Winchcombe holiday rentals

We found 1,101 holiday rentals — enter your dates for availability
Select from 15 homes, 51 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.

Holiday rentals with weekly discounts – Winchcombe

Showing deals for:2 Oct - 9 Oct

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Winchcombe

  • Historic Heritage: Explore the ancient Winchcombe Abbey and immerse in the town's rich historical legacy.
  • Cultural Experiences: Visit the Winchcombe Museum and enjoy quaint galleries and churches that reflect the town's charm.
  • Scenic Walks: Wander along the Winchcombe Way, taking in picturesque routes and the stunning Cotswold landscapes.
  • Family-Friendly Atmosphere: Enjoy a welcoming environment ideal for families and leisurely outings.
  • Diverse Experiences: Whether on a budget or seeking luxury, Winchcombe offers a range of attractions and cosy accommodations.

Popular types of accommodation in Winchcombe

Discover the charming town of Winchcombe in Cheltenham, England, where history and natural beauty intertwine. With its picturesque streets, scenic Cotswold landscapes, and rich heritage, Winchcombe offers a delightful retreat. Enjoy exploring landmarks like Sudeley Castle and the historic abbey, or take leisurely walks along the Cotswold Way. Choose from a variety of holiday rentals, including cosy cottages and private homes, to make your stay truly memorable.

  • Cottages: Delight in the charm of traditional cottages, a favourite choice for holidaymakers seeking a cosy retreat in the picturesque countryside of Winchcombe.
  • Private Holiday Homes: Enjoy the comfort and privacy of entire homes, perfect for families or groups wanting a home-away-from-home experience.
  • Apartments: Opt for modern apartments offering convenience and a central location, ideal for those wishing to explore local attractions.
  • Cabins: Experience a unique stay in rustic cabins, set amidst nature for a tranquil getaway.
  • Caravan Parks: Embrace outdoor living at caravan parks, providing a range of facilities for a fun and relaxed holiday atmosphere.**

Top attractions near Winchcombe

Winchcombe, Cheltenham, is a charming town perfect for outdoor adventures and cultural experiences. Visitors can explore the historic Winchcombe Abbey and delve into the rich heritage at the Winchcombe Museum. The town's quaint galleries and churches add to its cultural allure, making it an excellent destination for families and those seeking an immersive experience in history and nature.

  • Sudeley Castle: A stunning historic castle set in beautiful gardens, Sudeley Castle offers a glimpse into royal heritage and romantic charm, with intriguing exhibitions and scenic walks around its grounds.
  • The Promenade: This elegant tree-lined street in Cheltenham boasts a vibrant atmosphere, featuring an array of shops, cafes, and stunning Regency architecture, perfect for a leisurely stroll.
  • Cotswold Countryside Collection: An engaging museum celebrating rural life and heritage in the Cotswolds, showcasing local crafts, agricultural history, and the region’s picturesque landscapes.

Things to do recommended for couples

Discover the charm of Winchcombe with a romantic escape. Enjoy cosy explorations through historic streets and savour delightful meals in quaint local eateries. Embrace the intimate atmosphere perfect for couples seeking an authentic British experience.

Things to do recommended for families

Families will enjoy exploring the historic Winchcombe Abbey, wandering through the charming streets, and visiting the local shops. Don't miss the Cotswold Way for scenic walks and the nearby Sudeley Castle, where children can discover fascinating tales and beautiful gardens.

Things to do recommended for groups

Experience the thrill of motor racing at Prescott Speed Hill Climb, just 3km from Winchcombe, or venture 24km to Shakespeare County Raceway for more adrenaline-fueled fun. These activities offer a perfect blend of excitement and adventure for your group holiday.

*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 Winchcombe

If you're travelling with a group, family, pets, or seeking longer stays, it's essential to filter according to your priorities. Here are some helpful Stayz booking tips for you.

  • Traveling to Winchcombe with a group: Think about how many bedrooms you require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to Winchcombe with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to Winchcombe: For many, a family holiday wouldn't feel complete without their beloved four-legged companion. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winchcombe: If you're seeking holiday rentals with 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 accommodations. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Winchcombe

Discover the heart of Winchcombe, a picturesque town perfect for outdoor exploration and cultural adventures. Wander along the Winchcombe way and lose yourself in its rich historical ambience. Ideal for walkers, the area offers scenic routes and a welcoming, family-friendly atmosphere. Whether you’re on a budget or seeking a luxurious retreat, Winchcombe provides diverse experiences for every traveller.

  • Cheltenham: Nestled within the region surrounding Winchcombe, Cheltenham is a vibrant city that offers a mix of urban sophistication and outdoor adventure. Visitors are drawn to its dynamic blend of scenic beauty and lively urban attractions, including extensive shopping centres and a well-regarded golf course. The area boasts historic landmarks and monuments that evoke its rich heritage, and its proximity to a national park provides ample opportunity for nature walks and exploration.
  • Cotswolds: Situated 11km from Winchcombe, the Cotswolds region is a haven for those seeking outdoor pursuits and scenic landscapes. The area encompasses nature reserves and a national park, providing a perfect backdrop for leisurely walks and cycling. Its recreational areas and shopping centres offer a balanced mix of rural tranquillity and modern conveniences, while nearby monuments and state parks lend a sense of historical charm and cultural depth.
  • Bourton-on-the-Water: Located 16km from Winchcombe, Bourton-on-the-Water is a picturesque village celebrated for its captivating natural beauty and warm community atmosphere. Known for its outdoor, adventure, and scenic experiences, the village offers a range of activities from exploring recreational areas to enjoying local shopping centres. The surrounding landscape is dotted with national parks and monuments, making it an ideal destination for those keen on immersing themselves in both history and nature.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

Looking to cut costs on your upcoming journey? Consider maintaining flexibility with your travel dates, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To find the ideal Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s innovative Trip Board offers you a dedicated space to craft new journeys, pick up where you last left off, or review and organise your plans. Properties that you have previously saved or booked can now be accessed under Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.stayz.com.au/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)
  • Broadway Golf Club (8.4 mi / 13.6 km)
  • Cotswold Falconry Centre (10.2 mi / 16.5 km)
  • Birdland Park and Gardens (10.6 mi / 17 km)
  • The Vale Golf and Country Club (13.6 mi / 21.8 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 most popular type of holiday home accommodation in Winchcombe?
The most desirable types of holiday homes in Winchcombe are cottages. Want something different? Stayz offers a variety of options to match our guests' diverse needs, so you'll see holiday properties in all sizes and shapes. The ideal home away from home is waiting for you — find yours today.
How much does it cost to rent a holiday home in Winchcombe?
The average price for a holiday home in Winchcombe is determined by several factors, such as length of stay, property type and season. Whether you're in search of a sprawling villa with space for extended family or a quaint cabin for just you and the kids, just enter your dates of travel to discover some great-value stays.
How much does it cost to rent a beach house in Winchcombe?
The average price for a holiday home near the beach in Winchcombe depends on when you'll be there and the size and type of property you're searching for. You can quickly and easily find prices on Stayz by entering the dates you'll be travelling. Then use our filter tool to select the number of bedrooms and amenities that you prefer, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Winchcombe?
Pack a bone and a squeezy toy for your pooch because Winchcombe has 49 properties that roll out the welcome mat to doggie guests. Let your happy hound enjoy the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your dates and destination, then check our "Pets allowed" filter box.
What are popular home amenities in Winchcombe?
The most popular home amenities people look for in Winchcombe are a nearby river, a garden and nearby museums. Whether you're travelling with family, buddies or even pets, Stayz holiday homes include the best amenities for starting a new adventure with the people who matter most.
Are there large group holiday homes in Winchcombe?
With four properties that can host 10 guests or more in Winchcombe, there's no need to hold back on your invites. From fun family get-togethers to events like birthday and Christmas parties, Stayz will help you find a large group home to suit the occasion.
Are there holiday homes in Winchcombe that welcome kids?
Winchcombe has 49 family-friendly holiday homes. And securing a stay that welcomes kiddos is simple with our "Properties good for families" filter. In addition to having the whole place to yourselves, you can also look forward to conveniences and perks such as multiple bedrooms, yards and private pools.
What are the top attractions for families in Winchcombe?
Keep the kids busy at these leading family-friendly attractions in Winchcombe:

  • Sudeley Castle
  • Cotswold Farm Park
  • Winchcombe Folk and Police Museum

Are there one-bedroom holiday homes in Winchcombe?
Yes, Winchcombe has six one-bedroom homes on offer. Usually situated in popular spots because of their compact size, a one-bedroom home is great if you're travelling with a buddy or your partner. And with home comforts like air conditioning and more privacy than a standard hotel, you'll be able to relax while exploring this fantastic destination.
Can I find two-bedroom holiday homes in Winchcombe?
Winchcombe has 24 two-bedroom holiday properties that you can choose from. Book a holiday home with all the privacy and space you want at a price that won't break the bank on Stayz.
Are there holiday homes with WiFi in Winchcombe?
Winchcombe has eight holiday homes with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to sending emails, these Stayz homes make it a cinch to get online.
How old do you have to be to rent a holiday home in Winchcombe?
You should check with the Winchcombe holiday home you'd like on Stayz as the age limit varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Winchcombe for?
The amount of time you can rent a Winchcombe holiday home for differs depending on the property. Simply enter your dates of travel to view options offering longer term stays. They feature the things you need to make your extended trip more enjoyable and convenient, such as air conditioning and laundries. Some properties may also offer weekly or monthly discounts, so you can stay longer for less money.