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

Sky Garden Cabin - Cabin In The Clouds - Cheltenham
9.9 37 reviews

Sky Garden Cabin - Cabin In The Clouds

apartment
This apartment offers an exceptional elevated position on Leckhampton Hill, providing breathtaking panoramic views and direct access to extensive walking routes including Devil's Chimney, located just minutes from Cheltenham's shops and cafes.
This family-friendly two-bedroom flat accommodates up to four guests and features a luxurious wood-fired hot tub, a garden, parking, and a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher, with the option to book a shepherd's hut for larger groups.
5&6 North Place - Cheltenham
9.4 194 reviews

5&6 North Place

studio, Gloucestershire
This studio apartment is located in North Place, Gloucestershire, 14.0 kilometres from Kingsholm Stadium and 14.9 kilometres from Gloucester Cathedral.
Guests can enjoy a private terrace, a fully equipped kitchen, and free WiFi in this family-friendly accommodation, which is also conveniently situated 11.2 kilometres from Sudeley Castle.
Pittville Garden Flat - Walk To Town ,Racecourse And Pittville Park - Cheltenham
9.8 6 reviews

Pittville Garden Flat - Walk To Town ,Racecourse And Pittville Park

apartment, Cheltenham
This garden flat in Cheltenham offers a private garden and terrace with garden views, located 15 kilometres from Kingsholm Stadium and 32 kilometres from Cotswold Water Park.
This spacious one-bedroom apartment accommodates two guests, featuring a fully equipped kitchenette with a fridge, microwave, and dishwasher, complimentary Wi-Fi, an outdoor dining area, and provided towels and bed linen, covering 70 square meters.
The Chapel Street Hideaway By Fortuna Property Portfolio - Cheltenham
8.8 4 reviews

The Chapel Street Hideaway By Fortuna Property Portfolio

house, Cheltenham
This Cheltenham vacation home is located 14 kilometres from Kingsholm Stadium and 32 kilometres from Cotswold Water Park.
This 81 square metre holiday home offers a fully equipped kitchen, free WiFi, and free parking, with a terrace and garden for outdoor enjoyment, accommodating up to 13 guests.

Best Cheltenham holiday rentals with parking

Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking - Cheltenham
9.4 175 reviews

Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking

apartment, Gloucestershire
Pittville Loft Apartment in Cheltenham is located 12.1 kilometres from Sudeley Castle and 15 kilometres from Gloucester Cathedral, offering a quiet street view.
This two-bedroom flat, spanning 65 square metres and accommodating up to 11 guests, features a fully equipped kitchen with a dishwasher and microwave, free WiFi, and soundproofing, with parking available and pets welcome.
Spacious 3-bed Home Mayfield Close Bishops Cleeve - Private Parking - Cheltenham
8.4 12 reviews

Spacious 3-bed Home Mayfield Close Bishops Cleeve - Private Parking

house, Bishops Cleeve
This Bishops Cleeve house, situated in Mayfield, Gloucestershire, offers easy access to Sudeley Castle (9.2 km) and Gloucester Cathedral (17.7 km).
The 118 square metre property sleeps up to 11 guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a garden.
High Street Hideaway Cheltenham - Cheltenham
8.8 5 reviews

High Street Hideaway Cheltenham

apartment, Cheltenham
High Street Hideaway is a centrally located house in Cheltenham, offering convenient access to Sudeley Castle (12.7 kilometers), Gloucester Cathedral (14.6 kilometers), and Kingsholm Stadium (15.1 kilometers).
This 650 square meter property features 2 bedrooms and 2 bathrooms, accommodating up to 9 guests with WiFi, a fully equipped kitchen, and nearby cycling opportunities.
New Listing - Chic Apt In Central Cheltenham Free Permit Parking - Cheltenham
9.8 164 reviews

New Listing - Chic Apt In Central Cheltenham Free Permit Parking

apartment, Cheltenham
This charming one-bedroom flat is ideally located in central Cheltenham, just a short drive from attractions like Sudeley Castle and Gloucester Cathedral. The property has received excellent ratings for location, cleanliness and user experience, ensuring a comfortable and enjoyable stay.
The apartment comfortably sleeps four guests and features a fully equipped kitchen, a modern bathroom, and a relaxing living space. Guests can enjoy free Wi-Fi, a flat-screen TV, a Jacuzzi, parking, and the option to bring their pets along.

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

Stewart St James Walk Apartment - Cheltenham
9.1 74 reviews

Stewart St James Walk Apartment

apartment, Cheltenham
The Stewart St James Walk Apartment is conveniently located in Cheltenham, just a short distance from the town centre and within easy reach of attractions like Sudeley Castle and Eastnor Castle. This well-rated apartment has received excellent reviews for its cleanliness, location, and overall experience.
This one-bedroom flat offers 9 square metres of space and can comfortably accommodate two guests. The apartment features a fully equipped kitchen, a balcony with city views, free Wi-Fi, and a flat-screen TV, making it a perfect base for exploring the Cotswolds.
3 Bedrooms House In Center L Contractor L Family - Cheltenham
9.5 4 reviews

3 Bedrooms House In Center L Contractor L Family

house, Gloucestershire
This three-bedroom detached house is located in Cheltenham, offering convenient access to local attractions with Gloucester Cathedral 13 kilometres away and Kingsholm Stadium 13.4 kilometres distant.
This 60 square meter property accommodates up to nine guests with three bedrooms, one bathroom, a kitchen featuring a fridge, microwave oven, and dishwasher, and includes a terrace, garden, free private parking, and free WiFi.
Beautiful Bath Road Retreat With Log Burner - Cheltenham
No reviews

Beautiful Bath Road Retreat With Log Burner

house, Cheltenham
This property is located on Bath Road, providing easy access to Cheltenham's attractions.
This 56 square meter dwelling features a kitchen with a fridge and microwave, a log burner for ambiance, and complimentary Wi-Fi.
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
8.4 117 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.

Best Cheltenham holiday rentals with air conditioning

Portland Apartments - Cheltenham
9.6 1063 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.
Comfy Modern Home, Entire Flat, King Size Bed - Cheltenham
9.7 22 reviews

Comfy Modern Home, Entire Flat, King Size Bed

apartment
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.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
9.7 239 reviews

Luxurious 1 Bed Detached Home With Gated Parking

house, Cheltenham
This charming house is situated in Pittville Circus Road, Cheltenham, within easy reach of Weston Park, Cotswold Water Park, and Coughton Court. The property has received excellent ratings for location, cleanliness, and user experience.
The house features one bedroom and one bathroom, providing comfortable accommodation for two guests. Amenities include a terrace, a garden, parking, and a fully equipped kitchen with a fridge and microwave oven, ensuring a pleasant stay.
Moderne-vue Sur Rue-maison-salle De Bain Privée - Cheltenham
9.9 31 reviews

Moderne-vue Sur Rue-maison-salle De Bain Privée

apartment
This modern two-bedroom flat is located on a quiet lane in Cheltenham, Gloucestershire, offering convenient access to the town centre and situated approximately 700 meters from Pittville Park.
This family-friendly apartment accommodates up to four guests with two en suite bedrooms, featuring an open-plan living area, a fully equipped kitchen with a dishwasher, and private rear courtyard gardens.
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