Winchcombe holiday rentals

We found 1,120 holiday rentals — enter your dates for availability
Select from 15 homes, 52 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:20 Nov - 27 Nov

Exterior detail
Exterior
View from property
Dining
Exceptional
(110 reviews)

Secluded Cottage 5 Minute Walk To Broadway Centre

Broadway

9% off
AU$2,082
for 7 nights, 1 cottage
AU$297 per night
includes taxes & fees
Secluded Cottage 5 Minute Walk To Broadway Centre
lounge in comfy style
Living area
Huge oversize Oak porch with OLive Trees on guard to welcome you.
fabulous farmhouse style kitchen with AGA
Exceptional
(10 reviews)

Cotswolds luxury family friendly oak framed cottage with fab interior style

Tewkesbury

23% off
AU$3,388
for 7 nights, 1 cottage
AU$484 per night
includes taxes & fees
Cotswolds luxury family friendly oak framed cottage with fab interior style
Sun trapped garden
Private rear garden
Living room with views front and back
Garden in Spring
Excellent
(8 reviews)

Cotswolds Thatch Cottage, countryside views, walk to shops.

Broadway

9% off
AU$4,337
for 7 nights, 1 cottage
AU$620 per night
includes taxes & fees
Cotswolds Thatch Cottage, countryside views, walk to shops.
View from the dining area over the rear garden
Nethercote House a 6 bedroom traditional stone character property
The attic bedroom with 4 single beds, a favourite hideaway with the kids!
The large dining area with dining table and breakfast bar
Exceptional
(192 reviews)

Beautiful 6 bedroom detached property, a flat 5 minute stroll to centre of town

Cheltenham

45% off
AU$2,977
for 7 nights, 1 home
AU$425 per night
includes taxes & fees
Beautiful 6 bedroom detached property, a flat 5 minute stroll to centre of town
Lovely antique furniture
Fully fenced, private rear garden
Property grounds
Lavender in Summer
Exceptional
(33 reviews)

Cotswolds Thatch Cottage, located in Broadway, Cotswolds England.

Broadway

21% off
AU$3,726
for 7 nights, 1 cottage
AU$532 per night
includes taxes & fees
Cotswolds Thatch Cottage, located in Broadway, Cotswolds England.
Kitchen dining area
Living room
Front door
Top floor bedroom and en suite
Exceptional
(102 reviews)

Wonderful Grade II Cotswold Stone Cottage in Perfect Location

Chipping Campden

9% off
AU$2,471
for 7 nights, 1 cottage
AU$353 per night
includes taxes & fees
Wonderful Grade II Cotswold Stone Cottage in Perfect Location
Property grounds
Interior
Views of fields and Little Rissington Church up hill.
Outdoor dining
Exceptional
(6 reviews)

Amazing views in luxury cottage

Cheltenham

9% off
AU$2,459
for 7 nights, 1 cottage
AU$351 per night
includes taxes & fees
Amazing views in luxury cottage
The kitchenette - combination microwave oven, dishwasher, single hob and fridge.
The Almshouses of Winchcombe
Sitting room and kitchen beyond.
The driveway to Sudeley castle
Exceptional
(65 reviews)

The Vine - A Luxurious Cotswold Escape for Two.

Cheltenham

13% off
AU$1,528
for 7 nights, 1 apartment
AU$218 per night
includes taxes & fees
The Vine - A Luxurious Cotswold Escape for Two.
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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)
  • Cleeve Hill Golf Club (3.4 mi / 5.5 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)

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)
  • Hidcote Manor Garden (12.9 mi / 20.8 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.
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.
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.
Are all fees included in the Winchcombe 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 Winchcombe holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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 Winchcombe holiday homes?
You can find great discounts on holiday homes in Winchcombe 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 Winchcombe holiday home booking on Stayz?
To find Winchcombe 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 Winchcombe?
A long-stay holiday home 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 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 Winchcombe holiday home?
Book your Winchcombe 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 Winchcombe?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Winchcombe 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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