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 1491 accommodations in Cheltenham, here are the 4 best family friendly rentals

Luxury Home In Cheltenham Town Centre With Parking - Cheltenham
10 76 reviews

Luxury Home In Cheltenham Town Centre With Parking

apartment
Thornton House, a centrally located Cheltenham apartment in Gloucestershire, offers easy access to Cheltenham town centre and its shops, restaurants, and cultural attractions.
This self-contained one-bedroom house features a fully equipped kitchen, private terrace, parking, and sleeps up to three guests, with a super king (or twin) bed and a king-size sofa bed.
Queens Road By Signature Stays - Modern - Central - Cheltenham
8.5 13 reviews

Queens Road By Signature Stays - Modern - Central

house, Cheltenham
This Cheltenham house, located on Queens Road, is 12.2 kilometres from Kingsholm Stadium and 12.7 kilometres from Gloucester Cathedral.
The 151-square-metre property boasts a spacious layout with two bedrooms, two bathrooms, and ample amenities including free Wi-Fi, parking, a garden, and patio, accommodating up to 23 guests.
46 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Cheltenham
No reviews

46 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment
This Cheltenham apartment is centrally located, a 5-minute walk from the Regent Arcade shopping centre and a short stroll from the Everyman and Playhouse theatres, with Cheltenham Racecourse a 30-minute walk or 5-minute drive away.
This 46-square-metre, two-bedroom flat offers a spacious living area with a separate dining space opening onto a private terrace, sleeping up to two guests and including a fully equipped modern kitchen, bathroom, and high-speed broadband.
* Superb Central Cheltenham Abode * - Cheltenham
9.9 231 reviews

* Superb Central Cheltenham Abode *

apartment
This Cheltenham house, a stylish redbrick property, enjoys a central location within easy walking distance of Cheltenham's shops, cafes, and restaurants, offering convenient access to the town's attractions and the Cotswolds Area of Outstanding Natural Beauty.
The two-bedroom, two-bathroom dwelling sleeps up to ten guests, boasting an open-plan kitchen/living/dining area, king-size beds, a garden, parking, and excellent guest reviews; nearby activities include exploring the picturesque Cotswolds.

Best Cheltenham holiday rentals with parking

Hewlett Apartments - Cheltenham
9.6 278 reviews

Hewlett Apartments

apartment, Cheltenham
Hewlett Apartments are located in central Cheltenham, a short walk from Montpellier Gardens and the Regent Arcade shopping centre. These apartments have consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to two guests. The kitchen is fully equipped with a fridge, microwave oven, dishwasher, and all the necessary cutlery, allowing guests to prepare their own meals, and enjoy the garden and terrace.
Cheltenham House - Cheltenham
10 5 reviews

Cheltenham House

apartment
This modern two-bedroom house in Cheltenham offers excellent access to the town centre, Pittville Park, and is situated just 1.6 kilometres from Cheltenham Racecourse.
This pet-friendly accommodation for six guests includes off-road parking, a ground-floor lounge and kitchen, and an outdoor patio, with a children's play area a short 200-metre walk away.
3 Bedroom Hse With Parking & Garden Sleeps 5 - Cheltenham
8.7 17 reviews

3 Bedroom Hse With Parking & Garden Sleeps 5

house, Cheltenham
This 3-bedroom house is located near Cheltenham town centre, within 10km of Kingsholm Stadium and just over 11km from Sudeley Castle. The property has received very good user ratings and excellent ratings for location and cleanliness.
This home offers a comfortable stay for up to 7 guests, with a private garden and free parking. The house is equipped with modern amenities, such as a fully equipped kitchen with a dishwasher and oven, free Wi-Fi, and a flat-screen TV.
The Nook, Fairview, Cheltenham Town Centre-parking & Garden - Cheltenham
9.7 79 reviews

The Nook, Fairview, Cheltenham Town Centre-parking & Garden

house, Cheltenham
The Nook offers self-catering accommodation in Cheltenham town centre, conveniently located 12.6km from Sudeley Castle and 15km from Kingsholm Stadium.
This two-bathroom house sleeps seven guests, features free Wi-Fi and private parking, and includes a fully equipped kitchen and garden.

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

Stunning 2bd In The Heart Of Cheltenham - Cheltenham
10 1 review

Stunning 2bd In The Heart Of Cheltenham

house, Cheltenham
This Cheltenham holiday home is conveniently located less than 1.5km from Cheltenham General Hospital, Cheltenham Playhouse, and the Everyman Theatre, and a similar distance from Cheltenham Town Hall and Imperial Gardens.
The self-catering property offers free parking, Wi-Fi, a washer/dryer, and a flat-screen TV, providing comfortable accommodation for exploring Cheltenham's attractions.
Beautiful Apartment & Garden, Central Cheltenham - Cheltenham
No reviews

Beautiful Apartment & Garden, Central Cheltenham

apartment, Gloucestershire
This newly refurbished, high-spec two-bedroom basement flat is situated on a sought-after road in Cheltenham, a short walk from the town's shops, restaurants, and parks, and a 5-minute drive from Cheltenham Racecourse.
This 79 square meter apartment accommodates up to 4 guests, featuring an open-plan living area with a fully equipped kitchen, two bedrooms each with an en-suite bathroom, and a private two-tiered garden with outdoor seating.
Flat 3, 6 Lypiatt Terrace Cheltenham Gloucestershire Gl50 2sx - Cheltenham
9.5 177 reviews

Flat 3, 6 Lypiatt Terrace Cheltenham Gloucestershire Gl50 2sx

apartment, Cheltenham
This charming apartment is located in the Montpellier district of Cheltenham, just under 800 metres from Cheltenham Town Hall and a little over 500 metres from the University of Gloucestershire. It is situated in a Grade II listed regency building, offering a unique glimpse into Cheltenham's architectural heritage, and enjoys excellent user, location and cleanliness ratings.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include free WiFi, private parking, a terrace with garden views, a fully equipped kitchen, a Jacuzzi, and a garden.
Stylish Flat With Terrace In Cheltenham Centre - Cheltenham
8.5 12 reviews

Stylish Flat With Terrace In Cheltenham Centre

apartment, Cheltenham
This Cheltenham Centre flat offers convenient access to local amenities and is situated 13.4 kilometres from Sudeley Castle and 13.9 kilometres from Gloucester Cathedral.
This 46 square metre one-bedroom flat accommodates up to three guests, featuring a fully equipped kitchen, private terrace, complimentary WiFi, and on-site parking.

Best Cheltenham holiday rentals with air conditioning

Luxury Flat, Town Centre, 1 Parking Space. 2 Bed. - Cheltenham
10 1 review

Luxury Flat, Town Centre, 1 Parking Space. 2 Bed.

apartment
This Cheltenham apartment, opposite John Lewis, offers a central Gloucestershire location convenient for exploring the town's shops and attractions.
The two-bedroom, two-bathroom flat includes a 50” TV, dishwasher, and secure underground parking, comfortably accommodating two guests with a minimum six-month let.
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.
Spacious Open Plan Home In Central Cheltenham Free Parking Sleeps 6 - Cheltenham
No reviews

Spacious Open Plan Home In Central Cheltenham Free Parking Sleeps 6

apartment, Cheltenham
This centrally located apartment in Cheltenham offers free parking and is situated 12.5 kilometers from Kingsholm Stadium and 12.3 kilometers from Gloucester Cathedral.
This spacious 150 square meter flat features an open-plan living area, a fully equipped kitchen with a dishwasher, and air conditioning, comfortably accommodating up to 6 guests with free WiFi and a private entrance.
Cheltenham Town, Spacious, Parking & Pet Friendly - Cheltenham
9.3 3 reviews

Cheltenham Town, Spacious, 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.
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