Winster holiday lettings

We found 1,143 holiday rentals — enter your dates for availability

Discover a selection of 5 homes and other holiday rentals in Winster that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, including parking and a TV. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

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Why visit Winster

  • Stunning countryside: Winster is surrounded by beautiful landscapes, perfect for hiking and exploring the picturesque Peak District.
  • Historic charm: The village boasts historic houses and buildings, offering a glimpse into its rich cultural heritage.
  • Family-friendly attractions: Nearby theme parks and local attractions cater to families seeking fun and adventure.
  • Welcoming locals: Experience the warmth and friendliness of the local community, enhancing your visit.
  • Cozy accommodation: Enjoy a range of holiday rentals, from charming cottages to private homes, ensuring a comfortable stay.

Popular types of accommodation in Winster

If you’re considering a getaway in Winster, you're in for a treat. The most popular types of accommodation include charming holiday cottages, cozy apartments, and houses. Whether you’re searching for Winster holiday cottages or other forms of holiday accommodation, our platform ensures you find the perfect holiday rentals tailored to your needs. Enjoy a stress-free stay in this picturesque village with transparent information and great savings.

  • Cottages: The most sought-after option for holiday stays in Winster, offering a charming and cozy atmosphere.
  • Flats: A popular alternative, providing modern amenities and convenient locations for your getaway.
  • Private Holiday Homes: Ideal for families or groups, these homes offer spacious living and a home-like experience.
  • Agritourism: Experience rural life with stays on working farms, providing a unique and immersive holiday.
  • Houseboats: An unusual yet delightful option for those looking to enjoy life on the water during their visit.**

Top attractions near Winster

Winster is an ideal destination for those seeking outdoor adventures and stunning scenery. Visitors can explore a variety of attractions, including historic houses, buildings, and local theme parks, all of which cater to cultural interests and family experiences. Whether you're travelling alone or with loved ones, there's plenty to discover in and around this charming village.

  • Chatsworth House: A magnificent historic house set in stunning gardens, renowned for its impressive art collection and rich heritage. Explore the opulent rooms and picturesque grounds, offering a glimpse into the opulence of British nobility.
  • Heights of Abraham Cable Car Station: Experience breathtaking views as you ascend the hill via a cable car. Enjoy the stunning scenery of the Peak District and explore walking trails that showcase the area's natural beauty.
  • Alton Towers: This thrilling theme park features a variety of rides and attractions suitable for all ages, making it a perfect family day out. Enjoy the excitement of roller coasters, live entertainment, and beautifully landscaped gardens.

Things to do recommended for couples

For a romantic getaway in Winster, consider a thrilling Virgin Balloon Flight for breathtaking views, enjoy the local vibes at the Pipes in The Peaks music concert, or embrace adventure with a ski trip at Skyride. Each experience promises unforgettable moments together!

Things to do recommended for families

During your family vacation in Winster, explore the serenity of Matlock Parks Country Park and Whitworth Park, both offering relaxation just a short drive away. For an adventurous day out, head to Wild Park Derbyshire, where excitement awaits for all ages!

Things to do recommended for groups

Groups visiting Winster can explore the vibrant Chesterfield Market, indulge in delicious treats at Bloomers Original Bakewell Puddings, and enjoy a round of golf at the scenic Bakewell Golf Club, all while soaking up the local charm and camaraderie.

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

If you're travelling with a group, as a family, bringing your pets, or seeking longer stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Winster with a group: Think about the number of bedrooms required, as well as features like a fully equipped kitchen or outdoor areas suitable for group gatherings. Thankfully, you can easily refine your search for these options and more on Vrbo.
  • Traveling to Winster with young kids: Holidaying with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Winster: For many, a family holiday wouldn't feel complete without their beloved pet by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Winster: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Winster

Winster, a charming village nestled in the heart of the Peak District, offers a delightful escape for outdoor enthusiasts and families alike. Explore the picturesque countryside, with nearby Birchover providing a quaint atmosphere perfect for relaxation. Experience the warmth of friendly locals and immerse yourself in the rich culture of this rural gem. Whether you're hiking scenic trails or enjoying the serene surroundings, Winster promises an unforgettable holiday experience.

  • Matlock: Situated a mere 2.5km from Winster, Matlock is a charming town renowned for its breathtaking outdoor adventures and stunning scenery. Visitors can take a leisurely stroll through the picturesque recreational areas or enjoy a thrilling ride on the cable car, which offers panoramic views of the surrounding countryside. The nearby national park and state park provide ample opportunities for hiking and exploration. Don't miss the chance to visit local monuments that celebrate the rich history of the area, making Matlock an ideal spot for those seeking both relaxation and adventure.
  • Bakewell: Located 3.7km from Winster, Bakewell is a delightful market town famous for its stunning landscapes and outdoor activities. This picturesque destination is perfect for hiking enthusiasts, with numerous trails weaving through the stunning countryside. The recreational areas are perfect for picnics, while golf lovers can enjoy the local courses. Bakewell is also home to historic houses that reflect the town's rich heritage. With its charming atmosphere and scenic beauty, Bakewell is a must-visit for anyone looking to immerse themselves in the beauty of the Peak District.
  • Ashbourne: Approximately 5.6km from Winster, Ashbourne is a vibrant town that offers a variety of outdoor experiences and attractions. Known for its recreational areas, visitors can engage in water sports or have fun at the arcade adventure zone. The town is in close proximity to national parks and a theme park, making it a fantastic destination for families and thrill-seekers alike. Ashbourne's lively atmosphere, combined with its scenic surroundings, ensures an enjoyable visit for all who come to explore this enchanting area.

Best time to go to Winster

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January38.3°F (3.5°C)Light RainMostly CloudySlightly HighAverage
February39.4°F (4.1°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March42.3°F (5.7°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
April46.2°F (7.9°C)No Rain (Dry)Mostly CloudySlightly HighAverage
May51.8°F (11.0°C)Light RainMostly CloudySlightly LowAverage
June57.2°F (14.0°C)Light RainMostly CloudyAverageAverage
July60.8°F (16.0°C)Light RainMostly CloudyAverageSlightly High
August60.3°F (15.7°C)Light RainMostly CloudyAverageSlightly High
September56.5°F (13.6°C)No Rain (Dry)Mostly CloudySlightly HighAverage
October50.7°F (10.4°C)Light RainMostly CloudyAverageAverage
November44.1°F (6.7°C)Light RainMostly CloudySlightly LowSlightly Low
December39.9°F (4.4°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your next getaway? Being flexible with your travel dates can often lead to significant savings, as prices can vary. Additionally, opting for a longer stay typically helps you secure better deals. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new trips, continue from where you last left off, or review and organise your travel plans. You’ll be able to find the properties you’ve either saved or booked, neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Winster getaway

Learn about the unique charm of Winster with a stay in a holiday home rental. This city has something for everyone. Alton Towers and Peak District National Park 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.

Activities and attractions in Winster

Are you searching for things to do in the city? Venture out of your holiday home and check out everything that makes Winster a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Alton Towers (14 mi / 22.5 km)
  • Gulliver's Kingdom (3.7 mi / 6 km)
  • Cromford Canal (4.9 mi / 8 km)
  • Goyt Valley (9.9 mi / 16 km)
  • Wild Park Derbyshire (11.7 mi / 18.8 km)
  • Denby Pottery (12.3 mi / 19.9 km)

Exploring the natural landscape of Winster

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

  • Peak District National Park (19.4 mi / 31.3 km)
  • Heights of Abraham Cable Car Station (3.6 mi / 5.8 km)
  • Matlock Parks Country Park (3.9 mi / 6.2 km)
  • Carsington Water (5.2 mi / 8.4 km)
  • Chatsworth House Labyrinth (6.5 mi / 10.5 km)
  • Dovedale National Nature Reserve (7.1 mi / 11.5 km)

How to get to and around Winster

The nearest airport is in East Midlands Airport (EMA), located 25 mi (40.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Nottingham (NQT), which is 27.9 mi (44.9 km) away.

Frequently asked questions

What is the best area to stay in Winster when booking a holiday rental?
When considering a holiday rental in Winster, England, the village itself is an excellent choice due to its picturesque charm and central location in the Peak District. Winster is renowned for its stunning stone cottages and vibrant community, providing a lovely backdrop for a relaxing getaway.

One of the top attractions in the area is the historic Winster Market House, which showcases the village's rich heritage and often hosts local events. Additionally, the surrounding countryside offers beautiful walking trails, great for those looking to explore the natural beauty of the Peak District National Park.

In terms of accommodation, there are several charming properties available that cater to different group sizes, from cosy cottages for couples to larger homes suitable for families or groups of friends. Staying in Winster allows visitors to enjoy a serene village atmosphere while being just a short drive away from other great attractions in the region, such as the market town of Bakewell and the stunning Chatsworth House.
How much does it cost to rent a holiday home in Winster?
Prices for holiday rentals in Winster 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 Winster 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 Winster holiday house rentals?
You can find great discounts on house rentals in Winster 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 Winster?
A long-stay holiday rental in Winster 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 Winster holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winster 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.
When is the best time to visit Winster for a holiday rental?
September is the most popular time to visit Winster, as the summer crowds begin to dissipate, making way for a more tranquil experience in this charming village. This month offers pleasant temperatures ranging from 10 to 20 degrees Celsius, great for leisurely strolls through the picturesque streets and enjoying the beautiful countryside.

The peak season in Winster runs from January to March, attracting visitors keen on exploring the stunning landscapes and enjoying the local attractions. During these months, the village comes alive with winter activities such as walking and cycling, providing a refreshing outdoor experience.

If you're considering a visit that offers great value, November can be an excellent choice. While it is a quieter time, you'll have the opportunity to appreciate the peaceful atmosphere and the stunning autumn scenery without the hustle and bustle of peak tourist traffic. This month is great for those who enjoy cosy walks and the chance to immerse themselves in the local culture.

Ultimately, the best time to book a holiday rental in Winster depends on your preferences for either the vibrant setting of September or the serene charm of November.
How early should I book a Winster holiday rental?
Book your Winster 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.
What are the top attractions in Winster?
In Winster, visitors can immerse themselves in the charm of this picturesque village, known for its well-preserved historic architecture and stunning countryside views. One of the key attractions is the 19th-century Winster Market House, which serves as a focal point for the community and hosts various local events. The nearby St. John's Church, with its striking tower, offers a glimpse into the village's rich history and beautiful stained glass windows.

For those who enjoy walking and the outdoors, the surrounding Peak District National Park provides ample opportunities for hiking and exploring nature. Trails from Winster lead to breathtaking viewpoints and scenic spots, great for a leisurely day out. The village is also renowned for its traditional limestone cottages, giving visitors a taste of authentic rural life.
Can I change or cancel my Winster home rental booking on Vrbo?
To find Winster 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 Winster 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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