This charming bed and breakfast is situated just 5 kilometres from Cheltenham town centre, a short walk from Montpellier's pubs and restaurants and the train station. It has received excellent ratings for cleanliness, location, and overall guest experience. The guest house is set up with a private entrance and hallway, offering a sense of privacy. It can accommodate up to four guests with a double bedroom, a separate bathroom, and the option of adding two single beds. Guests can enjoy free parking, Wi-Fi, a mini-fridge stocked with fresh milk and chilled water, and local recommendations from the hosts.
Cheltenham
25/07 – 27/07
901 €/nighttotal: 1802 € (2 )
The Cheltenham Suites - Collection Of Luxury Flats
5 10
apartment , Cheltenham
The Cheltenham Suites, a spacious five-bedroom apartment, is located in Cheltenham, 13.5 km from Sudeley Castle and 14.5 km from Kingsholm Stadium. This 209 square metre self-catering property sleeps up to 16 guests, boasting four bathrooms, a fully equipped kitchen with dishwasher, and a private patio; towels and linen are provided.
Cheltenham
11/07 – 12/07
376 €/nightfor 1 night
6-bed House Only 1 Mile To The Racecourse!
1 2
house , Cheltenham
This 6-bedroom property in Cheltenham is located just 1.6 kilometres from the renowned Cheltenham Racecourse and 14.8 kilometres from Kingsholm Stadium. This holiday home offers a private terrace, complimentary WiFi, and a fully equipped kitchen, accommodating up to 23 guests with 2 bathrooms and 2 bedrooms.
9.4 7 reviews
Cheltenham
26/06 – 28/06
250 €/nighttotal: 500 € (2 )
Stunning 2 Bed Townhouse With Patio In Cheltenham
1 4
house , Gloucestershire
This two-bedroom house in Cheltenham, Gloucestershire, is located on Gratton Road, a short walk from Bath Road and the Suffolks area, with independent shops, restaurants, and cafes nearby. This property offers accommodation for four guests with a modern living area, a well-equipped kitchen with a dining space, a private patio, and internet access.
This Cheltenham apartment offers two bedrooms, two bathrooms, and sleeps seven, ideally located 10km from Sudeley Castle and a short drive from Gloucester Cathedral. The 18-square-metre self-catering flat features a fully equipped kitchen, private parking, a garden, and free Wi-Fi, perfect for families or groups exploring the Cotswolds.
10 115 reviews
Cheltenham
04/09 – 04/10
133 €/nighttotal: 3990 € (30 )
Comfortable Bungalow Close To Town And Countryside
3 3
apartment , Swindon
This Swindon Village bungalow, situated on Cheltenham's edge, is under 2.4km from Cheltenham Racecourse and a 10-minute drive from Cheltenham town centre, offering easy Cotswolds access. The three-bedroom, one-bathroom property sleeps four, features a new kitchen with dishwasher, a smart TV, good WiFi, driveway parking, and a small private garden (currently under renovation).
9.8 110 reviews
Cheltenham
27/10 – 31/10
138 €/nighttotal: 552 € (4 )
Prestbury Village Annexe.
1 2
house , Cheltenham
This charming annexe is located in Prestbury Village, just a short walk from Cheltenham Racecourse and three doors down from The Plough pub, offering a peaceful retreat in the Cotswold Hills. The annexe is perfect for solo travellers or couples looking for a cosy and intimate space. This charming self-catering property features a fully equipped kitchen and a comfortable living area, perfect for relaxing after a day exploring the local area. The annexe also has a private parking space, making it ideal for exploring the Cotswolds by car.
Cheltenham
26/06 – 28/06
98 €/nighttotal: 196 € (2 )
Relaxing Retreat In Cheltenham
1 2
apartment , Cheltenham
This studio flat is centrally situated on Bath Street in Cheltenham, a short walk from the Montpellier District and within easy reach of the Cheltenham Playhouse and Everyman Theatre. The 16 square meter studio offers accommodation for two guests with a super king bed, a well-equipped kitchen featuring a microwave, and a modern bathroom with a shower.
8.2 28 reviews
Cheltenham
01/08 – 02/08
199 €/nightfor 1 night
Mayville House Flat
1 2
apartment , Cheltenham
This charming one-bedroom flat is located in a peaceful cul-de-sac in Cheltenham, just a 5-minute walk from the town's shops, restaurants, and theatre. It has received excellent ratings for location, cleanliness, and overall experience. The 12 square metre flat has a comfortable bedroom with a super king-size bed and a spacious living/dining area with two sofa beds. Guests can enjoy free Wi-Fi, a TV, parking, and a fully equipped kitchen with a washing machine, microwave, fridge, and freezer.
9.8 241 reviews
Cheltenham
26/06 – 28/06
170 €/nighttotal: 340 € (2 )
Clarence Square Penthouse
1 2
apartment , Gloucestershire
This stunning Regency apartment is located in Pittville, Cheltenham, Gloucestershire, overlooking Clarence Square and within easy reach of Cheltenham's town centre. The self-catering flat offers a Superking bed, a sofa bed (additional fee), a fully equipped kitchen with dishwasher, a modern shower room, and comfortably accommodates four guests.
8.0 2 reviews
Cheltenham
25/07 – 27/07
476 €/nighttotal: 952 € (2 )
Modern 4 Bedroom 4 Bathroom Home In Cheltenham
4 10
apartment , Cheltenham
This modern 4-bedroom townhouse is located near Cheltenham Town Centre, offering convenient access to shopping and dining, with West End Car Park just 3 minutes away on foot. This townhouse accommodates up to 8 guests and features a fully equipped kitchen, a lounge with flat-screen TVs, and four double bedrooms, each with an en suite shower room, Wi-Fi, and Netflix access.
9.6 25 reviews
Cheltenham
17/07 – 31/07
87 €/nighttotal: 1218 € (14 )
Studio Apartment - The Pearl
1 1
apartment , Gloucestershire
This Cheltenham studio apartment is situated in Regency Cheltenham, near the George Hotel and less than 1 kilometre from Cheltenham town centre, residing in a Grade II listed building. The self-contained apartment, sleeping two, includes a fridge, freezer, microwave, and internet access; its proximity to Cheltenham's attractions offers easy access to local amenities and activities.
Best family friendly Cheltenham holiday rentals
Among the 1491 accommodations in Cheltenham, here are the 4 best family friendly rentals
9.1 12 reviews
Cheltenham
02/07 – 05/07
267 €/nighttotal: 801 € (3 )
The Burton Penthouse By Fortuna Property Portfolio
2 3
apartment , Cheltenham
The Burton Penthouse is a Cheltenham apartment situated 13.2 km from Kingsholm Stadium and 33.8 km from Cotswold Water Park, offering easy access to the town centre. This recently renovated, 56 square metre penthouse features two bedrooms, one bathroom, sleeps nine guests, and boasts a terrace, garden, free Wi-Fi, and a fully equipped kitchen including a dishwasher.
8.8 3 reviews
Cheltenham
01/08 – 31/07
214 €/nighttotal: 77896 € (364 )
Tudor House By Stae-homes
3 1
apartment , Gloucester Gloucestershire
This 3-bedroom house in Gloucester is situated just a 15-minute walk from Gloucester Cathedral and Gloucester Quays, with Gloucester Docks also within 2km. The property is highly rated, with guests praising its convenient location and comfortable amenities. The house offers 93 square metres of space, comfortably accommodating up to 6 guests. It features a fully equipped kitchen, a washing machine, and a TV, along with internet access.
Cheltenham
11/01 – 12/01
452 €/nightfor 1 night
House ∙ 4 Bedrooms ∙ 8 Guests
4 2
house
This family-friendly detached house on Mitre Street 2 in Great Britain is located in a neighbourhood offering easy access to outdoor activities such as hiking and fishing, with local attractions and dining a short drive away. This spacious property accommodates up to 8 guests across 4 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a TV and sound system in the living area, and outdoor spaces including a courtyard, terrace, and patio, with amenities like a coffee machine, microwave, and dishwasher for convenience.
9.5 40 reviews
Cheltenham
26/06 – 28/06
480 €/nighttotal: 960 € (2 )
No2 Clarence Grade Ii Regency Townhouse Short Walk To Racecourse And Town Centre
3 2
house , Cheltenham
This Grade II Regency townhouse is located in Cheltenham, a short walk from both the racecourse and the town centre, and is approximately 12 kilometres from Sudeley Castle. The property has received excellent ratings for its location, cleanliness, and overall experience. This 3-bedroom house offers 137 square metres of space and can comfortably accommodate up to 6 guests. The property includes a private garden, a fireplace, a fully equipped kitchen, and modern amenities such as free Wi-Fi, a flat-screen TV, and a washing machine.
Best Cheltenham holiday rentals with parking
9.6 26 reviews
Cheltenham
15/08 – 16/08
921 €/nightfor 1 night
Town Centre Oasis With Two Hot Tubs
4 6
apartment , Cheltenham
This Cheltenham apartment, situated in a historic building in the town centre, is conveniently located 13km from Sudeley Castle and 14.6km from Gloucester Cathedral. This four-bedroom, self-catering flat offers 9 square metres of space, sleeping up to eight guests and boasting a private patio, garden, parking, jacuzzi, and free Wi-Fi.
9.9 121 reviews
Cheltenham
11/12 – 31/12
175 €/nighttotal: 3500 € (20 )
Two Double Bedrooms Guest Annexe With Ev Charging
1 3
house , Gloucestershire
This Cheltenham guest annexe is situated less than 100 metres from Cheltenham Race Course and a 10-minute walk (approximately 0.8 km) from Cheltenham town centre, offering easy access to shops, restaurants, and attractions. This self-contained property boasts two double bedrooms, accommodating up to four guests, and includes a fully equipped kitchen, garden, fitness centre, secure parking, EV charging (surcharge applies), and bike storage; access to laundry facilities and a home gym is also available (subject to availability).
10 6 reviews
Cheltenham
27/06 – 28/06
145 €/nightfor 1 night
Studio 3 - Stylish Apartment Central To Hospital And Racecourse
1 2
studio , Cheltenham
Studio 3 - Close to Racecourse is a ground floor apartment in Cheltenham, offering garden views and convenient access to the racecourse, with Kingsholm Stadium 15 kilometres away and Cotswold Water Park 32 kilometres distant. This 20 square metre studio sleeps two guests and features a kitchen with a fridge and microwave oven, complimentary Wi-Fi, and provided bed linen and towels, though hen or stag parties are not permitted.
9.5 4 reviews
Cheltenham
11/12 – 31/12
201 €/nighttotal: 4020 € (20 )
Lovely 2-bed Home Right By Cheltenham Racecourse
2 3
house , Cheltenham
This 2-bedroom house in Cheltenham is located adjacent to Cheltenham Racecourse and is 11 kilometres from Sudeley Castle and 16 kilometres from Gloucester Cathedral and Kingsholm Stadium. This 84 square meter vacation home accommodates up to 11 guests and features a garden, free WiFi, a fireplace, and a fully equipped kitchen, with nearby cycling routes offering outdoor activities.
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
9.6 138 reviews
Cheltenham
01/07 – 03/07
127 €/nighttotal: 254 € (2 )
Cheltenham Studio Apartment
1 2
studio , Cheltenham
This studio apartment in Cheltenham is conveniently located within easy reach of attractions such as Weston Park, Cotswold Water Park and Coughton Court, making it an ideal base for exploring the Cotswolds. The property has consistently received excellent ratings for its cleanliness, location and overall experience. The self-catering studio apartment is perfect for couples, offering a comfortable and convenient space with a floor area of 25 square metres. Guests can enjoy a private patio, free Wi-Fi, a fully equipped kitchen with a fridge, freezer and microwave oven, as well as a garden and parking.
9.1 8 reviews
Cheltenham
21/08 – 23/08
489 €/nighttotal: 978 € (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.
Cheltenham
11/09 – 18/09
199 €/nighttotal: 1393 € (7 )
The Lodge, Private Parking & Garden
1 2
apartment , Gloucestershire
This luxurious Cheltenham lodge, situated in the Pittville district, is a short walk from Cheltenham Racecourse and a 2.4-km stroll from Cheltenham town centre. The 78-square-metre self-catering property boasts a king-size bedroom, a bathroom with dual sinks, a high-spec kitchen, and a private patio; it sleeps two guests and offers access to local attractions such as Sandford Parks Lido and the Cotswolds.
Cheltenham
11/12 – 31/12
404 €/nighttotal: 8080 € (20 )
Stunning Townhouse With Large Garden - Sleeps 8
3 3
apartment , Cheltenham
This charming townhouse is situated in the heart of Cheltenham, just a short walk from boutique shops, art galleries, and the famous Racecourse. The surrounding area offers a delightful blend of historical charm and modern amenities, making it an ideal base for exploring Gloucestershire. This spacious property comfortably accommodates up to eight guests with three bedrooms, two bathrooms, and a fully equipped kitchen. Enjoy the sunny courtyard, relax in the light-filled living area, and take advantage of the convenient location near numerous attractions, including golf courses, ski centres, and parks.
Best Cheltenham holiday rentals with air conditioning
Cheltenham
07/08 – 09/08
402 €/nighttotal: 804 € (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.
9.5 15 reviews
Cheltenham
21/07 – 22/07
262 €/nightfor 1 night
Charming Townhouse With Free Parking & Garden
1 5
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.
9.6 223 reviews
Cheltenham
27/10 – 31/10
172 €/nighttotal: 688 € (4 )
Luxurious 1 Bed Detached Home With Gated Parking
1 2
house , Cheltenham
This charming house is situated in Pittville Circus Road, Cheltenham, within easy reach of Weston Park, Cotswold Water Park, and Coughton Court. The property has received excellent ratings for location, cleanliness, and user experience. The house features one bedroom and one bathroom, providing comfortable accommodation for two guests. Amenities include a terrace, a garden, parking, and a fully equipped kitchen with a fridge and microwave oven, ensuring a pleasant stay.
9.7 18 reviews
Cheltenham
01/08 – 02/08
130 €/nightfor 1 night
Comfy Modern Home, Entire Flat, King Size Bed
1 2
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.
