Cheltenham holiday homes

We found 620 holiday rentals — enter your dates for availability

Discover a selection of 252 homes, 176 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.

Holiday rentals with weekly discounts - Cheltenham

Showing deals for:12 Dec - 19 Dec
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Why visit Cheltenham

  • Cheltenham Racecourse: Experience the thrill of horse racing at one of the UK's most famous racecourses.
  • Cultural Festivals: Enjoy the renowned Cheltenham Festivals, showcasing arts, literature, and music.
  • Beautiful Promenade: Stroll along the picturesque Cheltenham Promenade, lined with shops and cafes.
  • Historic Town Hall: Visit the iconic Cheltenham Town Hall, a hub for concerts and events.
  • Relaxing Spa: Unwind at Cheltenham Spa, known for its soothing waters and tranquil atmosphere.

Top attractions in Cheltenham

Cheltenham, with its vibrant outdoor scene and rich history, offers a fantastic getaway for adventure lovers. Explore the local gems like the Cheltenham Racecourse, the stunning Cheltenham Promenade, and the iconic Cheltenham Town Hall. Don’t miss the renowned Cheltenham Festivals for a taste of culture, and take some time to unwind at the Cheltenham Spa. Whether you're with whānau or roaming solo, there’s plenty to keep you entertained.

  • Cheltenham Town Hall: This modern civic building is not only an architectural gem but also a hub for events and gatherings. Its business vibe makes it an ideal spot for networking and enjoying community activities.
  • Cotswold Countryside Collection: Immerse yourself in local culture at this museum, showcasing the rich history and traditions of the Cotswolds. It's a delightful way to connect with the area's heritage.
  • Chedworth Roman Villa: Step back in time at this historic site, where you can explore well-preserved Roman ruins amid stunning countryside, offering a unique glimpse into ancient life.

Things to do recommended for couples

If you're after a romantic getaway in Cheltenham, consider visiting the Spiers and Hartwell Jubilee Stadium for a touch of luxury, or head to Woodchester Valley Vineyard for a delightful wine experience. Both spots promise to create lasting memories together.

Things to do recommended for families

During your family trip to Cheltenham, explore the enchanting Dragonfly Maze, enjoy a thrilling match at Kingsholm Stadium, and unwind at the beautiful Crickley Hill Country Park, perfect for relaxation and wellness. These activities promise unforgettable experiences for everyone.

Things to do recommended for groups

Groups visiting Cheltenham can enjoy a day out at Gloucester Quays for shopping and entertainment, explore the local charm at Old Mill, or hit the greens at Cleeve Hill Golf Club for a bit of sport and stunning outdoor views.

*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

If you're heading off with a group, family, or pets, or if you're considering a longer stay, be sure to use the appropriate filters to match your priorities. Here are some handy tips for booking on Vrbo.

  • Traveling to Cheltenham with a group: Think about how many bedrooms you'll require, as well as any additional amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Cheltenham with young kids: Going on holiday 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 and attractions.
  • Taking your pets with you to Cheltenham: For many families, a getaway isn’t truly finished without their furry companion joining in. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cheltenham: 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 rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Cheltenham

Cheltenham offers a delightful mix of adventure and relaxation, making it an ideal getaway for Kiwis. From exploring the central streets filled with friendly locals to enjoying the cosy charm of surrounding neighbourhoods, you'll find plenty to explore. Don't miss the chance to experience its outdoor sports or relax in family-friendly spots. Whether you're after a weekend escape or a cultural adventure, Cheltenham has something for everyone.

  • Cotswolds: Located 12.9km from Cheltenham, the Cotswolds is a picturesque region renowned for its stunning scenery and outdoor adventures. This area is perfect for nature lovers, with options for exploring nature reserves and national parks. Visitors can enjoy recreational areas and shopping centres, making it ideal for both relaxation and retail therapy. Local highlights include scenic walks through rolling hills, charming stone villages, and historical monuments that capture the essence of the English countryside.
  • Bourton-on-the-Water: A delightful village situated within the Cheltenham area, Bourton-on-the-Water is known for its enchanting riverside setting and quaint charm. Travelers flock here for outdoor activities and to soak in the scenic beauty of the surroundings. The village boasts shopping centres and recreational areas, ensuring a well-rounded experience. Notable attractions include picturesque bridges, the model village, and nearby national parks, providing plenty of opportunities for exploration and adventure.
  • Gloucester: Just 12.9km from Cheltenham, Gloucester is a vibrant city with a rich history and a bustling atmosphere. It caters to families and business travellers alike, offering a mix of city experiences. The shopping centres and local education institutions make it a hub of activity. Visitors can explore historic landmarks, including the magnificent Gloucester Cathedral, as well as enjoy the scenic views of the nearby national park. The city also features a stadium, adding to its diverse range of attractions.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Are you keen to save on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of accommodation. Happy planning.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated area to plan new adventures, pick up from where you paused, or arrange and review your travel plans. You can easily access properties you've saved or booked in your Potential, Upcoming, or Current Trips sections. To get started with Trip Boards, simply visit: 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)
  • Crocodiles of the World (22.6 mi / 36.4 km)
  • Fairytale Farm (24.2 mi / 39 km)
  • Stratford Butterfly Farm (25.5 mi / 41 km)
  • Cleeve Hill Golf Club (3.2 mi / 5.2 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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