Jing House, a two-bedroom Cheltenham property, offers comfortable accommodation for up to seven guests. This 79 square metre house features two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, a private terrace and garden, free Wi-Fi, and parking; it is ideally located for exploring Cheltenham's attractions.
9.8 472 reviews
Cheltenham
10/10 – 11/10
NZ$1062/nightfor 1 night
*Stylish House, Sleeps 14, Town Location, Parking*
1 3
apartment , Gloucestershire
This spacious house is located on a private road in central Cheltenham, just a short walk from Montpellier Gardens, the town centre, and The Promenade. The property has received excellent ratings for its location, cleanliness, and overall user experience. The house has four bedrooms and two bathrooms, spanning a total floor area of 2 square metres. It offers a range of amenities including a fully equipped kitchen, a dining room, a living room with a flat-screen TV, a courtyard garden, and free WiFi.
9.7 386 reviews
Cheltenham
21/07 – 24/07
NZ$189/nighttotal: NZ$567 (3 )
Modern Studio In The Heart Of Cheltenham
1 2
studio , Gloucestershire
This Cheltenham studio flat offers a central location, a 30-minute walk or 4.8-kilometre drive from Cheltenham Racecourse and close to numerous bars, cafes, and restaurants. The ground-floor apartment features secure bike storage, sleeps two guests, includes a fridge and microwave, and benefits from excellent user, location, and cleanliness ratings.
9.4 7 reviews
Cheltenham
26/06 – 28/06
NZ$497/nighttotal: NZ$994 (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.
10 1 review
Cheltenham
26/06 – 27/06
NZ$169/nightfor 1 night
Modern Studio Appartment
1 2
studio , Cheltenham
This Cheltenham studio flat is located in Swindon Village, approximately 3km from Cheltenham town centre, close to Gallagher Shopping Centre and Simply Gym, and within easy reach of the A40 and M5 motorway. The self-contained apartment sleeps two, features a private entrance, free parking, and includes access to a nearby park, playing field, and St. Lawrence Church; making it perfect for exploring Cheltenham and the surrounding area.
8.3 8 reviews
Cheltenham
10/07 – 11/07
NZ$519/nightfor 1 night
Lux 2br Penthouse Cheltenham Town Centre + Parking
1 2
apartment , Gloucestershire
This two-bedroom penthouse apartment is located in the centre of Cheltenham, offering immediate access to boutique shops, cafes, Montpellier, and the Promenade, with Cheltenham Racecourse a short drive away. This self-catering property accommodates up to six guests and features a fully equipped kitchen, a stylish living area, and complimentary allocated parking, making it ideal for festival attendance and exploring the town.
9.7 8 reviews
Cheltenham
10/07 – 11/07
NZ$1222/nightfor 1 night
Vibrant 4br I 2 Bath I Entire Home I Ctr Cheltenham I Short And Long Term Stays I Relocations
4 2
house , Cheltenham
This recently renovated four-bedroom house is located in Cheltenham, 13.6 kilometres from Kingsholm Stadium and 13.7 kilometres from Gloucester Cathedral. This spacious 110 square metre property accommodates up to 15 guests with a fully equipped kitchen, free WiFi, and a terrace, offering a convenient base for exploring attractions such as Sudeley Castle, located 13 kilometres away.
9.9 53 reviews
Cheltenham
04/09 – 04/10
NZ$224/nighttotal: NZ$6720 (30 )
Cosy 2 Bed Cottage With Parking And Patio
2 3
apartment , Gloucestershire
Rosemary Cottage offers a centrally located Cheltenham holiday home, less than 1.6km from Cheltenham town centre, the railway station, and close to Cheltenham Racecourse and the Cotswolds. This two-bedroom, four-person dwelling boasts a king-size and double bedroom, a well-equipped kitchen with fridge, freezer, and dishwasher, a paved courtyard, private parking, and excellent guest reviews.
Cheltenham
25/07 – 27/07
NZ$3370/nighttotal: NZ$6740 (2 )
House For Cheltenham Races
1 10
apartment , Gloucestershire
This five-bedroom, five-bathroom apartment offers excellent accommodation in the central Montpellier district of Gloucestershire, situated adjacent to Montpellier Park and a mere 200 meters from The Ivy. Ideal for groups of up to ten guests, this spacious property provides a comfortable base with internet and kitchen facilities, perfect for attending events like 'the races' or exploring the local area.
10 107 reviews
Cheltenham
10/10 – 11/10
NZ$1092/nightfor 1 night
Cheltenham Festival X2 Double Rooms And 1 Single
1 3
apartment , Gloucestershire
This charming guesthouse is located in a quiet residential area of Gloucestershire, just 1.6 km from the racecourse and within easy walking distance of a Sainsbury's supermarket and a bus stop. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. The house offers a shared kitchen with a fridge, microwave, and dishwasher, allowing guests to prepare their own meals. Guests can enjoy a continental breakfast each morning and benefit from the owner's 24/7 availability, ensuring peace of mind and assistance whenever needed.
This recently refurbished four-bedroom flat is located on a quiet cul-de-sac in Cheltenham, offering easy walking access to the Racecourse, Everyman Theatre, Cheltenham Town Hall, The Wilson Art Gallery, and various shops and eateries, placing you within a short stroll of the town's cultural hub. This stylish accommodation spans 110 square meters and comfortably sleeps up to eight guests across four double bedrooms and one twin room, featuring a chic open-plan basement kitchen and living area with underfloor heating, high-speed WiFi, a smart TV with Netflix, a laundry area with a washing machine and tumble dryer, and a small courtyard, with complimentary toiletries and basic cooking essentials provided.
8.4 107 reviews
Cheltenham
26/06 – 27/06
NZ$339/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 2
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.
Best family friendly Cheltenham holiday rentals
Among the 1491 accommodations in Cheltenham, here are the 4 best family friendly rentals
9.0 20 reviews
Cheltenham
11/01 – 12/01
NZ$322/nightfor 1 night
Charming Town Centre 2 Bed House
2 2
house , Cheltenham
This one-bedroom Cheltenham house is centrally located, offering easy access to shops, restaurants, and cultural attractions, and is 13.2km from Sudeley Castle and 14.8km from Gloucester Cathedral. The 74 square metre property sleeps seven, features a fully equipped kitchen, private parking, free Wi-Fi, and a flat-screen TV.
9.9 101 reviews
Cheltenham
27/10 – 31/10
NZ$316/nighttotal: NZ$1264 (4 )
Self Contained Annex In Montpellier With Parking
1 2
apartment , Gloucestershire
The Annex is a stylish apartment situated in the Suffolks district of Cheltenham, close to restaurants, bars, and shops, and within easy reach of Cheltenham's festivals. This property has received excellent user ratings for its location, cleanliness, and overall experience. The Annex features an open-plan living area, a kitchen, and a comfortable bedroom, comfortably accommodating up to three guests. Guests can enjoy a private courtyard, free parking, and modern amenities such as a TV, stylish furnishings, and a well-equipped kitchen.
9.8 33 reviews
Cheltenham
21/08 – 23/08
NZ$559/nighttotal: NZ$1118 (2 )
Moderne-maison-salle De Bain Privée-vue Sur Rue
1 3
apartment , Gloucestershire
This three-bedroom apartment in Tivoli, Gloucestershire, is conveniently located near Montpellier and central Cheltenham, offering easy access to shops, restaurants, and attractions within a few kilometers. The spacious property features an open-plan living, dining, and kitchen area, sleeps six guests comfortably, and includes off-road parking, complimentary Wi-Fi, and a fully equipped kitchen with amenities.
9.4 13 reviews
Cheltenham
04/09 – 04/10
NZ$245/nighttotal: NZ$7350 (30 )
Beautiful Family Home, Prime Cheltenham Location
1 3
apartment , Gloucestershire
This Cheltenham Victorian terrace house, a five-minute walk from Cheltenham town centre and three minutes from local shops and restaurants, offers easy access to Cheltenham Racecourse and the Cheltenham Jazz and Literature Festivals. Sleeping four guests in two bedrooms (one king-size, one twin), the property features a fully equipped kitchen, dining area, sumptuous living room, secure back garden with artificial grass, outdoor kitchen, and on-street parking with a permit.
Best Cheltenham holiday rentals with parking
9.4 15 reviews
Cheltenham
01/07 – 04/07
NZ$247/nighttotal: NZ$741 (3 )
Central 1 Bedroom Apartment With Parking
1 2
apartment , Gloucestershire
This Gloucestershire apartment offers a central location, conveniently situated 13.5 km from Gloucester Cathedral and 12 km from Kingsholm Stadium, providing easy access to numerous Gloucestershire attractions. The 56 square metre flat features one bedroom, one bathroom, sleeps two guests, includes free private parking, and is non-smoking.
Cheltenham
26/06 – 27/06
NZ$403/nightfor 1 night
Super Stylish 2 Bed House, Cheltenham Town Centre
1 2
apartment , Cheltenham
This two-bedroom house in Cheltenham town centre offers easy access to local amenities and is situated 13 kilometres from Sudeley Castle and 14 kilometres from Kingsholm Stadium. This family-friendly property spans 80 square metres, accommodates up to seven guests, and features a well-equipped kitchen with a fridge and dishwasher, complimentary Wi-Fi, and garden access.
9.7 3 reviews
Cheltenham
26/06 – 28/06
NZ$551/nighttotal: NZ$1102 (2 )
Peaceful & Spacious 2 Bed Home In Cheltenham
2 4
house , Gloucestershire
This Cheltenham property in Gloucestershire enjoys a peaceful setting, 13.5 km from Kingsholm Stadium and 14.6 km from Gloucester Cathedral, offering easy access to Cotswold attractions such as Sudeley Castle (13.2 km) and Broadway Tower (30.6 km). The 65 square metre dwelling comprises two bedrooms, one bathroom, and accommodates up to 11 guests, featuring a fully equipped kitchen, terrace, free Wi-Fi, and free private parking.
9.6 6 reviews
Cheltenham
02/07 – 05/07
NZ$461/nighttotal: NZ$1383 (3 )
Cheltenham Town Centre With Parking Space
1 3
house , Cheltenham
This Cheltenham townhouse is located centrally, providing easy access to local amenities and is 12.4 kilometres from Sudeley Castle and 14.2 kilometres from Kingsholm Stadium. This property offers WiFi, a kitchen, and parking for up to 13 guests, with 2 bathrooms and 1 bedroom.
Frequently asked questions about holiday rentals in Cheltenham
What are the top family-friendly attractions in Cheltenham?
The most popular family-friendly attraction is probably the Cotswold Wildlife Park & Gardens, it has a huge range of animals and is great for a day out. The Everyman Theatre is also a good option, they have lots of shows that are suitable for kids. And for a rainy day, you can always visit the National Waterways Museum.
What are the best Airbnb and holiday rentals in Cheltenham?
When is the best time to book a vacation rental in Cheltenham?
The best time to book a vacation rental is usually in advance, especially if you're travelling during peak season, which is generally from April to October. If you're flexible with your dates, you might find a better deal by booking last minute.
What events or festivals should visitors check out in and around Cheltenham?
The Cheltenham Jazz Festival is a big one, held in April and attracting big names. The Cheltenham Literature Festival in October is another popular one, with talks and readings from famous authors. And of course, there's the Cheltenham Festival in March, a huge horse racing event.
What are the best holiday rentals with a pool in Cheltenham?
What are the best budget-friendly activities in Cheltenham?
A walk along the Cotswold Way is a great way to explore the area, and it's free. You can also visit the Pittville Park, a large park with a lake and plenty of space to relax. And for a bit of history, the Holst Birthplace Museum is a great option and is very reasonably priced.
What are the best rentals for families and kids in Cheltenham?
What are the best restaurants with local dishes in Cheltenham?
For a real taste of local food, I'd recommend The Tavern, they do traditional pub grub with a modern twist. The Wheatsheaf is another good option, they're known for their Sunday roasts. And if you're looking for something a bit more upmarket, The Ivy is a lovely restaurant with a great menu.
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 is a fantastic long-distance trail that passes through Cheltenham, offering stunning views of the countryside. For a shorter walk, the Pittville Park loop is a lovely option, and for cyclists, the Cotswold Cycleway is a great route.
Are there pet-friendly attractions in Cheltenham?
Yes, many places in Cheltenham are dog-friendly. Pittville Park is great for a walk with your dog, and many pubs and cafes welcome dogs. The Cotswold Wildlife Park & Gardens also allows dogs in certain areas.
What are the benefits of choosing a vacation rental in Cheltenham?
A vacation rental gives you more space and privacy than a hotel, and you can often cook your own meals, which can save money. You'll also have access to amenities like a garden or patio, which can be great for relaxing.
Destinations nearby
Best Cheltenham holiday rentals with a balcony
Cheltenham
03/07 – 04/07
NZ$451/nightfor 1 night
Lower Lyndale
2 2
house , Leckhampton
This Leckhampton cottage, Lower Lyndale, is located within 14 kilometres of Gloucester Cathedral and 31 kilometres of Cotswold Water Park. This 93 square meter dwelling accommodates up to 11 guests across 2 bedrooms and 2 bathrooms, offering a fully equipped kitchen with a dishwasher, a terrace, garden, and private parking with complimentary WiFi.
8.8 3 reviews
Cheltenham
21/08 – 23/08
NZ$690/nighttotal: NZ$1380 (2 )
Modern & Spacious Home In Central Cheltenham
3 4
apartment , Gloucestershire
This Cheltenham holiday home is situated less than 1.6km from Cheltenham Art Gallery & Museum, Cineworld Cheltenham, and The Promenade, offering easy access to Cheltenham Spa railway station (1.4km). The three-bedroom property boasts three bathrooms, a fully equipped kitchen including dishwasher and washing machine, and comfortably accommodates six guests in a smoke-free environment with convenient parking.
8.9 44 reviews
Cheltenham
26/06 – 28/06
NZ$290/nighttotal: NZ$580 (2 )
Cobblestone Studio By Fortuna Property Portfolio
1 2
studio , Cheltenham
Cobblestone Studio, a recently renovated Cheltenham apartment, is conveniently located approximately 13km from Gloucester Cathedral and 12km from Kingsholm Stadium. This 17 square metre self-contained studio sleeps three, offering a fully equipped kitchen with microwave and fridge, private parking, a terrace, garden, and washing machine, ideal for exploring Cheltenham and the surrounding Cotswolds.
Cheltenham
06/08 – 08/08
NZ$1160/nighttotal: NZ$2320 (2 )
Magnificent Getaway In Cheltenham-parking - Garden
5 4
apartment , Cheltenham
This seven-bedroom Cheltenham house, near Crickley Hill Country Park and Barnwood Arboretum & Park, offers easy access to Cheltenham Racecourse and Jonny-Rocks Stadium. Sleeping up to 13 guests, this property boasts five spacious bedrooms, two bathrooms, a modern open-plan living area, a fully equipped kitchen with dishwasher, a private garden, parking, and two Smart TVs with Netflix access.
Best Cheltenham holiday rentals with air conditioning
Cheltenham
07/08 – 09/08
NZ$1049/nighttotal: NZ$2098 (2 )
Montpellier Cheltenham - Character Georgian Town House
1 3
house , Cheltenham
This character Georgian townhouse is situated in Cheltenham's Montpellier district, 13.04 kilometres from Gloucester Cathedral and 13.36 kilometres from Kingsholm Stadium. This 46 square metre townhouse offers accommodation for up to 9 guests, featuring a fully equipped kitchen, air conditioning, and free WiFi, making it a suitable base for exploring Cheltenham.
9.8 155 reviews
Cheltenham
11/12 – 31/12
NZ$412/nighttotal: NZ$8240 (20 )
Flat 3: Elegant & Spacious 3 Bed By Pittville Park
3 3
apartment , Gloucestershire
This charming house is located in Cheltenham, a vibrant town just 10km from the Cotswolds, offering easy access to the area's beautiful countryside and charming villages. It has consistently received excellent ratings from guests for its cleanliness, location, and overall experience. The house features three bedrooms, two bathrooms, and a comfortable living area, making it ideal for families or groups of up to seven people. Guests can enjoy a private garden, free parking, and a range of amenities, including a fully equipped kitchen, air conditioning, and complimentary toiletries.
Cheltenham
20/08 – 21/08
NZ$219/nightfor 1 night
45 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests
2 4
apartment
This two-bedroom flat is located in a peaceful residential area of Great Britain, a short walk from a bus stop and a nearby park. This 45 square meter flat offers air conditioning, a fully equipped kitchen, and comfortable sleeping arrangements for up to six guests, with two double beds and a double sofa bed.
Cheltenham
02/07 – 05/07
NZ$501/nighttotal: NZ$1503 (3 )
The Cobblestone Townhouse By Fortuna Property Portfolio
3 3
apartment , Cheltenham
This 3-bedroom, 2.5-bathroom flat in Cheltenham offers prime access to local attractions, being a 548-meter walk from Cheltenham Spa station, a 9-minute walk from the Cheltenham Art Gallery and Museum, and a 5-minute drive from Cheltenham Racecourse. With 147 square meters of floor area, this accommodation comfortably sleeps eight guests and includes air conditioning, Wi-Fi, a fully equipped kitchen with a dishwasher, and on-site parking.