Diamond Jubilee, a fully electric self-catering apartment in Cheltenham's Suffolks area, offers easy access to Montpellier's shops and restaurants, and is within walking distance of Cheltenham's many festivals. This recently renovated coach house features an open-plan layout over two levels, a king-size bedroom, a glass-walled en-suite shower room, and on-site parking (unsuitable for large vehicles), accommodating up to two guests.
10 147 reviews
Cheltenham
01/08 – 02/08
234 €/nightfor 1 night
Regency Apartment In The Centre Of Cheltenham.
1 2
apartment , Gloucestershire
This charming flat is located in Clarence Square, just a short walk from Cheltenham town centre and the famous Cheltenham Racecourse, making it a great base for exploring the area. The property has received excellent ratings for cleanliness, location and user experience. The flat has a large living space, a spacious kitchen, a bedroom, and a wet room, comfortably accommodating two guests. The flat also benefits from a private courtyard, free on-street parking, a comfortable bed, and a large table, perfect for enjoying meals or working.
9.8 47 reviews
Cheltenham
17/07 – 31/07
104 €/nighttotal: 1456 € (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.
8.0 3 reviews
Cheltenham
01/08 – 02/08
245 €/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.
8.9 159 reviews
Cheltenham
21/08 – 23/08
226 €/nighttotal: 452 € (2 )
Elliot Oliver - 2 Bedroom Garden Apartment With Parking
2 4
apartment , Cheltenham
This garden flat is located in Cheltenham, just 29km from Weston Park, 34km from Cotswold Water Park and 47km from Coughton Court, making it a great base for exploring the Cotswolds. It has received very good user and location ratings, and an excellent cleanliness rating. The flat has two bedrooms, providing space for a small family or group of friends, and is 60 square metres in size. It offers a private garden, dedicated parking, free WiFi and is close to Cheltenham's attractions, including the racecourse and theatre.
9.3 3 reviews
Cheltenham
21/08 – 23/08
275 €/nighttotal: 550 € (2 )
Cheltenham Town House - Sleeps 8 - Central
1 4
house , Gloucestershire
This three-bedroom, two-bathroom flat is located on Bath Road in Cheltenham, placing it within a 5-10 minute walk of Montpelier, the Promenade, and Cheltenham town centre, with Montpellier Gardens hosting the Food & Drink and Jazz Festivals nearby, and the racecourse a short taxi ride away. This property offers accommodation for up to eight guests across three floors, featuring an open-plan kitchen and dining area, a separate living room with a sofa bed, and a secure garden with a garden room suitable for pets, all equipped with internet access.
9.9 64 reviews
Cheltenham
21/08 – 23/08
310 €/nighttotal: 620 € (2 )
Luxury Cottage - Town Centre With Parking
3 4
apartment , Gloucestershire
This three-bedroom Cotswold cottage is situated in Cheltenham, a regency town in Gloucestershire, within walking distance of the town's shops, restaurants and attractions. The cottage sleeps six guests and boasts three en-suite bathrooms, a fully equipped kitchen, and a comfortable living area, making it a perfect choice for families or groups of friends looking for a relaxing getaway in the Cotswolds.
8.9 6 reviews
Cheltenham
17/07 – 31/07
86 €/nighttotal: 1204 € (14 )
Studio Apartment - The Pearl
1 1
studio , Cheltenham
This studio apartment in Cheltenham is located 13 kilometres from Sudeley Castle and 13.7 kilometres from Kingsholm Stadium, offering convenient access to local attractions. This 19 square meter studio provides accommodation for two guests with a fully equipped kitchen and complimentary Wi-Fi, ideal for a quiet base with no parties permitted.
8.5 22 reviews
Cheltenham
02/07 – 05/07
196 €/nighttotal: 588 € (3 )
F3 Walkable To Racecourse! Sleeps 4
1 3
apartment , Cheltenham
This Cheltenham apartment, centrally located and within easy reach of Sudeley Castle (13 km), Kingsholm Stadium (13.7 km), and Gloucester Cathedral (14.6 km), offers convenient access to major attractions. The 40 square metre self-catering flat features one bedroom, one bathroom, and can accommodate up to seven guests, boasting free parking and a fully equipped kitchenette.
9.0 1152 reviews
Cheltenham
11/07 – 12/07
169 €/nightfor 1 night
Strozzi Palace Suites By Mansley
1 2
apartment , Cheltenham
Strozzi Palace Suites by Mansley is situated in Cheltenham, just a short walk from the town hall and the University of Gloucestershire. This apartment has received excellent ratings for its location, cleanliness, and overall experience. The suite features a well-equipped kitchenette, a comfortable living area, and a private bathroom. Amenities include air conditioning, free Wi-Fi, and a terrace or balcony, making it ideal for a self-catering stay.
9.4 3 reviews
Cheltenham
02/07 – 05/07
192 €/nighttotal: 576 € (3 )
Cheltenham Town Centre Stay With Cozy Balcony Retreat
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & Ev Charger
2 4
apartment , Cheltenham
This recently renovated Cheltenham apartment, located 13.2 km from Sudeley Castle and 13.5 km from Kingsholm Stadium, offers convenient access to local attractions. The 61 square metre self-catering flat features two bedrooms, two bathrooms, sleeps seven, and includes a fully equipped kitchen with dishwasher, free private parking with EV charger, and free Wi-Fi.
Best family friendly Cheltenham holiday rentals
Among the 1491 accommodations in Cheltenham, here are the 4 best family friendly rentals
9.6 63 reviews
Cheltenham
07/08 – 09/08
296 €/nighttotal: 592 € (2 )
Dove Cottage Beautifully Restored Tudor Cottage Sleeps 6 Or 7
3 3
cottage , Winchcombe
This family-friendly cottage is located just a short 10-minute walk from Winchcombe Folk and Police Museum and Belas Knap, with Sudeley Castle and Hailes Abbey within a 5-kilometre radius, offering easy access to the area's historical attractions. It has received excellent user ratings, making it a popular choice for families and groups. The cottage spans 138 square metres and comfortably accommodates up to 8 guests in its 4 bedrooms and 3 bathrooms. Amenities include a fully equipped kitchen, a relaxing spa tub, a private garden with barbecue facilities, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Cheltenham
27/10 – 31/10
214 €/nighttotal: 856 € (4 )
Bath Road Retreat 2 Bedrooms With Garden - Pass The Keys
2 2
apartment , Cheltenham
This Cheltenham holiday home is conveniently located within 1.6km of Cheltenham General Hospital and the University of Gloucestershire, and within 2.4km of the Playhouse Theatre and Imperial Gardens. This 56 square metre property sleeps four guests in three bedrooms and one bathroom, boasting a fully equipped kitchen with appliances including a dishwasher and washing machine, plus a private garden.
8.0 1 review
Cheltenham
21/07 – 24/07
213 €/nighttotal: 639 € (3 )
The Little Green House - Cheltenham, Walk To Town
2 2
apartment , Cheltenham
This Victorian terrace house is located in Cheltenham, a five-minute walk (0.8 km) from Cheltenham town centre, offering easy access to shops, restaurants, and bars. The two-bedroom property sleeps four, features a fully equipped kitchen, a secure garden with artificial grass and play frame, fast internet, and a bathroom with a bath and shower; making it perfect for families visiting Cheltenham.
This Gloucestershire self-catering house is located on a quiet lane in the Suffolks and Montpellier district, a desirable area of Cheltenham. This two-bedroom retreat offers an open-plan kitchen, lounge, and dining area, a private patio, and sleeps up to four guests, with all linens, towels and toiletries provided.
Best Cheltenham holiday rentals with parking
10 2 reviews
Cheltenham
04/09 – 04/10
164 €/nighttotal: 4920 € (30 )
Pristine Montpellier Gardens Apartment
2 3
apartment , Cheltenham
This Cheltenham apartment is conveniently located an 8-minute walk (approximately 0.6km) from Cheltenham Town Hall and an 11-minute walk (approximately 0.9km) from the Promenade, offering easy access to the town centre. The two-bedroom, two-bathroom flat sleeps four guests and includes a fully equipped kitchen with appliances such as a dishwasher and fridge, in-unit laundry facilities, Wi-Fi, and a fireplace; nearby attractions include Cheltenham Racecourse and Gloucester Quays.
Cheltenham
15/08 – 29/08
92 €/nighttotal: 1288 € (14 )
The Cheltenham Suites - Elegant 1 Bed Apartment
1 1
apartment , Cheltenham
This Cheltenham town centre flat is a short walk from the Regent Arcade shopping centre, Everyman and Playhouse Theatres, and a 0.5km taxi ride from Cheltenham Racecourse. The 46-square-metre self-catering apartment features one bedroom, one bathroom, a private terrace, parking, and sleeps two guests, with a king-size bed, modern kitchen, and smart TV.
9.0 3 reviews
Cheltenham
21/07 – 24/07
100 €/nighttotal: 300 € (3 )
Stylish 1-bed Apartment In Fairview
1 2
apartment , Cheltenham
This flat is situated in the Fairview district of Cheltenham, 12.4 kilometres from Sudeley Castle and 15.1 kilometres from Kingsholm Stadium. This 46 square metre apartment offers WiFi, a kitchen with a dishwasher, and accommodates up to three guests, being ideal for those interested in cycling.
8.5 13 reviews
Cheltenham
28/06 – 29/06
637 €/nightfor 1 night
Queens Road By Signature Stays - Modern - Central
5 2
house , Cheltenham
This Cheltenham house, located on Queens Road, is 12.2 kilometres from Kingsholm Stadium and 12.7 kilometres from Gloucester Cathedral. The 151-square-metre property boasts a spacious layout with two bedrooms, two bathrooms, and ample amenities including free Wi-Fi, parking, a garden, and patio, accommodating up to 23 guests.
Frequently asked questions about holiday rentals in Cheltenham
What are the top family-friendly attractions in Cheltenham?
The Everyman Theatre offers great shows for all ages, and the Cotswold Wildlife Park & Gardens is a fantastic day out for families with its diverse animal collection and beautiful gardens.
What are the best Airbnb and holiday rentals in Cheltenham?
When is the best time to book a vacation rental in Cheltenham?
To avoid the peak season, book your vacation rental between April and May or September and October. You'll still have plenty of sunshine and fewer crowds.
What events or festivals should visitors check out in and around Cheltenham?
The Cheltenham Jazz Festival is a big one in May, and the Cheltenham Literature Festival in October attracts big names. If you're into horse racing, the Cheltenham Festival in March is a must-see!
What are the best holiday rentals with a pool in Cheltenham?
What are the best budget-friendly activities in Cheltenham?
Take a walk along the Promenade and enjoy the views. Visit the free exhibits at the Cheltenham Art Gallery & Museum. Explore the beautiful Pittville Park and its lake.
What are the best rentals for families and kids in Cheltenham?
What are the best restaurants with local dishes in Cheltenham?
For a taste of local cuisine, try The Tavern, which serves classic pub grub, or The Wheatsheaf, known for its modern British dishes with a focus on local produce.
What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?
What are the best walking or cycling routes in Cheltenham?
The Cotswold Way National Trail passes through Cheltenham, offering stunning views of the countryside. For a shorter cycle, try the 10km loop around the Cotswold Water Park.
Are there pet-friendly attractions in Cheltenham?
Yes, many pubs and restaurants are dog-friendly, and Pittville Park is a great spot for a walk with your furry friend. The Cotswold Wildlife Park & Gardens also welcomes well-behaved dogs.
What are the benefits of choosing a vacation rental in Cheltenham?
Vacation rentals offer more space and privacy than hotels, and often come with amenities like a kitchen and laundry facilities. They can also be more affordable, especially for larger groups.
What are the top sports attractions and facilities in Cheltenham?
Cheltenham Racecourse is world-famous for its horse racing events. There's also the Cheltenham Town Football Club, and the town has many sports facilities, including tennis courts, swimming pools, and golf courses.
Destinations nearby
Best Cheltenham holiday rentals with a balcony
10 4 reviews
Cheltenham
21/08 – 23/08
330 €/nighttotal: 660 € (2 )
Luxury Woodland Stay - Private Walks - Just Refurbished
2 4
apartment , Cheltenham
This recently refurbished two-bedroom flat in Cheltenham offers a tranquil woodland setting, located 14.16 kilometres from Lydiard Park, 14.16 kilometres from Gloucester Cathedral, and 13.99 kilometres from Kingsholm Stadium. This 38 square metre accommodation sleeps up to 13 guests and features two living rooms, a fully equipped kitchen, complimentary WiFi, free private parking, and a garden with a terrace.
9.0 14 reviews
Cheltenham
28/06 – 29/06
161 €/nightfor 1 night
Woodland Cabin - Cotswold Way - Logs & Dogs
1 2
apartment , Cheltenham
Woodland Cabin - Cotswold Way, a tranquil lodge in Cheltenham, is situated 13.8 kilometres from Kingsholm Stadium and 32.2 kilometres from Cotswold Water Park. This pet-friendly cabin accommodates up to seven guests and offers a well-equipped kitchen, free high-speed WiFi, and complimentary private parking.
9.8 75 reviews
Cheltenham
11/09 – 18/09
203 €/nighttotal: 1421 € (7 )
The Lily Pad - Boutique Townhouse, A Short Walk To Town Center And Racecourse
2 2
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.
9.1 135 reviews
Cheltenham
21/08 – 23/08
320 €/nighttotal: 640 € (2 )
Margaret's Terrace By Fortuna Property Portfolio
2 4
apartment , Cheltenham
This Cheltenham apartment on Margaret's Terrace offers excellent location, situated 12.4 km from Sudeley Castle and 15.3 km from Gloucester Cathedral. The 54 square metre self-catering flat features two bedrooms, one bathroom, a fully equipped kitchen, a balcony, free private parking and Wi-Fi, comfortably sleeping up to four guests.
Best Cheltenham holiday rentals with air conditioning
Cheltenham
15/08 – 29/08
232 €/nighttotal: 3248 € (14 )
Contemporary 2-bed 2-bath Home With Parking
2 1
apartment , Gloucestershire
This holiday apartment is centrally located in Cheltenham, Gloucestershire, a short walk from Pittville Park and the Holst Birthplace Museum. This family-friendly property offers two bedrooms, two bathrooms, and accommodation for four guests, featuring a fully equipped kitchen, complimentary Wi-Fi, and a garden.
9.5 15 reviews
Cheltenham
10/10 – 11/10
247 €/nightfor 1 night
Charming Townhouse With Free Parking & Garden
1 3
apartment , Gloucestershire
This Cheltenham townhouse, opposite Tesco and a three-minute walk from Sainsbury's, offers easy access to Cheltenham High Street and its attractions, all within a 0.4-kilometre radius. The newly refurbished two-bedroom property sleeps six, boasting a well-equipped kitchen, private courtyard, rear garden, and free parking – ideal for families or groups exploring Gloucestershire.
10 146 reviews
Cheltenham
21/07 – 24/07
154 €/nighttotal: 462 € (3 )
Beautiful Barn In The Cotswolds
1 2
farm , Gloucestershire
This converted barn is located in Gloucestershire, just a short drive from Cheltenham, the Cotswold Way, and Gloucester Rugby. The property enjoys excellent ratings for cleanliness, location, and user experience. The barn offers a spacious open-plan layout, comfortably sleeping up to four guests. It comes with a fully equipped kitchen, a private garden, and a fitness centre, perfect for enjoying the Gloucestershire countryside.
9.7 18 reviews
Cheltenham
20/08 – 21/08
167 €/nightfor 1 night
Comfy Modern Home, Entire Flat, King Size Bed
1 4
apartment , Gloucestershire
This one-bedroom flat is ideally situated in a peaceful area of Gloucestershire, close to local attractions and amenities. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The flat comfortably accommodates up to four guests with a king-size bed in the bedroom and a sofa bed in the open plan kitchen and living area. Guests can enjoy modern appliances, free parking, and a peaceful retreat after a day of exploring Gloucestershire.