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?

Hatherley Manor Hotel & Spa , Stunning Regency Retreat; Parking+heated Pool and Hatherley Manor Hotel & Spa 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?

The best rentals for families and kids in Cheltenham are Beautiful Two Bedroom Apartment , Hatherley Manor Hotel & Spa and * Stylish Mews House - Cheltenham Town Centre - Parking * .

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.

Cheltenham Holiday Rentals & Airbnb

No reviews

Modern 4 Bedroom 4 Bathroom Home In Cheltenham

house, Cheltenham

This family-friendly house is located in Cheltenham, offering complimentary Wi-Fi and essential kitchen facilities including a fridge and microwave oven.
This 93 square meter property features 4 bedrooms, 4 bathrooms, and a garden, with a terrace or balcony available in some accommodations, and parking is provided.

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.

9.1 94 reviews

Margaret's Ground By Fortuna Property Portfolio

apartment, Cheltenham

Margaret's Ground is a 19th-century apartment located in Cheltenham, a short distance from Sudeley Castle (12.4 km) and Gloucester Cathedral (15.3 km).
This two-bedroom apartment, spanning 53 square metres, provides a well-equipped kitchen, free Wi-Fi, and free private parking for guests.

9.1 29 reviews

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & Ev Charger

apartment, Cheltenham

This recently renovated Cheltenham apartment, located 13.2 km from Sudeley Castle and 13.5 km from Kingsholm Stadium, offers convenient access to local attractions.
The 61 square metre self-catering flat features two bedrooms, two bathrooms, sleeps seven, and includes a fully equipped kitchen with dishwasher, free private parking with EV charger, and free Wi-Fi.

No reviews

The Hideaway, Cheltenham Centre - Garden & Parking

house, Cheltenham

This two-bedroom holiday home, The Hideaway, is located in Cheltenham, a 16-minute walk from Cheltenham Town Hall and 19 minutes from Cheltenham Playhouse, with Montpellier Gallery 0.9 miles away.
This property accommodates up to seven guests and offers a private terrace, complimentary WiFi, a fully equipped kitchen, and private on-site parking.

No reviews

Stylish 1-bed Apartment In Fairview

apartment, Cheltenham

This 1-bedroom flat is situated in Cheltenham's Fairview district, offering convenient access to local attractions.
This 46-square-metre flat features a kitchen with a fridge, microwave oven, and dishwasher, along with complimentary on-site parking and free Wi-Fi.

9.7 13 reviews

Beautiful Montpellier Retreat

house, Cheltenham

This Montpellier retreat in Cheltenham offers a peaceful stay, conveniently located 13.4 km from Kingsholm Stadium, 14.2 km from Sudeley Castle, and 14.5 km from Gloucester Cathedral.
The 74 square metre property features two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, terrace, parking, and free Wi-Fi.

9.6 50 reviews

The Burton Penthouse By Fortuna Property Portfolio

apartment, Gloucestershire

This Cheltenham penthouse apartment boasts a central location, a 5-minute walk from the Brewery Quarter and 10-15 minutes from Montpellier, with Cheltenham Racecourse approximately 1.9km away.
The 2-bedroom, 1-bathroom flat offers 40m² of living space, including a private roof terrace with Cheltenham views, sleeping up to 6 guests and featuring a fully equipped kitchen, parking, and excellent guest ratings.

9.0 67 reviews

The Snug Central Cosy Good Wi-fi

house, Cheltenham

The Snug Central Cosy Good Wi-Fi is located in Cheltenham, just 13km from Kingsholm Stadium and 34km from Cotswold Water Park. This property has received excellent ratings for location, cleanliness, and overall user experience.
This 2-bedroom house, spanning 49 square meters, comfortably accommodates up to 4 guests. You'll find a fully equipped kitchen with a fridge, microwave oven, and dishwasher, along with a terrace or balcony, parking, and free Wi-Fi, perfect for a relaxing stay.

9.8 10 reviews

Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage

apartment, Cheltenham

This five-bedroom Cheltenham town centre house, 13.5 km from Kingsholm Stadium and 34 km from Cotswold Water Park, offers convenient access to local attractions.
The 154 square metre property boasts four bathrooms, sleeps 19 guests, and includes a private garden, garage, free Wi-Fi, and a fully equipped kitchen with dishwasher.

9.4 21 reviews

Charming Two Bedroom Apartment In Fairview

apartment, Cheltenham

This Fairview apartment in Cheltenham enjoys a peaceful location, 12.4 km from Sudeley Castle and 15 km from Kingsholm Stadium.
The 65 square metre self-catering flat offers two bedrooms, one bathroom, and sleeps six, including a fully equipped kitchen with dishwasher, private patio, free Wi-Fi, and parking.

Best family friendly Cheltenham holiday rentals

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

10 83 reviews

Luxury Home In Cheltenham Town Centre With Parking

apartment

Thornton House, a centrally located Cheltenham apartment in Gloucestershire, offers easy access to Cheltenham town centre and its shops, restaurants, and cultural attractions.
This self-contained one-bedroom house features a fully equipped kitchen, private terrace, parking, and sleeps up to three guests, with a super king (or twin) bed and a king-size sofa bed.

9.7 45 reviews

Modern 4 Bed 3 Bath Home Close To The Town Centre

apartment

This modern townhouse is located on a quiet road in Cheltenham, just 2 kilometers from the town centre, making it ideal for exploring the area's shops, restaurants, and attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The spacious property can accommodate up to 8 guests, with 4 bedrooms and 3 bathrooms, perfect for families or groups of friends. The kitchen is fully equipped with modern appliances, including a dishwasher, fridge-freezer, and microwave, and the private patio and rear garden offer a peaceful retreat.

8.6 22 reviews

Montpellier Courtyard

apartment, Gloucestershire

Montpellier Courtyard, situated in Gloucestershire, offers a two-bedroom apartment approximately 13km from Kingsholm Stadium, 14km from Gloucester Cathedral, and 14km from Sudeley Castle.
This self-catering property sleeps seven, includes free private parking, and is pet-friendly, providing a peaceful base for exploring Gloucestershire's attractions.

9.9 167 reviews

Charming House In The Centre Of Town.

house, Gloucestershire

This Gloucestershire apartment is conveniently located near Montpellier and High Street, making it easy to explore the area's shops, restaurants, and attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers two bedrooms and a bathroom, comfortably accommodating up to six guests. It includes a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, plus a private courtyard garden and free permit parking.

Best Cheltenham holiday rentals with parking

9.7 10 reviews

Lower Lyndale

house, Leckhampton

This Leckhampton cottage, Lower Lyndale, is located within 14 kilometres of Gloucester Cathedral and 31 kilometres of Cotswold Water Park.
This 93 square meter dwelling accommodates up to 11 guests across 2 bedrooms and 2 bathrooms, offering a fully equipped kitchen with a dishwasher, a terrace, garden, and private parking with complimentary WiFi.

9.1 9 reviews

Stylish 1-bed Apartment In Fairview

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.

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.

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.

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?
Hatherley Manor Hotel & Spa, Stunning Regency Retreat; Parking+heated Pool and Hatherley Manor Hotel & Spa 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?
The best rentals for families and kids in Cheltenham are Beautiful Two Bedroom Apartment, Hatherley Manor Hotel & Spa and * Stylish Mews House - Cheltenham Town Centre - Parking *.
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

No reviews

Luxury Apartments - 10 Royal Parade

apartment, Cheltenham

This luxury flat is conveniently located on Royal Parade in Cheltenham, just 8km from Kingsholm Stadium and 9km from Gloucester Cathedral, offering easy access to the town's shops, restaurants, and attractions. Despite its central location, the property enjoys a peaceful setting, perfect for a relaxing retreat.
The 120 square metre apartment features two bedrooms and two bathrooms, comfortably accommodating up to four guests. It includes a fully equipped kitchen, a terrace, a garden, free private parking, and complimentary Wi-Fi, ensuring a comfortable and convenient stay.

No reviews

5 Bed - Quiet Twin Homes: 5 Beds, 3 Baths & Parking For 3

house, Gloucestershire

This five-bedroom Cheltenham house, situated in central Cheltenham, Gloucestershire, is conveniently located 13.5 km from Kingsholm Stadium and 14.6 km from Gloucester Cathedral.
The 167 square metre property boasts three bathrooms, sleeps 23 guests, offers free Wi-Fi, private parking, a garden, and a fully equipped kitchen with a dishwasher and microwave.

No reviews

The Burton Penthouse By Fortuna Property Portfolio

apartment, Cheltenham

This Cheltenham penthouse apartment, a 5-minute walk from the High Street and Brewery Quarter, and 10 minutes from Montpellier, offers easy access to Cheltenham's attractions.
The 54-square-metre, two-bedroom, two-bathroom flat boasts a 40-square-metre private roof terrace, sleeps up to six guests, and includes parking, a dishwasher, and internet access.

9.4 39 reviews

Windrush Cottage, Seven Springs Cottages

house, Cheltenham

Windrush Cottage is situated in Seven Springs Cottages, Cheltenham, 15km from Kingsholm Stadium and 29km from Cotswold Water Park.
This 3-bedroom house features a fully equipped kitchen, a washing machine, a comfortable seating area with a fireplace, a patio and a children's playground, accommodating up to 11 guests.

Best Cheltenham holiday rentals with air conditioning

9.0 4 reviews

Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering

apartment, Cheltenham

This Cheltenham holiday home is situated 0.8km from Jonny-Rocks Stadium and 3km from Cheltenham Racecourse, offering easy access to the Holst Birthplace Museum and Pittville Park, all within a 1.6km radius.
The two-bedroom property sleeps four, boasting a fully equipped kitchen with dishwasher, a jacuzzi, garden with barbecue, Smart TV, and fireplace; express check-in/out is available.

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.

9.0 14 reviews

64 Bath Road - Central To Cheltenham

apartment, Cheltenham

This Cheltenham apartment on Bath Road offers a central location, conveniently situated 13.5km from Kingsholm Stadium and Sudeley Castle, and 14.8km from Gloucester Cathedral.
The self-catering flat comprises one bedroom, one bathroom, sleeps two guests, and includes air conditioning, free Wi-Fi, and a fully equipped kitchen.

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.

Holiday Rentals in Cheltenham

2305 Holiday rentals and Airbnb in Cheltenham

Modern 4 Bedroom 4 Bathroom Home In Cheltenham

Sky Garden Hut- Hilltop Hut With Stunning Views

Margaret's Ground By Fortuna Property Portfolio

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & Ev Charger

The Hideaway, Cheltenham Centre - Garden & Parking

Stylish 1-bed Apartment In Fairview

Beautiful Montpellier Retreat

The Burton Penthouse By Fortuna Property Portfolio

The Snug Central Cosy Good Wi-fi

Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage

Charming Two Bedroom Apartment In Fairview

Best family friendly Cheltenham holiday rentals

Luxury Home In Cheltenham Town Centre With Parking

Modern 4 Bed 3 Bath Home Close To The Town Centre

Montpellier Courtyard

Charming House In The Centre Of Town.

Best Cheltenham holiday rentals with parking

Lower Lyndale

Stylish 1-bed Apartment In Fairview

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

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

Frequently asked questions about holiday rentals in Cheltenham

Popular destinations

Best Cheltenham holiday rentals with a balcony

Luxury Apartments - 10 Royal Parade

5 Bed - Quiet Twin Homes: 5 Beds, 3 Baths & Parking For 3

The Burton Penthouse By Fortuna Property Portfolio

Windrush Cottage, Seven Springs Cottages

Best Cheltenham holiday rentals with air conditioning

Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering

Charming Townhouse With Free Parking & Garden

64 Bath Road - Central To Cheltenham

Contemporary 2-bed 2-bath Home With Parking