Best Holiday rentals and Airbnb offers in Cheltenham
9.5 37 reviews
Cheltenham
15/08 – 29/08
SG$122/nighttotal: SG$1708 (14 )
1b Vernon Court Town Centre No Parking Off High St
1 1
apartment , Cheltenham
This Cheltenham studio apartment is situated in a courtyard just 0.05km from the High Street, providing easy access to Sainsbury's and a short walk to Montpellier and Suffolk areas. The self-contained unit sleeps two, features a king-size bed (convertible to twins), a well-equipped kitchenette with fridge, freezer, microwave, hob, kettle and toaster, an ensuite bathroom, and the option to book an adjoining bungalow for larger groups.
9.8 60 reviews
Cheltenham
26/06 – 28/06
SG$332/nighttotal: SG$664 (2 )
Moderne-vue Sur Rue-maison-salle De Bain Privée
1 4
apartment , Gloucestershire
This two-bedroom self-catering house is located on a quiet side street off Bath Road in Regency Cheltenham, Gloucestershire, offering easy access to the town's attractions. The property sleeps up to six guests in two double bedrooms and a sofa bed, boasting a fully equipped kitchen with fridge and microwave, a garden, complimentary Wi-Fi, and a log burner; nearby Bath Terrace Car Park offers convenient parking at a cost of £6 per day.
9.9 101 reviews
Cheltenham
11/09 – 18/09
SG$200/nighttotal: SG$1400 (7 )
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.
8.6 180 reviews
Cheltenham
03/07 – 04/07
SG$215/nightfor 1 night
Central Cheltenham, Self Contained Flat, Sleeps 4, Private Basement Flat With Full Kitchen, Ideal For Shopping, Races, Festivals Or Short City Breaks, Free Parking Available By Reservation Only, Limited Spaces
1 2
apartment , Cheltenham
This recently renovated one-bedroom flat is situated in Cheltenham town centre, just 14km from Kingsholm Stadium and 34km from Cotswold Water Park. The property has received very good ratings for cleanliness, user experience, and location. The 36 square metre flat can accommodate up to 7 guests and features a modern design with a fully equipped kitchen, a comfortable living room, and a washing machine. The apartment also offers free private parking, a private entrance, and air conditioning.
10 2 reviews
Cheltenham
27/06 – 28/06
SG$215/nightfor 1 night
Number 70
1 2
house , Golden Valley
This holiday home is situated in Golden Valley, 12.4 kilometres from Kingsholm Stadium and 12.6 kilometres from Gloucester Cathedral. This 43 square meter property features 2 bedrooms, a fully equipped kitchen, free WiFi, free private parking, and a garden, accommodating up to 5 guests.
10 198 reviews
Cheltenham
10/10 – 11/10
SG$303/nightfor 1 night
Entire Residential Home - Town Centre, Ideal Races
1 3
apartment , Gloucestershire
This Cheltenham town centre house, a short walk from Cheltenham Racecourse via Pittville Park, offers excellent location ratings and is close to the park's picturesque walks. Sleeping four guests comfortably in two bedrooms with a super king and double bed, the property features a spacious walk-in shower, jacuzzi bath, electric reclining sofas, a garden, free on-street parking, and a fully equipped kitchen including a fridge, freezer and microwave.
8.3 7 reviews
Cheltenham
27/06 – 28/06
SG$875/nightfor 1 night
Flat 2 Battledown Grange
2 2
house , Cheltenham
Flat 2 Battledown Grange offers comfortable Cheltenham accommodation, conveniently located 12.4 km from Sudeley Castle and 15.1 km from Gloucester Cathedral. This two-bedroom, one-bathroom property boasts 105 square metres of floor space, sleeps seven guests, includes free Wi-Fi, private parking, a fully equipped kitchen, and a garden.
10 22 reviews
Cheltenham
06/07 – 08/07
SG$205/nighttotal: SG$410 (2 )
Appartement-en Ville-salle De Bain Privée-vue Vill
2 2
apartment , Gloucestershire
This Regency-style flat is situated in central Cheltenham, offering excellent access to the town centre, Montpellier, the racecourse, and Cheltenham Spa station, all within 1 kilometre. This property accommodates up to 4 guests in 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher and microwave, secure gated parking with an EV charger, and an award-winning developer's brand-new accommodation.
9.7 31 reviews
Cheltenham
04/09 – 04/10
SG$217/nighttotal: SG$6510 (30 )
Centrally Located 2 Bed House Cheltenham
1 3
apartment , Gloucestershire
This Cheltenham house, a five-minute walk (0.8 km) from Cheltenham town centre and its attractions, offers a quiet cul-de-sac location in Gloucestershire. Sleeping up to six guests, this two-bedroom property features a fully equipped kitchen, a spacious living area with a dining table, a sunny garden, free off-road parking, and a double sofa bed.
8.4 107 reviews
Cheltenham
26/06 – 27/06
SG$254/nightfor 1 night
Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests
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.
9.4 115 reviews
Cheltenham
25/07 – 27/07
SG$708/nighttotal: SG$1416 (2 )
Modern 4 Bedroom 4 Bathroom Home In Cheltenham
4 10
house , Cheltenham
This modern four-bedroom property is situated in Cheltenham, a short drive from Sudeley Castle and Eastnor Castle. The house has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The house offers 93 square metres of space, accommodating up to 10 guests across four bedrooms. It features a fully equipped kitchen, a garden, a terrace, and parking, providing everything you need for a comfortable and enjoyable stay.
10 4 reviews
Cheltenham
10/10 – 11/10
SG$579/nightfor 1 night
2br Garden Flat | Private Parking | Self Check In
2 3
apartment , Gloucestershire
This 2-bedroom garden flat is situated in Cheltenham, Gloucestershire, offering private parking and easy access to the town centre and train station, approximately 500 meters away. This pet-friendly accommodation comfortably sleeps up to six guests, featuring a fully equipped kitchen with a fridge and microwave, a washer/dryer, fast WiFi with Netflix, and a private garden.
Best family friendly Cheltenham holiday rentals
Among the 1491 accommodations in Cheltenham, here are the 4 best family friendly rentals
8.0 1 review
Cheltenham
01/07 – 04/07
SG$347/nighttotal: SG$1041 (3 )
Peaceful 3-bed Home In Tivoli
3 2
apartment , Gloucestershire
This Cheltenham holiday home, ideally located for exploring Gloucestershire, is approximately 8km from Gloucester Docks and Gloucester Quays, offering easy access to attractions such as Walks With Hawks and Barnwood Arboretum & Park. The self-catering apartment sleeps six guests across three bedrooms and two bathrooms, boasting a fully equipped kitchen, private balcony, and on-site laundry facilities; nearby activities include exploring the city's attractions or enjoying the surrounding nature.
8.0 1 review
Cheltenham
04/09 – 04/10
SG$229/nighttotal: SG$6870 (30 )
Charming Two Bedroom Apartment In Fairview
2 3
apartment , Gloucestershire
This Cheltenham apartment, near Cheltenham Racecourse, offers convenient access to Gloucester Docks and Gloucester Quays, and is a short distance from Elmore Court. The two-bedroom flat sleeps four, includes a fully equipped kitchen with dishwasher and washing machine, a private balcony, and on-site parking.
9.7 8 reviews
Cheltenham
28/06 – 29/06
SG$872/nightfor 1 night
The Mitre, Cheltenham, Stylish, Sleeps 8, Parking, Central
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.
Cheltenham
06/08 – 08/08
SG$282/nighttotal: SG$564 (2 )
69 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests
2 4
apartment
This Cheltenham apartment is centrally located, a 0.8km walk from Regent Arcade shopping centre and a short stroll from the Everyman and Playhouse theatres. The 68 square metre flat offers three bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, parking, and a balcony; high-speed broadband is provided.
Best Cheltenham holiday rentals with parking
8.8 43 reviews
Cheltenham
06/08 – 08/08
SG$421/nighttotal: SG$842 (2 )
Central Cheltenham, Regency 1st Floor Apartment With Parking, Cavalier Suite - Sleeps 6
2 4
apartment , Cheltenham
The Cavalier Suite is a Regency apartment in central Cheltenham, just 7.7 kilometres from Sudeley Castle and within easy walking distance of the town's shops, restaurants, and attractions. Guests consistently rate it highly for its cleanliness, location, and overall experience. This two-bedroom apartment spans 55 square metres and comfortably accommodates up to six guests. The Cavalier Suite offers a fully equipped kitchen, free parking, garden views, free Wi-Fi, and a comfortable living space with a flat-screen TV.
Cheltenham
02/07 – 05/07
SG$304/nighttotal: SG$912 (3 )
Stylish 2-bed Home Close To Cheltenham Town Centre
1 3
house , Cheltenham
This 2-bedroom dwelling is situated close to Cheltenham Town Centre. This 93 square meter house offers a family-friendly stay with a garden, parking, and a kitchen equipped with a fridge and microwave, plus free Wi-Fi.
9.8 100 reviews
Cheltenham
20/08 – 21/08
SG$315/nightfor 1 night
Thornton House Luxury Accommodation In The Town Centre With Private Parking
1 4
apartment , Cheltenham
This recently renovated Cheltenham town centre flat offers free private parking, a significant advantage given limited availability, and is conveniently located 12.7km from Sudeley Castle and 13.7km from Kingsholm Stadium. The 70 square metre self-catering apartment features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with dishwasher, a private terrace with city views, and free Wi-Fi.
9.1 12 reviews
Cheltenham
15/08 – 29/08
SG$227/nighttotal: SG$3178 (14 )
Eclectic 1bd In The Heart Of Cheltenham!
1 1
apartment , Cheltenham
This Cheltenham apartment enjoys a central location, conveniently situated 13km from Kingsholm Stadium and approximately 14km from both Sudeley Castle and Gloucester Cathedral. The 18 square metre self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with fridge, microwave, and washing machine, plus free Wi-Fi.
Frequently asked questions about holiday rentals in Cheltenham
What are the top family-friendly attractions in Cheltenham?
The Cheltenham Museum and Art Gallery is a great option for all ages. The town also has a fantastic outdoor play area at the Pittville Park, and the nearby Cotswold Farm Park is a favourite for animal lovers.
What are the best Airbnb and vacation rentals in Cheltenham?
When is the best time to book a vacation rental in Cheltenham?
Booking in advance is always a good idea, especially during peak season, which runs from late spring to early autumn. For the best deals, consider visiting during the shoulder seasons, like April or October.
What events or festivals should visitors check out in and around Cheltenham?
The Cheltenham Jazz Festival in April is a big draw, and the Cheltenham Literature Festival in October attracts writers and readers from all over. You could also check out the Cotswold Show in July for a taste of rural life.
What are the best vacation rentals with a pool in Cheltenham?
What are the best budget-friendly activities in Cheltenham?
A walk along the Promenade is always free and offers stunning views. You can also visit the free exhibits at the Cheltenham Museum and Art Gallery, or take a picnic to the Pittville Park.
What are the best rentals for families and kids in Cheltenham?
What are the best restaurants with local dishes in Cheltenham?
The Tavern is a popular spot for traditional pub grub, while The Wheatsheaf offers a more upscale dining experience with a focus on local ingredients. For a taste of the Cotswolds, try the Cotswold House Hotel.
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 route along the towpath of the Gloucester and Sharpness Canal.
Are there pet-friendly attractions in Cheltenham?
Many of the parks and gardens in Cheltenham are dog-friendly, including the Pittville Park and the Montpellier Gardens. Several pubs and restaurants also welcome dogs.
What are the benefits of choosing a vacation rental in Cheltenham?
Vacation rentals often offer more space and privacy than a hotel room, and they can be a great option for families or groups. They can also be more affordable, especially for longer stays.
What are the top sports attractions and facilities in Cheltenham?
Cheltenham is famous for its horse racing, with the Cheltenham Racecourse hosting major events like the Cheltenham Festival. The town also has a number of other sporting facilities, including the Cheltenham Town Football Club and the Cheltenham Leisure Centre.
Destinations nearby
Best Cheltenham holiday rentals with a balcony
10 1 review
Cheltenham
11/09 – 18/09
SG$279/nighttotal: SG$1953 (7 )
Pittville Lawn - By Luxury Apartments
1 2
apartment , Gloucestershire
Pittville Lawn apartment is situated in Gloucestershire, close to Cheltenham, 12km from Sudeley Castle and within a 14km radius of Kingsholm Stadium. This one-bedroom flat offers 70 square metres of space, sleeping up to three guests, and boasts a private terrace with garden views, a fully equipped kitchen including a dishwasher, free Wi-Fi and private parking.
9.9 15 reviews
Cheltenham
06/07 – 08/07
SG$419/nighttotal: SG$838 (2 )
Homely Regency Style House In The Heart Of Cheltenham
3 2
house , Cheltenham
This detached property in Cheltenham is located 15 kilometres from Kingsholm Stadium and 30.5 kilometres from Cotswold Water Park, offering a private entrance and a terrace. This 116 square meter house accommodates up to 11 guests with three bedrooms, two bathrooms, a fully equipped kitchen, and complimentary WiFi, plus private parking.
10 4 reviews
Cheltenham
21/08 – 23/08
SG$490/nighttotal: SG$980 (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.
10 1 review
Cheltenham
11/01 – 12/01
SG$863/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.
Best Cheltenham holiday rentals with air conditioning
Cheltenham
01/08 – 31/07
SG$2245/nighttotal: SG$817180 (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.
10 39 reviews
Cheltenham
21/08 – 23/08
SG$2238/nighttotal: SG$4476 (2 )
Prestige-maison-salle De Bain Privée-vue Ville-hom
1 3
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.
9.7 18 reviews
Cheltenham
01/08 – 02/08
SG$193/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.
Cheltenham
07/08 – 09/08
SG$597/nighttotal: SG$1194 (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.