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

Beautiful Basement Flat.  Leckhampton, Cheltenham - Cheltenham
10 233 reviews

Beautiful Basement Flat. Leckhampton, Cheltenham

apartment
This self-contained basement flat is conveniently located in Cheltenham, just a short walk from Montpellier, Tivoli, The Suffolk's, and Bath Road, and a short drive from the racecourse. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The flat features an open-plan living area with a Murphy bed, ideal for solo travellers or couples, and can accommodate up to four guests. The fully equipped kitchen includes a fridge, freezer, microwave oven, and dishwasher, allowing guests to prepare their own meals, and the wet room provides a comfortable and convenient bathing experience.
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks - Cheltenham
10 1 review

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

apartment, Leckhampton
This one-bedroom flat in Leckhampton is a 5-minute drive from Cheltenham Town Hall and The Promenade, with on-site parking.
This family-friendly accommodation offers a private terrace with outdoor furniture and a fire pit, complimentary Wi-Fi, a fully equipped kitchen, and is conveniently located for shopping at Gloucester Quays and visiting event venues.
Cheltenham Corporate House| Spa Stn 3 Min| Parking - Cheltenham
No reviews

Cheltenham Corporate House| Spa Stn 3 Min| Parking

house, Gloucestershire
This family-friendly house in Gloucestershire offers convenient access, being just a 3-minute walk from Spa Station and within easy reach of Gloucester Cathedral (12.1 kilometres) and Kingsholm Stadium (12.4 kilometres), with Sudeley Castle also a short drive away.
This 82 square meter property accommodates up to 8 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, a washing machine, a garden, and free private parking.
The House On The Hill | New Countryside Home - Cheltenham
9.9 130 reviews

The House On The Hill | New Countryside Home

apartment
This Cotswolds house rental near Cheltenham Spa offers panoramic views of the town and surrounding countryside, with easy access to Gloucestershire's attractions.
Sleeping up to 10 guests in five double bedrooms, this unique upside-down property boasts a hot tub, sauna, private cinema room, and a fully equipped kitchen including a dishwasher, making it ideal for families or large groups.

Best Cheltenham holiday rentals with parking

The Pavilion 1 Bedorom Apartment, Cheltenham - Cheltenham
9.8 8 reviews

The Pavilion 1 Bedorom Apartment, Cheltenham

apartment
This Cheltenham flat offers excellent access to the Montpellier District, Imperial Gardens, and Cheltenham Racecourse, with the Cotswolds countryside just a short drive away.
This well-appointed apartment accommodates up to four guests with a double bedroom and sofa bed, featuring a fully equipped kitchen, modern bathroom, and complimentary internet, ideal for exploring Gloucestershire.
Sky Garden Hut- Hilltop Hut With Stunning Views - Cheltenham
No reviews

Sky Garden Hut- Hilltop Hut With Stunning Views

apartment, Charlton Kings
This hilltop flat in Charlton Kings is situated 16 kilometres from Kingsholm Stadium and Sudeley Castle, offering a peaceful retreat with stunning views.
This one-bedroom flat for two guests provides a terrace, complimentary WiFi, a fully equipped kitchen, and free private parking, with Cotswold Water Park 30 kilometres away and Coughton Court 50 kilometres distant.
1 Bedroom Apartment - The Onyx - Cheltenham
8.4 31 reviews

1 Bedroom Apartment - The Onyx

apartment, Cheltenham
This Cheltenham apartment is centrally located, approximately 13km from Kingsholm Stadium and Sudeley Castle.
The 40 square metre flat offers one bedroom, one bathroom, sleeps five guests, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and in-unit laundry facilities.
*Stylish House, Sleeps 14, Town Location, Parking* - Cheltenham
9.8 486 reviews

*Stylish House, Sleeps 14, Town Location, Parking*

apartment
This spacious house is located on a private road in central Cheltenham, just a short walk from Montpellier Gardens, the town centre, and The Promenade. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has four bedrooms and two bathrooms, spanning a total floor area of 2 square metres. It offers a range of amenities including a fully equipped kitchen, a dining room, a living room with a flat-screen TV, a courtyard garden, and free WiFi.

Frequently asked questions about holiday rentals in Cheltenham

  • What are the top family-friendly attractions in Cheltenham?

    The most popular family-friendly attraction is probably the Cotswold Wildlife Park & Gardens, it has a huge range of animals and is great for a day out. The Everyman Theatre is also a good option, they have lots of shows that are suitable for kids. And for a rainy day, you can always visit the National Waterways Museum.
  • 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?

    The best time to book a vacation rental is usually in advance, especially if you're travelling during peak season, which is generally from April to October. If you're flexible with your dates, you might find a better deal by booking last minute.
  • 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, held in April and attracting big names. The Cheltenham Literature Festival in October is another popular one, with talks and readings from famous authors. And of course, there's the Cheltenham Festival in March, a huge horse racing event.
  • What are the best holiday rentals with a pool in Cheltenham?

  • What are the best budget-friendly activities in Cheltenham?

    A walk along the Cotswold Way is a great way to explore the area, and it's free. You can also visit the Pittville Park, a large park with a lake and plenty of space to relax. And for a bit of history, the Holst Birthplace Museum is a great option and is very reasonably priced.
  • What are the best rentals for families and kids in Cheltenham?

  • What are the best restaurants with local dishes in Cheltenham?

    For a real taste of local food, I'd recommend The Tavern, they do traditional pub grub with a modern twist. The Wheatsheaf is another good option, they're known for their Sunday roasts. And if you're looking for something a bit more upmarket, The Ivy is a lovely restaurant with a great menu.
  • What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?

    The best holiday 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 is a fantastic long-distance trail that passes through Cheltenham, offering stunning views of the countryside. For a shorter walk, the Pittville Park loop is a lovely option, and for cyclists, the Cotswold Cycleway is a great route.
  • Are there pet-friendly attractions in Cheltenham?

    Yes, many places in Cheltenham are dog-friendly. Pittville Park is great for a walk with your dog, and many pubs and cafes welcome dogs. The Cotswold Wildlife Park & Gardens also allows dogs in certain areas.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    A vacation rental gives you more space and privacy than a hotel, and you can often cook your own meals, which can save money. You'll also have access to amenities like a garden or patio, which can be great for relaxing.

Popular destinations

Best Cheltenham holiday rentals with a balcony

The Coach House - Cheltenham
9.8 78 reviews

The Coach House

house, Cheltenham
This Cheltenham Coach House is situated near Kingsholm Stadium (12.7km) and offers easy access to the Cotswold Water Park (32km) and other attractions such as Coughton Court and Lydiard Park (both 48km away).
This spacious three-bedroom property, boasting 200 square metres of floor area, comfortably accommodates nine guests and includes three bathrooms, a fully equipped kitchen, private garden, parking, and Wi-Fi.
Central Penthouse With Hot Tub & Views 23 - Cheltenham
9.6 271 reviews

Central Penthouse With Hot Tub & Views 23

apartment, Cheltenham
This apartment is conveniently located in Cheltenham, just 9.1 miles from Kingsholm Stadium and 21 miles from Cotswold Water Park, making it easy to explore the town and surrounding attractions. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom apartment spans 68 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private hot tub, a balcony, a terrace, free parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
The Annexe - Cheltenham
9.2 68 reviews

The Annexe

apartment, Cheltenham
The Annexe is a charming one-bedroom apartment located in Cheltenham, just a short drive from the historic Gloucester Cathedral and within easy reach of the Cotswold Water Park. It has received excellent ratings for its location, cleanliness, and overall experience.
This self-catering flat has a private entrance and can comfortably accommodate two guests. It features a terrace with darts, a private garden, and free parking, as well as a sustainable design and free WiFi.
Stunning And Contemporary 2 Bed Home In Lansdown - Cheltenham
No reviews

Stunning And Contemporary 2 Bed Home In Lansdown

house, Cheltenham
This contemporary two-bedroom home is located in Cheltenham's Lansdown district, offering convenient access to local amenities and attractions.
This 74 square meter residence features a separate living area, a fully equipped kitchen with a dishwasher, and a terrace, providing a comfortable stay for families with complimentary high-speed internet.

Best Cheltenham holiday rentals with air conditioning

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.
45 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Cheltenham
No reviews

45 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment
This two-bedroom flat is located in a peaceful residential area of Great Britain, a short walk from a bus stop and a nearby park.
This 45 square meter flat offers air conditioning, a fully equipped kitchen, and comfortable sleeping arrangements for up to six guests, with two double beds and a double sofa bed.
Charming Townhouse With Free Parking & Garden - Cheltenham
9.4 16 reviews

Charming Townhouse With Free Parking & Garden

apartment
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.
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.
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