Holiday Rentals in Cheltenham

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Cheltenham holiday rentals
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2305 Holiday rentals and Airbnb in Cheltenham

Best family friendly Cheltenham holiday rentals

Among the 2305 accommodations in Cheltenham, here are the 4 best family friendly rentals

Rosebay Gardens, Cheltenham - Delightful, Charming And Very Spacious 4br Retreat - Cheltenham
8.5 8 reviews

Rosebay Gardens, Cheltenham - Delightful, Charming And Very Spacious 4br Retreat

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.
Chapel End - Cheltenham
10 191 reviews

Chapel End

house
This unique converted chapel dwelling is situated on Cleeve Hill, on the Cotswold Way, a short walk (approximately 0.5km) from the Rising Sun pub and Cleeve Hill Golf Club, with Cheltenham Racecourse also within easy reach.
The one-bedroom property sleeps four, offering a super king bed, a pull-out small double bed, and a travel cot, alongside a kitchen with dining area, conservatory, private courtyard, and a wet room with bath; pets are welcome.
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 - Cheltenham
8.8 157 reviews

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

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.
Rooms On The Prom Ltd - Cheltenham
9.2 2 reviews

Rooms On The Prom Ltd

apartment, Cheltenham
This Cheltenham flat is located on the Prom, providing easy access to local attractions.
This family-friendly apartment features a kitchen with a fridge and microwave, a separate living room, and a balcony, with free Wi-Fi and concierge services available.

Best Cheltenham holiday rentals with parking

Contemporary 2-bed 2-bath Home With Parking - Cheltenham
10 3 reviews

Contemporary 2-bed 2-bath Home With Parking

house, Gloucestershire
This contemporary 2-bedroom, 2-bathroom residence is located in Cheltenham, 11.9 kilometres from Sudeley Castle and 14.9 kilometres from Kingsholm Stadium.
This 102 square meter dwelling offers accommodation for up to 7 guests, featuring a fully equipped kitchen with a dishwasher and microwave, free WiFi, and a private patio with outdoor dining, with a washing machine available for longer stays.
Portland Apartments - Cheltenham
9.6 1060 reviews

Portland Apartments

apartment, Cheltenham
The Portland Apartments are conveniently located in Cheltenham Spa, just a 15-minute walk from the racecourse and a 5-minute stroll from the town centre's shops, restaurants, and bars. These apartments consistently receive excellent ratings for their location, cleanliness, and overall experience.
The apartments offer a comfortable and stylish living space with a fully equipped kitchen and a private garden. Guests can enjoy a range of amenities, including a 24-hour concierge service, parking, and room service, making for a truly relaxing stay.
Fully Equipped Comfy Log Cabin - Cheltenham
9.5 102 reviews

Fully Equipped Comfy Log Cabin

cabin
This Gloucestershire log cabin is located 0.8km from Cheltenham railway station and a 1.6-3.2km walk from Cheltenham town centre, offering easy access to local attractions.
The 20 square metre self-catering lodge sleeps three adults, featuring a double bed, single bed, sofa bed, Wi-Fi, TV, Bluetooth speaker, en-suite shower room, private garden, and on-site electric vehicle charging.
Lavish Apartment At Montpellier Gardens, Free Parking - Cheltenham
8.8 50 reviews

Lavish Apartment At Montpellier Gardens, Free Parking

apartment, Cheltenham
This two-bedroom Cheltenham flat is situated in Montpellier Gardens, just 8km from Kingsholm Stadium and 20km from Cotswold Water Park, offering a peaceful retreat within easy reach of attractions. The apartment has received positive feedback from previous guests, with a "good" user rating, an "excellent" location rating, and a "very good" cleanliness rating.
The 91 square metre apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a patio with garden views, and streaming services on a flat-screen TV. Enjoy the convenience of free Wi-Fi, a dishwasher, and the option of bringing along your furry friend.

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?

    Portland Apartments, Strozzi Palace Suites By Mansley and Tewkesbury Town House are among 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 are the most popular Airbnbs in Cheltenham?

    Among the Airbnbs in Cheltenham, Tewkesbury Town House, Mike's Flat 5 and Beautiful Two Bedroom Apartment are the most popular ones.

  • 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?

    The best vacation rentals or Airbnb with a jacuzzi in Cheltenham are Hatherley Manor Hotel & Spa, The Hut And Tub and Central Penthouse With Hot Tub & Views 23.

  • 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.

Popular destinations

Best Cheltenham holiday rentals with a balcony

Cheltenham Town Centre With Parking Space - Cheltenham
9.7 7 reviews

Cheltenham Town Centre With Parking Space

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.
The Old Tractor Shed - Cheltenham
10 1 review

The Old Tractor Shed

house, Cheltenham
The Old Tractor Shed, a three-bedroom house in Cheltenham, is situated 18km from Kingsholm Stadium and 37km from Cotswold Water Park.
This 148 square metre property boasts three bedrooms, two bathrooms, and a spacious layout including a living room with a flat-screen TV, fully equipped kitchen with dishwasher, private patio, garden, and parking for up to 9 guests, plus an outdoor fireplace and free Wi-Fi.
Stunning 5 Bed Regency Home - Cheltenham
No reviews

Stunning 5 Bed Regency Home

house, Cheltenham
This Regency property is located in a sought-after district of Cheltenham, providing easy access to local attractions.
This 148 square meter residence offers complimentary high-speed internet, a kitchen equipped with a fridge, microwave, and dishwasher, and a terrace or balcony.

Best Cheltenham holiday rentals with air conditioning

Prestige-maison-salle De Bain Privée-vue Ville-hom - Cheltenham
10 46 reviews

Prestige-maison-salle De Bain Privée-vue Ville-hom

apartment
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.
Contemporary 2-bed 2-bath Home With Parking - Cheltenham
No reviews

Contemporary 2-bed 2-bath Home With Parking

house, Cheltenham
This family-friendly house in Cheltenham offers complimentary Wi-Fi and free on-site parking, with air conditioning in select rooms and video streaming available for guest entertainment.
Spanning 92 square meters, this contemporary property features a kitchen equipped with a fridge, microwave oven, and dishwasher, alongside a terrace or balcony and a non-smoking environment.
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 - Cheltenham
8.3 117 reviews

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

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.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
10 2 reviews

Luxurious 1 Bed Detached Home With Gated Parking

apartment, Cheltenham
This one-bedroom Cheltenham apartment, 1 North Hall, is situated a 2.4km walk from Cheltenham town centre, close to Pittville Park and Cheltenham Racecourse.
The self-contained flat offers a king-size bed, a fully equipped kitchen with fridge and microwave, private decked area, gated parking, complimentary Wi-Fi, and accommodates two guests, with a weekly cleaning service for longer stays.
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