Winchcombe holiday homes

We found 1,136 holiday rentals — enter your dates for availability
Select from 15 homes, 53 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:11 Dec - 18 Dec

Sun trapped garden
Private rear garden
Garden in Spring
Living room with views front and back
Excellent
(8 reviews)

Cotswolds Thatch Cottage, countryside views, walk to shops.

Broadway

9% off
NZ$6,318
for 7 nights, 1 cottage
NZ$903 per night
includes taxes & fees
Cotswolds Thatch Cottage, countryside views, walk to shops.
Dining
Exterior
Living area
View from property
Exceptional
(111 reviews)

Secluded Cottage 5 Minute Walk To Broadway Centre

Broadway

9% off
NZ$2,501
for 7 nights, 1 cottage
NZ$357 per night
includes taxes & fees
Secluded Cottage 5 Minute Walk To Broadway Centre
fabulous farmhouse style kitchen with AGA
Living area
lounge in comfy style
what's not to like - it can be difficult to get up!!
Exceptional
(11 reviews)

Cotswolds luxury family friendly oak framed cottage with fab interior style

Tewkesbury

23% off
NZ$4,222
for 7 nights, 1 cottage
NZ$603 per night
includes taxes & fees
Cotswolds luxury family friendly oak framed cottage with fab interior style
Back garden
Living room
Kitchen dining area
Top floor bedroom and en suite
Exceptional
(104 reviews)

Wonderful Grade II Cotswold Stone Cottage in Perfect Location

Chipping Campden

9% off
NZ$3,033
for 7 nights, 1 cottage
NZ$433 per night
includes taxes & fees
Wonderful Grade II Cotswold Stone Cottage in Perfect Location
The cosy sitting room inside the cottage. Large fireplace with woodturning stove
The beautiful Winchcombe Almshouses. The Feathered Nest backs onto these cottage
Christmas fairy lights and a stocked log basket awaits you from November toApril
The beautiful fully equipped kitchen.
Exceptional
(75 reviews)

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.

Cheltenham

8% off
NZ$2,003
for 7 nights, 1 home
NZ$286 per night
includes taxes & fees
Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.
Lovely antique furniture
Fully fenced, private rear garden
Property grounds
Living area
Exceptional
(33 reviews)

Cotswolds Thatch Cottage, located in Broadway, Cotswolds England.

Broadway

21% off
NZ$5,432
for 7 nights, 1 cottage
NZ$776 per night
includes taxes & fees
Cotswolds Thatch Cottage, located in Broadway, Cotswolds England.
Property grounds
Interior
Parking for one car.
Outdoor dining
Exceptional
(6 reviews)

Amazing views in luxury cottage

Cheltenham

9% off
NZ$3,014
for 7 nights, 1 cottage
NZ$431 per night
includes taxes & fees
Amazing views in luxury cottage
Dining
Interior
Living area
Exterior detail
Exceptional
(27 reviews)

Chipping Campden Modern House, Garden, upstairs/downstairs bedrooms/bathrooms.

Chipping Campden

9% off
NZ$7,586
for 7 nights, 1 home
NZ$1,084 per night
includes taxes & fees
Chipping Campden Modern House, Garden, upstairs/downstairs bedrooms/bathrooms.
Welcome.
Lou’s View
Christmas magic
Exterior
Wonderful
(32 reviews)

Cotswold Detached Hillside Cottage packed with Quirky Character

Cheltenham

9% off
NZ$2,263
for 7 nights, 1 cottage
NZ$323 per night
includes taxes & fees
Cotswold Detached Hillside Cottage packed with Quirky Character
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    Enjoy full kitchens, laundry, pools, gardens and more
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Why visit Winchcombe

  • Historic charm: Discover the captivating history of Winchcombe through its ancient churches and the informative Winchcombe Museum.
  • Scenic walks: Explore the picturesque Winchcombe Way, offering stunning views of the Cotswold countryside.
  • Outdoor activities: Engage in various outdoor adventures, perfect for families and nature enthusiasts alike.
  • Family-friendly atmosphere: Enjoy the welcoming community vibe, ideal for a relaxing holiday with loved ones.
  • Cultural experiences: Immerse yourself in local heritage and traditions, providing a unique glimpse into the region's past.

Top attractions near Winchcombe

Winchcombe, nestled in the Cotswolds, offers a rich blend of outdoor adventures and cultural experiences. Explore its historic sites, including charming churches and the Winchcombe Museum, which showcases local heritage. This picturesque town is perfect for families and culture enthusiasts alike, providing ample opportunities for exploration and appreciation of its scenic landscapes and intriguing history.

  • Cotswold Countryside Collection: Explore local heritage with engaging exhibits showcasing rural life and art, all within a short 16km jaunt from Winchcombe.
  • Chedworth Roman Villa: Discover ancient Roman history and intriguing artefacts in a charming historic house, located 16km away.
  • Tewkesbury Abbey: Experience spiritual grandeur and architectural splendour at this iconic church, situated 13km from Winchcombe.

Things to do recommended for couples

Winchcombe is perfect for a romantic getaway. Explore the charming streets hand-in-hand, visit the historic Sudeley Castle, and enjoy a scenic walk in the Cotswolds. Don’t forget to indulge in a cosy meal at a local pub, soaking up the warm atmosphere together.

Things to do recommended for families

Families visiting Winchcombe can explore the stunning Sudeley Castle with its beautiful gardens and engaging history. Enjoy a day at the Cotswold Farm Park, where children can meet animals and play in the adventure areas, making for a delightful family outing in the English countryside.

Things to do recommended for groups

Groups visiting Winchcombe can experience the thrill of motor racing at Prescott Speed Hill Climb, just 3km away, or venture a bit further to Shakespeare County Raceway, located 24km away, for an adrenaline-filled day of adventure and excitement.

*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

When planning your trip—be it with a group, family, pets, or for an extended stay—remember to refine your search based on what matters most to you. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Winchcombe with a group: Think about how many bedrooms you’ll require, along with features like a full kitchen or outdoor areas for gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Winchcombe with young kids: Traveling with little ones can be a challenge. You must prioritise their comfort and safety, ensuring access to age-appropriate amenities like a private swimming pool, and it’s wise to factor in how close you are to family-friendly attractions.
  • Taking your pets with you to Winchcombe: For many, a family holiday isn’t truly complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and pet beds, ensuring that your four-legged friend feels just as comfortable as the rest of the family.
  • Planning for a long term stay visiting Winchcombe: If you’re after holiday rentals offering discounts for month-long stays or more, you’ve come to the right place. With the appropriate filter, you can effortlessly find and save on monthly rentals. You might also want to include extras like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Winchcombe

Winchcombe offers an enchanting blend of history and nature. Wander scenic trails, explore the charming winchcombe way, and immerse yourself in the beautiful Cotswold countryside. Experience a mix of budget-friendly and historical vibes, perfect for outdoor and cultural adventures. This quaint village welcomes you with a friendly, family-oriented atmosphere, ideal for a relaxing yet engaging holiday.

  • Cheltenham: Nestled within a vibrant region, Cheltenham offers a mix of historical charm and modern adventure. Visitors enjoy exploring its outdoor and scenic landscapes while partaking in activities like golf and shopping at bustling centres and malls. The city proudly displays historic landmarks, national parks, and monuments, which provide a window into its rich heritage. The travel experience here is enhanced by the blend of urban energy and tranquil natural escapes, making it a superb destination for those seeking both culture and outdoor excitement.
  • Cotswolds: A short journey from Winchcombe, the Cotswolds beckon with a wealth of outdoor adventures and scenic beauty. The area is celebrated for its nature reserves, national parks and recreational areas, inviting visitors to immerse themselves in lush landscapes and charming local culture. Alongside its shopping centres and malls, the region is dotted with impressive landmarks such as national parks and monuments, offering a dynamic mix of natural allure and historical intrigue.
  • Bourton-on-the-Water: This quaint village, situated a few miles from Winchcombe, is a delightful escape into the English countryside. Renowned for its outdoor and adventure experiences, Bourton-on-the-Water features recreational areas and shopping venues that cater to diverse interests. The local attractions include national parks and monuments, ensuring that every visitor can relish the scenic and cultural treasures of the area while enjoying the relaxed charm of village life.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January39.4°F (4.1°C)Light RainMostly CloudyAverage
February40.5°F (4.7°C)Light RainMostly CloudyAverage
March43.2°F (6.2°C)Light RainMostly CloudyAverage
April47.1°F (8.4°C)No Rain (Dry)Mostly CloudySlightly High
May52.7°F (11.5°C)Light RainMostly CloudyAverage
June58.3°F (14.6°C)Light RainMostly CloudyAverage
July61.9°F (16.6°C)Light RainMostly CloudySlightly High
August61.2°F (16.2°C)Light RainMostly CloudyAverage
September57.4°F (14.1°C)Light RainMostly CloudySlightly High
October52.0°F (11.1°C)Light RainMostly CloudySlightly Low
November45.3°F (7.4°C)Light RainMostly CloudySlightly Low
December41.5°F (5.3°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of holiday rental. We're here to support you in finding the ideal accommodation for your trip.

Vrbo Trips: Planning as easy as it gets

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up from where you last stopped, or view and organise your travel plans. You can easily access the properties you've saved or booked, now organised under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/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)
  • Naunton Downs Golf Club (6.6 mi / 10.6 km)
  • Broadway Golf Club (8.4 mi / 13.6 km)
  • Cotswold Falconry Centre (10.2 mi / 16.5 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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Winchcombe holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Winchcombe to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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