Winchcombe holiday lettings

We found 1,065 holiday rentals — enter your dates for availability

Select from 15 homes, 50 cottages and other holiday rentals in Winchcombe to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the amenities that you need and want, which might include a garden and pool. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

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Why visit Winchcombe

  • Historic charm: Explore Winchcombe's rich heritage through its historic houses, churches, and local history museum.
  • Scenic countryside: Enjoy breathtaking views in the surrounding Cotswold hills, perfect for outdoor enthusiasts.
  • Welcoming atmosphere: Experience the friendly local vibe that makes Winchcombe a delightful village to visit.
  • Variety of accommodation: Choose from charming cottages to luxurious stays, catering to all budgets.
  • Cultural exploration: Immerse yourself in the local culture and traditions for an unforgettable holiday experience.

Popular types of accommodation in Winchcombe

Discover a charming selection of vacation rentals in Winchcombe, featuring delightful cottages, houses, and well-appointed apartments. Whether you seek the warmth of traditional Winchcombe cottages or the comfort of modern accommodation, there's something for everyone. Our holiday cottages in Winchcombe offer the perfect base for your adventures, ensuring transparency and reassurance throughout your stay. Explore your options and find the ideal retreat for a memorable getaway.

  • Cottages: Cottages are the top choice for visitors seeking a charming and cosy retreat in Winchcombe, perfect for couples and families alike.
  • Houses: Ideal for larger groups, private homes offer ample space and a home-like atmosphere for a memorable stay.
  • Apartments: Apartments provide a convenient option for those wanting easy access to local amenities while enjoying a comfortable environment.
  • Cabins: For a rustic experience, cabins offer a unique getaway surrounded by nature.
  • Motels: Motels are a practical choice for budget-conscious travellers looking for straightforward lodging options.**

Top attractions near Winchcombe

Winchcombe, nestled in the heart of the Cotswolds, offers a delightful blend of culture and adventure for visitors. Explore its historic houses, churches, and the local history museum, perfect for families and outdoor enthusiasts alike. Don't miss the chance to discover the rich history of Winchcombe, making your trip a memorable experience steeped in heritage and charm.

  • Sudeley Castle: Nestled just under 1.6km from Winchcombe, this enchanting castle offers a glimpse into history with its romantic gardens and rich cultural heritage. Explore its beautiful grounds and discover the unique stories of royal connections.
  • Cheltenham Town Hall: Situated 3.7km away, this modern civic building is an architectural gem, hosting various events and performances. Its vibrant atmosphere makes it a hub for local business and community activities.
  • The Promenade: Also 3.7km from Winchcombe, this lively street is perfect for leisurely strolls, lined with shops, cafes, and charming architecture, embodying the essence of city life in Cheltenham.

Things to do recommended for couples

For a romantic getaway in Winchcombe, indulge in the luxury of Spiers and Hartwell Jubilee Stadium, just 5.0km away, or enjoy a day of golf at the Vale Golf and Country Club, located 8.7km from town. Both venues promise a delightful couple's experience.

Things to do recommended for families

Experience family fun at Kingsholm Stadium, just 8.1km from Winchcombe, or navigate the enchanting Dragonfly Maze, located 6.8km away. For a relaxing day out, visit Crickley Hill Country Park, only 5.6km away, perfect for wellness and relaxation.

Things to do recommended for groups

In Winchcombe, your group can experience the thrill of motor racing at the Prescott Speed Hill Climb, enjoy a captivating performance at the Everyman Theatre, or indulge in shopping and dining at Gloucester Quays, all while soaking up the local culture and adventure.

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

If you’re travelling with a group, family, or pets, or if you’re considering longer stays, be sure to refine your search according to your key priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Winchcombe with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search to include all of these options and more on Vrbo.
  • Traveling to Winchcombe with young kids: Travelling with young children can indeed present its challenges. 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 your distance to attractions that are family-friendly.
  • Taking your pets with you to Winchcombe: For many, a family holiday wouldn’t be the same without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Winchcombe: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Winchcombe

Winchcombe, nestled in the heart of the Cotswolds, offers a delightful blend of culture and adventure. Just minutes from Cheltenham, this charming village invites you to explore its historical sites and enjoy the friendly atmosphere. Venture into the stunning rural Worcestershire, relax in beautiful bedrooms, and immerse yourself in the local vibe, whether you prefer a budget-friendly experience or a touch of luxury. Discover the enchantment of Winchcombe and its surrounding regions for an unforgettable holiday.

  • Cheltenham: Cheltenham is a charming spa town located 3.7km from Winchcombe, renowned for its Regency architecture and cultural festivals. A hub for adventure seekers, it boasts numerous outdoor activities, including sports in its parks and recreational areas. Visitors can indulge in retail therapy at the shopping centres and enjoy the vibrant atmosphere of the local markets. Don't miss the iconic Cheltenham Racecourse, a historic venue that hosts the famous Cheltenham Festival, along with various monuments and historic sites that tell the story of this picturesque town.
  • Cotswolds: The Cotswolds, located 4.3km from Winchcombe, is a stunning area known for its rolling hills and quintessential English villages. Perfect for outdoor enthusiasts, this region offers a wealth of activities, from leisurely walks in national parks to exploring nature reserves. Visitors can enjoy various shopping options at local centres and recreational areas. The Cotswolds is celebrated for its breathtaking scenery and historic monuments, making it a delightful destination for those looking to immerse themselves in nature and heritage.
  • Broadway: Just 4.3km away from Winchcombe, Broadway is a picturesque village that captures the essence of the Cotswolds. Known for its scenic beauty, this area invites visitors to engage in outdoor pursuits and explore its charming streets lined with shops and cafes. For the golf enthusiasts, nearby golf courses provide a great way to enjoy the countryside. Key attractions include the beautiful Broadway Tower and several historic sites, ensuring a rich experience for those who venture to this idyllic destination.

Best time to go to Winchcombe

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.4°F (4.1°C)Light RainMostly CloudyAverageSlightly Low
February40.5°F (4.7°C)Light RainMostly CloudyAverageSlightly Low
March43.2°F (6.2°C)Light RainMostly CloudyAverageAverage
April47.1°F (8.4°C)No Rain (Dry)Mostly CloudySlightly HighAverage
May52.7°F (11.5°C)Light RainMostly CloudyAverageAverage
June58.3°F (14.6°C)Light RainMostly CloudyAverageAverage
July61.9°F (16.6°C)Light RainMostly CloudySlightly HighSlightly High
August61.2°F (16.2°C)Light RainMostly CloudyAverageSlightly High
September57.4°F (14.1°C)Light RainMostly CloudySlightly HighSlightly Low
October52.0°F (11.1°C)Light RainMostly CloudySlightly LowAverage
November45.3°F (7.4°C)Light RainMostly CloudySlightly LowAverage
December41.5°F (5.3°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Looking to keep costs down on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board provides you with a dedicated space to plan new adventures, pick up where you left off, or review and arrange your travel plans. You can easily locate 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/en-gb/trips.

**Based on Vrbo properties bookings.

The historical city of Winchcombe awaits you

The area's history and museums are just some of the reasons to come on holiday to Winchcombe. One of the city's many top draws is its restaurants. 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 and around Winchcombe

Are you searching for top things to see and do in the city? Venture out of your holiday home and experience everything that makes Winchcombe 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:

  • Cotswold Farm Park (5.8 mi / 9.3 km)
  • The Model Village (10.4 mi / 16.8 km)
  • Naunton Downs Golf Club (6.6 mi / 10.6 km)
  • Cotswold Falconry Centre (10.2 mi / 16.5 km)
  • Birdland Park and Gardens (10.6 mi / 17 km)
  • Greyfriars (13.5 mi / 21.7 km)

Exploring the natural features in Winchcombe

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Winchcombe is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Pittville Park (5.6 mi / 8.9 km)
  • Snowshill Manor and Garden (5.6 mi / 9 km)
  • Cotswold Way (10.3 mi / 16.5 km)
  • Batsford Arboretum (10.4 mi / 16.7 km)
  • Evesham Country Park (10.5 mi / 17 km)
  • Kiftsgate Court Gardens (12.8 mi / 20.6 km)

Travelling to and around Winchcombe

Fly into Oxford (OXF), the closest airport, located 29.4 mi (47.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Birmingham Airport (BHX), which is 35.7 mi (57.4 km) away.

Frequently asked questions

What is the best area to stay in Winchcombe when booking a holiday rental?
When considering a holiday rental in Winchcombe, the town centre is an excellent area to stay in, as it offers a charming blend of history and convenience. This picturesque market town is known for its beautiful Cotswold stone buildings and is surrounded by stunning countryside, making it a superb base for exploring the region.

In the centre, you'll find a variety of properties, ranging from quaint cottages to more spacious homes, providing ample choice for visitors. Staying here allows easy access to local attractions such as the magnificent Sudeley Castle, with its beautiful gardens and rich history, and the delightful Winchcombe Museum, which showcases the area's heritage. The vibrant high street is also a treat, featuring a selection of lovely shops, cafés, and traditional pubs where you can immerse yourself in the local culture.

Additionally, the surrounding areas, such as the scenic countryside leading to the Cotswold Way, offer fantastic walking opportunities, superb for those looking to explore the natural beauty of the Cotswolds.
How much does it cost to rent a holiday home in Winchcombe?
Prices for holiday rentals in Winchcombe 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 Winchcombe 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 Winchcombe holiday house rentals?
You can find great discounts on house rentals in Winchcombe 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 Winchcombe?
A long-stay holiday rental in Winchcombe 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 Winchcombe holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winchcombe 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 Winchcombe for a holiday rental?
April is a fantastic time to visit Winchcombe, as the town begins to bloom with spring flowers and the weather becomes pleasantly mild. This month offers a wonderful opportunity for visitors to explore the charming Cotswold countryside, with temperatures typically ranging from 5 to 15 degrees Celsius. The scenic walking paths and historic sites, such as Sudeley Castle, are superb for outdoor activities and provide a delightful backdrop for sightseeing.

The peak tourist season in Winchcombe runs from July to September, attracting many visitors eager to enjoy the warm summer weather and vibrant local events. During these months, you can take advantage of various activities, including the Winchcombe Festival and the surrounding nature trails. However, if you prefer a quieter experience, April is ideal, as you can enjoy the beauty of the area without the larger summer crowds.

For those considering a more budget-friendly getaway, December presents a unique charm, with festive decorations and a serene atmosphere. Although it's the low season, the town is still lovely to explore, with opportunities to enjoy cosy local pubs and the winter landscape.

Ultimately, the best time to book a holiday rental in Winchcombe depends on your preferences—whether you wish to immerse yourself in the vibrant summer scene or relish the peacefulness of spring and winter.
How early should I book a Winchcombe holiday rental?
Book your Winchcombe 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 Winchcombe?
In Winchcombe, visitors can experience firsthand a charming blend of history and natural beauty. One of the top attractions is Sudeley Castle, a stunning historical site surrounded by beautiful gardens, which often hosts events and exhibits reflecting its rich heritage. The town itself features quaint streets lined with traditional Cotswold stone buildings, superb for leisurely strolls and discovering local shops and cafes.

Nearby, the Winchcombe Railway Station offers a glimpse into the area's railway history and provides scenic train rides through the stunning countryside. For those who enjoy outdoor activities, the Cotswold Way National Trail runs close by, presenting opportunities for hiking and enjoying breathtaking views of the Cotswold landscape.

The town also hosts the annual Winchcombe Food Festival, where visitors can explore local produce and enjoy various culinary delights, making it a delightful destination for food enthusiasts.
Can I change or cancel my Winchcombe home rental booking on Vrbo?
To find Winchcombe 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 Winchcombe 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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