Winhall holiday lettings

We found 681 holiday rentals — enter your dates for availability

Select from 96 homes, 11 cottages and other holiday rentals in Winhall to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you expect for your stay, which might include parking and a pool. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Winhall

Showing deals for:6 Mar - 13 Mar

Image gallery for MINUTES TO STRATTON AND BROMLEY!

Exterior
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

MINUTES TO STRATTON AND BROMLEY!

Bondville, VT

7% off
Price is £5,024
for 7 nights, 1 chalet
£718 per night
includes taxes & fees
MINUTES TO STRATTON AND BROMLEY!

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Winhall getaway

Learn about the unique charm of Winhall with a stay in a holiday home rental. This city has something for everyone. Stratton Mountain Resort and Mount Snow are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Winhall

Are you hoping to find top things to see and do while you're in town? Venture out of your holiday home and check out everything that makes Winhall a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Stratton Mountain Resort (3.8 mi / 6.1 km)
  • Mount Snow (13.5 mi / 21.8 km)
  • Stratton Mountain Golf Course (2.1 mi / 3.4 km)
  • Bromley Mountain Ski Resort (4.7 mi / 7.5 km)
  • Stratton Mountain Golf Course (4.7 mi / 7.6 km)
  • Jamaica State Park (5.3 mi / 8.5 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 spend some time outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport to and around Winhall

The nearest airport is in Springfield, VT (VSF-Hartness State), located 23.5 mi (37.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into 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 when booking a holiday rental?
When considering a holiday rental in Winhall, Vermont, the Stratton area stands out as an excellent choice. This picturesque neighbourhood is renowned for its proximity to the Stratton Mountain Resort, which offers a number of outdoor activities year-round, including skiing and snowboarding in the winter, and hiking and mountain biking during the warmer months. The vibrant atmosphere of the resort is complemented by a charming village centre, where visitors can enjoy various shops, restaurants, and après-ski options.

In addition to its outdoor allure, the Stratton area boasts a rich sense of community and stunning natural beauty, making it a delightful place to unwind. There is a diverse selection of holiday rental properties available, suiting different group sizes and budgets, ensuring that visitors can find the superb accommodation for their stay.

Another appealing option is the nearby Bondville neighbourhood, which offers a more tranquil setting while still being just a short drive from the excitement of Stratton Mountain. Bondville is home to beautiful landscapes and offers easy access to attractions such as the Green Mountain National Forest, where nature enthusiasts can explore various trails and scenic viewpoints.
How much does it cost to rent a holiday home in Winhall?
Prices for holiday 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 holiday 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 holiday rentals in Winhall?
A long-stay holiday rental in Winhall is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Winhall holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winhall with parking available—perfect for families or travellers 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.
What are popular rental amenities in Winhall?
In Winhall, holiday rentals often prioritise comfort and convenience, although specific amenities may vary across properties. Many rentals typically feature fully equipped kitchens, allowing guests to prepare their own meals after a day of exploring the nearby Stratton Mountain Resort or enjoying the beautiful landscapes. Living areas are common, providing a cosy space for relaxation, and some properties may even include amenities such as fireplaces for added warmth during the colder months. Additionally, outdoor spaces like decks or balconies may be available, offering a chance to appreciate the surrounding nature.
When is the best time to visit Winhall for a holiday rental?
The best time to book a holiday rental in Winhall is during the peak season from July to September. This summer period attracts visitors eager to embrace the great outdoors, with opportunities for hiking, mountain biking, and enjoying the lush Vermont landscape. The warm weather, with temperatures often reaching the low 20s Celsius, creates an inclusive setting for exploration and relaxation.

July stands out as the most popular month, drawing travellers. The vibrant energy of the season means you'll find plenty of activities and events to enhance your stay, making it an ideal time for those who appreciate a bustling community spirit.

If you're seeking more affordable options, consider visiting in November. This month offers a quieter experience, superb for those who enjoy the serene beauty of the fall season as the leaves change and the landscape transforms. It's a wonderful time for leisurely walks and appreciating the calm before winter sets in.
How early should I book a Winhall holiday rental?
Book your Winhall holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Winhall home rental booking on Vrbo?
To find Winhall holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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