Holiday Rentals in Cheltenham

1491 available vacation rental offers

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Cheltenham holiday rentals
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Cheltenham holiday rentals: compare the best deals

Best family friendly Cheltenham holiday rentals

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

One Bedroom House Free Parking - Cheltenham
8.7 3 reviews
Cheltenham
10/27 – 10/31
HK$937/nighttotal: HK$3748 (4 )

One Bedroom House Free Parking

1 2
apartment , Gloucestershire
This one-bedroom flat in Cheltenham offers convenient access to local attractions, situated 12.87 kilometres from Sudeley Castle and 14.32 kilometres from Kingsholm Stadium.
Guests can enjoy complimentary private parking, free Wi-Fi, a fully equipped kitchen, and terrace access, with a maximum capacity of three people and a check-out time of 11:00 AM.
Footsteps From The Town & Parks (+ Hamper/parking) - Cheltenham
10 384 reviews
Cheltenham
10/27 – 10/31
HK$1171/nighttotal: HK$4684 (4 )

Footsteps From The Town & Parks (+ Hamper/parking)

1 2
apartment , Cheltenham
This apartment is located in Little Portland, a central district in Cheltenham, just a short walk from Pittville Park and the town centre. It has excellent user, location, and cleanliness ratings.
The apartment has one bathroom and can accommodate up to four guests. It comes equipped with a fully fitted kitchen, a comfortable living space, and a range of amenities, including free parking, Wi-Fi, and a welcome food hamper.
The Atelier  A Stylish Cheltenham Hideaway For 4 - Cheltenham
9.8 41 reviews
Cheltenham
06/30 – 07/03
HK$2489/nighttotal: HK$7467 (3 )

The Atelier A Stylish Cheltenham Hideaway For 4

1 2
apartment , Gloucestershire
The Atelier is a dog-friendly, two-bedroom Georgian apartment in Cheltenham's prestigious Park district, a short walk from Cheltenham town centre and Leckhampton's walking trails.
This self-check-in flat offers two bathrooms (including a rainfall shower), a fully equipped kitchen with dishwasher, private courtyard, parking, and comfortably sleeps four guests, providing easy access to Cheltenham's shops, cafes, and Cotswold Hills day trips.
Pittville Apartment - By Luxury Apartments - Cheltenham
10 1 review
Cheltenham
09/11 – 09/18
HK$1932/nighttotal: HK$13524 (7 )

Pittville Apartment - By Luxury Apartments

2 2
apartment , Cheltenham
The Pittville Apartment is situated in Cheltenham, just 14.6 kilometres from Kingsholm Stadium and 35.4 kilometres from Cotswold Water Park.
This two-bedroom apartment, spanning 98 square metres, comfortably accommodates up to seven guests and features a fully equipped kitchen, two bathrooms, a private entrance, and a complimentary welcome treat.

Best Cheltenham holiday rentals with parking

Two-bedroom Apartment - Cheltenham
8.8 3 reviews
Cheltenham
08/21 – 08/23
HK$1471/nighttotal: HK$2942 (2 )

Two-bedroom Apartment

2 4
apartment , Cheltenham
This Cheltenham apartment is centrally located, a 0.5km walk from Cheltenham Town Hall and 1.4km from the University of Gloucestershire, offering easy access to shops, restaurants, and bars.
The 66 square metre flat features two bedrooms, two bathrooms, sleeps four guests, and includes a bespoke kitchen with integrated appliances, free Wi-Fi, and parking.
The Lily Pad - Boutique Townhouse, A Short Walk To Town Center And Racecourse - Cheltenham
9.8 75 reviews
Cheltenham
08/07 – 08/09
HK$2153/nighttotal: HK$4306 (2 )

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

2 3
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.
Welcome To Your Modern And Comfortable Stay In Cheltenham, Free Parking, Spacious 2 Bedroom Town House, Self Catering, Walking Distance To Town Centre - Cheltenham
8.4 107 reviews
Cheltenham
08/15 – 08/16
HK$2110/nightfor 1 night

Welcome To Your Modern And Comfortable Stay In Cheltenham, Free Parking, Spacious 2 Bedroom Town House, Self Catering, Walking Distance To Town Centre

2 6
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.
Cottage ∙ 3 Bedrooms ∙ 8 Guests - Cheltenham
Cheltenham
06/27 – 07/04
HK$1592/nighttotal: HK$11144 (7 )

Cottage ∙ 3 Bedrooms ∙ 8 Guests

3 2
cottage
This charming cottage is located on the edge of Cheltenham, within walking distance of the university grounds, pubs, and the town centre. The suburban setting provides a peaceful retreat while still being close to the action.
The cottage comfortably sleeps 8 guests in 4 bedrooms, making it ideal for families or groups of friends. It includes a well-equipped kitchen with a dishwasher, a private garden with a decking area and barbecue, and free Wi-Fi.

Frequently asked questions about holiday rentals in Cheltenham

  • What should a first-time visitor not miss in Cheltenham?

    For a first visit, you'd want to see the iconic Pittville Pump Room and the beautiful gardens, and maybe catch a show at the Everyman Theatre. If you're into history, the Cheltenham Art Gallery and Museum is a must.
  • What are the best Airbnb and vacation rentals in Cheltenham?

    Portland Apartments, Strozzi Palace Suites By Mansley and Tewkesbury Town House are the most popular Airbnb and vacation rentals in Cheltenham among travelers.

  • Which neighborhood in Cheltenham should you consider for a vacation rental?

    The Montpellier area is quite popular for rentals. It's close to the shops, restaurants and bars, and you're within walking distance of the town centre. The area around the Promenade is also good, as it's close to the parks and the Montpellier Gardens.
  • 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 are the top family-friendly attractions in Cheltenham?

    The Cheltenham Museum and Art Gallery has plenty for kids, and the Cotswold Wildlife Park is great for a day out. The Holst Birthplace Museum is also a good option, with interactive exhibits and a beautiful garden.
  • What are the best vacation rentals with a pool in Cheltenham?

  • When is the best time to book a vacation rental in Cheltenham?

    The best time to book is usually in the spring or autumn, as the weather is mild and there are fewer crowds. If you're looking for a bargain, you might find better deals in the winter, but you'll need to be prepared for colder weather.
  • What are the best rentals for families and kids in Cheltenham?

  • What events or festivals should visitors check out in and around Cheltenham?

    The Cheltenham Jazz Festival in April is a big one, and the Cheltenham Literature Festival in October is another popular event. The Cotswold Show in July is a great day out, and there are plenty of other smaller events happening throughout the year.
  • 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 budget-friendly activities in Cheltenham?

    A walk in the Montpellier Gardens or Pittville Park is free, and you can enjoy the views from the top of Cleeve Hill for a small fee. The Cheltenham Museum and Art Gallery is free to enter, and there are plenty of free events happening in the town throughout the year.
  • What are the best restaurants with local dishes in Cheltenham?

    The Tavern is a popular spot for traditional pub grub, and The Wheatsheaf serves up delicious Cotswold fare. For something a bit more upscale, The Ivy Montpellier Brasserie is a good option.
  • What are the best walking or cycling routes in Cheltenham?

    The Cotswold Way is a popular long-distance trail that passes through Cheltenham. For shorter walks, the Cotswold Water Park is a great option, and the cycle path along the River Chelt is a good choice for a leisurely ride.
  • Are there pet-friendly attractions in Cheltenham?

    Yes, many pubs in the town are dog-friendly, and the parks and gardens are generally welcoming to pets. The Cotswold Wildlife Park also allows dogs on leads in some areas.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    Vacation rentals offer more space and privacy than a hotel room, and they can be a good option for families or groups. You often have access to a kitchen, which can save on dining costs.
  • What are the top sports attractions and facilities in Cheltenham?

    Cheltenham Racecourse is famous for its horse racing events, and the town also has a number of other sports facilities, including a golf course, a leisure centre and a rugby club.

Destinations nearby

Best Cheltenham holiday rentals with a balcony

Belle Vue Stylish Town Centre Apartment With Private Parking - Cheltenham
8.6 91 reviews
Cheltenham
10/27 – 10/31
HK$1377/nighttotal: HK$5508 (4 )

Belle Vue Stylish Town Centre Apartment With Private Parking

1 2
apartment , Cheltenham
This recently renovated Cheltenham apartment, located 14 kilometres from Kingsholm Stadium and 32 kilometres from the Cotswold Water Park, offers convenient access to local attractions.
The 54-square-metre flat features one bedroom with a king-size bed, one bathroom, a fully equipped kitchen with dining area, a balcony, free parking and Wi-Fi, accommodating up to three guests.
Villa ∙ 5 Bedrooms ∙ 10 Guests - Cheltenham
Cheltenham
06/26 – 06/28
HK$19711/nighttotal: HK$39422 (2 )

Villa ∙ 5 Bedrooms ∙ 10 Guests

5 2
house , Shurdington
Elysian Heights, a 5-bedroom house in Shurdington, offers panoramic Cotswolds views from Leckhampton Hill, placing guests within 5 kilometers of Cheltenham's cultural attractions and Painswick's stone buildings.
This family-friendly property accommodates up to 10 guests, featuring a cinema room, hot tub, indoor sauna, landscaped gardens with a playground and outdoor kitchen, and a lounge with an 83-inch TV and log burner, with internet and parking provided.
Stunning 2 Bed In The Heart Of Cheltenham - Cheltenham
9.4 3 reviews
Cheltenham
09/11 – 09/18
HK$2510/nighttotal: HK$17570 (7 )

Stunning 2 Bed In The Heart Of Cheltenham

2 2
apartment , Cheltenham
This centrally located Cheltenham apartment is within a 2.4km walk of Cheltenham General Hospital, the Playhouse Theatre, Everyman Theatre, Cheltenham Town Hall, and Imperial Gardens.
The two-bedroom, two-bathroom flat sleeps four guests and boasts a fully equipped kitchen, private enclosed yard, free Wi-Fi, and on-site parking.
Albert House - 3 Beds, Central & Racecourse! - Cheltenham
9.1 8 reviews
Cheltenham
08/21 – 08/23
HK$4429/nighttotal: HK$8858 (2 )

Albert House - 3 Beds, Central & Racecourse!

3 4
house , Gloucestershire
Albert House, a spacious Gloucestershire dwelling, enjoys a central location near Cheltenham Racecourse, 14.8km from Kingsholm Stadium and 35.4km from the Cotswold Water Park.
This three-bedroom, two-bathroom property boasts 1076 square metres of floor space, comfortably accommodating up to 11 guests with amenities including free Wi-Fi, private parking, and a fully equipped kitchen; enjoy the garden and terrace.

Best Cheltenham holiday rentals with air conditioning

Winchcombe Cottage With Breathtaking Views - Cheltenham
Cheltenham
08/07 – 08/09
HK$3639/nighttotal: HK$7278 (2 )

Winchcombe Cottage With Breathtaking Views

1 3
apartment , Winchcombe
This Cheltenham flat offers countryside views and is situated near the Cotswold Way, Sudeley Castle, and Winchcombe's cultural attractions, placing you 1.5 kilometers from Winchcombe's centre.
This one-bedroom flat accommodates up to five guests and features air conditioning, Wi-Fi, a private garden, and parking, with direct access to walking routes ideal for exploring the Cotswolds.
Station House, Serviced Apartment 8 With Air-con - Cheltenham
9.7 46 reviews
Cheltenham
06/30 – 07/03
HK$826/nighttotal: HK$2478 (3 )

Station House, Serviced Apartment 8 With Air-con

1 2
resort , Cheltenham
This Cheltenham apartment is directly opposite the train station, making it perfect for exploring the town centre and its many attractions, such as the Montpellier Gardens, just 0.5km away. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The flat is modern and spacious, with a separate bedroom and bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen with a dishwasher, a king-size bed with hotel-quality bedding, a comfortable sofa bed, a 40-inch smart TV, air conditioning, and secure keypad entry.
The Cabin - Cheltenham
10 208 reviews
Cheltenham
07/11 – 07/12
HK$1617/nightfor 1 night

The Cabin

1 2
apartment , Cheltenham
The Cabin is a one-bedroom apartment located in Cheltenham, 13.7 kilometres from Kingsholm Stadium and 30.6 kilometres from Cotswold Water Park, offering a peaceful retreat away from the town centre. It has received excellent ratings for user experience, location, and cleanliness.
The 30 square metre apartment comfortably sleeps two guests. Amenities include a fully equipped kitchen with a fridge and microwave, a private garden with scenic views, free Wi-Fi, and a flat-screen TV with access to streaming services.
Prestige-maison-salle De Bain Privée-vue Ville-hom - Cheltenham
10 39 reviews
Cheltenham
08/21 – 08/23
HK$13695/nighttotal: HK$27390 (2 )

Prestige-maison-salle De Bain Privée-vue Ville-hom

1 4
apartment , Gloucestershire
This exceptional Cheltenham property, close to the Cotswolds Area of Outstanding Natural Beauty, offers easy access to picturesque villages and landscapes.
Sleeping up to 12 guests in six bedrooms and three bathrooms, this six-bedroom house boasts a spacious open-plan kitchen, lounge, and dining area, a landscaped garden with private gym and sauna, and private parking for at least four cars.
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