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

Central Luxury Apartment With Parking - Cheltenham
9.2 117 reviews

Central Luxury Apartment With Parking

apartment, Cheltenham
This Cheltenham apartment boasts a central location, conveniently close to Sudeley Castle (13.5 km) and Gloucester Cathedral (15.1 km), offering easy access to Cheltenham's shops and restaurants.
The two-bedroom, two-bathroom flat sleeps seven guests, features free parking, a fully equipped kitchen with dishwasher, free Wi-Fi, and satellite TV, plus luggage storage.
Montrose Lodge - Cheltenham
9.4 87 reviews

Montrose Lodge

apartment, Cheltenham
Montrose Lodge, a Cheltenham apartment, is conveniently located approximately 13.4 km from Sudeley Castle, 15 km from Gloucester Cathedral, and 13.8 km from Kingsholm Stadium.
This 63 square metre self-catering flat offers one bedroom, one bathroom, sleeps seven guests, and features a spacious layout including a private patio, terrace, fireplace, and free Wi-Fi.
Montpellier 2 Bed Flat With Off Road Parking - Cheltenham
9.8 98 reviews

Montpellier 2 Bed Flat With Off Road Parking

apartment
This charming flat is situated in Montpellier, a lively area just a short walk from Cheltenham's main festivals and racecourse. The property has received excellent ratings for location, cleanliness, and overall experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a well-equipped kitchen, a private garden entrance, and free off-street parking.
Modern Studio Appartment - Cheltenham
8.1 60 reviews

Modern Studio Appartment

studio, Cheltenham
This Cheltenham studio apartment is conveniently located near Sudeley Castle (12.4 km) and Gloucester Cathedral (16.1 km), offering easy access to other attractions such as Kingsholm Stadium.
The 28-square-metre self-contained flat sleeps three guests and includes a fully equipped kitchen, garden, parking, and free Wi-Fi.

Best Cheltenham holiday rentals with parking

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.
Centrally Located 2 Bed House Cheltenham - Cheltenham
9.7 31 reviews

Centrally Located 2 Bed House Cheltenham

house, Gloucestershire
This Cheltenham house, a five-minute walk (0.8 km) from Cheltenham town centre and its attractions, offers a quiet cul-de-sac location in Gloucestershire.
Sleeping up to six guests, this two-bedroom property features a fully equipped kitchen, a spacious living area with a dining table, a sunny garden, free off-road parking, and a double sofa bed.
Wellinghill Lodge - Cheltenham
9.7 71 reviews

Wellinghill Lodge

house, Cheltenham
Wellinghill Lodge is a cosy one-bedroom house located in Cheltenham, just 16 kilometres from Kingsholm Stadium and Sudeley Castle and 34 kilometres from Cotswold Water Park, offering a peaceful retreat close to popular attractions. The property has received excellent ratings for its cleanliness, location and overall experience.
The 90 square metre house comfortably sleeps two guests and features a fully equipped kitchen with a fridge and microwave, a bathroom with a walk-in shower, a garden for relaxation, free Wi-Fi and private parking. Guests can enjoy a variety of activities in the surrounding area, including golfing, cycling and fishing.
*Sleeps 16 - Walk To Town - Pool Table - Parking* - Cheltenham
9.6 21 reviews

*Sleeps 16 - Walk To Town - Pool Table - Parking*

apartment
This four-bedroom apartment is situated in a central district of Cheltenham, within easy walking distance of boutique shops, coffee shops, bars, and restaurants. The apartment has received excellent ratings for its cleanliness, location and user experience.
The spacious home has a layout that is perfect for large groups, with a capacity of up to 16 guests. It features two large open plan kitchen/living/dining rooms, a pool table, multiple bathrooms, a dining table that seats 16, and convenient parking.

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.

Popular destinations

Best Cheltenham holiday rentals with a balcony

New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed - Cheltenham
No reviews

New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed

house, Cheltenham
This large house is located in Cheltenham, a 16-minute walk from Cheltenham Town Hall and less than 1 kilometre from Montpellier Gallery.
This family-friendly property offers accommodation for 35 guests with 9 bedrooms, 8 bathrooms, a dishwasher, WiFi, a garden, terrace, balcony, and a jacuzzi.
Vernon Place Town Centre, Vernon Cottage 3-bed With Parking, 1a Vernon Court 2-bed With Parking, 1b Studio No Parking, Off The High Street Next To Sandford Park - Cheltenham
8.3 54 reviews

Vernon Place Town Centre, Vernon Cottage 3-bed With Parking, 1a Vernon Court 2-bed With Parking, 1b Studio No Parking, Off The High Street Next To Sandford Park

studio, Cheltenham
This Cheltenham town centre house, 14km from Kingsholm Stadium and 32km from Cotswold Water Park, offers convenient access to local attractions.
The 112 square metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes a private balcony with river views, free Wi-Fi, and ample parking.
Wellesley House - Stunning 2 Bedroom Apartment In Central Cheltenham - Cheltenham
10 1 review

Wellesley House - Stunning 2 Bedroom Apartment In Central Cheltenham

apartment, Cheltenham
This Cheltenham apartment on Clarence Parade is centrally located, a 2-minute walk from the Theatre and shops, and a short taxi ride (approx. 3.2 km) to Cheltenham Racecourse.
The two-bedroom, one-bathroom flat sleeps four guests and offers a modern kitchen with dishwasher, a private balcony, and a Dolce Gusto coffee machine; nearby attractions include the Michelin-starred Lumiere restaurant.
The Greenway Hotel & Spa - Cheltenham
No reviews

The Greenway Hotel & Spa

resort, Shurdington
The Greenway Hotel & Spa in Shurdington offers convenient access to local amenities, being situated a short distance from the town centre.
This hotel provides extensive wellness facilities including a spa, indoor and outdoor swimming pools, a fitness centre, and pet-friendly accommodation, with a restaurant and bar on-site.

Best Cheltenham holiday rentals with air conditioning

64 Bath Road - Central To Cheltenham - Cheltenham
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.
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.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
9.7 239 reviews

Luxurious 1 Bed Detached Home With Gated Parking

house, Cheltenham
This charming house is situated in Pittville Circus Road, Cheltenham, within easy reach of Weston Park, Cotswold Water Park, and Coughton Court. The property has received excellent ratings for location, cleanliness, and user experience.
The house features one bedroom and one bathroom, providing comfortable accommodation for two guests. Amenities include a terrace, a garden, parking, and a fully equipped kitchen with a fridge and microwave oven, ensuring a pleasant stay.
Contemporary 2-bed 2-bath Home With Parking - Cheltenham
No reviews

Contemporary 2-bed 2-bath Home With Parking

house, Cheltenham
This family-friendly house in Cheltenham offers complimentary Wi-Fi and free on-site parking, with air conditioning in select rooms and video streaming available for guest entertainment.
Spanning 92 square meters, this contemporary property features a kitchen equipped with a fridge, microwave oven, and dishwasher, alongside a terrace or balcony and a non-smoking environment.
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