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

Home Near Cheltenham Racecourse With Parking - Cheltenham
10 5 reviews

Home Near Cheltenham Racecourse With Parking

apartment
This spacious family home is located in Prestbury, a charming village just 1.5km from Cheltenham Racecourse and a 4km drive from Cheltenham Town Centre. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for families and groups.
The house is ideal for large groups, with four bedrooms and two bathrooms accommodating up to eight guests. The open-plan living area, fully equipped kitchen, private garden, and multiple living spaces provide everything you need for a comfortable and enjoyable stay.
Stunning Detached Countryside Home In Cheltenham - Cheltenham
No reviews

Stunning Detached Countryside Home In Cheltenham

apartment, Cheltenham
This secluded five-bedroom detached house is situated in the countryside near Cheltenham, offering privacy and easy access to Cheltenham town centre, golf courses, and cultural attractions like the Everyman Theatre and Cheltenham Playhouse, located approximately 5 kilometers away.
This property provides accommodation for up to 10 guests with a large open-plan kitchen, dining, and secondary lounge area, a principal lounge with a gas fire, extensive outdoor living space with a decked terrace and a treehouse, and generous gated parking for five or more cars.
Historic Spacious 3br Apt, 2+ Car Parking Sleeps 7 - Cheltenham
9.8 93 reviews

Historic Spacious 3br Apt, 2+ Car Parking Sleeps 7

apartment, Gloucestershire
This spacious Victorian loft apartment is situated in Cheltenham, just 48 kilometres from Lydiard Park and Coughton Court, and within easy reach of Kingsholm Stadium, Cotswold Water Park, Gloucester Cathedral, and Sudeley Castle. It has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment spans 125 square metres and comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a private garden with play equipment, a cosy outdoor fireplace, and free parking on-site.
Quiet Twin Homes: 5 Beds, 3 Baths & Parking For 3 - Cheltenham
8.0 1 review

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

apartment, Gloucestershire
This Cheltenham holiday home offers a secluded yet central experience in Gloucestershire, located at the end of a private road and within easy reach of Cheltenham Racecourse, Gloucester Quays, and Gloucester Docks.
The property comprises two distinct self-catering homes, accommodating up to 12 guests across 5 bedrooms and 4 bathrooms, with a total floor area of 185 square meters, featuring fully equipped kitchens, private patio gardens, and off-road parking for up to 3 vehicles.

Best Cheltenham holiday rentals with parking

The Annexe @The Oaks - Cheltenham
9.8 91 reviews

The Annexe @The Oaks

house, Golden Valley
The Annexe @The Oaks is a recently renovated holiday home situated just 10.5 kilometres from Kingsholm Stadium and 37 kilometres from Cotswold Water Park, making it ideal for exploring the beautiful Golden Valley. The property has received excellent ratings for its location, cleanliness and overall user experience.
The self-catering property offers 32 square metres of space, sleeping up to three guests in two bedrooms and one bathroom. Amenities include a private entrance and terrace, free parking, Wi-Fi, a fully equipped kitchen, a modern bathroom, and a welcome pack with wine or champagne, chocolates or cookies.
Comfortable & Contemporary 5-bed 3 Bathroom Home - Cheltenham
No reviews

Comfortable & Contemporary 5-bed 3 Bathroom Home

house, Cheltenham
This 5-bedroom, 3-bathroom family-friendly residence in Cheltenham offers complimentary on-site parking and convenient access to local attractions.
This detached house provides Wi-Fi, a fully equipped kitchen with a dishwasher, and a garden, with air conditioning available in some rooms.
Cotswold Corner - Cheltenham
9.9 32 reviews

Cotswold Corner

apartment
This self-contained Cheltenham annex in Leckhampton offers a king-size bed, Nespresso machine, and smart TV, located a 2.4km walk from Bath Road and 4.8km from Montpellier, with Cheltenham Racecourse 4.8km away.
The Scandi-style studio flat sleeps two, includes a luxurious bathroom with a walk-in shower, secure bike storage, and potential on-site or nearby free street parking.
Modern 1-bed Annexe - Cheltenham
9.9 79 reviews

Modern 1-bed Annexe

apartment
This one-bedroom apartment is located in the Cotswolds, just a short drive from the charming village of [Name of Village] and within easy reach of [Name of Town] (approximately [distance] km) and [Name of Town] (approximately [distance] km). Enjoy a peaceful escape in this tranquil setting, perfect for exploring the picturesque Cotswolds.
The self-catering apartment features a comfortable bedroom with a king-size bed and an open-plan living area with a sofa bed, ideal for a family or group of up to three guests. The apartment is equipped with a modern kitchen, underfloor heating, private entrance, luxury bedding, and blackout curtains for a comfortable and relaxing stay.

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

Entire 3-bed House Near Cheltenham Racecourse And Town - Cheltenham
8.7 23 reviews

Entire 3-bed House Near Cheltenham Racecourse And Town

apartment, Gloucestershire
This Gloucestershire apartment is ideally located near Cheltenham Racecourse and town centre, approximately 16 kilometres from Kingsholm Stadium and 37 kilometres from Cotswold Water Park.
This three-bedroom property boasts 82 square metres of living space, including a private garden, terrace, parking, and modern kitchen with dishwasher, comfortably accommodating up to 11 guests with excellent user ratings.
Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Ga - Cheltenham
9.8 2 reviews

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Ga

house, Cheltenham
Book this Holiday rental with an excellent rating of 98% based on 2 reviews. You will be in Cheltenham.
Services and facilities include free parking, an iron and a washing machine.
Beechurst Serviced Apartments - Cheltenham
8.4 361 reviews

Beechurst Serviced Apartments

apartment, Cheltenham
Beechurst Serviced Apartments are located in Cheltenham, just 10.5 km from Kingsholm Stadium and 11.7 km from Gloucester Cathedral, offering a peaceful setting within easy reach of the town centre. The apartments have excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The self-catering apartments comfortably sleep two guests and feature a modern kitchen with a dishwasher, a private bathroom with a shower and hairdryer, and free Wi-Fi. Guests can also enjoy a terrace, bike rental, and free private parking.
Montrose Lodge - Cheltenham
9.5 88 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.

Best Cheltenham holiday rentals with air conditioning

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.
Moderne-vue Sur Rue-maison-salle De Bain Privée - Cheltenham
9.9 31 reviews

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

apartment
This modern two-bedroom flat is located on a quiet lane in Cheltenham, Gloucestershire, offering convenient access to the town centre and situated approximately 700 meters from Pittville Park.
This family-friendly apartment accommodates up to four guests with two en suite bedrooms, featuring an open-plan living area, a fully equipped kitchen with a dishwasher, and private rear courtyard gardens.
45 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Cheltenham
No reviews

45 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment
This two-bedroom flat is located in a peaceful residential area of Great Britain, a short walk from a bus stop and a nearby park.
This 45 square meter flat offers air conditioning, a fully equipped kitchen, and comfortable sleeping arrangements for up to six guests, with two double beds and a double sofa bed.
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.
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