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

Sotherby Walk | Racecourse | Parking | Modern - Cheltenham
9.0 6 reviews

Sotherby Walk | Racecourse | Parking | Modern

apartment
This five-bedroom Cheltenham house, near GCHQ and a 5-minute (approx. 3km) drive from Cheltenham town centre, offers easy access to the M5 motorway.
The property sleeps eight guests, boasting three king-size bedrooms, one double, a king-size sofa bed, two bathrooms, secure parking, super-fast Wi-Fi, Smart TVs, and a private outdoor area; essentials including toiletries and refreshments are provided.
The Cotswold Woodland By Fortuna Property Portfolio - Cheltenham
8.9 35 reviews

The Cotswold Woodland By Fortuna Property Portfolio

apartment, Cheltenham
This Cheltenham apartment is conveniently located just 13.2 km from Sudeley Castle and 14.5 km from Gloucester Cathedral, making it a great base for exploring the Cotswolds. It has received excellent ratings for cleanliness, location, and overall user experience.
The apartment has two bedrooms, one bathroom, and a floor area of 56 square meters, comfortably accommodating up to six guests. It features a fully equipped kitchen with a dishwasher, a flat-screen TV with streaming services, free Wi-Fi, and comfortable amenities like towels and bed linen.
Stunning 2 Bedroom Flat In The Centre Of Cheltenham - Cheltenham
No reviews

Stunning 2 Bedroom Flat In The Centre Of Cheltenham

apartment, Cheltenham
This two-bedroom maisonette on Berkeley Place, Cheltenham, offers period character within easy walking distance of Montpellier and the town centre, placing you close to independent boutiques, cafes, restaurants, and parks.
This 17 square meter flat accommodates up to three guests, featuring two bedrooms, one bathroom, a fully equipped open-plan kitchen, and amenities including internet and a Nespresso machine, with the Cotswolds accessible for countryside exploration.
Moderne-maison-salle De Bain Privée-vue Sur Rue - Cheltenham
9.9 41 reviews

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

apartment
This three-bedroom apartment in Tivoli, Gloucestershire, is conveniently located near Montpellier and central Cheltenham, offering easy access to shops, restaurants, and attractions within a few kilometers.
The spacious property features an open-plan living, dining, and kitchen area, sleeps six guests comfortably, and includes off-road parking, complimentary Wi-Fi, and a fully equipped kitchen with amenities.

Best Cheltenham holiday rentals with parking

Cosy 2-bed Apartment In Tivoli - Cheltenham
No reviews

Cosy 2-bed Apartment In Tivoli

apartment, Cheltenham
This Tivoli flat offers convenient access to Cheltenham's attractions, situated within easy reach of local amenities.
This 74 square meter flat includes a kitchen with a fridge and microwave, free internet, complimentary parking, and a terrace or balcony, with some units featuring air conditioning and separate living areas for enhanced comfort.
Great Location 3 Bedroom Flat In Charlton Kings - Cheltenham
8.0 1 review

Great Location 3 Bedroom Flat In Charlton Kings

apartment
This modern 3-bedroom flat is situated in Charlton Kings, Cheltenham, providing immediate access to local amenities and transport links, with the wine bar below offering direct ordering.
This accommodation sleeps six guests and features a kitchen with a fridge and dishwasher, a lounge with musical equipment and a games machine, and a bathroom with a disco function, with parking available.
Central 2 Bed House W/ Garden And Free Parking! - Cheltenham
9.1 67 reviews

Central 2 Bed House W/ Garden And Free Parking!

house, Cheltenham
This Cheltenham house, ideally located near the town centre, is 13.8 km from Kingsholm Stadium and 32 km from Cotswold Water Park.
This self-catering property boasts 100 square metres of space, featuring two bedrooms sleeping up to four guests, a fully equipped kitchen with dishwasher, private garden, parking, and complimentary Wi-Fi.
Granary, Cheltenham - Cheltenham
9.9 72 reviews

Granary, Cheltenham

house, Cheltenham
This two-bedroom house in Cheltenham is located just 10km from Kingsholm Stadium and within easy reach of the Cotswolds Water Park (31km) and Weston Park (37km), offering a peaceful setting for exploring the surrounding countryside. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 102 square meter house comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, a garden for relaxing, and free parking. Guests can enjoy hiking in the surrounding area, exploring the local attractions, or simply relaxing in the peaceful setting.

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

Beautiful Ashford Court Cottage - Cheltenham
No reviews

Beautiful Ashford Court Cottage

house, Cheltenham
Ashford Court Cottage is a detached house located in Cheltenham, 13 kilometres from Kingsholm Stadium and Gloucester Cathedral.
This 93 square metre property offers three bedrooms, three bathrooms, free WiFi, a fully equipped kitchen, and parking, accommodating up to eleven guests with a terrace and garden for outdoor relaxation.
Beautiful Apartment & Garden, Central Cheltenham - Cheltenham
No reviews

Beautiful Apartment & Garden, Central Cheltenham

apartment, Gloucestershire
This newly refurbished, high-spec two-bedroom basement flat is situated on a sought-after road in Cheltenham, a short walk from the town's shops, restaurants, and parks, and a 5-minute drive from Cheltenham Racecourse.
This 79 square meter apartment accommodates up to 4 guests, featuring an open-plan living area with a fully equipped kitchen, two bedrooms each with an en-suite bathroom, and a private two-tiered garden with outdoor seating.
The Burton Penthouse By Fortuna Property Portfolio - Cheltenham
9.0 12 reviews

The Burton Penthouse By Fortuna Property Portfolio

apartment, Cheltenham
The Burton Penthouse is a Cheltenham apartment situated 13.2 km from Kingsholm Stadium and 33.8 km from Cotswold Water Park, offering easy access to the town centre.
This recently renovated, 56 square metre penthouse features two bedrooms, one bathroom, sleeps nine guests, and boasts a terrace, garden, free Wi-Fi, and a fully equipped kitchen including a dishwasher.
The Cheltenham Suites - Collection Of Luxury Flats - Cheltenham
No reviews

The Cheltenham Suites - Collection Of Luxury Flats

apartment, Cheltenham
This five-bedroom Cheltenham apartment, sleeping up to ten guests, is centrally located a 0.8km walk from Regent Arcade and a short stroll from the Everyman Theatre and Playhouse Theatre, with Cheltenham Racecourse a 5-minute drive away.
The 209 square metre property offers four spacious living areas, four modern bathrooms with complimentary toiletries, fully equipped kitchens, high-speed broadband, and is ideal for large families or groups visiting for events like the Gold Cup.

Best Cheltenham holiday rentals with air conditioning

Montpellier Cheltenham - Character Georgian Town House - Cheltenham
No reviews

Montpellier Cheltenham - Character Georgian Town House

house, Cheltenham
This character Georgian townhouse is situated in Cheltenham's Montpellier district, 13.04 kilometres from Gloucester Cathedral and 13.36 kilometres from Kingsholm Stadium.
This 46 square metre townhouse offers accommodation for up to 9 guests, featuring a fully equipped kitchen, air conditioning, and free WiFi, making it a suitable base for exploring Cheltenham.
Spacious Pet Friendly Home In Central Cheltenham. Sleeps 6 Free Parking! - Cheltenham
No reviews

Spacious Pet Friendly Home In Central Cheltenham. Sleeps 6 Free Parking!

apartment, Cheltenham
This stylish flat, a former bakery, is situated in Cheltenham's Montpellier district, a 12-minute walk from the city centre and Montpellier Gardens and a 15-minute walk from Bath Road's amenities.
This pet-friendly accommodation sleeps up to six guests in three bedrooms and features an extra-large open-plan living area, a fully equipped kitchen, air conditioning, a terrace, garden, and free on-street parking.
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.
Spacious Open Plan Home In Central Cheltenham Free Parking Sleeps 6 - Cheltenham
9.0 3 reviews

Spacious Open Plan Home In Central Cheltenham Free Parking Sleeps 6

apartment, Cheltenham
This centrally located apartment in Cheltenham offers free parking and is situated 12.5 kilometers from Kingsholm Stadium and 12.3 kilometers from Gloucester Cathedral.
This spacious 150 square meter flat features an open-plan living area, a fully equipped kitchen with a dishwasher, and air conditioning, comfortably accommodating up to 6 guests with free WiFi and a private entrance.
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