Holiday Rentals in Cheltenham

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Cheltenham holiday rentals
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1491 Holiday rentals and Airbnb in Cheltenham

Best family friendly Cheltenham holiday rentals

Among the 1491 accommodations in Cheltenham, here are the 3 best family friendly rentals

The Coach House - Beautiful 1 Bedroom In Cheltenham - Cheltenham
No reviews

The Coach House - Beautiful 1 Bedroom In Cheltenham

apartment, Cheltenham
This one-bedroom Cheltenham house is conveniently located near Bath Road, a 10-minute drive (approx. 6.4 km) from Cheltenham Racecourse and within walking distance of Cheltenham Town Hall and the Edward Wilson statue.
The property offers a comfortable double bedroom, a dressing room/office, a modern kitchen with fridge, dishwasher and washer-dryer, a bathroom with a bath and shower, and a small patio, sleeping up to two guests.
Large Period 2-bed Apartment Close To Town - Cheltenham
9.8 276 reviews

Large Period 2-bed Apartment Close To Town

apartment, Cheltenham
This self-catering apartment is located on Prestbury Road in Cheltenham, just a mile from the town centre, a mile from Cheltenham Racecourse and 1.7 miles from the University of Gloucestershire, making it a great base for exploring the town and surrounding areas. The apartment has received excellent ratings for location, cleanliness and user experience.
The two-bedroom property, spanning 88 square metres, comfortably accommodates up to six guests. It features a modern shower room, a fully equipped kitchen, a terrace, a garden and parking, ensuring a comfortable and enjoyable stay.
46 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Cheltenham
No reviews

46 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment
This Cheltenham apartment is centrally located, a 0.8km walk from the Regent Arcade shopping centre and a short stroll from the Everyman and Playhouse theatres.
The 46 square metre flat offers two bedrooms, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private terrace, and high-speed internet.

Best Cheltenham holiday rentals with parking

Blue Garden Retreat By Fortuna Property Portfolio - Cheltenham
9.3 25 reviews

Blue Garden Retreat By Fortuna Property Portfolio

apartment, Cheltenham
This Cheltenham apartment, situated near the town centre and approximately 82 kilometres from Bristol Airport, offers easy access to Cheltenham's attractions.
The self-catering flat boasts a 17 square metre floor area, comprising one bedroom, one bathroom, and a terrace/balcony, comfortably accommodating up to three guests and including free parking, Wi-Fi, and a fully equipped kitchen.
Montpellier 2 Bed Flat With Off Road Parking - Cheltenham
9.8 94 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.
Stylish Sunningend 1-bed Apartment In Town Centre With Parking - Cheltenham
9.2 43 reviews

Stylish Sunningend 1-bed Apartment In Town Centre With Parking

apartment, Cheltenham
This Cheltenham apartment, SunningEnd W King SBed EV Parking, is conveniently located near Sudeley Castle (13 km) and Kingsholm Stadium (14 km), offering easy access to local attractions.
The 45 square metre flat features one bedroom, one bathroom, and sleeps up to three guests, boasting a fully equipped kitchen, free Wi-Fi, private parking, and a concierge service.
Spacious & Stunning 5 Bed Cheltenham Home - Cheltenham
No reviews

Spacious & Stunning 5 Bed Cheltenham Home

house, Cheltenham
This 5-bedroom Cheltenham residence is situated 10.9 kilometres from Kingsholm Stadium and 10.9 kilometres from Gloucester Cathedral, with Bristol Airport 77.2 kilometres away.
This spacious dwelling offers accommodation for 21 guests, featuring 3 bathrooms, a fully equipped kitchen with a dishwasher and microwave, free WiFi, and private parking, located 17.7 kilometres from Sudeley Castle and 35.4 kilometres from Cotswold Water Park.

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

The Mitre, Cheltenham, Stylish, Sleeps 8, Parking, Central - Cheltenham
9.7 12 reviews

The Mitre, Cheltenham, Stylish, Sleeps 8, Parking, Central

house, Cheltenham
This recently renovated four-bedroom house is located in Cheltenham, 13.6 kilometres from Kingsholm Stadium and 13.7 kilometres from Gloucester Cathedral.
This spacious 110 square metre property accommodates up to 15 guests with a fully equipped kitchen, free WiFi, and a terrace, offering a convenient base for exploring attractions such as Sudeley Castle, located 13 kilometres away.
Caravan 5 By The River Severn, Dog Friendly, Great For Contractors, Walkers And Fishing On The River - Cheltenham
9.1 33 reviews

Caravan 5 By The River Severn, Dog Friendly, Great For Contractors, Walkers And Fishing On The River

house, Chaceley
This two-bedroom, two-bathroom house, Caravan 5 at Severnside Boat & Caravan Park in Chaceley, Gloucestershire, offers convenient access to attractions such as Sudeley Castle (24km), Westbury Court Garden (29km), and Gloucester Cathedral (18km).
The 35-square-metre self-catering property features free Wi-Fi, private parking, a terrace, and sleeps up to seven guests, perfect for families or groups exploring the Cotswolds.
5&6 North Place - Cheltenham
9.4 180 reviews

5&6 North Place

studio, Gloucestershire
This recently renovated apartment in Gloucestershire is conveniently located just 8.7 miles from Kingsholm Stadium and 21 miles from Cotswold Water Park, making it an ideal base for exploring the region. The apartment offers a comfortable and well-equipped space for your stay.
The apartment features a fully equipped kitchen, allowing you to prepare your own meals, and a private terrace or balcony for enjoying the fresh air. You'll also have access to free Wi-Fi, a satellite flat-screen TV, and parking, ensuring a relaxing and enjoyable stay.
Town Centre Penthouse With Hot Tub  22 - Cheltenham
10 4 reviews

Town Centre Penthouse With Hot Tub 22

apartment, Gloucestershire
This recently refurbished penthouse apartment is situated in Cheltenham town centre, a 3-minute walk to the High Street and 10 minutes from the Racecourse, offering excellent access to local attractions such as the Holst Birthplace Museum and Pitville Pump Room.
This 90 square meter luxury flat accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, featuring a private roof terrace with a hot tub and bar area, on-site parking, and hotel-standard amenities including Superking beds and Egyptian cotton towels.

Best Cheltenham holiday rentals with air conditioning

Cheltenham Town, Spacious, Parking & Pet Friendly - Cheltenham
9.3 3 reviews

Cheltenham Town, Spacious, Parking & Pet Friendly

apartment
This converted bakery, The Old Bakery, is centrally located in Cheltenham, Gloucestershire, offering 1 kilometer access to the town's amenities and attractions.
This characterful apartment accommodates up to six guests across three bedrooms and features a fully equipped kitchen, a bath and shower, and is pet-friendly, with free on-street parking available.
Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering - Cheltenham
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.
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.
Spacious Open Plan Home In Central Cheltenham Free Parking Sleeps 6 - Cheltenham
No 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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