Cheltenham holiday rentals: compare the best deals
9.8 16 reviews
Cheltenham
08/21 – 08/23
HK$2363/nighttotal: HK$4726 (2 )
Maison-traditionelle-salle De Bain Privée-vue Sur
1 4
house , Gloucestershire
This Victorian terraced house offers accommodation in central Cheltenham, a short walk of 500 meters from the High Street's shops and restaurants. This property sleeps seven guests across three bedrooms, featuring a kitchen with an induction hob and electric oven, a private garden, and two resident street parking permits.
Cheltenham
08/01 – 07/31
HK$1711/nighttotal: HK$622804 (364 )
The Annex, Ideal Country Hideaway - Great Location
1 1
apartment , The Leigh
This self-contained apartment in The Leigh is situated in a village just off the A38 Tewkesbury Road, offering easy access to Gloucester, Tewkesbury, and Cheltenham. The one-bedroom annex sleeps two guests, features a kitchenette with a fridge, a shower room, secure parking, high-speed Wi-Fi, and all bills included.
9.3 36 reviews
Cheltenham
10/10 – 10/11
HK$1733/nightfor 1 night
Spacious, Central, Two Bedrooms, Two Bathrooms.
1 3
apartment , Gloucestershire
This Gloucestershire apartment offers a central location, within easy walking distance of Cheltenham Racecourse and various festivals. The two-bedroom, two-bathroom flat sleeps four guests and boasts a fully equipped kitchen, living room with an excellent entertainment system, and comfortable Emma mattresses.
9.9 27 reviews
Cheltenham
07/17 – 07/31
HK$957/nighttotal: HK$13398 (14 )
Cheltenham Town Centre 1 Bedroom Apartment
1 1
apartment , Gloucestershire
This one-bedroom flat is located in the heart of Gloucestershire's town centre, just a short walk from the High Street and its bustling bars and restaurants. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The flat is a comfortable and modern space, ideal for couples or small groups of up to three people. Guests can enjoy a well-equipped kitchen, free Wi-Fi, a smart TV, and a private parking space, making it a convenient and relaxing base for exploring the county.
9.0 4 reviews
Cheltenham
08/15 – 08/29
HK$998/nighttotal: HK$13972 (14 )
Eclectic 1bd In The Heart Of Cheltenham
1 1
apartment , Cheltenham
This Cheltenham apartment is situated 0.6km from Cheltenham General Hospital and 3.7km from Cheltenham Racecourse, offering easy access to the University of Gloucestershire and Imperial Gardens. The 40 square metre flat comprises one bedroom, one bathroom, and sleeps two guests, boasting free WiFi, a Smart TV, and a fully equipped kitchen including a washing machine.
10 3 reviews
Cheltenham
01/11 – 01/12
HK$2042/nightfor 1 night
Rosebay Gardens - Warm, Welcoming 4br Retreat
1 2
house , Golden Valley
Rosebay Gardens is a 4-bedroom house in Golden Valley, located 11.9 kilometres from Kingsholm Stadium and 12.1 kilometres from Gloucester Cathedral. This property offers accommodation for 13 guests with 2 bathrooms, a fully equipped kitchen, free WiFi, and private parking, plus a terrace for outdoor relaxation.
9.8 472 reviews
Cheltenham
10/10 – 10/11
HK$4841/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.
9.9 139 reviews
Cheltenham
07/21 – 07/24
HK$917/nighttotal: HK$2751 (3 )
Studio Apartment, King-size Bed &Private Patio X 2
1 2
apartment , Gloucestershire
This Cheltenham studio apartment, ideally located near Cheltenham Racecourse and Pittville Park, offers easy access to the town centre and Gloucestershire's attractions. The self-contained, newly renovated apartment sleeps two, features a fridge and microwave, a garden, on-street parking, and boasts excellent guest ratings for cleanliness and location.
10 43 reviews
Cheltenham
10/27 – 10/31
HK$1305/nighttotal: HK$5220 (4 )
Victorian Cheltenham Town House
1 2
house , Gloucestershire
This Cheltenham Victorian townhouse, a 5-minute walk from Cheltenham town centre and close to Pittville Park and Montpellier Gardens, offers a convenient base for exploring Gloucestershire. The two-bedroom property, sleeping four, includes a separate sitting and dining room, a south-facing garden, and a downstairs shower room; free on-street parking is provided.
9.9 238 reviews
Cheltenham
07/21 – 07/24
HK$1549/nighttotal: HK$4647 (3 )
Mulberry Cottage
1 2
house , Cheltenham
Mulberry Cottage is a charming house located in Cheltenham, just 31 km from Cotswold Water Park and 48 km from Coughton Court. It has received excellent ratings for its location, cleanliness, and overall experience. The cottage has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a private garden, free Wi-Fi, and a fully equipped kitchen with a fridge and microwave oven.
10 2 reviews
Cheltenham
08/21 – 08/23
HK$1740/nighttotal: HK$3480 (2 )
2br Apartment With Balcony | Central Cheltenham
2 3
apartment , Cheltenham
This centrally located Cheltenham flat is a 5-minute walk from Regent Arcade shopping centre and a short stroll from the Everyman and Playhouse theatres, with Cheltenham Racecourse a 3.2-kilometre drive away. The 70-square-metre self-catering apartment features two double bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, a private terrace, allocated parking, and accommodates up to four guests.
Cheltenham
07/10 – 07/11
HK$2048/nightfor 1 night
Central Serviced Apartments
1 2
apartment , Cheltenham
These Central Serviced Apartments are located in Cheltenham town centre, just a short walk from the city's main attractions, including Montpellier Gardens and the Everyman Theatre. The apartments offer a convenient and central base for exploring all that Cheltenham has to offer. Each apartment comfortably accommodates two guests and features a well-equipped kitchen, a terrace or balcony, and free Wi-Fi. Enjoy relaxing evenings in your apartment, with a TV for entertainment and the option to choose between double or twin beds.
Best family friendly Cheltenham holiday rentals
Among the 1491 accommodations in Cheltenham, here are the 4 best family friendly rentals
9.5 4 reviews
Cheltenham
09/04 – 10/04
HK$1757/nighttotal: HK$52710 (30 )
16 Lansdown Flat 3 - By Luxury Apartments
2 3
resort , Gloucestershire
This Cheltenham apartment, located on Lansdown Place, is a short distance from Montpellier's amenities and offers easy access to the town centre. The Grade II-listed, two-bedroom flat features a Super-King-size bed, a fully equipped kitchen with dishwasher, a bathroom with rainfall shower, and accommodates up to three guests; a workstation in the second bedroom is ideal for remote workers.
10 2 reviews
Cheltenham
06/26 – 06/28
HK$2935/nighttotal: HK$5870 (2 )
Stunning And Contemporary 2 Bed Home In Lansdown
2 2
apartment , Gloucestershire
This Cheltenham holiday home is situated near Imperial Gardens (0.5km) and Cheltenham Racecourse (3.5km), offering easy access to Cheltenham town centre's historical attractions, including the Edward Wilson statue and Cheltenham Town Hall (both within a 10-minute walk). The two-bedroom, two-bathroom property sleeps four guests and features a fully equipped kitchen with dishwasher, a terrace, on-site parking, and complimentary Wi-Fi; enjoy exploring Gloucestershire's attractions or relaxing after a day at the races.
10 1 review
Cheltenham
06/26 – 06/28
HK$2100/nighttotal: HK$4200 (2 )
Stylish 2-bed-résidence-salle De Bain Privée-vue S
2 4
apartment , Gloucestershire
This restored Victorian flat is located a short walk from Cheltenham town centre, providing easy access to its restaurants and attractions. This family-friendly flat sleeps four across two bedrooms, featuring a fully equipped kitchen, a private garden, and a bathroom with a roll-top bath and rainfall shower.
9.4 24 reviews
Cheltenham
06/26 – 06/28
HK$4489/nighttotal: HK$8978 (2 )
5 Bed Modern Cheltenham Town Centre Home
5 2
house , Cheltenham
This modern five-bedroom home is conveniently located in Cheltenham town centre, just 13 kilometres from Sudeley Castle and 14 kilometres from Kingsholm Stadium. The property has received excellent ratings for cleanliness, location, and overall experience. This spacious house offers 139 square metres of living space, comfortably accommodating up to eight guests. The property features a fully equipped kitchen, a terrace, a garden, free parking, and a range of amenities for families and cyclists.
Best Cheltenham holiday rentals with parking
Cheltenham
07/17 – 07/31
HK$1347/nighttotal: HK$18858 (14 )
Bright & Airy 2bd - 10 Mins Walk Into Centre
2 1
apartment , Cheltenham
This Cheltenham holiday home is centrally located, within a 1.6km walk of the Cheltenham Art Gallery & Museum and Cineworld, and a 2.4km stroll from Pittville Park and The Promenade. The two-bedroom property sleeps four, boasts a fully equipped kitchen including a fridge, microwave, and dishwasher, a private garden, parking, and free WiFi; enjoy easy access to Cheltenham Spa railway station (3.2km).
10 1 review
Cheltenham
07/10 – 07/11
HK$3937/nightfor 1 night
Historic & Stylish Cottage
4 2
house , Charlton Kings
Historic & Stylish Cottage is a family-friendly house in Charlton Kings, Gloucestershire, located 16km from Kingsholm Stadium and 32km from Cotswold Water Park. This 116 square metre property sleeps 13 guests in four bedrooms and two bathrooms, boasting a terrace, garden, parking, and access to a tennis court, concierge service, and nearby cycling routes; a paid airport shuttle to Bristol Airport (85km) is available.
9.5 161 reviews
Cheltenham
01/11 – 01/12
HK$1474/nightfor 1 night
Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking
2 2
apartment , Gloucestershire
This modern two-bedroom flat is located in Cheltenham, just 14.3 kilometres from Kingsholm Stadium, 12.3 kilometres from Sudeley Castle, and 34 kilometres from Cotswold Water Park, offering easy access to Gloucestershire's attractions. The apartment is situated on a quiet street, providing a peaceful retreat from the bustle of the town. The 65 square metre flat comfortably accommodates up to six guests with its two bedrooms and one bathroom. It features a fully equipped kitchen, free Wi-Fi, private parking, and a living room with a flat-screen TV, making it ideal for a relaxing stay.
9.7 19 reviews
Cheltenham
08/21 – 08/23
HK$2363/nighttotal: HK$4726 (2 )
Elliot Oliver - Luxury 2 Bedroom, 2 Bathroom Apt With Parking
2 4
apartment , Cheltenham
This recently renovated luxury flat in Cheltenham is located 13.5 kilometres from Kingsholm Stadium and 32.2 kilometres from Cotswold Water Park. This 84 square metre apartment offers two bedrooms, two bathrooms, and accommodates up to six guests with complimentary WiFi, a fully equipped kitchen, and private parking.
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
Cheltenham
07/02 – 07/05
HK$2594/nighttotal: HK$7782 (3 )
Fully Equipped Cheltenham Home - Parking & Garden
3 3
apartment , Gloucestershire
This non-smoking holiday home in Cheltenham is located 700 meters from Pittville Park and is a 9-minute walk from Cheltenham Racecourse, offering convenient access to local attractions and the wider Gloucestershire region. This family-friendly apartment features a private garden and terrace, a fully equipped kitchen with a fridge and microwave oven, free Wi-Fi, and on-site parking, with proximity to Gloucester Docks and Gloucester Quays for shopping and cycling opportunities.
9.8 124 reviews
Cheltenham
08/07 – 08/09
HK$2972/nighttotal: HK$5944 (2 )
The Hideaway: Authentic Country Living
1 3
apartment , Birdlip
This charming house is located in Gloucester, just 0.8 miles from Crickley Hill Country Park and within 6 miles of Prinknash Abbey and the University of Gloucestershire, offering a peaceful retreat close to attractions. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. The house features a well-equipped kitchen with a fridge, microwave, dishwasher, and laundry facilities. Guests can enjoy the private garden with barbecue facilities, a terrace, and a Jacuzzi, making it perfect for relaxing and entertaining.
Cheltenham
09/11 – 09/18
HK$1974/nighttotal: HK$13818 (7 )
Coach House - Lovely Home In Cheltenham
1 2
house , Cheltenham
This Cheltenham holiday home is conveniently located within 1.5km of Cheltenham General Hospital and the University of Gloucestershire, and under 2km from the Imperial Gardens and Cheltenham Town Hall. The property offers in-house laundry facilities, free Wi-Fi, and an iron and ironing board, making it ideal for longer stays and within easy reach of Cheltenham Spa railway station (24-minute walk).
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.
Best Cheltenham holiday rentals with air conditioning
10 146 reviews
Cheltenham
07/21 – 07/24
HK$1395/nighttotal: HK$4185 (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.
Cheltenham
07/02 – 07/05
HK$2283/nighttotal: HK$6849 (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.
Cheltenham
08/01 – 07/31
HK$13684/nighttotal: HK$4980976 (364 )
Racing Accommodation On Course
1 1
apartment , Southam
This family-friendly guesthouse is situated within Southam's racecourse, offering convenient access to the course's facilities and attractions. The five-bedroom property boasts three bathrooms, sleeps up to twelve guests, and includes a kitchen, parking, and air conditioning, alongside a spacious yard with ducks.
Cheltenham
08/21 – 08/23
HK$4033/nighttotal: HK$8066 (2 )
Stylish Converted Bakery In Central Cheltenham
1 3
apartment , Gloucestershire
This converted bakery, The Old Bakery, is centrally located in Cheltenham, Gloucestershire, offering 1 kilometer access to the town's amenities and attractions. This characterful apartment accommodates up to six guests across three bedrooms and features a fully equipped kitchen, a bath and shower, and is pet-friendly, with free on-street parking available.
