Holiday Rentals in Cheltenham

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Cheltenham holiday rentals
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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

Cheltenham Retreat | Luxury | Garden | Sleeps 11 - Cheltenham
No reviews

Cheltenham Retreat | Luxury | Garden | Sleeps 11

apartment
This six-bedroom luxury house, St Edmunds, is situated in Cheltenham and offers convenient access to local attractions.
This spacious property accommodates up to eleven guests with a private garden, ample parking for five vehicles, and complimentary superfast WiFi, making it ideal for group stays.
Cheltenham House - 3 Beds, Central - Free Parking - Cheltenham
9.1 15 reviews

Cheltenham House - 3 Beds, Central - Free Parking

house, Cheltenham
Albert House, a spacious Gloucestershire dwelling, enjoys a central location near Cheltenham Racecourse, 14.8km from Kingsholm Stadium and 35.4km from the Cotswold Water Park.
This three-bedroom, two-bathroom property boasts 1076 square metres of floor space, comfortably accommodating up to 11 guests with amenities including free Wi-Fi, private parking, and a fully equipped kitchen; enjoy the garden and terrace.
Cheltenham Town Centre With Parking Space - Cheltenham
9.7 7 reviews

Cheltenham Town Centre With Parking Space

house, Cheltenham
This Cheltenham townhouse is located centrally, providing easy access to local amenities and is 12.4 kilometres from Sudeley Castle and 14.2 kilometres from Kingsholm Stadium.
This property offers WiFi, a kitchen, and parking for up to 13 guests, with 2 bathrooms and 1 bedroom.
Stunning Flat In The Centre Of Cheltenham - Cheltenham
10 4 reviews

Stunning Flat In The Centre Of Cheltenham

apartment
This two-bedroom flat is located on Berkeley Place, a Regency street in Cheltenham, a 500-meter walk from Montpellier's boutiques and restaurants, and within easy reach of the town centre and the Cotswolds Area of Outstanding Natural Beauty.
This family-friendly apartment accommodates up to three guests, offering a spacious open-plan living, dining, and kitchen area with a microwave, dishwasher, Nespresso machine, and Hotel Chocolat Velvetiser, alongside a master bedroom and a second single bedroom with a desk, all within a building known for its architecture.

Best Cheltenham holiday rentals with parking

Great Location 3 Bedroom Flat In Charlton Kings - Cheltenham
8.0 1 review

Great Location 3 Bedroom Flat In Charlton Kings

apartment
This modern 3-bedroom flat is situated in Charlton Kings, Cheltenham, providing immediate access to local amenities and transport links, with the wine bar below offering direct ordering.
This accommodation sleeps six guests and features a kitchen with a fridge and dishwasher, a lounge with musical equipment and a games machine, and a bathroom with a disco function, with parking available.
Centrally Located 2 Bed House Cheltenham - Cheltenham
9.7 31 reviews

Centrally Located 2 Bed House Cheltenham

house, Gloucestershire
This Cheltenham house, a five-minute walk (0.8 km) from Cheltenham town centre and its attractions, offers a quiet cul-de-sac location in Gloucestershire.
Sleeping up to six guests, this two-bedroom property features a fully equipped kitchen, a spacious living area with a dining table, a sunny garden, free off-road parking, and a double sofa bed.
Central 1 Bedroom Apartment With Parking - Cheltenham
9.4 15 reviews

Central 1 Bedroom Apartment With Parking

apartment, Gloucestershire
This Gloucestershire apartment offers a central location, conveniently situated 13.5 km from Gloucester Cathedral and 12 km from Kingsholm Stadium, providing easy access to numerous Gloucestershire attractions.
The 56 square metre flat features one bedroom, one bathroom, sleeps two guests, includes free private parking, and is non-smoking.
Elliot Oliver - Stunning 4 Bedroom Home With Parking In Cheltenham - Cheltenham
9.4 17 reviews

Elliot Oliver - Stunning 4 Bedroom Home With Parking In Cheltenham

house, Cheltenham
This four-bedroom family home is located in Cheltenham, 14.8 kilometres from Kingsholm Stadium and 12.6 kilometres from Sudeley Castle.
This detached house accommodates up to 13 guests, offering complimentary Wi-Fi, private parking, and a fully equipped kitchen, with check-out between 08:00 and 10:00 AM.

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

Fully Equipped Cheltenham Home - Parking & Garden - Cheltenham
No reviews

Fully Equipped Cheltenham Home - Parking & Garden

apartment, Gloucestershire
This non-smoking holiday home in Cheltenham is located 700 meters from Pittville Park and is a 9-minute walk from Cheltenham Racecourse, offering convenient access to local attractions and the wider Gloucestershire region.
This family-friendly apartment features a private garden and terrace, a fully equipped kitchen with a fridge and microwave oven, free Wi-Fi, and on-site parking, with proximity to Gloucester Docks and Gloucester Quays for shopping and cycling opportunities.
Central Penthouse With Hot Tub & Views 22 - Cheltenham
9.7 199 reviews

Central Penthouse With Hot Tub & Views 22

apartment, Cheltenham
This penthouse apartment is situated in Cheltenham, just a short drive from Sudeley Castle and the Cotswolds, offering a convenient base for exploring the area's attractions. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 66 square metres and comfortably accommodates four guests in its two bedrooms. Enjoy relaxing in the private hot tub, dining on the terrace, and making use of the fully equipped kitchen, washing machine, and free Wi-Fi.
Comfortable & Contemporary 5-bed 3 Bathroom Home - Cheltenham
9.7 3 reviews

Comfortable & Contemporary 5-bed 3 Bathroom Home

house, Gloucestershire
This Gloucestershire holiday home is situated 14.6km from Kingsholm Stadium and 12km from Sudeley Castle, offering convenient access to Cotswold Water Park and Coughton Court.
This five-bedroom, three-bathroom property boasts 167 square metres of living space, sleeps up to 14 guests, includes a fully equipped kitchen, private garden, free Wi-Fi, parking, and on-site table tennis.
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

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.
Central Cheltenham, Self Contained Flat, Sleeps 4, Private Basement Flat With Full Kitchen, Ideal For Shopping, Races, Festivals Or Short City Breaks, Free Parking Available By Reservation Only, Limited Spaces - Cheltenham
8.8 157 reviews

Central Cheltenham, Self Contained Flat, Sleeps 4, Private Basement Flat With Full Kitchen, Ideal For Shopping, Races, Festivals Or Short City Breaks, Free Parking Available By Reservation Only, Limited Spaces

apartment, Cheltenham
This recently renovated one-bedroom flat is situated in Cheltenham town centre, just 14km from Kingsholm Stadium and 34km from Cotswold Water Park. The property has received very good ratings for cleanliness, user experience, and location.
The 36 square metre flat can accommodate up to 7 guests and features a modern design with a fully equipped kitchen, a comfortable living room, and a washing machine. The apartment also offers free private parking, a private entrance, and air conditioning.
Contemporary 2-bed 2-bath Home With Parking - Cheltenham
10 3 reviews

Contemporary 2-bed 2-bath Home With Parking

house, Gloucestershire
This contemporary 2-bedroom, 2-bathroom residence is located in Cheltenham, 11.9 kilometres from Sudeley Castle and 14.9 kilometres from Kingsholm Stadium.
This 102 square meter dwelling offers accommodation for up to 7 guests, featuring a fully equipped kitchen with a dishwasher and microwave, free WiFi, and a private patio with outdoor dining, with a washing machine available for longer stays.
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.
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