Cheltenham holiday homes

We found 798 holiday rentals — enter your dates for availability
Discover a selection of 242 homes, 169 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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    Enjoy full kitchens, laundry, pools, gardens and more

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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)
  • 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)
  • Feldon Valley Golf Course (24.1 mi / 38.9 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're unable to find a flight that fits your schedule, you could book a flight to Coventry (CVT), which is 40.6 mi (65.4 km) away.

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 home?
Snap up a holiday home in Stow-on-the-Wold and you'll be based in one of Cheltenham's most popular neighbourhoods. St. Edwards Church and Fosse Gallery Fine Art are two of the major attractions here that'll keep you occupied during your visit.
What is the most popular type of holiday home accommodation in Cheltenham?
Based on our research, cottages are considered the most popular holiday property type in Cheltenham. But that goes without saying, everyone's idea of an epic stay can differ. Bookabach has holiday homes with every size, shape and budget in mind, and we'll help you locate the perfect fit for you.
How much does it cost to rent a holiday home in Cheltenham?
A number of factors can influence what you'll pay for your holiday home in Cheltenham, such as the type of property, season and length of stay. Still, all Bookabach homes have something in common — unbeatable value. Just enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Cheltenham?
The average price for a holiday home by the beach in Cheltenham depends on when you're travelling and the size and type of property you're searching for. Find prices easily and quickly on Bookabach by entering your preferred travel dates. Then use the filters to pick the number of bedrooms and amenities that you prefer, such as a pool, WiFi and air conditioning.
Are there pet-friendly holiday homes in Cheltenham?
Yes. There are. You can pick from 322 holiday homes that allow pets in Cheltenham. Several of our pet-friendly holiday homes even have an area outdoors for your furry pal to play around in, dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Bookabach.
Can I rent a house with a pool in Cheltenham?
Add another level of fun to your adventure by booking your family into one of the six houses with a private pool in Cheltenham. Use our handy search filter to find the kind of property you want on Bookabach, and then spend your downtime splish-splashing around in a swimming pool that's all yours.
What are popular home amenities in Cheltenham?
The most popular home amenities people are searching for in Cheltenham are an electric car charging station, a firepit and a water view. Whether you're travelling with pals, family or even pets, Bookabach holiday homes provide the best amenities for making epic memories with the people who matter most.
Are there large group holiday homes in Cheltenham?
Pick from 27 holiday properties in Cheltenham that can accommodate a group of 10 or more guests. Whether you're planning time away with the family or some kind of special event, there's ample space to get your loved ones together under one roof.
Are there holiday homes in Cheltenham that welcome kids?
Bring the whole family together for a memorable adventure in Cheltenham at one of our 319 family-friendly holiday homes. A lot of these stays come with amenities that are suitable for getaways with the kids, like laundries, extra bedrooms and entertainment areas. Just click on the "Properties good for families" filter and select your favourite.
What are the top attractions for families in Cheltenham?
Keeping the kids entertained during your Cheltenham holiday is child's play with these exciting family-friendly attractions:

  • Sudeley Castle
  • Gloucester Folk Museum
  • Prinknash Bird And Deer Park

Are there one-bedroom holiday homes in Cheltenham?
Yes, you'll find 59 one-bedroom properties in Cheltenham to select from. A one-bedroom holiday home is a superb choice if it's just you and your partner or if you're travelling on your own. Add in more space, privacy and convenience compared to a standard hotel, and you're sure to have an unforgettable break.
Can I find two-bedroom holiday homes in Cheltenham?
You can select from 120 two-bedroom holiday homes in Cheltenham. Settle the kids into the second room or maybe fill it with a couple of your best friends. There's ample space for whoever's lucky enough to be coming along for the ride.
Are there holiday homes with WiFi in Cheltenham?
Whether you'd like to stay in touch with world events, send a few emails or surf social networks, there are 58 holiday homes with WiFi in Cheltenham. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Cheltenham?
Pick your dates and then use the filter tool to see holiday homes with air conditioning in Cheltenham on Bookabach. With two air-conditioned properties available here, you can look forward to a cool and comfortable break.
How old do you have to be to rent a holiday home in Cheltenham?
The minimum age allowed can differ between properties on Bookabach, so be sure to look at the rules of the holiday home in Cheltenham you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Cheltenham for?
The length of time you can book a holiday home in Cheltenham differs according to the property. Just enter your preferred dates to see a list of options offering extended stays. With tons of creature comforts like kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get a terrific place to call your home away from home in Cheltenham.

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