Holiday Rentals in Cheltenham

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Cheltenham holiday rentals
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1491 Holiday rentals and Airbnb in Cheltenham

Best family friendly Cheltenham holiday rentals

Among the 1491 accommodations in Cheltenham, here are the 4 best family friendly rentals

Dove Cottage Beautifully Restored Tudor Cottage Sleeps 6 Or 7 - Cheltenham
9.6 63 reviews
Cheltenham
07/08 – 09/08
296 â‚¬/nighttotal: 592 â‚¬ (2 )

Dove Cottage Beautifully Restored Tudor Cottage Sleeps 6 Or 7

3 3
cottage , Winchcombe
This family-friendly cottage is located just a short 10-minute walk from Winchcombe Folk and Police Museum and Belas Knap, with Sudeley Castle and Hailes Abbey within a 5-kilometre radius, offering easy access to the area's historical attractions. It has received excellent user ratings, making it a popular choice for families and groups.
The cottage spans 138 square metres and comfortably accommodates up to 8 guests in its 4 bedrooms and 3 bathrooms. Amenities include a fully equipped kitchen, a relaxing spa tub, a private garden with barbecue facilities, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Bath Road Retreat  2 Bedrooms With  Garden - Pass The Keys - Cheltenham
Cheltenham
27/10 – 31/10
214 â‚¬/nighttotal: 856 â‚¬ (4 )

Bath Road Retreat 2 Bedrooms With Garden - Pass The Keys

2 2
apartment , Cheltenham
This Cheltenham holiday home is conveniently located within 1.6km of Cheltenham General Hospital and the University of Gloucestershire, and within 2.4km of the Playhouse Theatre and Imperial Gardens.
This 56 square metre property sleeps four guests in three bedrooms and one bathroom, boasting a fully equipped kitchen with appliances including a dishwasher and washing machine, plus a private garden.
The Little Green House - Cheltenham, Walk To Town - Cheltenham
8.0 1 review
Cheltenham
21/07 – 24/07
213 â‚¬/nighttotal: 639 â‚¬ (3 )

The Little Green House - Cheltenham, Walk To Town

2 2
apartment , Cheltenham
This Victorian terrace house is located in Cheltenham, a five-minute walk (0.8 km) from Cheltenham town centre, offering easy access to shops, restaurants, and bars.
The two-bedroom property sleeps four, features a fully equipped kitchen, a secure garden with artificial grass and play frame, fast internet, and a bathroom with a bath and shower; making it perfect for families visiting Cheltenham.
Prestige-maison-salle De Bain Privée-vue Sur Rue - Cheltenham
9.9 66 reviews
Cheltenham
17/07 – 31/07
197 â‚¬/nighttotal: 2758 â‚¬ (14 )

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

1 1
apartment , Gloucestershire
This Gloucestershire self-catering house is located on a quiet lane in the Suffolks and Montpellier district, a desirable area of Cheltenham. This two-bedroom retreat offers an open-plan kitchen, lounge, and dining area, a private patio, and sleeps up to four guests, with all linens, towels and toiletries provided.

Best Cheltenham holiday rentals with parking

Pristine Montpellier Gardens Apartment - Cheltenham
10 2 reviews
Cheltenham
04/09 – 04/10
164 â‚¬/nighttotal: 4920 â‚¬ (30 )

Pristine Montpellier Gardens Apartment

2 3
apartment , Cheltenham
This Cheltenham apartment is conveniently located an 8-minute walk (approximately 0.6km) from Cheltenham Town Hall and an 11-minute walk (approximately 0.9km) from the Promenade, offering easy access to the town centre.
The two-bedroom, two-bathroom flat sleeps four guests and includes a fully equipped kitchen with appliances such as a dishwasher and fridge, in-unit laundry facilities, Wi-Fi, and a fireplace; nearby attractions include Cheltenham Racecourse and Gloucester Quays.
The Cheltenham Suites - Elegant 1 Bed Apartment - Cheltenham
Cheltenham
15/08 – 29/08
92 â‚¬/nighttotal: 1288 â‚¬ (14 )

The Cheltenham Suites - Elegant 1 Bed Apartment

1 1
apartment , Cheltenham
This Cheltenham town centre flat is a short walk from the Regent Arcade shopping centre, Everyman and Playhouse Theatres, and a 0.5km taxi ride from Cheltenham Racecourse.
The 46-square-metre self-catering apartment features one bedroom, one bathroom, a private terrace, parking, and sleeps two guests, with a king-size bed, modern kitchen, and smart TV.
Stylish 1-bed Apartment In Fairview - Cheltenham
9.0 3 reviews
Cheltenham
21/07 – 24/07
100 â‚¬/nighttotal: 300 â‚¬ (3 )

Stylish 1-bed Apartment In Fairview

1 2
apartment , Cheltenham
This flat is situated in the Fairview district of Cheltenham, 12.4 kilometres from Sudeley Castle and 15.1 kilometres from Kingsholm Stadium.
This 46 square metre apartment offers WiFi, a kitchen with a dishwasher, and accommodates up to three guests, being ideal for those interested in cycling.
Queens Road By Signature Stays - Modern - Central - Cheltenham
8.5 13 reviews
Cheltenham
28/06 – 29/06
637 â‚¬/nightfor 1 night

Queens Road By Signature Stays - Modern - Central

5 2
house , Cheltenham
This Cheltenham house, located on Queens Road, is 12.2 kilometres from Kingsholm Stadium and 12.7 kilometres from Gloucester Cathedral.
The 151-square-metre property boasts a spacious layout with two bedrooms, two bathrooms, and ample amenities including free Wi-Fi, parking, a garden, and patio, accommodating up to 23 guests.

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.

Destinations nearby

Best Cheltenham holiday rentals with a balcony

Luxury Woodland Stay - Private Walks - Just Refurbished - Cheltenham
10 4 reviews
Cheltenham
21/08 – 23/08
330 â‚¬/nighttotal: 660 â‚¬ (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.
Woodland Cabin - Cotswold Way - Logs & Dogs - Cheltenham
9.0 14 reviews
Cheltenham
28/06 – 29/06
161 â‚¬/nightfor 1 night

Woodland Cabin - Cotswold Way - Logs & Dogs

1 2
apartment , Cheltenham
Woodland Cabin - Cotswold Way, a tranquil lodge in Cheltenham, is situated 13.8 kilometres from Kingsholm Stadium and 32.2 kilometres from Cotswold Water Park. This pet-friendly cabin accommodates up to seven guests and offers a well-equipped kitchen, free high-speed WiFi, and complimentary private parking.
The Lily Pad - Boutique Townhouse, A Short Walk To Town Center And Racecourse - Cheltenham
9.8 75 reviews
Cheltenham
11/09 – 18/09
203 â‚¬/nighttotal: 1421 â‚¬ (7 )

The Lily Pad - Boutique Townhouse, A Short Walk To Town Center And Racecourse

2 2
house , Cheltenham
This Cheltenham townhouse, a short walk from the town centre and racecourse, is 14.2km from Kingsholm Stadium and conveniently located for exploring the Cotswolds.
The 102 square metre property boasts two bedrooms, two bathrooms, and two living rooms, comfortably accommodating seven guests and featuring free Wi-Fi, a fully equipped kitchen, and a terrace.
Margaret's Terrace By Fortuna Property Portfolio - Cheltenham
9.1 135 reviews
Cheltenham
21/08 – 23/08
320 â‚¬/nighttotal: 640 â‚¬ (2 )

Margaret's Terrace By Fortuna Property Portfolio

2 4
apartment , Cheltenham
This Cheltenham apartment on Margaret's Terrace offers excellent location, situated 12.4 km from Sudeley Castle and 15.3 km from Gloucester Cathedral.
The 54 square metre self-catering flat features two bedrooms, one bathroom, a fully equipped kitchen, a balcony, free private parking and Wi-Fi, comfortably sleeping up to four guests.

Best Cheltenham holiday rentals with air conditioning

Contemporary 2-bed 2-bath Home With Parking - Cheltenham
Cheltenham
15/08 – 29/08
232 â‚¬/nighttotal: 3248 â‚¬ (14 )

Contemporary 2-bed 2-bath Home With Parking

2 1
apartment , Gloucestershire
This holiday apartment is centrally located in Cheltenham, Gloucestershire, a short walk from Pittville Park and the Holst Birthplace Museum.
This family-friendly property offers two bedrooms, two bathrooms, and accommodation for four guests, featuring a fully equipped kitchen, complimentary Wi-Fi, and a garden.
Charming Townhouse With Free Parking & Garden - Cheltenham
9.5 15 reviews
Cheltenham
10/10 – 11/10
247 â‚¬/nightfor 1 night

Charming Townhouse With Free Parking & Garden

1 3
apartment , Gloucestershire
This Cheltenham townhouse, opposite Tesco and a three-minute walk from Sainsbury's, offers easy access to Cheltenham High Street and its attractions, all within a 0.4-kilometre radius.
The newly refurbished two-bedroom property sleeps six, boasting a well-equipped kitchen, private courtyard, rear garden, and free parking – ideal for families or groups exploring Gloucestershire.
Beautiful Barn In The Cotswolds - Cheltenham
10 146 reviews
Cheltenham
21/07 – 24/07
154 â‚¬/nighttotal: 462 â‚¬ (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.
Comfy Modern Home, Entire Flat, King Size Bed - Cheltenham
9.7 18 reviews
Cheltenham
20/08 – 21/08
167 â‚¬/nightfor 1 night

Comfy Modern Home, Entire Flat, King Size Bed

1 4
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.
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