Cheltenham vacation rentals

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Discover a selection of 258 homes, 178 apartments, and other vacation rentals in Cheltenham that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the amenities you need and want, which might include a hot tub and garden. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
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Find out more about Cheltenham

Find out more about Cheltenham

Why visit Cheltenham

  1. Charming Parks: Enjoy lush urban parks perfect for outdoor activities and family-friendly fun.
  2. Historic Attractions: Explore beautiful historic houses and charming churches that reflect Cheltenham's rich heritage.
  3. Relaxing Neighborhoods: Discover inviting areas ideal for leisurely strolls and serene escapes.
  4. Variety of Accommodations: Choose from cozy cottages to stylish apartments that suit every budget and preference.
  5. Cultural Experiences: Engage in diverse cultural activities that cater to both adventure seekers and relaxation lovers.

Popular types of accommodation in Cheltenham

If you’re seeking the perfect getaway in Cheltenham, you’re in the right place! Our platform offers a delightful array of vacation rentals, including cozy cottages, houses, and stylish apartments. Whether you’re after charming cottage rentals or a serene Cotswold cottage experience, we have the ideal accommodations to suit your needs. Enjoy your stay in this beautiful part of Canada with transparency and savings at your fingertips!

  • Cottages: The top choice for holiday rentals in Cheltenham, offering cozy and charming settings perfect for a relaxing getaway.
  • Houses: Ideal for families or groups, these homes provide a comfortable and spacious environment for your stay.
  • Apartments: A popular option for those seeking convenience, these rentals offer modern amenities in a central location.
  • Cabins: A lovely retreat, cabins provide a rustic atmosphere and are perfect for nature lovers.
  • Caravan Parks: An adventurous option, these parks offer unique accommodations with a sense of community.**

Top attractions in Cheltenham

Cheltenham offers a fantastic blend of adventure and culture, making it an ideal destination for outdoor and sports enthusiasts. Visitors can explore historic houses, charming churches, and urban parks, all while enjoying family-friendly activities. Whether you're seeking a cultural experience or an outdoor adventure, Cheltenham's attractions cater to a variety of interests, ensuring a memorable vacation for everyone.

  1. Sudeley Castle: Nestled in the heart of Cheltenham, this enchanting castle boasts rich romance and cultural vibes, offering stunning gardens and fascinating history that date back to the 15th century.
  2. Cheltenham Town Hall: A striking modern civic building, Cheltenham Town Hall is a hub for business events and community gatherings, featuring impressive architecture and a vibrant atmosphere.
  3. Cotswold Countryside Collection: This captivating museum showcases the cultural heritage of the Cotswolds, with diverse exhibits that celebrate local history and artistry.

Things to do recommended for couples

For a romantic escape in Cheltenham, visit the luxurious Spiers and Hartwell Jubilee Stadium, just 20.9km away, or indulge in the enchanting atmosphere of Woodchester Valley Vineyard and Winery, located 24.1km from town. Both spots offer unforgettable experiences perfect for couples.

Things to do recommended for families

While in Cheltenham, families can enjoy a thrilling match at Kingsholm Stadium, explore the whimsical Dragonfly Maze, and unwind at Crickley Hill Country Park, perfect for relaxation and wellness. Each spot offers unique experiences for an unforgettable family adventure!

Things to do recommended for groups

Explore Gloucester Quays for shopping and entertainment, catch a show at the Everyman Theatre for a taste of local culture, and experience the thrill of Prescott Speed Hill Climb for an adrenaline rush. These activities promise a memorable group adventure in Cheltenham.

What do I need to keep in mind when booking a vacation in Cheltenham

When planning your trip, whether you're traveling with a group, family, bringing pets, or seeking extended stays, it's important to prioritize your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Cheltenham with a group: Think about how many bedrooms you require, as well as additional features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Cheltenham with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to 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 getaway just wouldn’t feel complete without their furry companion. If this resonates with you, we invite you to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cheltenham: If you're searching for vacation rentals that offer special rates for extended 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 preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Cheltenham

Cheltenham, a charming city in the UK, offers a delightful mix of adventure and relaxation. With its lush parks and friendly atmosphere, it's perfect for outdoor enthusiasts and families alike. Explore the nearby quiet hideaways and desirable areas, all within walking distance. Whether you're looking for a budget-friendly spot or a serene escape, Cheltenham’s inviting neighborhoods promise a memorable vacation experience filled with warmth and hospitality.

  • Cotswolds: Nestled just 12.9km from Cheltenham, the Cotswolds is a picturesque region renowned for its stunning natural beauty and charming villages. This area offers an array of outdoor adventures, from hiking in its expansive national parks to exploring serene nature reserves. Visitors are drawn to the delightful scenery and recreational areas, perfect for leisurely strolls or picnics. The Cotswolds is also home to shopping centres and malls, providing a mix of local crafts and modern retail. Key attractions include historic monuments and scenic viewpoints that showcase the region's quintessential English countryside.
  • Gloucester: Located a mere 12.9km from Cheltenham, Gloucester is a vibrant city steeped in history and culture. Ideal for families and business travellers alike, this city boasts a lively atmosphere with a variety of shopping centres and educational venues. Explore historic landmarks that tell the story of Gloucester's rich past, including its stunning cathedral and the impressive Gloucester Docks. For sports enthusiasts, the local stadium hosts various events and matches throughout the year. The blend of modern amenities and historical sites makes Gloucester a must-visit for those seeking a dynamic city experience.
  • Bourton-on-the-Water: This enchanting village lies within close proximity to Cheltenham and is often referred to as the "Venice of the Cotswolds" due to its charming waterways. Visitors flock to Bourton-on-the-Water for its breathtaking outdoor experiences and scenic views. The village is dotted with lovely shopping centres and recreational areas, perfect for relaxing after a day of exploration. Notable attractions include monuments and access to the nearby national park, where nature enthusiasts can immerse themselves in the stunning landscapes. Bourton-on-the-Water offers a delightful escape into the heart of the Cotswolds.

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 CloudyAverageAverage
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 HighSlightly High
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 CloudyAverageAverage
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 CloudyAverageSlightly Low
December41.5°F (5.3°C)Light RainMostly CloudyModerately LowSlightly High

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can effortlessly plan new trips, resume previous ones, or review and organize your travel arrangements. You'll discover your saved or booked properties neatly arranged under categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Why people love visiting cozy Cheltenham

The area's musicals and jazz are just a few of the reasons to vacation in Cheltenham. Travelers to this welcoming city praise the sightseeing, local tours and hiking. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Cheltenham

Are you looking for top things to see and do during your stay? Venture out of your cozy vacation rental and check out everything that makes Cheltenham a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Cotswold Farm Park (10.5 mi / 16.8 km)
  • The Model Village (13.7 mi / 22 km)
  • Cotswold Wildlife Park (20.1 mi / 32.3 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 exciting outdoor activities or just want to appreciate the scenery, Cheltenham 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 center:

  • 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)

Traveling to and around Cheltenham

The nearest airport is in Oxford (OXF), located 33 mi (53.1 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Coventry (CVT), which is 40.6 mi (65.4 km) away.

If you prefer train travel, 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 vacation rental?
Snap up a vacation rental in Stow-on-the-Wold and you’ll be based in one of Cheltenham’s most popular neighborhoods. 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 vacation rental accommodation in Cheltenham?
Based on our research, cottages are considered the most popular vacation property type in Cheltenham. But that goes without saying, everyone’s idea of an epic stay can differ. Vrbo has vacation 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 vacation rental in Cheltenham?
A number of factors can influence what you’ll pay for your vacation rental in Cheltenham, such as the type of property, season and length of stay. Still, all Vrbo 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 vacation home by the beach in Cheltenham depends on when you’re traveling and the size and type of property you’re searching for. Find prices easily and quickly on Vrbo 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 vacation rentals in Cheltenham?
Yes. There are. You can pick from 322 vacation rentals that allow pets in Cheltenham. Several of our pet-friendly vacation rentals 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 Vrbo.
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 Vrbo, and then spend your downtime splish-splashing around in a swimming pool that’s all yours.
What are popular rental amenities in Cheltenham?
The most popular rental amenities people are searching for in Cheltenham are an electric car charging station, a firepit and a water view. Whether you’re traveling with pals, family or even pets, Vrbo vacation rentals provide the best amenities for making epic memories with the people who matter most.
Are there large group vacation rentals in Cheltenham?
Pick from 27 vacation 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 vacation rentals in Cheltenham that welcome kids?
Bring the whole family together for a memorable adventure in Cheltenham at one of our 319 family-friendly vacation 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 favorite.
What are the top attractions for families in Cheltenham?
Keeping the kids entertained during your Cheltenham vacation is child’s play with these exciting family-friendly attractions:

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

Are there one-bedroom vacation rentals in Cheltenham?
Yes, you’ll find 59 one-bedroom properties in Cheltenham to select from. A one-bedroom vacation rental is a superb choice if it’s just you and your partner or if you’re traveling 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 vacation rentals in Cheltenham?
You can select from 120 two-bedroom vacation rentals 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 vacation rentals 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 vacation homes with WiFi in Cheltenham. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Cheltenham?
Pick your dates and then use the filter tool to see vacation rentals with air conditioning in Cheltenham on Vrbo. 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 vacation rental in Cheltenham?
The minimum age allowed can differ between properties on Vrbo, so be sure to look at the rules of the vacation home in Cheltenham you’re considering. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in Cheltenham for?
The length of time you can book a vacation rental 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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