Cheltenham holiday rentals: compare the best deals
10 16 reviews
Cheltenham
06/30 – 07/03
HK$1071/nighttotal: HK$3213 (3 )
The Coach House At Pittville Park
1 2
apartment , Gloucestershire
This newly renovated Georgian coach house apartment in Cheltenham offers a prime location, just a short walk to the racecourse, making it ideal for Cheltenham Festival and Gold Cup attendees, and within convenient reach of the town centre's amenities. This secure, self-contained flat sleeps two, featuring a kitchenette, private bathroom, a separate living area with a desk, and a secluded outdoor seating area, with parking available and no television for a peaceful retreat.
9.6 43 reviews
Cheltenham
08/15 – 08/29
HK$1298/nighttotal: HK$18172 (14 )
The Burton Penthouse By Fortuna Property Portfolio
1 1
apartment , Gloucestershire
This Cheltenham penthouse apartment boasts a central location, a 5-minute walk from the Brewery Quarter and 10-15 minutes from Montpellier, with Cheltenham Racecourse approximately 1.9km away. The 2-bedroom, 1-bathroom flat offers 40m² of living space, including a private roof terrace with Cheltenham views, sleeping up to 6 guests and featuring a fully equipped kitchen, parking, and excellent guest ratings.
10 53 reviews
Cheltenham
08/07 – 08/09
HK$2158/nighttotal: HK$4316 (2 )
Stunning Central 2 Bedroom Apartment With Parking
1 3
apartment , Gloucestershire
This Cheltenham apartment, situated on a tree-lined street a short walk from the town centre and Cheltenham Racecourse, offers easy access to shops, restaurants, and festivals. The recently refurbished two-bedroom flat sleeps four guests, boasting a super-king (convertible to twins) and king-size bed, a fully equipped kitchen with Nespresso machine and dishwasher, a bathroom with a double-ended bath and walk-in shower, plus fast Wi-Fi, underfloor heating, and a private courtyard.
8.0 3 reviews
Cheltenham
01/11 – 01/12
HK$1512/nightfor 1 night
Luxury 2br Penthouse In Cheltenham Free Parking
1 2
apartment , Cheltenham
This one-bedroom penthouse apartment in Cheltenham is situated 14 kilometres from Kingsholm Stadium and 13 kilometres from Sudeley Castle. This accommodation offers free WiFi and on-site parking, featuring a fully equipped kitchen and a living room with a flat-screen TV, suitable for up to 11 guests.
9.7 77 reviews
Cheltenham
06/26 – 06/28
HK$2368/nighttotal: HK$4736 (2 )
De Luxe-maison-sdb Privée Avec Douche-vue Sur Rue
1 2
apartment , Gloucestershire
This stylish Cheltenham mews house, situated in the Lansdown area, offers easy access to Cheltenham town centre and its Regency architecture, though precise distances aren't specified. The two-bedroom, two-bathroom property sleeps four, boasting an open-plan kitchen, lounge, and dining area, plus en-suite facilities and a private terrace in the master suite; amenities include complimentary Wi-Fi, parking, and a pet-friendly policy (£15 per pet, per day).
9.6 87 reviews
Cheltenham
07/03 – 07/04
HK$1995/nightfor 1 night
Wesley House - Fantastic Location With Free Parking
1 2
apartment , Cheltenham
Wesley House is a recently renovated apartment in Cheltenham, just 1.9km from the Town Hall and 2.6km from the University of Gloucestershire, making it ideal for exploring the town's attractions and cultural offerings. It has received excellent ratings for location, cleanliness, and user experience. The apartment has one bedroom, one bathroom, and can accommodate up to two guests. It features a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as free Wi-Fi, a flat-screen TV, and a washing machine.
9.4 36 reviews
Cheltenham
08/21 – 08/23
HK$2625/nighttotal: HK$5250 (2 )
Beautiful Bath Road Retreat With Log Burner
2 4
house , Cheltenham
This cosy 2-bedroom house is just 14km from Sudeley Castle and 15km from Gloucester Cathedral, offering a peaceful retreat close to Cheltenham's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience. This comfortable home provides 56 square meters of living space, accommodating up to 6 guests. Enjoy a well-equipped kitchen, a relaxing garden, free Wi-Fi, and a cosy fireplace, making it perfect for both families and groups of friends.
9.9 167 reviews
Cheltenham
07/01 – 07/03
HK$1260/nighttotal: HK$2520 (2 )
Regency Flat, Private Courtyard, Free Parking
1 2
apartment , Gloucestershire
This Regency flat is situated in central Cheltenham, Gloucestershire, a 0.8 km walk from the town centre and a 2.4-4 km walk from Cheltenham Racecourse. The recently renovated Grade II* listed building offers a one-bedroom apartment sleeping three, with a well-equipped kitchen, private courtyard, high-speed broadband, Virgin Plus TV, free nearby parking, and a king-size bed with Portuguese linen.
9.2 15 reviews
Cheltenham
08/07 – 08/09
HK$1785/nighttotal: HK$3570 (2 )
2br Apartment With Balcony | Central Cheltenham
1 3
apartment , Gloucestershire
This Cheltenham apartment offers a central location, providing easy access to the town's shops, restaurants, and cultural attractions such as the Pittville Pump Room, within a short distance. The two-bedroom flat, sleeping up to four guests, boasts a fully equipped kitchen, private terrace, allocated parking, and high-speed broadband; perfect for exploring Gloucestershire.
9.6 1061 reviews
Cheltenham
01/11 – 01/12
HK$1354/nightfor 1 night
Portland Apartments
1 2
apartment , Cheltenham
The Portland Apartments are conveniently located in Cheltenham Spa, just a 15-minute walk from the racecourse and a 5-minute stroll from the town centre's shops, restaurants, and bars. These apartments consistently receive excellent ratings for their location, cleanliness, and overall experience. The apartments offer a comfortable and stylish living space with a fully equipped kitchen and a private garden. Guests can enjoy a range of amenities, including a 24-hour concierge service, parking, and room service, making for a truly relaxing stay.
9.8 48 reviews
Cheltenham
07/17 – 07/31
HK$945/nighttotal: HK$13230 (14 )
Blue Garden Retreat By Fortuna Property Portfolio
1 1
resort , Gloucestershire
This Cheltenham studio apartment is situated in a modern, secure estate, a 0.8km walk from Cheltenham Spa railway station and 2.4km from Cheltenham town centre. The self-contained unit, sleeping two, features a fully equipped kitchen, en-suite bathroom with washer/dryer, 40-inch TV with Netflix and Sky, and a large private patio with allocated off-street parking for two to three cars.
9.9 153 reviews
Cheltenham
08/07 – 08/09
HK$1843/nighttotal: HK$3686 (2 )
The Rum Cottage, Tivoli (Cosy - Free Parking!)
2 3
house , Gloucestershire
This charming two-bedroom cottage is located in Tivoli, Cheltenham, just a short walk from the bustling Montpellier area with its restaurants, bars, and gardens. It has excellent user, location, and cleanliness ratings. The cottage offers a stylish open-plan kitchen and living space, perfect for families of up to four guests. It features modern amenities, including a Smart TV, WiFi, Nespresso machine, and a BBQ for outdoor dining.
Best family friendly Cheltenham holiday rentals
Among the 1491 accommodations in Cheltenham, here are the 4 best family friendly rentals
8.7 3 reviews
Cheltenham
10/27 – 10/31
HK$937/nighttotal: HK$3748 (4 )
One Bedroom House Free Parking
1 2
apartment , Gloucestershire
This one-bedroom flat in Cheltenham offers convenient access to local attractions, situated 12.87 kilometres from Sudeley Castle and 14.32 kilometres from Kingsholm Stadium. Guests can enjoy complimentary private parking, free Wi-Fi, a fully equipped kitchen, and terrace access, with a maximum capacity of three people and a check-out time of 11:00 AM.
10 384 reviews
Cheltenham
10/27 – 10/31
HK$1171/nighttotal: HK$4684 (4 )
Footsteps From The Town & Parks (+ Hamper/parking)
1 2
apartment , Cheltenham
This apartment is located in Little Portland, a central district in Cheltenham, just a short walk from Pittville Park and the town centre. It has excellent user, location, and cleanliness ratings. The apartment has one bathroom and can accommodate up to four guests. It comes equipped with a fully fitted kitchen, a comfortable living space, and a range of amenities, including free parking, Wi-Fi, and a welcome food hamper.
9.8 41 reviews
Cheltenham
06/30 – 07/03
HK$2489/nighttotal: HK$7467 (3 )
The Atelier A Stylish Cheltenham Hideaway For 4
1 2
apartment , Gloucestershire
The Atelier is a dog-friendly, two-bedroom Georgian apartment in Cheltenham's prestigious Park district, a short walk from Cheltenham town centre and Leckhampton's walking trails. This self-check-in flat offers two bathrooms (including a rainfall shower), a fully equipped kitchen with dishwasher, private courtyard, parking, and comfortably sleeps four guests, providing easy access to Cheltenham's shops, cafes, and Cotswold Hills day trips.
10 1 review
Cheltenham
09/11 – 09/18
HK$1932/nighttotal: HK$13524 (7 )
Pittville Apartment - By Luxury Apartments
2 2
apartment , Cheltenham
The Pittville Apartment is situated in Cheltenham, just 14.6 kilometres from Kingsholm Stadium and 35.4 kilometres from Cotswold Water Park. This two-bedroom apartment, spanning 98 square metres, comfortably accommodates up to seven guests and features a fully equipped kitchen, two bathrooms, a private entrance, and a complimentary welcome treat.
Best Cheltenham holiday rentals with parking
8.8 3 reviews
Cheltenham
08/21 – 08/23
HK$1471/nighttotal: HK$2942 (2 )
Two-bedroom Apartment
2 4
apartment , Cheltenham
This Cheltenham apartment is centrally located, a 0.5km walk from Cheltenham Town Hall and 1.4km from the University of Gloucestershire, offering easy access to shops, restaurants, and bars. The 66 square metre flat features two bedrooms, two bathrooms, sleeps four guests, and includes a bespoke kitchen with integrated appliances, free Wi-Fi, and parking.
9.8 75 reviews
Cheltenham
08/07 – 08/09
HK$2153/nighttotal: HK$4306 (2 )
The Lily Pad - Boutique Townhouse, A Short Walk To Town Center And Racecourse
2 3
house , Cheltenham
This Cheltenham townhouse, a short walk from the town centre and racecourse, is 14.2km from Kingsholm Stadium and conveniently located for exploring the Cotswolds. The 102 square metre property boasts two bedrooms, two bathrooms, and two living rooms, comfortably accommodating seven guests and featuring free Wi-Fi, a fully equipped kitchen, and a terrace.
8.4 107 reviews
Cheltenham
08/15 – 08/16
HK$2110/nightfor 1 night
Welcome To Your Modern And Comfortable Stay In Cheltenham, Free Parking, Spacious 2 Bedroom Town House, Self Catering, Walking Distance To Town Centre
2 6
house , Cheltenham
This charming Gloucestershire home is situated just a short distance from the town centre, 9.5 miles from Kingsholm Stadium and 7.3 miles from Sudeley Castle, offering a peaceful retreat with easy access to local attractions. Guests consistently praise the property for its excellent location, cleanliness, and overall value. The two-bedroom house spans 80 square metres and comfortably accommodates up to four guests. Enjoy a fully equipped kitchen, air conditioning, a private terrace with garden views, and a dedicated picnic area, perfect for relaxing after a day exploring Gloucestershire.
Cheltenham
06/27 – 07/04
HK$1592/nighttotal: HK$11144 (7 )
Cottage ∙ 3 Bedrooms ∙ 8 Guests
3 2
cottage
This charming cottage is located on the edge of Cheltenham, within walking distance of the university grounds, pubs, and the town centre. The suburban setting provides a peaceful retreat while still being close to the action. The cottage comfortably sleeps 8 guests in 4 bedrooms, making it ideal for families or groups of friends. It includes a well-equipped kitchen with a dishwasher, a private garden with a decking area and barbecue, and free Wi-Fi.
Frequently asked questions about holiday rentals in Cheltenham
What should a first-time visitor not miss in Cheltenham?
For a first visit, you'd want to see the iconic Pittville Pump Room and the beautiful gardens, and maybe catch a show at the Everyman Theatre. If you're into history, the Cheltenham Art Gallery and Museum is a must.
What are the best Airbnb and vacation rentals in Cheltenham?
Which neighborhood in Cheltenham should you consider for a vacation rental?
The Montpellier area is quite popular for rentals. It's close to the shops, restaurants and bars, and you're within walking distance of the town centre. The area around the Promenade is also good, as it's close to the parks and the Montpellier Gardens.
What are the top family-friendly attractions in Cheltenham?
The Cheltenham Museum and Art Gallery has plenty for kids, and the Cotswold Wildlife Park is great for a day out. The Holst Birthplace Museum is also a good option, with interactive exhibits and a beautiful garden.
What are the best vacation rentals with a pool in Cheltenham?
When is the best time to book a vacation rental in Cheltenham?
The best time to book is usually in the spring or autumn, as the weather is mild and there are fewer crowds. If you're looking for a bargain, you might find better deals in the winter, but you'll need to be prepared for colder weather.
What are the best rentals for families and kids in Cheltenham?
What events or festivals should visitors check out in and around Cheltenham?
The Cheltenham Jazz Festival in April is a big one, and the Cheltenham Literature Festival in October is another popular event. The Cotswold Show in July is a great day out, and there are plenty of other smaller events happening throughout the year.
What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?
What are the best budget-friendly activities in Cheltenham?
A walk in the Montpellier Gardens or Pittville Park is free, and you can enjoy the views from the top of Cleeve Hill for a small fee. The Cheltenham Museum and Art Gallery is free to enter, and there are plenty of free events happening in the town throughout the year.
What are the best restaurants with local dishes in Cheltenham?
The Tavern is a popular spot for traditional pub grub, and The Wheatsheaf serves up delicious Cotswold fare. For something a bit more upscale, The Ivy Montpellier Brasserie is a good option.
What are the best walking or cycling routes in Cheltenham?
The Cotswold Way is a popular long-distance trail that passes through Cheltenham. For shorter walks, the Cotswold Water Park is a great option, and the cycle path along the River Chelt is a good choice for a leisurely ride.
Are there pet-friendly attractions in Cheltenham?
Yes, many pubs in the town are dog-friendly, and the parks and gardens are generally welcoming to pets. The Cotswold Wildlife Park also allows dogs on leads in some areas.
What are the benefits of choosing a vacation rental in Cheltenham?
Vacation rentals offer more space and privacy than a hotel room, and they can be a good option for families or groups. You often have access to a kitchen, which can save on dining costs.
What are the top sports attractions and facilities in Cheltenham?
Cheltenham Racecourse is famous for its horse racing events, and the town also has a number of other sports facilities, including a golf course, a leisure centre and a rugby club.
Destinations nearby
Best Cheltenham holiday rentals with a balcony
8.6 91 reviews
Cheltenham
10/27 – 10/31
HK$1377/nighttotal: HK$5508 (4 )
Belle Vue Stylish Town Centre Apartment With Private Parking
1 2
apartment , Cheltenham
This recently renovated Cheltenham apartment, located 14 kilometres from Kingsholm Stadium and 32 kilometres from the Cotswold Water Park, offers convenient access to local attractions. The 54-square-metre flat features one bedroom with a king-size bed, one bathroom, a fully equipped kitchen with dining area, a balcony, free parking and Wi-Fi, accommodating up to three guests.
Cheltenham
06/26 – 06/28
HK$19711/nighttotal: HK$39422 (2 )
Villa ∙ 5 Bedrooms ∙ 10 Guests
5 2
house , Shurdington
Elysian Heights, a 5-bedroom house in Shurdington, offers panoramic Cotswolds views from Leckhampton Hill, placing guests within 5 kilometers of Cheltenham's cultural attractions and Painswick's stone buildings. This family-friendly property accommodates up to 10 guests, featuring a cinema room, hot tub, indoor sauna, landscaped gardens with a playground and outdoor kitchen, and a lounge with an 83-inch TV and log burner, with internet and parking provided.
9.4 3 reviews
Cheltenham
09/11 – 09/18
HK$2510/nighttotal: HK$17570 (7 )
Stunning 2 Bed In The Heart Of Cheltenham
2 2
apartment , Cheltenham
This centrally located Cheltenham apartment is within a 2.4km walk of Cheltenham General Hospital, the Playhouse Theatre, Everyman Theatre, Cheltenham Town Hall, and Imperial Gardens. The two-bedroom, two-bathroom flat sleeps four guests and boasts a fully equipped kitchen, private enclosed yard, free Wi-Fi, and on-site parking.
9.1 8 reviews
Cheltenham
08/21 – 08/23
HK$4429/nighttotal: HK$8858 (2 )
Albert House - 3 Beds, Central & Racecourse!
3 4
house , Gloucestershire
Albert House, a spacious Gloucestershire dwelling, enjoys a central location near Cheltenham Racecourse, 14.8km from Kingsholm Stadium and 35.4km from the Cotswold Water Park. This three-bedroom, two-bathroom property boasts 1076 square metres of floor space, comfortably accommodating up to 11 guests with amenities including free Wi-Fi, private parking, and a fully equipped kitchen; enjoy the garden and terrace.
Best Cheltenham holiday rentals with air conditioning
Cheltenham
08/07 – 08/09
HK$3639/nighttotal: HK$7278 (2 )
Winchcombe Cottage With Breathtaking Views
1 3
apartment , Winchcombe
This Cheltenham flat offers countryside views and is situated near the Cotswold Way, Sudeley Castle, and Winchcombe's cultural attractions, placing you 1.5 kilometers from Winchcombe's centre. This one-bedroom flat accommodates up to five guests and features air conditioning, Wi-Fi, a private garden, and parking, with direct access to walking routes ideal for exploring the Cotswolds.
9.7 46 reviews
Cheltenham
06/30 – 07/03
HK$826/nighttotal: HK$2478 (3 )
Station House, Serviced Apartment 8 With Air-con
1 2
resort , Cheltenham
This Cheltenham apartment is directly opposite the train station, making it perfect for exploring the town centre and its many attractions, such as the Montpellier Gardens, just 0.5km away. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The flat is modern and spacious, with a separate bedroom and bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen with a dishwasher, a king-size bed with hotel-quality bedding, a comfortable sofa bed, a 40-inch smart TV, air conditioning, and secure keypad entry.
10 208 reviews
Cheltenham
07/11 – 07/12
HK$1617/nightfor 1 night
The Cabin
1 2
apartment , Cheltenham
The Cabin is a one-bedroom apartment located in Cheltenham, 13.7 kilometres from Kingsholm Stadium and 30.6 kilometres from Cotswold Water Park, offering a peaceful retreat away from the town centre. It has received excellent ratings for user experience, location, and cleanliness. The 30 square metre apartment comfortably sleeps two guests. Amenities include a fully equipped kitchen with a fridge and microwave, a private garden with scenic views, free Wi-Fi, and a flat-screen TV with access to streaming services.
10 39 reviews
Cheltenham
08/21 – 08/23
HK$13695/nighttotal: HK$27390 (2 )
Prestige-maison-salle De Bain Privée-vue Ville-hom
1 4
apartment , Gloucestershire
This exceptional Cheltenham property, close to the Cotswolds Area of Outstanding Natural Beauty, offers easy access to picturesque villages and landscapes. Sleeping up to 12 guests in six bedrooms and three bathrooms, this six-bedroom house boasts a spacious open-plan kitchen, lounge, and dining area, a landscaped garden with private gym and sauna, and private parking for at least four cars.