Photo by Michael Dibb

Cherington holiday homes

We found 737 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Cherington that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and Wi-Fi. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

  • 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 Cherington

  • Historic charm: Wander through charming streets lined with historic houses and quaint churches that tell the story of Cherington’s rich heritage.
  • Cultural treasures: Explore local galleries and immerse yourself in the artistic expressions and traditions unique to this village.
  • Scenic landscapes: Enjoy leisurely strolls amid picturesque surroundings ideal for relaxation and romantic getaways.
  • Family-friendly atmosphere: Experience a warm, welcoming vibe perfect for creating cherished memories with loved ones.
  • Natural retreats: Embrace outdoor delights and connect with nature in this peaceful, idyllic setting.

Top attractions near Cherington

Cherington in Shipston on Stour offers a charming escape with a blend of entertainment-themed and romantic experiences. Explore its historic houses, quaint churches, and local galleries, all providing a taste of culture, family fun, and outdoor delights. Ideal for a leisurely holiday, this quaint city invites visitors to savour its rich heritage and scenic attractions.

  • Broughton Castle: Explore a romantic castle with cultural charm, located 13km away from Cherington.
  • Feldon Valley Golf Course: Enjoy a friendly atmosphere and relaxing vibes at this nearby golf course, just 2km from Cherington.
  • Upton House: Visit a historic house offering rich cultural vibes, situated 11km from Cherington.

Things to do recommended for couples

Seeking a romantic getaway in Cherington? Explore charming countryside walks hand-in-hand, or indulge in a delightful picnic by the river. Enjoy a cosy dinner at a local pub, and don't miss the stunning sunset views that will create unforgettable memories for you both.

Things to do recommended for families

Families will enjoy exploring the picturesque English countryside in Cherington, Shipston on Stour. Children can indulge in local adventures and natural landscapes, creating a memorable Kiwi holiday experience.

Things to do recommended for groups

Groups visiting Cherington can experience the thrill of motorRacing at Prescott Speed Hill Climb 32km away and Shakespeare County Raceway 18km away, perfect for sports and adventure enthusiasts.

*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 Cherington

When you're planning your trip—whether you're travelling with a group, enjoying a family getaway, bringing your pets along, or seeking extended stays—be sure to filter your options based on what matters most to you. Here are some helpful booking tips for using Vrbo.

  • Traveling to Cherington with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Cherington with young kids: Traveling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Cherington: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo 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 Cherington: If you're in search of holiday rentals offering 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 rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Cherington

Discover the idyllic village of Cherington, nestled in Shipston on Stour. This charming destination offers a relaxing atmosphere, perfect for romantic getaways or family holidays. Stroll through its picturesque streets, soak in the friendly local vibe, and explore the rich history that surrounds you. Cherington is an ideal base for unwinding and connecting with nature, providing a warm welcome to all who visit.

  • Stratford-upon-Avon: Located 21km from Cherington, Stratford-upon-Avon is a charming city steeped in history and culture, renowned as the birthplace of William Shakespeare. Visitors can immerse themselves in the scenic beauty of the area, with the River Avon offering picturesque walking paths and recreational spots. The city is also home to a vibrant shopping centre and mall, catering to all your retail needs. Don't miss the chance to explore nearby landmarks such as the stunning national park and historic castle, making it an ideal destination for outdoor adventures and leisurely strolls.
  • Chipping Norton: Just 10km from Cherington, Chipping Norton is a delightful market town that invites families and adventure seekers alike. Known for its beautiful Cotswold stone buildings, this city features a lively shopping centre and mall, perfect for a day of retail therapy. For those interested in motor racing, the nearby attractions offer thrilling experiences. History buffs will appreciate the local monuments and the grand historic palace, while the surrounding national park provides ample opportunities for outdoor exploration and family fun.
  • Bourton-on-the-Water: Situated 21km from Cherington, Bourton-on-the-Water is a picturesque village often referred to as the Venice of the Cotswolds due to its charming waterways. This quaint destination is perfect for outdoor enthusiasts, offering stunning scenery and peaceful recreational areas. Visitors can enjoy shopping at local centres and malls, and explore the delightful monuments in the area. The nearby national park and state park enhance the outdoor experience, making Bourton-on-the-Water a must-visit for those seeking adventure and tranquillity alike.

Booking with Vrbo is a breeze

Are you hoping to save some money on your next adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, if you opt for a longer stay, you can often enjoy significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board gives you a dedicated area to start new adventures, keep planning your itinerary, or easily manage your bookings. Your chosen or reserved properties are neatly categorised as Potential, Upcoming, or Current Trips. Discover more about Trip Boards at: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Cherington getaway

Learn about the unique charm of Cherington with a stay in a holiday home rental. This city has something for everyone. 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 Cherington

Are you hoping to discover top things to see and do in the city? Venture out of your cosy holiday rental and experience everything that makes Cherington a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Feldon Valley Golf Course (1.3 mi / 2.1 km)
  • Chipping Norton Golf Club (6.4 mi / 10.2 km)
  • Fairytale Farm (6.5 mi / 10.5 km)
  • The Model Village (12.5 mi / 20.1 km)
  • Cotswold Farm Park (12.7 mi / 20.4 km)
  • Brailes Golf Club (4.7 mi / 7.5 km)

Exploring the natural features in Cherington

Whether you're an adventurous traveller or just want to take in the scenery, Cherington is a great place to get outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Batsford Arboretum (7.1 mi / 11.4 km)
  • Hidcote Manor Garden (8.3 mi / 13.3 km)
  • Cotswold Way (8.9 mi / 14.3 km)
  • Snowshill Manor and Garden (12.3 mi / 19.8 km)
  • Charlecote Park (12.5 mi / 20.1 km)
  • Shakespeare's Birthplace (12.9 mi / 20.7 km)

Transport to and around Cherington

The nearest airport is in Oxford (OXF), located 17.6 mi (28.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Birmingham Airport (BHX), which is 30.2 mi (48.6 km) away.

Frequently asked questions

What is the best area to stay in Cherington when booking a holiday rental?
When considering a holiday rental in Cherington, the charming village offers a lovely array of properties that provide a peaceful retreat in the Cotswolds. While the village itself is small, its proximity to surrounding areas enhances the experience. One of the most appealing aspects of Cherington is its rural beauty and picturesque landscapes, great for those looking to unwind.Staying in Cherington allows you to explore nearby attractions such as the beautiful gardens of a local historic estate, which are renowned for their stunning floral displays and tranquil walking paths. Additionally, the area is close to several scenic walking trails, making it ideal for nature enthusiasts.Alternatively, if you're interested in a slightly larger selection of properties, nearby villages offer a more vibrant setting with a variety of shops, cafes, and local pubs.
What are the top attractions in Cherington?
In Cherington, visitors can experience the charm of the Cotswolds, with its picturesque countryside and traditional stone cottages. The village is surrounded by beautiful landscapes superb for walking and cycling, making it ideal for nature enthusiasts. Nearby, the historic town of Cirencester offers attractions such as the Corinium Museum, showcasing Roman history and artefacts.For those interested in local culture, the village is close to the vibrant market town of Tetbury, known for its antique shops and the stunning Highgrove House, the private residence of the Prince of Wales. Additionally, the scenic gardens at Westonbirt Arboretum, located just a short drive away, provide a superb spot for a leisurely day out, especially during the autumn months when the foliage is particularly striking.
Are all fees included in the Cherington 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 Cherington holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Cherington 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 Cherington holiday homes?
You can find great discounts on holiday homes in Cherington 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 Cherington holiday home booking on Bookabach?
To find Cherington 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 Cherington?
A long-stay holiday home in Cherington 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 Cherington holiday home?
Book your Cherington 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 Cherington?
Prices for holiday homes in Cherington 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 Cherington 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.

More holiday ideas