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

Comfortable 1-bed Flat Near Pittville Park - Cheltenham
No reviews

Comfortable 1-bed Flat Near Pittville Park

apartment, Cheltenham
This one-bedroom flat is situated near Pittville Park in Cheltenham, offering convenient access to local attractions.
This non-smoking 150 square meter apartment provides complimentary Wi-Fi, on-site parking, and a kitchen equipped with a fridge and microwave, with some units featuring air conditioning and laundry facilities.
Apartment 1 St Georges - Cheltenham
No reviews

Apartment 1 St Georges

apartment, Cheltenham
Apartment 1 St Georges is centrally located in Cheltenham, providing easy access to local attractions and situated in a prime district. This family-friendly apartment offers a kitchen with a fridge, one bathroom, free Wi-Fi, and on-site parking, with select rooms featuring air conditioning, a separate living area, or a balcony.
Cheltenham: 2 Bed Homework Or Leisuresleeps 6 - Cheltenham
9.3 8 reviews

Cheltenham: 2 Bed Homework Or Leisuresleeps 6

apartment
This two-bedroom Cheltenham house offers convenient self-catering accommodation, situated close to Pittville Park and Cheltenham Racecourse.
The property features a fully equipped kitchen, free on-street parking for two cars, Wi-Fi, and sleeps up to six guests in two bedrooms and one bathroom.
Moderne-vue Sur Rue-maison-salle De Bain Privée - Cheltenham
9.7 46 reviews

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

apartment
This Cheltenham town centre flat is ideally located within easy walking distance of Cheltenham's shops, restaurants, and cultural attractions such as the Everyman Theatre.
The two-bedroom, two-bathroom apartment offers a spacious open-plan kitchen-diner, a private courtyard garden, and parking permits (at extra cost), comfortably sleeping four guests.

Best Cheltenham holiday rentals with parking

New Luxury Retreat | Hot-tub | Cinema Room | 9 Bed - Cheltenham
No reviews

New Luxury Retreat | Hot-tub | Cinema Room | 9 Bed

apartment, Gloucestershire
This Cheltenham flat is located on Queen's Road, within 500 meters of the Cheltenham Art Gallery and Museum, Everyman Theatre, Cheltenham Town Hall, and Pitville Pump Room.
This spacious 9-bedroom residence accommodates up to 18 guests, featuring a private hot tub, dedicated cinema room, superfast WiFi, and multiple communal living areas, with discounted rates available for 7 or 28-night stays.
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.
Large Period 2-bed Apartment Close To Town - Cheltenham
9.8 277 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.
2 Millway - Cheltenham
9.2 9 reviews

2 Millway

house, Golden Valley
This two-bedroom cottage in Golden Valley is situated at 2 Millway, offering convenient access to Gloucester Cathedral (12.5 kilometres) and Kingsholm Stadium (12.4 kilometres), with Cotswold Water Park (35.4 kilometres) and Sudeley Castle (13.5 kilometres) also within reach for day trips.
This 50 square meter property accommodates up to five guests and features a fully equipped kitchen, free WiFi, and free private parking, alongside a garden for relaxation.

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

Characterful 1 Bed Apartment In Cheltenham Centre - Cheltenham
No reviews

Characterful 1 Bed Apartment In Cheltenham Centre

apartment, Cheltenham
This Cheltenham apartment enjoys a prime town centre location, a short walk from the Regent Arcade shopping centre, the Everyman and Playhouse theatres, and within 3km of Cheltenham Racecourse.
The 46 square metre self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus free on-site parking and high-speed Wi-Fi.
Margaret's Garden By Fortuna Property Portfolio - Cheltenham
9.2 96 reviews

Margaret's Garden By Fortuna Property Portfolio

apartment, Cheltenham
Margaret's Garden is a charming apartment located in Cheltenham, just 14km from Kingsholm Stadium and 34km from Cotswold Water Park, offering a peaceful retreat in a historic setting. It has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom apartment spans 67 square metres and comfortably accommodates up to four guests. This well-equipped home includes a private garden, a terrace, free parking, and modern amenities such as Wi-Fi and a fully equipped kitchen.
Sky Garden Hut- Hilltop Hut With Stunning Views - Cheltenham
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.
Albert House - 3 Beds, Central & Racecourse! - Cheltenham
No reviews

Albert House - 3 Beds, Central & Racecourse!

apartment, Cheltenham
This modern, three-bedroom house in Pittville, Cheltenham is a 1.6km walk from Cheltenham High Street and 3.2km from Cheltenham Racecourse.
Sleeping up to six guests (with a seventh on a sofa bed), it features a spacious open-plan living area, fully equipped kitchen with dishwasher, two bathrooms, private garden, and free on-street parking (Zone 15).

Best Cheltenham holiday rentals with air conditioning

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests - Cheltenham
8.3 117 reviews

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests

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.
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.
Central Cheltenham Home, Parking & Pet Friendly - Cheltenham
9.5 13 reviews

Central Cheltenham Home, 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.
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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