Search vacation rentals in Cheltenham from 100+ sites!
1491 available vacation rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Vacation rentals and Airbnb offers in Cheltenham
10 136 reviews
Cheltenham
07/25 – 07/27
$988/nighttotal: $1976 (2 )
Stunning House Sleeps 14, Parking, Walk To Town.
1 10
apartment , Gloucestershire
This Cheltenham townhouse is located in the heart of the town, just a short walk from the Brewer Quarter, a bustling area with bars, restaurants, and shops, and a 10-minute taxi ride from the train station. This property has received excellent ratings for location, cleanliness, and overall user experience. This 5-bedroom, 2-bathroom home comfortably accommodates up to 14 guests. The large kitchen and dining area provide a great space for group meals and socializing, and the south-facing garden offers a relaxing spot to enjoy the sunshine. The townhouse also includes modern amenities like a dishwasher, fridge, freezer, and microwave, and provides permit parking, eliminating the hassle of finding street parking.
9.5 48 reviews
Cheltenham
08/27 – 08/30
$304/nighttotal: $912 (3 )
Curb Properties - Super 2 Bed Apartment 5 Min From Town Centre
2 4
apartment , Cheltenham
This Cheltenham apartment is conveniently located just 5 minutes from the town center, making it easy to explore shops, restaurants, and attractions. It has earned excellent ratings for location, cleanliness, and overall user experience. The 2-bedroom, 1-bathroom apartment offers 540 square feet of space, comfortably accommodating up to 4 guests. Enjoy a fully equipped kitchen, a private patio, free parking, and free Wi-Fi, perfect for a relaxing and enjoyable stay.
9.8 52 reviews
Cheltenham
08/15 – 08/29
$139/nighttotal: $1946 (14 )
The Cotswold Woodland By Fortunaproperty Portfolio
1 1
apartment , Gloucestershire
This Cheltenham apartment rental is centrally located, a five-minute walk from Cheltenham High Street and the Brewery Quarter, and ten minutes from Montpellier. The two-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchen with dishwasher, includes parking, and offers easy access to Cheltenham Racecourse and public transport.
9.9 21 reviews
Cheltenham
08/15 – 08/21
$123/nighttotal: $738 (6 )
Cheltenham Town Centre
1 1
apartment , Gloucestershire
This Cheltenham, Gloucestershire apartment is centrally located, a short walk or bus ride from Cheltenham Racecourse. The one-bedroom unit sleeps two guests and includes a fridge, freezer, microwave, and parking; its proximity to shops and restaurants makes it ideal for exploring Gloucestershire.
9.5 150 reviews
Cheltenham
07/18 – 07/20
$193/nighttotal: $386 (2 )
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
1 2
apartment , Cheltenham
This stylish two-bedroom flat is located in the heart of Cheltenham, just a short drive from attractions like Sudeley Castle and Gloucester Cathedral. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The 570-square-foot flat features a fully equipped kitchen, a comfortable living room with a flat-screen TV, and two separate bedrooms. Guests can enjoy free Wi-Fi, parking, and a peaceful inner courtyard view.
This Cheltenham apartment is located in the Montpellier district, just a short walk from Cheltenham Town Hall and the University of Gloucestershire, offering easy access to the town's attractions and amenities. This apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travelers. This two-bedroom apartment can comfortably accommodate up to four guests. The apartment has a fully equipped kitchen, a relaxing terrace with garden views, and access to a shared garden and tennis court.
9.4 22 reviews
Cheltenham
07/17 – 07/31
$118/nighttotal: $1652 (14 )
Studio Apartment - The Emerald
1 1
apartment , Gloucestershire
This Grade II-listed studio apartment is located on the edge of Cheltenham's town center in Gloucestershire, England, an eight-minute walk from the High Street and a twelve-minute walk from the Brewery Quarter. The unit, sleeping two, features a double bed with memory foam mattress, a full kitchen with fridge, freezer, and microwave, a washer/dryer, a full HD TV with Netflix, and free Wi-Fi; guests also enjoy free tea and coffee, secure entry, and a hassle-free keybox check-in.
9.8 75 reviews
Cheltenham
08/27 – 08/30
$324/nighttotal: $972 (3 )
The Lily Pad - Boutique Townhouse, A Short Walk To Town Center And Racecourse
2 4
house , Cheltenham
This Cheltenham townhouse, a short walk from the town center and racecourse, is 8.8 miles from Kingsholm Stadium and conveniently located for exploring Cotswolds attractions like Sudeley Castle (7.9 miles) and Coughton Court (29 miles). This recently renovated 19th-century home offers 1100 square feet of space with two bedrooms, two bathrooms, two living rooms, a fully equipped kitchen, and can comfortably accommodate seven guests, featuring a terrace, garden, parking, and free Wi-Fi.
10 1 review
Cheltenham
06/23 – 06/24
$188/nightfor 1 night
Town Centre Apartment With Hot Tub
3 1
apartment , Cheltenham
This three-bedroom, two-bathroom apartment in Regency Cheltenham offers easy access to festival venues, the town center, and numerous dining and entertainment options, situated on a quiet no-through road with a private entrance. Accommodating up to six guests, this basement flat features a spacious courtyard garden with a six-seater hot tub, super-fast WiFi, and complimentary parking permits for Zone 1.
9.0 12 reviews
Cheltenham
09/11 – 09/13
$328/nighttotal: $656 (2 )
Contractor Friendly 3bed House Cheltenham
3 6
house , Cheltenham
This recently renovated three-bedroom Cheltenham vacation home is conveniently located near Sudeley Castle (8.3 miles), Kingsholm Stadium (8.5 miles), and Gloucester Cathedral (9.1 miles). The 1370-square-foot property sleeps up to 10 guests and features a fully equipped kitchen with a fridge and microwave, free Wi-Fi, a washing machine, and a flat-screen TV; bed linens and towels are provided.
10 4 reviews
Cheltenham
10/10 – 10/11
$450/nightfor 1 night
2br Garden Flat | Private Parking | Self Check In
2 3
apartment , Gloucestershire
This Cheltenham apartment is situated a short distance from the town center, parks, and the train station, offering convenient access to local attractions and transport. This 2-bedroom, 1-bathroom rental accommodates up to 6 guests with a fully equipped kitchen, in-unit washer/dryer, fast WiFi, Netflix, and two dedicated parking spaces, with pets allowed for house-trained dogs.
8.8 12 reviews
Cheltenham
08/15 – 08/29
$139/nighttotal: $1946 (14 )
Stunning 2 Bedroom Apartment In Cheltenham
1 1
apartment , Gloucestershire
This Cheltenham, Gloucestershire rental is on Clarence Parade, a two-minute walk from the Cheltenham Everyman Theatre and numerous shops and restaurants. The two-bedroom, one-bathroom apartment sleeps four, features a modern kitchen with a dishwasher and De'Longhi coffee machine, and offers a private balcony; nearby attractions include Huffkins bakery and Bath Road's bakeries and delis.
Compare Vacation Rentals for Families in Cheltenham
Booking a family-oriented vacation rental in Cheltenham keeps you close to top city attractions for a stress-free getaway.
Cheltenham
07/27 – 08/02
$216/nighttotal: $1296 (6 )
The Coach House - Beautiful 1 Bedroom In Cheltenham
1 1
apartment , Cheltenham
This Cheltenham house rental near Bath Road offers easy access to Cheltenham Racecourse, a 6-mile taxi or drive away. The one-bedroom, one-bathroom dwelling includes a modern kitchen with a fridge, dishwasher, and washer-dryer, a comfortable living room with a smart TV, and a small patio; it comfortably sleeps two guests.
8.5 45 reviews
Cheltenham
08/15 – 08/29
$362/nighttotal: $5068 (14 )
Cheltenham-2 Bedroom Home-sleeps 6-parking-work Or Leisure
2 1
house , Cheltenham
This Cheltenham home, conveniently located near Sudeley Castle (8.9 miles) and Gloucester Cathedral (9.4 miles), offers easy access to local attractions. The 1,000-square-foot house features two bedrooms, one bathroom, and sleeps up to six guests, boasting free Wi-Fi, private parking, a fully equipped kitchen, and a private garden.
9.9 528 reviews
Cheltenham
08/24 – 08/25
$173/nightfor 1 night
Rivendell Annex Close To Cheltenham
1 2
apartment , Shurdington
This two-bedroom apartment is located in Shurdington, a short distance from the M5 motorway and close to local bus routes, making it easy to explore the Cotswolds. This property has received excellent ratings for location, cleanliness, and user experience. The apartment is spacious and open-plan, with a private patio overlooking the garden, comfortably accommodating up to four guests. It includes modern amenities like Wi-Fi, Sky TV, a fully equipped kitchen, and off-road parking for two cars.
This family-friendly house in Gloucestershire is located 7.5 miles from Gloucester Cathedral and 8.7 miles from Sudeley Castle, with Spa Station just a 3-minute walk away. This 880-square-foot residence offers 3 bedrooms and 3 bathrooms to accommodate up to 8 guests, featuring free WiFi, a fully equipped kitchen with a dishwasher and oven, a washing machine, and an on-site garden.
Best Cheltenham vacation rentals with parking
8.9 10 reviews
Cheltenham
08/27 – 08/30
$244/nighttotal: $732 (3 )
Lovely 2-bed Town Centre Duplex Apartment
1 4
apartment , Gloucestershire
This Cheltenham town center duplex apartment offers easy access to Sudeley Castle (8 miles), Gloucester Cathedral (9.4 miles), and Broadway Tower (19 miles). The 700-square-foot (65-square-meter) two-bedroom unit sleeps eight and includes a fully equipped kitchen, free Wi-Fi, and a flat-screen TV.
10 136 reviews
Cheltenham
09/11 – 09/18
$136/nighttotal: $952 (7 )
Spacious Serviced Apartment In Cheltenham Centre
1 2
apartment , Cheltenham
This Cheltenham apartment rental, located above Costa Coffee on County Court Road, offers easy access to Cheltenham town center's shops, restaurants, and cultural attractions, including the Montpellier district, and is situated in a Grade II listed building, formerly the Dobells Public House. The two-bedroom, one-bathroom unit sleeps three guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus private parking—a rare find in the town center.
9.6 221 reviews
Cheltenham
10/27 – 10/31
$199/nighttotal: $796 (4 )
Luxurious 1 Bed Detached Home With Gated Parking
1 2
house , Cheltenham
This recently renovated vacation home is located on Pittville Circus Road in Cheltenham, just a short distance from the town center, Kingsholm Stadium, and Cotswold Water Park. The property has received excellent ratings for its location, cleanliness, and overall experience. This one-bedroom, one-bathroom rental offers 400 square feet of living space. The home comes with a fully equipped kitchen, a private patio and garden, free parking, and free Wi-Fi.
9.0 3 reviews
Cheltenham
06/26 – 06/28
$177/nighttotal: $354 (2 )
The Bath Road Hideaway - A First Floor One Bed Apartment
1 2
apartment , Cheltenham
This recently renovated one-bedroom flat is located on the first floor in Cheltenham, 8.3 miles from Gloucester Cathedral and 8.5 miles from Kingsholm Stadium. This 400 square foot accommodation sleeps up to three guests and features a fully equipped kitchen with a microwave, free WiFi, and private parking.
Frequently Asked Questions about vacation rentals in Cheltenham
What should a first-time visitor not miss in Cheltenham?
For a first-time visit to Cheltenham, you should definitely check out the Cheltenham Town Hall, the Montpellier Gardens, and the Pittville Pump Room. These are some of the most iconic landmarks in the town.
What are the best Airbnb and vacation rentals in Cheltenham?
Which neighborhood in Cheltenham should you consider for a vacation rental?
Montpellier is a popular choice for vacation rentals in Cheltenham, as it's close to the town center and has a wide range of restaurants, shops, and cafes. You can also find some nice rentals in the areas around Pittville Park.
What are the top family-friendly attractions in Cheltenham?
The most popular family-friendly attractions in Cheltenham are the Cotswold Wildlife Park & Gardens, the Cheltenham Museum and Art Gallery, and the Everyman Theatre. These are all great places to spend a day with kids.
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 a vacation rental in Cheltenham is during the shoulder seasons, which are spring and fall. You'll get the best deals and avoid the summer crowds.
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 is a popular event in the town, and there are also several other festivals throughout the year, such as the Cheltenham Literature Festival and the Cheltenham Science Festival. If you're looking for something outside of the town, you can check out the Cotswold Show, which is held in nearby Cirencester.
What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?
What are the best budget-friendly activities in Cheltenham?
You can take a walk through the Montpellier Gardens, explore the Cheltenham Town Hall, or visit the Cheltenham Museum and Art Gallery for free. These are all great ways to see the town without spending a lot of money.
What are the best restaurants with local dishes in Cheltenham?
Some of the best restaurants in Cheltenham for local dishes include The Tavern, The Wheatsheaf Inn, and The Crown at Stanway. These restaurants serve traditional British cuisine, using fresh, local ingredients.
What are the best walking or cycling routes in Cheltenham?
The Cotswold Way is a popular walking and cycling route that passes through Cheltenham. You can also find some nice walks and cycle paths in the town's parks, like Pittville Park and Montpellier Gardens.
Are there pet-friendly attractions in Cheltenham?
Many of the parks in Cheltenham, like Pittville Park and Montpellier Gardens, are pet-friendly. You can also find some pet-friendly pubs and cafes in the town.
What are the benefits of choosing a vacation rental in Cheltenham?
Vacation rentals offer more space and privacy than hotels, and they often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option than staying in a hotel.
Destinations nearby
Choose the Right Vacation Rentals with a Terrace in Cheltenham
Wake up to breathtaking views at these Cheltenham vacation rentals with balconies, perfect for your morning coffee.
9.9 15 reviews
Cheltenham
08/27 – 08/30
$362/nighttotal: $1086 (3 )
Homely Regency Style House In The Heart Of Cheltenham
3 4
house , Cheltenham
This Cheltenham rental home is located 9.3 miles from Kingsholm Stadium and 19 miles from Cotswold Water Park. This 1250 sq ft house offers 3 bedrooms, 2 bathrooms, a kitchen with a fridge, microwave, and dishwasher, and free WiFi, accommodating up to 11 guests with private parking and a terrace.
9.0 14 reviews
Cheltenham
08/20 – 08/21
$228/nightfor 1 night
Woodland Cabin - Cotswold Way - Logs & Dogs
1 4
apartment , Cheltenham
This Woodland Cabin in Cheltenham is located on the Cotswold Way, 8.6 miles from Kingsholm Stadium and 20 miles from Cotswold Water Park. This 780 square foot cabin accommodates up to 7 guests with 2 bedrooms, 1 bathroom, a full kitchen, and a private patio, offering free Wi-Fi and parking.
8.7 13 reviews
Cheltenham
06/21 – 06/24
$318/nighttotal: $954 (3 )
The Sandford Park Townhouse 6 Bed Sleeps 12 Entire Apartment
6 2
apartment , Cheltenham
This Cheltenham residence is located 8 miles from Sudeley Castle and 8.9 miles from Kingsholm Stadium. This 1,080 square foot apartment accommodates 23 guests with one bedroom, four bathrooms, and features a terrace, free WiFi, and a full kitchen with a dishwasher and oven.
Cheltenham
10/26 – 10/29
$782/nighttotal: $2346 (3 )
Luxurious House, Lodge & Garden, Private Parking
5 10
apartment , Gloucestershire
This Gloucestershire chalet, located in Cheltenham's upscale Pittville district, is a short walk from Cheltenham Racecourse and a 15-20 minute walk from the town center, offering easy access to Sandford Park Lido and the Cotswolds. This 4,190-square-foot luxury home features two buildings with five bedrooms, five bathrooms, and sleeps ten, boasting two kitchens, a large garden, ample gated parking, and proximity to Pittville Pump Room and Pittville Park.
Best Cheltenham vacation rentals with air conditioning
Cheltenham
09/11 – 09/13
$381/nighttotal: $762 (2 )
Stylish Converted Bakery In Central Cheltenham
1 6
apartment , Gloucestershire
This converted old bakery is centrally located in Cheltenham, Gloucestershire, offering a unique stay with hotel-style linen across three bedrooms that accommodate up to six guests. The property features a spacious open-plan living area, a kitchen equipped with a fridge, freezer, microwave, and dishwasher, air conditioning, one bathroom with both a bath and shower, and allows pets, with free on-street parking available.
Cheltenham
08/07 – 08/09
$464/nighttotal: $928 (2 )
Winchcombe Cottage With Breathtaking Views
1 3
apartment , Winchcombe
This Cotswold countryside apartment in Cheltenham offers direct access to the Cotswold Way, with Sudeley Castle grounds approximately 1 mile away and Winchcombe's cultural sites within driving distance. This 1-bedroom, 2-bathroom flat accommodates up to 5 guests and features internet, air conditioning, a private garden with a terrace, and parking, providing a comfortable countryside retreat.
Cheltenham
08/27 – 08/30
$331/nighttotal: $993 (3 )
Contemporary 2-bed 2-bath Home With Parking
2 4
apartment , Gloucestershire
This family-friendly apartment in Cheltenham, Gloucestershire, is located on a quiet lane just a short stroll from Pittville Park and offers convenient access to the town center. This two-bedroom, two-bathroom flat accommodates up to four guests and features a fully equipped kitchen, a private courtyard garden, and onsite parking.
Cheltenham
09/11 – 09/13
$127/nighttotal: $254 (2 )
45 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests
2 6
apartment
This two-bedroom flat is located at 15 Winchester Way in a quiet, residential suburban neighborhood of Great Britain, offering easy access to a nearby park and a bus stop for public transport. This 480-square-foot apartment features air conditioning, a fully equipped kitchen, and can accommodate up to six guests with two double beds and a double sofa bed, making it ideal for families or groups visiting the area.