Cheltenham holiday lettings

We found 1,858 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Cheltenham that are perfect for your trip. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a fireplace and a washer and dryer. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Cheltenham

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Why visit Cheltenham

  • Historic charm: Explore Cheltenham's historic houses and cultural venues, showcasing its rich heritage.
  • Scenic outdoor activities: Enjoy picturesque lakes and green spaces, perfect for leisurely strolls or family picnics.
  • Vibrant local shops: Discover unique boutiques and delightful cafes in friendly neighbourhoods.
  • Cultural experiences: Visit art museums and event venues for a taste of local culture and entertainment.
  • Diverse accommodation: Choose from charming guesthouses, modern apartments, and cosy cottages to suit your stay.

Popular types of accommodation in Cheltenham

Discover the charm of Cheltenham with a variety of vacation rentals to suit every traveller. From houses and cosy cottages to modern apartments, there's something for everyone. For a more personal touch, consider guesthouses that often include delightful breakfast options. Whether you're seeking a peaceful retreat or a vibrant base for exploring, our selection of accommodation in Cheltenham ensures a memorable stay.

  • Houses: The top choice for visitors in Cheltenham, these homes offer a comfortable and spacious environment, perfect for families or groups.
  • Apartments: A popular option, apartments provide a modern living space, ideal for those seeking convenience and proximity to local amenities.
  • Cottages: Quaint and charming, cottages are a delightful choice for a peaceful getaway in a picturesque setting.
  • Condos: These contemporary accommodations offer a blend of comfort and luxury, suitable for both short and long stays.
  • Villas: Luxurious and spacious, villas provide an upscale experience, perfect for a relaxing retreat.**

Top attractions near Cheltenham

Cheltenham, Pennsylvania, offers a delightful mix of family-friendly attractions and cultural experiences. Visitors can explore historic houses, art museums, and event venues, making it perfect for both leisure and business trips. Don't miss the Cheltenham Racecourse and Cheltenham Town Hall for a taste of local charm, alongside various attractions that cater to outdoor enthusiasts and those seeking a rich cultural experience.

  • Pennsylvania Convention Center: A premier event venue located 4.3km from Cheltenham, it boasts modern facilities and a professional atmosphere, ideal for conferences and exhibitions.
  • Temple University: Situated 3.7km away, this dynamic institution features contemporary architecture and a vibrant urban campus, perfect for a taste of student life and city culture.
  • Philadelphia Museum of Art: Located 4.3km from Cheltenham, this renowned museum showcases an extensive collection of art, providing a rich cultural experience amidst stunning architectural beauty.

Things to do recommended for couples

For a romantic getaway in Cheltenham, consider a night at the Kimmel Center for the Performing Arts for live music, or enjoy the adventure of water sports at Boathouse Row. Don't forget to visit the enchanting Buckingham Valley Vineyards for a delightful wine tasting experience.

Things to do recommended for families

During your family vacation in Cheltenham, you can unwind at Fairmount Park, just 4.3km away, immerse yourselves in sports at Tom Gola Arena, 1.9km away, or enjoy ice skating and entertainment at Blue Cross RiverRink, 5.0km away. Great fun awaits!

Things to do recommended for groups

Explore the vibrant Reading Terminal Market for local produce, enjoy a performance at the Mann Center for the Performing Arts, or indulge in retail therapy at Cherry Hill Mall. These activities offer a delightful mix of culture, entertainment, and family-friendly fun, all within a short distance from Cheltenham.

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

When you're planning a trip, whether it's with a group, family, or pets, or if you're seeking extended stays, it's important to apply the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Cheltenham with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Cheltenham with young kids: Travelling with young children can present certain challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to take into account how close you are to attractions that are friendly for families.
  • Taking your pets with you to Cheltenham: For many, a family holiday wouldn’t be the same without their furry companion joining in the fun. If this 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 ease.
  • 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 perfect site. By using the appropriate filters, 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.

Where to stay near Cheltenham

Discover the charm of Cheltenham, Pennsylvania, perfect for family, business, or urban getaways. Explore the friendly neighbourhoods, vibrant local shops, and scenic lakes that enhance the inviting atmosphere. With convenient access to nearby attractions, Cheltenham offers a delightful blend of history and modern amenities, ensuring a memorable holiday experience for all visitors. Whether you're seeking relaxation or adventure, you'll find plenty to love in this welcoming community.

  • Philadelphia: Located 5.0km from Cheltenham, Philadelphia is a bustling metropolis rich in history and culture. Known for its family-friendly atmosphere, the city offers an array of outdoor activities and urban adventures. Visitors can explore iconic landmarks such as the Liberty Bell and Independence Hall, alongside vibrant shopping districts and renowned arts centres. Outdoor enthusiasts will appreciate the expansive Fairmount Park, while sports fans can catch a game at one of the local stadiums. Philadelphia promises a dynamic travel experience that caters to various interests.
  • Elkins Park: Just 621m from Cheltenham, Elkins Park is a charming suburb that attracts families and city explorers alike. This quaint area features a blend of educational institutions and shopping centres, making it a convenient stop for visitors. Notable landmarks include the historic Arcadia University and the modern campus of the Philadelphia College of Osteopathic Medicine. The inviting community vibe combined with parks and recreational spaces makes Elkins Park a delightful destination for leisurely strolls and family outings.
  • East Oak Lane: Situated only 621m from Cheltenham, East Oak Lane is a vibrant neighbourhood known for its business-friendly environment and outdoor spaces. This area is ideal for families and those seeking recreational activities, with local parks providing excellent spots for picnics and leisurely walks. East Oak Lane's welcoming atmosphere, combined with its community parks, offers a perfect retreat for visitors looking to unwind amidst nature while still being close to urban amenities.

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 in April and July to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.7°F (0.4°C)Light RainMostly SunnyAverageSlightly Low
February34.9°F (1.6°C)Light RainMostly SunnyAverageSlightly Low
March42.4°F (5.8°C)Light RainMostly SunnyAverageSlightly Low
April53.2°F (11.8°C)Light RainMostly SunnySlightly HighAverage
May63.1°F (17.3°C)Light RainMostly SunnyAverageSlightly High
June71.8°F (22.1°C)Light RainMostly SunnyAverageAverage
July77.9°F (25.5°C)Light RainMostly SunnySlightly HighAverage
August75.9°F (24.4°C)Light RainMostly SunnySlightly HighSlightly High
September69.4°F (20.8°C)Light RainMostly SunnyAverageAverage
October58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
November46.4°F (8.0°C)Light RainMostly SunnySlightly LowAverage
December38.8°F (3.8°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you hoping to cut costs on your next getaway? Being flexible with your travel dates can be beneficial, as prices often fluctuate. You can also enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, or sort through your travel arrangements. You can easily access properties you've previously saved or booked, now categorised under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The cosy area of Cheltenham awaits your stay

The gardens and surrounding scenery provide a peaceful ambience to your holiday home in Cheltenham. This city's ice skating, seafood restaurants and basketball games draw many visitors. Philadelphia Museum of Art and Pennsylvania Convention Center are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Cheltenham

Are you searching for top things to see and do in the area? Venture out of your cosy holiday rental and experience everything that makes Cheltenham a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sesame Place (15.6 mi / 25.1 km)
  • Philadelphia Zoo (7.3 mi / 11.7 km)
  • RiverLink Ferry (7.7 mi / 12.4 km)
  • Adventure Aquarium (7.8 mi / 12.5 km)
  • LEGOLAND® Discovery Center (9.8 mi / 15.7 km)
  • South Philadelphia Sports Complex (10.9 mi / 17.5 km)

Exploring the natural landscape of Cheltenham

Whether you're looking for adventure or just want to appreciate the scenery, Cheltenham is a great place to get outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Morris Arboretum (6.2 mi / 9.9 km)
  • Morris Arboretum (6.4 mi / 10.3 km)
  • Fairmount Park (6.8 mi / 10.9 km)
  • Fairmount Waterworks Drive (7.2 mi / 11.6 km)
  • Delaware River (7.2 mi / 11.6 km)
  • Schuylkill River Trail (7.7 mi / 12.4 km)

How to get to and around Cheltenham

The nearest airport is in Philadelphia, PA (PNE-Northeast Philadelphia), located 5.7 mi (9.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Blue Bell, PA (BBX-Wings Field), which is 9.7 mi (15.5 km) away.

Frequently asked questions

What is the best area to stay in Cheltenham when booking a holiday rental?
When considering a holiday rental in Cheltenham, Pennsylvania, one of the most appealing areas to stay in is the neighbourhood of Elkins Park. This charming suburb offers a picturesque setting with beautiful tree-lined streets and a strong sense of community. Visitors will appreciate the proximity to attractions such as the renowned Curtis Arboretum, which boasts stunning gardens and walking trails, great for a leisurely stroll or a picnic. Additionally, the Elkins Park train station provides convenient access to Philadelphia, making it easy to explore the city's vibrant culture and historical sites.

Another excellent option is the neighbourhood of Wyncote, known for its historic homes and tranquil atmosphere. Here, you can enjoy a visit to the Wyncote Academy, a lovely private school set in a beautifully landscaped campus. The area is rich in history and offers a quiet retreat while still being close to various shops and local eateries.
How much does it cost to rent a holiday home in Cheltenham?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cheltenham to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cheltenham holiday house rentals?
You can find great discounts on house rentals in Cheltenham on Vrbo, 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.
What is the most popular type of holiday rental accomodation in Cheltenham?
In Cheltenham, apartments are the most popular type of holiday rental, with several available throughout the area. These rentals typically feature modern amenities such as fully equipped kitchens, comfortable living spaces, and convenient access to local attractions like parks and shops. Many apartments also offer additional features such as in-unit laundry facilities and parking, making them suitable for both short and extended stays.
Can I find long-stay holiday rentals in Cheltenham?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Cheltenham?
In Cheltenham, there are several pet-friendly house rentals available, suiting those travelling with furry companions. Many of these properties come equipped with modern amenities such as fully stocked kitchens, spacious living rooms, and outdoor spaces where pets can play. The neighbourhood is known for its welcoming atmosphere, with parks nearby that are great for leisurely walks and playtime with pets.
Are there any remote work holiday rentals in Cheltenham?
In Cheltenham, Pennsylvania, there are several holiday rentals that cater to remote work needs, making it an ideal choice for those looking to combine work and leisure. Many of these properties feature dedicated workspace areas, high-speed internet, and comfortable living spaces to facilitate productivity. Travellers can expect amenities like well-equipped kitchens for convenient meal preparation, as well as access to outdoor spaces where one can unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cheltenham holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
What are popular rental amenities in Cheltenham?
In Cheltenham, popular rental amenities include free Wi-Fi, coffee makers in rooms, cookware, dishware, and utensils, as well as dining tables for enjoying meals together. Additionally, many properties offer internet access through third-party services, providing guests with the connectivity they need during their stay.
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 June to August. This vibrant summer period attracts families and holidaymakers eager to enjoy the warm weather and partake in local events. With temperatures often reaching the low 30s Celsius, it's an ideal time for outdoor activities such as picnics in the park, exploring the area's scenic trails, or enjoying the various community festivals that bring the town to life.

July stands out as the most popular month, drawing visitors for its festive atmosphere and numerous celebrations. During this time, you can expect a lively environment filled with fellow travellers, making it a wonderful opportunity to connect with others while enjoying Cheltenham's charm.

For those seeking a more budget-friendly experience, consider planning your visit in December. Although it's the low season, the holiday spirit envelops Cheltenham, offering unique seasonal events and a quieter atmosphere. This month can be particularly enchanting with festive decorations and local holiday markets, great for those who appreciate a more relaxed pace.
How early should I book a Cheltenham holiday rental?
Book your Cheltenham holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Cheltenham home rental booking on Vrbo?
To find Cheltenham holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cheltenham holiday rental prices shown on Vrbo?
Vrbo 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.

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