Cheltenham holiday rentals

We found 780 holiday rentals — enter your dates for availability
Discover a selection of 238 homes, 158 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.
  • 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 Cheltenham

  • Regency Architecture: Discover Cheltenham's stunning Georgian and Regency buildings that reflect its rich historical heritage.
  • Cheltenham Racecourse: Experience the excitement of horse racing at one of the UK’s premier racecourses, famous for its annual events.
  • Cultural Festivals: Attend renowned events like the Cheltenham Literature Festival, showcasing local and international authors.
  • Beautiful Parks: Enjoy leisurely walks in expansive parks, perfect for family outings and outdoor activities.
  • Charming Town Centre: Stroll through the vibrant town centre filled with friendly locals, shops, and cafes.

Popular types of accommodation in Cheltenham

Welcome to Cheltenham, a charming spa town in England known for its Regency architecture and vibrant cultural scene. Here, you can explore stunning parks, visit the historic Pump Room, or enjoy the annual Cheltenham Literature Festival. When it comes to accommodation, you’ll find a variety of options including cosy cottages, private holiday homes, and stylish apartments, ensuring a perfect stay in this delightful destination.

  • Cottages: Charming and quaint, cottages offer a quintessentially British experience, perfect for a relaxing getaway.
  • Private Holiday Homes: Enjoy the comforts of home with spacious private residences that provide flexibility and privacy.
  • Apartments: Modern and convenient, apartments are ideal for travellers seeking a stylish base in the heart of Cheltenham.
  • Cabins: Nestled in nature, cabins offer a rustic retreat, perfect for those who appreciate the great outdoors.
  • Caravan Parks: For a unique experience, caravan parks provide a blend of fun and adventure, suitable for families and groups.**

Top attractions in and around Cheltenham

Cheltenham offers visitors a delightful blend of culture and adventure, featuring historic houses, charming churches, and expansive urban parks perfect for family outings and outdoor exploration. The city's rich heritage is complemented by experiences such as the renowned Cheltenham racecourse and the celebrated Cheltenham festival, ensuring a memorable holiday filled with scenic beauty and local tradition.

  • Sudeley Castle: Nestled in Cheltenham, this historic castle charms visitors with its rich cultural legacy and romantic aura, perfect for history enthusiasts.
  • Gloucester Cathedral: Located 13km from Cheltenham, this magnificent cathedral offers a profound cultural experience steeped in centuries of heritage.
  • Cotswold Countryside Collection: Situated within Cheltenham, this museum celebrates local culture, providing insights into the rural traditions of the region.

Things to do recommended for couples

Experience Cheltenham romantically with a leisurely walk through the historic town centre, hand in hand along scenic pathways, and intimate afternoons in cosy tearooms. Discover local charm tailored for couples seeking a delightful escape.

Things to do recommended for families

Families visiting Cheltenham can enjoy a delightful day at the picturesque Cheltenham Spa, explore the fascinating interactive exhibits at the Science Centre, and have fun at the local playgrounds like Montpellier Gardens, perfect for a relaxing family outing.

Things to do recommended for groups

Visitors to Cheltenham can experience the thrill of local motorRacing at the Prescott Speed Hill Climb, where sports and adventure await groups seeking an unforgettable day out.

*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 travelling with a group, as a family, with your pets, or seeking extended stays, be sure to prioritise the right filters. Here are some Stayz booking suggestions for you.

  • Traveling to Cheltenham with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Stayz.
  • Traveling to Cheltenham with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to think about your closeness to attractions that are family-friendly.
  • Taking your pets with you to Cheltenham: For many, a family holiday wouldn’t be complete without their four-legged companion. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Cheltenham: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Cheltenham

Explore Cheltenham's vibrant town centre, where the blend of charming streets and friendly locals creates a warm welcome. Enjoy leisurely strolls through scenic parks and engaging cultural hubs, perfect for both family-friendly adventures and budget-conscious travellers. With a range of neighbourhood experiences and a relaxed atmosphere, Cheltenham promises an ultimate getaway filled with local choice and inviting vibes.

  • Cotswolds: Nestled 13km away from Cheltenham, the Cotswolds offers a captivating escape into nature with its scenic beauty and adventurous spirit. This area invites travellers to explore vast nature reserves and national parks, perfect for outdoor enthusiasts seeking adventure and stunning vistas. The region is dotted with recreational areas, shopping centres, and a variety of local attractions including recognised national parks and notable monuments, ensuring a memorable blend of natural splendour and cultural history.
  • Bourton-on-the-Water: Located within the vicinity of Cheltenham, Bourton-on-the-Water is a charming village celebrated for its quintessential English appeal. This village is a haven for those in search of outdoor adventures and picturesque landscapes. Visitors can enjoy leisurely strolls through scenic settings and explore nearby recreational spaces and shopping centres. The local landmarks, including national parks and historical monuments, add to the village's allure, offering a delightful mix of heritage and natural beauty.
  • Gloucester: Situated 13km from Cheltenham, Gloucester is a vibrant city that caters to family, urban, and business experiences alike. The city boasts excellent shopping centres and educational venues, making it an ideal destination for diverse interests. Its proximity to national parks, historic sites, and recognised state parks provides an enriching backdrop that combines modern city life with a rich tapestry of history and culture, perfect for day trips and extended explorations.

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. Peak season runs from February to April, while off-peak times, like May, October and December tend to have fewer bookings and better deals.

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

Booking with Stayz is simple

If you’re aiming to cut costs on your upcoming journey, consider adopting a flexible approach to your travel dates, as fares can vary. Additionally, opting for a longer stay can often result in significant savings. To discover a Stayz property that fits your budget, simply utilise our filters to refine your search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a user-friendly area for you to plan new trips, continue from where you last stopped, or review and manage your travel arrangements. You can easily find the properties you've saved or booked, sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.stayz.com.au/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. Stayz 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 Stayz 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 Stayz 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 Stayz.
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 Stayz, 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, Stayz 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 Stayz 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 Stayz. 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 Stayz, 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.