Holiday Rentals in Cheltenham

2305 available vacation rental offers

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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 Stay In Fashionable Suffolks With Sky - Cheltenham
9.4 299 reviews

Cheltenham Stay In Fashionable Suffolks With Sky

apartment
This self-contained flat is located on Suffolk Road, just off the Bath Road high street and within 800 metres of Montpellier Gardens and the Cheltenham Festival Town, offering a convenient location for exploring the town. The apartment has received excellent user, location, and cleanliness ratings, indicating a comfortable and enjoyable stay.
The apartment is a one-bedroom flat with one bathroom and can accommodate two guests. It features a king-size bed, a 43-inch smart TV, a comfortable chair, and a folder with information on the Cotswolds, providing a relaxing and informative stay.
Vibrant 4br | 2 Bath | Home | Cntr Cheltenham - Cheltenham
No reviews

Vibrant 4br | 2 Bath | Home | Cntr Cheltenham

house, Cheltenham
This four-bedroom property is situated in Montpellier, providing easy access to local amenities and the town centre of Cheltenham.
This 1184 square meter residence offers ample space with four bedrooms and two bathrooms, featuring a kitchen equipped with a fridge, freezer, microwave, and dishwasher, alongside on-site parking and spa facilities.
Granary, Cheltenham - Cheltenham
9.9 71 reviews

Granary, Cheltenham

house, Cheltenham
This two-bedroom house in Cheltenham is located just 10km from Kingsholm Stadium and within easy reach of the Cotswolds Water Park (31km) and Weston Park (37km), offering a peaceful setting for exploring the surrounding countryside. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 102 square meter house comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, a garden for relaxing, and free parking. Guests can enjoy hiking in the surrounding area, exploring the local attractions, or simply relaxing in the peaceful setting.
Pittville Garden Flat - Walk To Town ,Racecourse And Pittville Park - Cheltenham
9.8 6 reviews

Pittville Garden Flat - Walk To Town ,Racecourse And Pittville Park

apartment, Cheltenham
This garden flat in Cheltenham offers a private garden and terrace with garden views, located 15 kilometres from Kingsholm Stadium and 32 kilometres from Cotswold Water Park.
This spacious one-bedroom apartment accommodates two guests, featuring a fully equipped kitchenette with a fridge, microwave, and dishwasher, complimentary Wi-Fi, an outdoor dining area, and provided towels and bed linen, covering 70 square meters.

Best Cheltenham holiday rentals with parking

Cleeveland Retreat - Cheltenham
8.4 34 reviews

Cleeveland Retreat

house, Cheltenham
Cleeveland Retreat, a one-bedroom house in Cheltenham, offers a peaceful escape 13.5 km from Sudeley Castle, 14.3 km from Gloucester Cathedral, and 13.2 km from Kingsholm Stadium.
This self-catering property sleeps seven, features a fully equipped kitchen with fridge and microwave, a garden, parking, free Wi-Fi, two bathrooms, and a washing machine.
Magnificent Getaway In Cheltenham-parking - Garden - Cheltenham
No reviews

Magnificent Getaway In Cheltenham-parking - Garden

apartment, Cheltenham
This seven-bedroom Cheltenham house, near Crickley Hill Country Park and Barnwood Arboretum & Park, offers easy access to Cheltenham Racecourse and Jonny-Rocks Stadium.
Sleeping up to 13 guests, this property boasts five spacious bedrooms, two bathrooms, a modern open-plan living area, a fully equipped kitchen with dishwasher, a private garden, parking, and two Smart TVs with Netflix access.
Daffodil Suite At Regency 24 - Cheltenham
8.7 10 reviews

Daffodil Suite At Regency 24

apartment, Cheltenham
The Daffodil Suite at Regency 24 is a conveniently located flat in Cheltenham, situated 12.7 kilometres from Sudeley Castle and 13.9 kilometres from Gloucester Cathedral, with Kingsholm Stadium 14.3 kilometres away.
This 30 square metre apartment accommodates up to three guests and offers free WiFi, complimentary on-site parking, and a flat-screen TV, with check-out between 08:00 and 10:00 AM.
The Rum Cottage, Tivoli (Cosy - Free Parking!) - Cheltenham
9.9 165 reviews

The Rum Cottage, Tivoli (Cosy - Free Parking!)

house
This charming two-bedroom cottage is located in Tivoli, Cheltenham, just a short walk from the bustling Montpellier area with its restaurants, bars, and gardens. It has excellent user, location, and cleanliness ratings.
The cottage offers a stylish open-plan kitchen and living space, perfect for families of up to four guests. It features modern amenities, including a Smart TV, WiFi, Nespresso machine, and a BBQ for outdoor dining.

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

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.
Luxurious House, Lodge & Garden, Private Parking - Cheltenham
No reviews

Luxurious House, Lodge & Garden, Private Parking

apartment, Gloucestershire
This luxurious five-bedroom chalet, located in Cheltenham's prestigious Pittville district, is a short walk from Cheltenham Racecourse and 1.5-2km from Cheltenham town centre.
The 389 square metre property comprises a main house and separate lodge, sleeping ten guests across five bathrooms, and boasts a large garden, private parking, and high-spec kitchens in both buildings.
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.
5&6 North Place - Cheltenham
9.4 194 reviews

5&6 North Place

studio, Gloucestershire
This studio apartment is located in North Place, Gloucestershire, 14.0 kilometres from Kingsholm Stadium and 14.9 kilometres from Gloucester Cathedral.
Guests can enjoy a private terrace, a fully equipped kitchen, and free WiFi in this family-friendly accommodation, which is also conveniently situated 11.2 kilometres from Sudeley Castle.

Best Cheltenham holiday rentals with air conditioning

Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
9.7 235 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.
The Snug | 2 Bed Retreat In Cheltenham | Wi-fi - Cheltenham
9.4 7 reviews

The Snug | 2 Bed Retreat In Cheltenham | Wi-fi

apartment
This Cheltenham apartment is located a short walk from Cheltenham town centre and Waitrose supermarket, with Churchill Gardens directly opposite.
The self-catering property offers two double bedrooms, a modern bathroom with a downstairs WC, and a spacious open-plan kitchen/dining/living area, accommodating up to four guests and including free on-street parking, air conditioning, and Wi-Fi.
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.
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.