefer the bustling energy of summer or the peaceful charm of late fall.
How early should I book a Winhall vacation rental?
Book your Winhall vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Winhall, Vermont, United States of America?
In Winhall, visitors can enjoy a variety of attractions that highlight the natural beauty and recreational opportunities of the area. One of the main draws is Stratton Mountain Resort, which offers year-round activities, including skiing and snowboarding in the winter and hiking and mountain biking in the warmer months. The resort features scenic gondola rides that provide breathtaking views of the Green Mountains.

The nearby Green Mountain National Forest is another highlight, providing numerous trails for hiking, snowshoeing, and enjoying the stunning fall foliage. For those interested in local culture, the area hosts various events and festivals throughout the year, including farmers' markets and craft fairs in nearby towns like Bondville.

Additionally, the charming town of Manchester is just a short drive away, where visitors can explore boutique shops, art galleries, and historic sites such as Hildene, the former home of Robert Todd Lincoln.
Can I change or cancel my Winhall home rental booking on Vrbo?
To find Winhall vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Winhall vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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