Cheltenham holiday homes

We found 803 holiday rentals — enter your dates for availability
Discover a selection of 242 homes, 165 apartments and other holiday rentals in Cheltenham 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 amenities that you need and want, such as Wi-Fi and cable TV. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

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Why visit Cheltenham

  • Regency Architecture: Experience Cheltenham’s elegant Regency style, with stunning historic houses and charming churches.
  • Cultural Heritage: Delve into the city's vibrant history and lively community spirit.
  • Pittville Pump Room: Visit this iconic landmark and enjoy its unique charm.
  • Picturesque Parks: Enjoy scenic urban parks perfect for leisurely strolls and outdoor adventures.
  • Family-Friendly Atmosphere: Revel in the welcoming vibe and diverse cultural experiences Cheltenham offers.

Top attractions in and around Cheltenham

Cheltenham, England, United Kingdom offers an array of attractions perfect for outdoor, adventure, and scenic holidays. Discover historic houses, charming churches, and urban parks that cater to culture, family, and outdoor enthusiasts. Enjoy exploring the city's rich heritage and vibrant community spirit, making it an ideal destination for those seeking memorable experiences in a culturally diverse setting.

  • Gloucester Cathedral: A magnificent cathedral with rich cultural vibes, located 13km from Cheltenham, offering a serene experience and historic grandeur.
  • Cotswold Countryside Collection: A captivating museum situated in the heart of Cheltenham, showcasing local heritage and art in a vibrant setting.
  • Chedworth Roman Villa: An intriguing historic house nestled within Cheltenham, providing insights into Roman heritage and local history with a unique cultural atmosphere.

Things to do recommended for couples

Experience Cheltenham like a local with a romantic stroll through its enchanting streets and a cosy dinner at a quaint bistro. Enjoy unique adventures and create cherished memories in this picturesque town, perfect for a couple on holiday.

Things to do recommended for families

Families visiting Cheltenham can explore the fascinating interactive exhibits at the Cheltenham Science Festival, enjoy the beautiful gardens at Pittville Park, and have fun at the Playhouse Theatre with engaging performances perfect for kids. Don't miss the local parks for a relaxing day out.

Things to do recommended for groups

Experience the thrill of motor racing at Prescott Speed Hill Climb in Cheltenham, where adventure meets sports. Perfect for groups looking to share an adrenaline-filled day in a unique local setting.

*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 Cheltenham

Whether you're traveling with a group, as a family, with pets, or seeking longer stays, be sure to apply the appropriate filters. Here are some helpful Vrbo booking tips for you.

  • Traveling to Cheltenham with a group: Consider how many bedrooms you'll require, along with facilities like a fully equipped kitchen or an outdoor area for group get-togethers. Luckily, you can easily filter for these features—and many more—on Vrbo.
  • Traveling to Cheltenham with young kids: Travelling with young kids can be quite a task. 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 how close you are to family-friendly attractions.
  • Taking your pets with you to Cheltenham: For many, a family holiday isn’t complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly homes come with feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Cheltenham: If you're searching for holiday rentals offering discounts for stays of a month or more, you're in the right spot. Simply use the appropriate filter to quickly locate 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 and around Cheltenham

Discover the charm of Cheltenham, a city renowned for its stunning Regency architecture and vibrant cultural scene. Stroll through picturesque parks, visit the iconic Pittville Pump Room, and enjoy the lively atmosphere of the town centre. Cheltenham's friendly locals and welcoming vibe make it an ideal destination for outdoor adventures and family-friendly outings. With a perfect blend of relaxation and excitement, Cheltenham promises unforgettable experiences for every traveller.

  • Cotswolds: The Cotswolds region offers a classic English countryside experience, with scenic vistas and a mix of natural reserves and national parks. Situated 13km from Cheltenham, it is an ideal destination for those seeking outdoor adventures and breathtaking scenery. Visitors can enjoy a variety of activities, from exploring expansive recreational areas to visiting local shopping centres, all while taking in the beauty of nearby national parks and monuments.
  • Bourton-on-the-Water: Nestled within the Cheltenham area, Bourton-on-the-Water is a picturesque village famed for its outdoor charm and alluring adventures. It provides an inviting setting for wanderers looking to immerse themselves in nature, with opportunities to explore recreational spaces and local shopping centres. The village is also in proximity to notable attractions such as national parks and historic monuments, making it a delightful stop for those seeking scenic beauty and a touch of local heritage.
  • Gloucester: Gloucester, a vibrant city located 13km from Cheltenham, offers a blend of family-friendly attractions, urban sophistication, and business-themed experiences. The city is well-equipped with a variety of shopping centres and educational venues, catering to diverse interests. It also boasts close access to significant landmarks, including national parks and historic sites, providing a rich tapestry of cultural and natural heritage for visitors to explore.

Best time to go to Cheltenham

If you're planning a trip to Cheltenham, 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 CloudyModerately High
March43.2°F (6.2°C)Light RainMostly CloudyModerately High
April47.1°F (8.4°C)No Rain (Dry)Mostly CloudyModerately High
May52.7°F (11.5°C)Light RainMostly CloudyModerately Low
June58.3°F (14.6°C)Light RainMostly CloudyAverage
July61.9°F (16.6°C)Light RainMostly CloudyAverage
August61.2°F (16.2°C)Light RainMostly CloudyAverage
September57.4°F (14.1°C)Light RainMostly CloudyAverage
October52.0°F (11.1°C)Light RainMostly CloudyModerately Low
November45.3°F (7.4°C)Light RainMostly CloudyAverage
December41.5°F (5.3°C)Light RainMostly CloudyModerately Low

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as this can lead to better deals. Moreover, booking a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to plan new adventures, manage your existing arrangements, or keep track of your bookings. The properties you've saved or reserved are now neatly organised into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Why people love visiting cosy Cheltenham

The area's musicals and jazz are just some of the reasons to come on holiday to Cheltenham. Travellers to this welcoming city praise the sightseeing, local tours and hiking. 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.

Sightseeing in and around Cheltenham

Are you searching for top things to see and do in the city? Venture out of your cosy holiday rental and check out everything that Cheltenham has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cotswold Farm Park (10.5 mi / 16.8 km)
  • The Model Village (13.7 mi / 22 km)
  • The Vale Golf and Country Club (17.7 mi / 28.5 km)
  • Morgan Motor Company (18.4 mi / 29.6 km)
  • Crocodiles of the World (22.6 mi / 36.4 km)
  • Chipping Norton Golf Club (24.1 mi / 38.8 km)

Exploring the gardens and other natural features in Cheltenham

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Cheltenham is a great place to spend some time outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Pittville Park (0.6 mi / 1 km)
  • Snowshill Manor and Garden (11.5 mi / 18.5 km)
  • Minchinhampton Common (14.4 mi / 23.2 km)
  • Croome Park (14.6 mi / 23.5 km)
  • Evesham Country Park (15.4 mi / 24.8 km)
  • Batsford Arboretum (16 mi / 25.7 km)

Travelling to and around Cheltenham

The nearest airport is in Oxford (OXF), located 33 mi (53.1 km) from the city centre.

If you'd rather travel by train, make your way to Cheltenham Spa Station or Toddington Railway Station to see more of the city.

Frequently asked questions

What is the best area to stay in Cheltenham when booking a holiday rental?
When considering a holiday rental in Cheltenham, a popular area to stay is the town centre, which offers a vibrant setting and easy access to a variety of attractions. This area is home to a delightful mix of shops, cafes, and restaurants, making it an ideal base for exploring the town. Just a short stroll away, you can visit the beautiful Pittville Park, which features picturesque gardens and a lovely lake, great for leisurely walks or picnics.Another excellent choice is the Montpellier district, renowned for its elegant Regency architecture and charming streets. Here, you can enjoy the boutique shops and exquisite dining options, as well as the stunning Montpellier Gardens, which host various events throughout the year. The area has a good selection of holiday rentals, providing a range of options from cosy apartments to spacious homes.Finally, the Suffolks is a charming neighbourhood known for its unique character and vibrant community. This area features an array of independent shops and eateries, along with the impressive Cheltenham Art Gallery and Museum, showcasing fascinating exhibitions and local history.
What is the most popular type of holiday rental accomodation in Cheltenham?
In Cheltenham, cottages are the most popular type of holiday rental, with approximately 1,424 available throughout the area. These charming properties are typically situated in picturesque neighbourhoods, allowing visitors to enjoy the town's Regency architecture and beautiful gardens. Most cottages feature fully equipped kitchens, cosy living areas, and often a garden or outdoor seating area, superb for relaxing after a day of exploring.Holiday houses are also a significant option, with around 900 available. These homes tend to offer more space, boasting multiple bedrooms and amenities such as private gardens and BBQ facilities, making them ideal for families or groups. Additionally, there are about 560 apartments scattered across Cheltenham, providing a more modern stay with conveniences like laundry facilities and communal spaces.
Are there any family house rentals in Cheltenham?
In Cheltenham, there are numerous family-friendly house rentals available, with around 442 properties to choose from. This lovely town, known for its Regency architecture and vibrant cultural scene, offers various accommodations that cater to families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and safe outdoor spaces where children can play. Additional amenities often include Wi-Fi and laundry facilities, ensuring a comfortable stay.Families can easily explore nearby attractions, including the picturesque Pittville Park, which boasts playgrounds and beautiful gardens, or the Cheltenham Racecourse, famous for its horse racing events.
Can I rent a holiday home with a pool or hot tub in Cheltenham?
In Cheltenham, there are several holiday homes available for rent that feature pools or hot tubs, with around 10 options to choose from. This charming spa town, known for its Regency architecture and vibrant cultural scene, offers a range of neighbourhoods where these properties can be found. For instance, the area near Pittville Park is home to lovely residences with gardens and private pools, ideal for families or those looking to relax in a serene environment.Travellers can expect amenities such as outdoor hot tubs, spacious living areas, and fully equipped kitchens, which provide everything needed for a comfortable stay. Find your rental in Cheltenham with a pool or a hot tub.
Are there pet-friendly house rentals in Cheltenham?
In Cheltenham, there are numerous pet-friendly house rentals available, with options exceeding 369 properties. This charming spa town offers a variety of accommodations that cater to pet owners, ensuring a comfortable stay for both guests and their furry companions. Many of these rentals feature amenities such as enclosed gardens, spacious living areas, and fully equipped kitchens, making them ideal for families or groups.The town is also conveniently located near several parks and green spaces, such as Pittville Park and Montpellier Gardens, which are great for leisurely walks with pets. Additionally, Cheltenham's vibrant culinary scene includes several pet-friendly cafes and pubs, allowing visitors to enjoy dining out without having to leave their pets behind. See all pet-friendly rentals in Cheltenham.
Are there any remote work holiday rentals in Cheltenham?
In Cheltenham, there is a substantial selection of remote work holiday rentals available, with approximately 2,688 options to choose from. This charming town in England offers a variety of accommodations that cater well to remote workers. Many properties provide essential amenities such as high-speed Wi-Fi, desks in private rooms, and free public area Wi-Fi, ensuring that guests can work efficiently during their stay.Cheltenham is known for its beautiful Regency architecture and vibrant cultural scene, with attractions such as the Cheltenham Racecourse and the picturesque Montpellier district nearby. The town also boasts lovely parks and gardens, great for taking breaks or enjoying a leisurely stroll after work hours. With a range of cafes and restaurants in the vicinity, remote workers can easily find a suitable spot to unwind or grab a bite to eat. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Cheltenham?
In Cheltenham, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature onsite parking, which is particularly convenient for those travelling by car. For pet owners, there are options that permit pets, alongside provisions for service animals. Additionally, a number of rentals come with gardens, providing a pleasant outdoor space to relax and enjoy the surroundings.
When is the best time to visit Cheltenham for a holiday rental?
The best time to visit Cheltenham for a holiday rental is during the peak season from February to April, with March being particularly popular. This vibrant period coincides with the Cheltenham Festival, attracting numerous visitors eager to experience top horse racing and lively festivities. The atmosphere is electric, and the town comes alive with a variety of events and activities that cater to diverse interests.During these months, the weather in Cheltenham begins to warm up, typically ranging from 5 to 13 degrees Celsius. This mild climate makes it ideal for outdoor activities, such as leisurely strolls through the picturesque parks or enjoying the charming architecture of the Regency town centre. The beautiful gardens and historic sites are superb for sightseeing and offer plenty of opportunities to soak up the local culture.For those looking for a more budget-friendly experience, consider visiting in December. During this time, the festive spirit is palpable, with charming Christmas markets and seasonal events that create a delightful atmosphere. You'll find that this time of year allows for a more relaxed exploration of Cheltenham's attractions.Ultimately, your choice of when to visit Cheltenham will depend on whether you prefer the bustling excitement of the peak season or the serene charm of the winter months.
What are the top attractions in Cheltenham?
In Cheltenham, visitors can explore an array of attractions that highlight the town's rich history and cultural significance. The Promenade, lined with elegant Regency architecture, offers a pleasant stroll with shops, cafes, and the iconic Neptune Fountain. The nearby Pittville Park is great for leisurely walks and picnics, featuring picturesque lakes and the impressive Pittville Pump Room, a historic spa building that hosts events and concerts.The Cheltenham Art Gallery and Museum showcases a diverse collection of art and local history, making it a must-visit for culture enthusiasts. For those interested in literature, the town hosts the annual Cheltenham Literature Festival, attracting authors and book lovers from all over.The Montpellier district is known for its vibrant setting, with a variety of independent shops and eateries, creating a lively hub for both locals and visitors. Additionally, the Everyman Theatre offers a fantastic programme of performances, ensuring that there's always something entertaining to experience.
Are all fees included in the Cheltenham 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 Cheltenham holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Cheltenham 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 Cheltenham holiday homes?
You can find great discounts on holiday homes in Cheltenham 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 Cheltenham holiday home booking on Bookabach?
To find Cheltenham 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 Cheltenham?
A long-stay holiday home in Cheltenham 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 Cheltenham holiday home?
Book your Cheltenham 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 Cheltenham?
Prices for holiday homes in Cheltenham 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 Cheltenham 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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