Photo by William Metcalfe

Winton holiday rentals

We found 337 holiday rentals — enter your dates for availability
Discover a selection of 5 cottages and other holiday rentals in Winton that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you need and want for your stay, which might include a fireplace and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
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Why visit Winton

  • Scenic Countryside: Winton boasts breathtaking natural landscapes with captivating views and serene walks among its picturesque countryside.
  • Waterfall Wonders: Explore the impressive local waterfalls that add a touch of magic to this charming village.
  • Ancient Ruins: Discover remnants of history with intriguing ancient ruins dotted around the area.
  • Cultural Engagement: Enjoy an authentic cultural journey by interacting with welcoming locals and embracing local traditions.
  • Outdoor Adventures: Winton offers plenty of opportunities for outdoor activities, from leisurely strolls to more adventurous escapades.

Popular types of accommodation in Winton

Welcome to Winton, a charming village nestled in Kirkby Stephen, England. Known for its picturesque landscapes and warm community spirit, Winton offers a delightful selection of holiday rentals including cosy cottages and private homes. Explore the scenic beauty of the surrounding countryside, enjoy leisurely walks, and immerse yourself in local culture. Whether you're seeking a peaceful retreat or an adventurous getaway, Winton provides the perfect backdrop for an unforgettable stay.

  • Cottages: Enjoy a cosy retreat in a traditional cottage, the top pick for holiday stays in Winton.
  • Private Holiday Homes: Relish the freedom and privacy of a self-contained holiday home, a favoured choice among visitors.
  • Apartments: Experience the convenience of a well-appointed apartment, perfect for a comfortable getaway.
  • Cabins: Discover the charm of a rustic cabin, ideal for a peaceful escape in the countryside.
  • Caravan Parks: Embrace a flexible stay at a caravan park, offering a unique outdoor holiday experience.**

Top attractions near Winton

Winton, Kirkby Stephen, England, United Kingdom offers a charming mix of adventure and romance with its impressive natural scenery. Visitors can explore captivating waterfalls, ancient ruins, and serene nature reserves. Whether you are seeking a cultural journey or an outdoor escape, Winton provides a delightful array of attractions that promise a memorable experience in this picturesque locale.

  • Eden Valley: Located 8km away, Eden Valley offers a thrilling outdoor adventure with verdant landscapes perfect for hiking and exploration.
  • Appleby Castle: Situated 14km away, this castle exudes cultural charm and romantic ambience, providing a glimpse into historical grandeur.
  • Eden Valley Railway: At a distance of 6km, this historic rail offers a cultural journey through scenic vistas, celebrating the rich heritage of the region.

Things to do recommended for couples

Planning a romantic getaway in Winton? Explore charming local spots and perhaps enjoy a leisurely boat ride or an intimate dinner in a cosy pub, perfect for a couple's retreat.

Things to do recommended for families

Families visiting Winton and Kirkby Stephen will enjoy exploring local history and nature trails, sampling traditional British fare, and engaging in interactive museum tours. A blend of outdoor adventures and cultural experiences awaits your family holiday in these charming locales.

Things to do recommended for groups

Groups visiting Winton can enjoy a delightful walk through the picturesque countryside, partake in traditional pub quizzes at local inns, and explore nearby historical sites such as the stunning ruins of Brough Castle, all while soaking in the charm of this quaint village atmosphere.

*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 Winton

Whether you’re journeying with a group, as a family, with your pets or seeking extended stays, be sure to refine your search with the appropriate criteria. Here are some Stayz booking tips for you.

  • Traveling to Winton with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to Winton with young kids: Traveling with young children can present its challenges. It is essential to prioritise their comfort and safety, ensuring access to child-friendly facilities such as a private swimming pool. Additionally, it is advisable to consider the distance to attractions that are suitable for families.
  • Taking your pets with you to Winton: For many, a family holiday isn't truly complete without their four-legged companion by their side. If this resonates with you, explore the Stayz properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winton: If you are in search of holiday rentals offering discounts for stays of a month or longer, you’ve come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Winton

Winton, nestled in the scenic landscape of Kirkby Stephen, offers a charming escape for those seeking adventure and relaxation. This delightful village is perfect for outdoor enthusiasts, with breathtaking views and tranquil walks. Explore the local culture, engage with friendly locals, and immerse yourself in the serene atmosphere. A getaway to Winton promises a unique blend of picturesque scenery and the warmth of a welcoming community, making it an ideal destination for a memorable holiday.

  • Kirkby Stephen: Nestled in the stunning Eden Valley, Kirkby Stephen serves as a gateway to the beautiful landscapes of the Yorkshire Dales National Park. This charming market town offers a wealth of outdoor activities, including hiking and cycling along scenic trails. Visitors can explore the local recreational areas, which provide ample opportunities for adventure seekers. Notable landmarks include the nearby national park and picturesque lakes, perfect for a relaxing day out in nature.
  • Brough: Situated just 3km from Winton, Brough is a quaint village that invites travellers to immerse themselves in its natural beauty. The village is known for its outdoor experiences, including access to recreational areas where you can unwind or indulge in body treatments at local spas. Brough is also home to historical attractions, such as the nearby castle, which adds a touch of intrigue to your visit. The surrounding landscapes provide a perfect backdrop for exploration and adventure.
  • Soulby: Also located 3km from Winton, Soulby is a peaceful village ideal for those seeking tranquility and scenic views. The village is a great starting point for outdoor enthusiasts, with recreational areas that encourage exploration and adventure. Soulby is close to both the national park and stunning lakes, making it an excellent spot for picnics and leisurely walks. The idyllic surroundings offer a perfect retreat for those looking to escape the hustle and bustle of city life.

Best time to go to Winton

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.4°F (1.9°C)Light RainMostly CloudyLowAverage
February36.3°F (2.4°C)Light RainMostly CloudyAverageSlightly Low
March39.0°F (3.9°C)Light RainMostly CloudyLowAverage
April43.0°F (6.1°C)Light RainMostly CloudyAverageSlightly High
May48.0°F (8.9°C)Light RainMostly CloudyAverageAverage
June53.6°F (12.0°C)Light RainMostly CloudyAverageAverage
July56.3°F (13.5°C)Light RainMostly CloudyHighAverage
August55.4°F (13.0°C)Light RainMostly CloudyHighSlightly High
September52.0°F (11.1°C)Light RainMostly CloudyHighSlightly Low
October47.1°F (8.4°C)Light RainMostly CloudyAverageSlightly Low
November41.0°F (5.0°C)Light RainMostly CloudyLowAverage
December37.0°F (2.8°C)Light RainMostly CloudyAverageSlightly High

Booking with Stayz is simple

Looking to cut costs on your upcoming escape? Consider being adaptable with your travel dates, as rates tend to fluctuate. Moreover, opting for an extended stay can often result in considerable savings. To discover the ideal Stayz property that suits your budget, simply use our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a user-friendly platform to help you plan new journeys, continue from where you last paused, or review and organise your travel arrangements. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin making the most of Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Winton getaway

Learn about the unique charm of Winton with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Winton

Are you looking for top things to see and do in the area? Venture out of your holiday home and check out everything that makes Winton a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • The Garage Spa (18.7 mi / 30.1 km)
  • Riverside Public Golf Course (5.5 mi / 8.8 km)
  • Appleby Golf Club (7 mi / 11.3 km)
  • Kennedys Fine Chocolates (9.5 mi / 15.3 km)
  • Brigflatts Meeting House (15 mi / 24.2 km)
  • Acorn Bank (15.3 mi / 24.6 km)

Exploring the natural features in Winton

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Winton is a great place to get outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Yorkshire Dales National Park (15.1 mi / 24.3 km)
  • High Force (12.5 mi / 20.1 km)
  • Hardraw Force (12.9 mi / 20.8 km)
  • Wensleydale (15.2 mi / 24.5 km)
  • North Pennines (16.3 mi / 26.2 km)
  • Whinfell Forest (16.6 mi / 26.8 km)

Frequently asked questions

What is the best area to stay in Winton when booking a holiday rental?
When considering a holiday rental in Winton, England, a popular area to stay is the vibrant and friendly neighbourhood close to the bustling high street. This area is known for its diverse selection of properties, suiting various preferences and budgets, with a mix of charming period homes and modern flats available for visitors.Staying here offers easy access to top attractions, such as the beautiful nearby parks, which are superb for leisurely strolls or picnics, and the local cafes and eateries that provide a taste of the area's culinary delights. Additionally, the close proximity to the lively option of the high street means you're never far from shops, supermarkets, and other essential amenities.Furthermore, Winton is conveniently located near larger urban centres, making it an ideal base for exploring the wider region.
What are the top attractions in Winton?
In Winton, visitors can enjoy a variety of attractions that highlight the charm of this vibrant area. The local parks, such as Winton Recreation Ground, offer beautiful green spaces for leisurely strolls and picnics. Additionally, the area is home to several independent shops and cafes along Wimborne Road, where you can experience the local culture and cuisine.Nearby, the stunning Moors Valley Country Park provides a fantastic natural retreat, featuring walking and cycling trails, a miniature steam railway, and an adventure playground. For those interested in history, the nearby town of Bournemouth boasts the Russell-Cotes Art Gallery and Museum, showcasing a rich collection of art and artefacts in a beautiful Victorian villa by the sea.
Are all fees included in the Winton holiday homes prices shown on Stayz?
Stayz 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.
Are there any Winton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Winton 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 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.
Are there any discounts for Winton holiday homes?
You can find great discounts on holiday homes in Winton on Stayz, 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 change or cancel my Winton holiday home booking on Stayz?
To find Winton holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Winton?
A long-stay holiday home in Winton 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Winton holiday home?
Book your Winton holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Winton?
Prices for holiday homes in Winton 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Winton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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