Holiday Rentals in Cheltenham

2305 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Cheltenham holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Cheltenham

Best family friendly Cheltenham holiday rentals

Among the 2305 accommodations in Cheltenham, here are the 4 best family friendly rentals

Great Apartment In The City Centre - Cheltenham
No reviews

Great Apartment In The City Centre

apartment
This centrally located flat is situated in a prime district, offering convenient access to major landmarks within a short distance.
This one-bedroom flat accommodates up to four guests and includes a kitchen with a fridge, freezer, microwave oven, and dishwasher, along with parking and internet access.
Bath Road Retreat  2 Bedrooms With  Garden - Pass The Keys - Cheltenham
No reviews

Bath Road Retreat 2 Bedrooms With Garden - Pass The Keys

apartment, Cheltenham
This Cheltenham holiday home is conveniently located within 1.6km of Cheltenham General Hospital and the University of Gloucestershire, and within 2.4km of the Playhouse Theatre and Imperial Gardens.
This 56 square metre property sleeps four guests in three bedrooms and one bathroom, boasting a fully equipped kitchen with appliances including a dishwasher and washing machine, plus a private garden.
No2 Clarence Grade Ii Regency Townhouse Short Walk To Racecourse And Town Centre - Cheltenham
9.5 41 reviews

No2 Clarence Grade Ii Regency Townhouse Short Walk To Racecourse And Town Centre

house, Cheltenham
This Grade II Regency townhouse is located in Cheltenham, a short walk from both the racecourse and the town centre, and is approximately 12 kilometres from Sudeley Castle. The property has received excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom house offers 137 square metres of space and can comfortably accommodate up to 6 guests. The property includes a private garden, a fireplace, a fully equipped kitchen, and modern amenities such as free Wi-Fi, a flat-screen TV, and a washing machine.
House ∙ 4 Bedrooms ∙ 8 Guests - Cheltenham
No reviews

House ∙ 4 Bedrooms ∙ 8 Guests

house
This family-friendly detached house on Mitre Street 2 in Great Britain is located in a neighbourhood offering easy access to outdoor activities such as hiking and fishing, with local attractions and dining a short drive away.
This spacious property accommodates up to 8 guests across 4 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a TV and sound system in the living area, and outdoor spaces including a courtyard, terrace, and patio, with amenities like a coffee machine, microwave, and dishwasher for convenience.

Best Cheltenham holiday rentals with parking

*New* Artisan Flat | Modern | Spacious - Cheltenham
9.0 2 reviews

*New* Artisan Flat | Modern | Spacious

apartment
This recently renovated, modern one-bedroom flat offers an excellent central Cheltenham town centre location, providing easy access to the Cheltenham Racecourse, approximately 2.5 kilometres away.
This accommodation, suitable for up to three guests, features a fully equipped kitchen, superfast WiFi, Netflix, Sky TV, and complimentary on-street permit parking for one vehicle.
The Burton Penthouse By Fortuna Property Portfolio - Cheltenham
9.6 50 reviews

The Burton Penthouse By Fortuna Property Portfolio

apartment, Gloucestershire
This Cheltenham penthouse apartment boasts a central location, a 5-minute walk from the Brewery Quarter and 10-15 minutes from Montpellier, with Cheltenham Racecourse approximately 1.9km away.
The 2-bedroom, 1-bathroom flat offers 40m² of living space, including a private roof terrace with Cheltenham views, sleeping up to 6 guests and featuring a fully equipped kitchen, parking, and excellent guest ratings.
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.
The Cheltenham Suites - Elegant 1 Bed Apartment - Cheltenham
No reviews

The Cheltenham Suites - Elegant 1 Bed Apartment

apartment, Cheltenham
Accommodation. You will be in Cheltenham.
Facilities and services: a washing machine, a kitchen and a dish washer. Take advantage of the Free Parking with this accommodation.

Frequently asked questions about holiday rentals in Cheltenham

  • What are the top family-friendly attractions in Cheltenham?

    The Cheltenham Museum and Art Gallery is a great option for all ages. The town also has a fantastic outdoor play area at the Pittville Park, and the nearby Cotswold Farm Park is a favourite for animal lovers.
  • 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.

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

    Booking in advance is always a good idea, especially during peak season, which runs from late spring to early autumn. For the best deals, consider visiting during the shoulder seasons, like April or October.
  • What are the most popular Airbnbs in Cheltenham?

    Among the Airbnbs in Cheltenham, Tewkesbury Town House, Mike's Flat 5 and Cotswold77 - Heart Of The Cotswolds are the most popular ones.

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

    The Cheltenham Jazz Festival in April is a big draw, and the Cheltenham Literature Festival in October attracts writers and readers from all over. You could also check out the Cotswold Show in July for a taste of rural life.
  • What are the best vacation rentals with a pool in Cheltenham?

  • What are the best budget-friendly activities in Cheltenham?

    A walk along the Promenade is always free and offers stunning views. You can also visit the free exhibits at the Cheltenham Museum and Art Gallery, or take a picnic to the Pittville Park.
  • What are the best rentals for families and kids in Cheltenham?

  • What are the best restaurants with local dishes in Cheltenham?

    The Tavern is a popular spot for traditional pub grub, while The Wheatsheaf offers a more upscale dining experience with a focus on local ingredients. For a taste of the Cotswolds, try the Cotswold House Hotel.
  • What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?

  • 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 route along the towpath of the Gloucester and Sharpness Canal.
  • Are there pet-friendly attractions in Cheltenham?

    Many of the parks and gardens in Cheltenham are dog-friendly, including the Pittville Park and the Montpellier Gardens. Several pubs and restaurants also welcome dogs.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    Vacation rentals often offer more space and privacy than a hotel room, and they can be a great option for families or groups. They can also be more affordable, especially for longer stays.
  • What are the top sports attractions and facilities in Cheltenham?

    Cheltenham is famous for its horse racing, with the Cheltenham Racecourse hosting major events like the Cheltenham Festival. The town also has a number of other sporting facilities, including the Cheltenham Town Football Club and the Cheltenham Leisure Centre.

Popular destinations

Best Cheltenham holiday rentals with a balcony

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.
Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage - Cheltenham
10 1 review

Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage

house, Cheltenham
This centrally located Cheltenham holiday home is within a 5-minute walk of the Everyman Theatre, the Promenade, Cheltenham Town Hall, and Imperial Gardens, and a 2-kilometre walk from Cheltenham Spa Railway Station.
The property offers four bathrooms, a fully equipped kitchen including a dishwasher, a separate dining area, a Smart TV with Netflix, free parking, a garden, and sleeps [Number of guests - this information is missing from the provided text].
64 Bath Road - Ground Floor - Cheltenham
9.1 19 reviews

64 Bath Road - Ground Floor

apartment, Cheltenham
This ground-floor Cheltenham apartment is conveniently located near Kingsholm Stadium and Sudeley Castle (both approximately 13.5 km away), offering easy access to Cheltenham town centre and its attractions.
The one-bedroom, one-bathroom flat sleeps three guests and features a private terrace, fully equipped kitchen, free Wi-Fi, and a flat-screen TV; enjoy a peaceful stay near the Cotswold Water Park and Coughton Court.
Apartment ∙ 1 Bedroom ∙ 2 Guests - Cheltenham
No reviews

Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment
This one-bedroom flat on Grosvenor Street, Cheltenham, offers central accommodation with easy walking access to the town centre and convenient connections to the racecourse via bus routes D and E, as well as excellent rail links to London Paddington, Bristol, and Birmingham.
This spacious apartment accommodates two guests and features a modern, well-equipped kitchen, high-speed broadband, a comfortable double bedroom with hotel-quality linen, a stylish bathroom, and a terrace/balcony, with parking available.

Best Cheltenham holiday rentals with air conditioning

The Coliseum - Cheltenham
No reviews

The Coliseum

apartment, Cheltenham
This luxurious 2-bedroom flat is located in Cheltenham's town centre, a short distance from Holst Birthplace Museum and Cheltenham Town Hall, with Crickley Hill Country Park and Barnwood Arboretum & Park offering nearby natural escapes.
This apartment offers air conditioning, internet, parking for two cars, and accommodation for up to six guests, featuring two bathrooms and a fully equipped kitchen with modern appliances.
The Cabin - Cheltenham
10 208 reviews

The Cabin

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.
Charming Cheltenham Getaway Near The Promenade - Cheltenham
No reviews

Charming Cheltenham Getaway Near The Promenade

apartment, Cheltenham
This three-bedroom flat is located on Montpellier Spa Road, a short walk from Cheltenham's Promenade.
This 183 square meter residence accommodates up to 8 guests, featuring a modern kitchen, air conditioning, free WiFi, and private parking.
Portland Apartments - Cheltenham
9.6 607 reviews

Portland Apartments

apartment, Cheltenham
The Portland Apartments are conveniently located in Cheltenham Spa, just a 15-minute walk from the racecourse and a 5-minute stroll from the town centre's shops, restaurants, and bars. These apartments consistently receive excellent ratings for their location, cleanliness, and overall experience.
The apartments offer a comfortable and stylish living space with a fully equipped kitchen and a private garden. Guests can enjoy a range of amenities, including a 24-hour concierge service, parking, and room service, making for a truly relaxing stay.
©2026 cozycozy.com