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

Chic Central Cheltenham Home For 8 - Cheltenham
9.8 19 reviews

Chic Central Cheltenham Home For 8

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.
Stunning And Contemporary 2 Bed Home In Lansdown - Cheltenham
No reviews

Stunning And Contemporary 2 Bed Home In Lansdown

house, Cheltenham
This contemporary two-bedroom home is located in Cheltenham's Lansdown district, offering convenient access to local amenities and attractions.
This 74 square meter residence features a separate living area, a fully equipped kitchen with a dishwasher, and a terrace, providing a comfortable stay for families with complimentary high-speed internet.
Apartment 3 St Georges - Cheltenham
No reviews

Apartment 3 St Georges

apartment, Cheltenham
Apartment 3 St Georges is located in a convenient district of Cheltenham, offering straightforward access to local landmarks and amenities.
This family-friendly flat provides free internet, parking, a kitchen with a fridge and microwave, and one bathroom, with select units featuring air conditioning, linen changes, separate living areas, balconies, terraces, video streaming, daily newspapers, TVs, and in-room beverage consumption.
Modern Studio Appartment - Cheltenham
7.9 62 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

Studio Flat Central Cheltenham Parking Off Road - Cheltenham
9.1 243 reviews

Studio Flat Central Cheltenham Parking Off Road

studio, Cheltenham
This recently renovated studio flat is located in central Cheltenham, just 13.7 kilometres from Sudeley Castle and 13.3 kilometres from Kingsholm Stadium. The studio enjoys excellent user, location, and cleanliness ratings, making it a desirable choice for travellers.
The self-catering apartment is 46 square metres in size and comfortably sleeps three guests. It comes equipped with a modern kitchenette, a private bathroom, a satellite flat-screen TV, free Wi-Fi, and soundproofing for a peaceful stay.
City-gift-private Bathroom-view Of The R - Cheltenham
9.9 67 reviews

City-gift-private Bathroom-view Of The R

house, Gloucestershire
This spacious apartment is located in central Cheltenham, just a short walk from the town centre and a few minutes from Pittville Park. It has received excellent ratings for location, cleanliness, and overall user experience.
The 5-bedroom home comfortably accommodates up to 10 guests, making it perfect for families or groups of friends. Guests will enjoy the fully-equipped kitchen, private patio garden, and modern amenities like smart TVs and complimentary Wi-Fi.
Beautiful Ashford Court Cottage - Cheltenham
No reviews

Beautiful Ashford Court Cottage

house, Cheltenham
Ashford Court Cottage is a detached house located in Cheltenham, 13 kilometres from Kingsholm Stadium and Gloucester Cathedral.
This 93 square metre property offers three bedrooms, three bathrooms, free WiFi, a fully equipped kitchen, and parking, accommodating up to eleven guests with a terrace and garden for outdoor relaxation.
Hermitage Cottage - Cheltenham
8.2 9 reviews

Hermitage Cottage

house, Gloucestershire
Hermitage Cottage, a Gloucestershire holiday home, is conveniently located near Sudeley Castle (14.6 km), Kingsholm Stadium (14.2 km), and the Cotswold Water Park (32.2 km), offering easy access to these and other Gloucestershire attractions.
This two-bedroom property boasts 50 square metres of floor space, including a fully equipped kitchen, private parking with an EV charging point, and sleeps up to seven guests; towels and bed linen are provided.

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

Margaret's Terrace By Fortuna Property Portfolio - Cheltenham
9.1 138 reviews

Margaret's Terrace By Fortuna Property Portfolio

apartment, Cheltenham
This Cheltenham apartment on Margaret's Terrace offers excellent location, situated 12.4 km from Sudeley Castle and 15.3 km from Gloucester Cathedral.
The 54 square metre self-catering flat features two bedrooms, one bathroom, a fully equipped kitchen, a balcony, free private parking and Wi-Fi, comfortably sleeping up to four guests.
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].
5 Bed - Quiet Twin Homes: 5 Beds, 3 Baths & Parking For 3 - Cheltenham
No reviews

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

house, Gloucestershire
This five-bedroom Cheltenham house, situated in central Cheltenham, Gloucestershire, is conveniently located 13.5 km from Kingsholm Stadium and 14.6 km from Gloucester Cathedral.
The 167 square metre property boasts three bathrooms, sleeps 23 guests, offers free Wi-Fi, private parking, a garden, and a fully equipped kitchen with a dishwasher and microwave.
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 air conditioning

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.
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.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
9.7 240 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.
68 M² House ∙ 3 Bedrooms ∙ 5 Guests - Cheltenham
No reviews

68 M² House ∙ 3 Bedrooms ∙ 5 Guests

house, Swindon Village
This 3-bedroom apartment is located in Prestbury, a short drive from Cheltenham's Regency architecture and boutique shops, offering a peaceful escape.
This 68 square meter apartment accommodates up to 5 guests with a flexible bedroom setup and features air conditioning, fast Wi-Fi, keyless entry, private parking for two vehicles, and access to a shared swimming pool and garden.
©2026 cozycozy.com