Vacation Rentals in Cheltenham

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Cheltenham holiday rentals
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2305 Holiday rentals and Airbnb in Cheltenham

Superior Family-Friendly Holiday Rentals in Cheltenham, United Kingdom

Give the entire crew plenty of space to relax and unwind after a busy day of sightseeing at family holiday rentals in Cheltenham, United Kingdom.

Elliot Oliver - Stunning 6 Bedroom Regency House With Parking - Cheltenham
10 3 reviews

Elliot Oliver - Stunning 6 Bedroom Regency House With Parking

apartment, Cheltenham
This apartment is located in central Cheltenham, just a short walk from The Promenade and Cheltenham Town Hall, and within 3km of the University of Gloucestershire and Cheltenham Racecourse. It has received excellent user ratings, making it a popular choice for travellers.
The apartment offers plenty of space, with 3 bathrooms and a washing machine. It also features a fully equipped kitchen, a Smart TV with cable channels and Netflix, free parking, and laundry facilities.
Apartment 1 St Georges - Cheltenham
No reviews

Apartment 1 St Georges

apartment, Cheltenham
Apartment 1 St Georges is centrally located in Cheltenham, providing easy access to local attractions and situated in a prime district. This family-friendly apartment offers a kitchen with a fridge, one bathroom, free Wi-Fi, and on-site parking, with select rooms featuring air conditioning, a separate living area, or a balcony.
Prestige-maison-sdb Privée Avec Douche-vue Sur Rue - Cheltenham
9.9 65 reviews

Prestige-maison-sdb Privée Avec Douche-vue Sur Rue

apartment
This Regency townhouse in Montpellier, Cheltenham, Gloucestershire, offers five double bedrooms and three bathrooms, sleeping up to ten guests, and is a short walk from Imperial Gardens and Cheltenham town centre.
The property includes a spacious open-plan kitchen/diner, a private courtyard, two complimentary Zone 8 parking permits plus one allocated space, and complimentary amenities for longer stays, including housekeeping and access to a private chef.
Rosebay Gardens, Cheltenham - Delightful, Charming And Very Spacious 4br Retreat - Cheltenham
8.8 7 reviews

Rosebay Gardens, Cheltenham - Delightful, Charming And Very Spacious 4br Retreat

house, Golden Valley
Rosebay Gardens is a 4-bedroom house in Golden Valley, located 11.9 kilometres from Kingsholm Stadium and 12.1 kilometres from Gloucester Cathedral.
This property offers accommodation for 13 guests with 2 bathrooms, a fully equipped kitchen, free WiFi, and private parking, plus a terrace for outdoor relaxation.

Best Cheltenham holiday rentals with parking

Curb Properties - Super 2 Bed Apartment 5 Min From Town Centre - Cheltenham
9.2 48 reviews

Curb Properties - Super 2 Bed Apartment 5 Min From Town Centre

apartment, Cheltenham
This Cheltenham apartment is located just 5km from the town centre, offering easy access to shops, restaurants, and the lively atmosphere of the town, as well as being 15km from Kingsholm Stadium and 32km from Cotswold Water Park. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom flat spans 50 square meters and comfortably accommodates up to four guests. It comes equipped with a fully fitted kitchen, a private patio, free parking, and modern amenities like Wi-Fi and a washing machine, ensuring a comfortable and enjoyable stay.
3br Entire Home Next To Racecourse & Free Parking - Cheltenham
10 3 reviews

3br Entire Home Next To Racecourse & Free Parking

house, Cheltenham
This 3-bedroom detached house is located in Cheltenham, 14.96 kilometres from Kingsholm Stadium and 33.79 kilometres from Cotswold Water Park.
This property offers accommodation for up to 6 guests across 93 square meters, featuring a fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, on-site parking, and a garden with outdoor seating, plus it is adjacent to the Racecourse and has an on-site casino.
Bloomsbury House – A Beautiful Two Bedroom Home - Cheltenham
9.5 6 reviews

Bloomsbury House – A Beautiful Two Bedroom Home

house, Gloucestershire
Jing House, a two-bedroom Cheltenham property, offers comfortable accommodation for up to seven guests.
This 79 square metre house features two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, a private terrace and garden, free Wi-Fi, and parking; it is ideally located for exploring Cheltenham's attractions.
Mid-century Modern Style 1bd House W/ Large Garden - Cheltenham
No reviews

Mid-century Modern Style 1bd House W/ Large Garden

apartment, Gloucestershire
This mid-century modern house in Cheltenham, Gloucestershire, is situated close to Cheltenham Racecourse, offering easy access to both Gloucester Docks and Gloucester Quays shopping centre.
The one-bedroom property sleeps two, boasting a large garden and providing a stylish base for exploring the Cotswolds; nearby Elmore Court offers evening entertainment options.

Frequently asked questions about holiday rentals in Cheltenham

  • What should a first-time visitor not miss in Cheltenham?

    You definitely shouldn't miss a visit to the Cheltenham Art Gallery & Museum, it's a real gem. And if you're a fan of the Cotswolds, take a day trip to the charming town of Bourton-on-the-Water, just a short drive away.
  • What are the best Airbnb and holiday rentals in Cheltenham?

    Portland Apartments, Tewkesbury Town House and Strozzi Palace Suites By Mansley are among the best Airbnb and holiday rentals in Cheltenham.

  • Which neighborhood in Cheltenham should you consider for a vacation rental?

    The Montpellier area is very popular with visitors, it's full of independent shops, cafes and restaurants. If you prefer something quieter, the Leckhampton area is a bit further out but still within easy reach of the town centre.
  • What are the most popular Airbnbs in Cheltenham?

    Among the Airbnbs in Cheltenham, Tewkesbury Town House, Mike's Flat 5 and Beautiful Two Bedroom Apartment are the most popular ones.

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

    The Cotswold Wildlife Park is a great day out for all ages, and the Cheltenham Museum & Art Gallery has lots of interactive exhibits for kids. For a bit of fun, the Everyman Theatre puts on fantastic family shows throughout the year.
  • What are the best holiday rentals with a pool in Cheltenham?

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

    The best time to book a vacation rental in Cheltenham is during the shoulder season, from April to May or September to October. You'll avoid the crowds and the prices are usually lower.
  • What are the best rentals for families and kids in Cheltenham?

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

    The Cheltenham Jazz Festival is a huge event in May, attracting world-class musicians. And if you're a horse racing fan, the Cheltenham Festival in March is a must-see.
  • What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?

    The best holiday rentals or Airbnb with a jacuzzi in Cheltenham are Hatherley Manor Hotel & Spa, The Hut And Tub and Central Penthouse With Hot Tub & Views 23.

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

    A stroll through Pittville Park is free and offers beautiful views. The Cheltenham Town Hall is also free to enter and has some impressive architecture. For a cheap bite to eat, head to the Montpellier Market, which has a variety of stalls selling delicious food.
  • What are the best restaurants with local dishes in Cheltenham?

    The Tavern is a popular spot for traditional pub grub, and The Wheatsheaf serves up delicious Cotswold lamb. For a more upscale dining experience, The Ivy Montpellier Brasserie is a great choice.
  • What are the best walking or cycling routes in Cheltenham?

    The Cotswold Way is a famous long-distance trail that passes through Cheltenham. For a shorter walk, try the Pittville Park loop. For cycling, the Cotswold Cycleway is a great option, offering scenic views of the countryside.
  • Are there pet-friendly attractions in Cheltenham?

    Many pubs and cafes in Cheltenham are dog-friendly, and Pittville Park is a great place to let your furry friend run around. The Cotswold Wildlife Park also welcomes well-behaved dogs.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    Vacation rentals offer more space and privacy than a hotel. They often come with a kitchen, so you can save money by cooking your own meals. And they're usually located in more residential areas, giving you a taste of local life.
  • What are the top sports attractions and facilities in Cheltenham?

    Cheltenham Racecourse is world-famous for its horse racing events, particularly the Cheltenham Festival. For other sports, there's the Cheltenham Town Football Club and the Cheltenham Ladies' College Sports Centre.

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Holiday Rentals with a Balcony in Cheltenham, United Kingdom

Relax in the open air and watch the neighborhood bustle from the elevated vantage of holiday rentals with a balcony in Cheltenham, United Kingdom.

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.
Lavish Apartment At Montpellier Gardens, Free Parking - Cheltenham
No reviews

Lavish Apartment At Montpellier Gardens, Free Parking

apartment, Cheltenham
Holiday rental. This accommodation is located in Cheltenham.
Facilities and services: free parking, a fridge and a terrace.
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 ∙ 5 Bedrooms ∙ 10 Guests - Cheltenham
No reviews

Apartment ∙ 5 Bedrooms ∙ 10 Guests

apartment
This spacious 5-bedroom flat at 54C Grosvenor Street offers central accommodation with easy walking access to all town areas and is conveniently situated near bus routes serving the racecourse and surrounding villages, as well as frequent rail links. This family-friendly residence accommodates up to 10 guests, featuring four generous living areas with smart TVs, upmarket interiors, a garden, parking, and a balcony, providing a comfortable stay with modern amenities for home-cooked meals and high-speed broadband.

Best Cheltenham holiday rentals with air conditioning

Beautiful Home: *Private Cinema Room* & Garden - Cheltenham
9.9 24 reviews

Beautiful Home: *Private Cinema Room* & Garden

apartment
This family-friendly apartment is located in a quiet residential area of Cheltenham, just a short walk from the town centre and its many attractions, including the famous Cheltenham Spa.
The apartment offers a spacious living area, a fully equipped kitchen, two bathrooms, a private garden with a swing, and can comfortably accommodate up to seven guests.
Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests - Cheltenham
8.4 117 reviews

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests

house, Cheltenham
This charming Gloucestershire home is situated just a short distance from the town centre, 9.5 miles from Kingsholm Stadium and 7.3 miles from Sudeley Castle, offering a peaceful retreat with easy access to local attractions. Guests consistently praise the property for its excellent location, cleanliness, and overall value.
The two-bedroom house spans 80 square metres and comfortably accommodates up to four guests. Enjoy a fully equipped kitchen, air conditioning, a private terrace with garden views, and a dedicated picnic area, perfect for relaxing after a day exploring Gloucestershire.
Moderne-vue Sur Rue-maison-salle De Bain Privée - Cheltenham
9.9 31 reviews

Moderne-vue Sur Rue-maison-salle De Bain Privée

apartment
This modern two-bedroom flat is located on a quiet lane in Cheltenham, Gloucestershire, offering convenient access to the town centre and situated approximately 700 meters from Pittville Park.
This family-friendly apartment accommodates up to four guests with two en suite bedrooms, featuring an open-plan living area, a fully equipped kitchen with a dishwasher, and private rear courtyard gardens.
Prestige-maison-salle De Bain Privée-vue Ville-hom - Cheltenham
10 46 reviews

Prestige-maison-salle De Bain Privée-vue Ville-hom

apartment
This exceptional Cheltenham property, close to the Cotswolds Area of Outstanding Natural Beauty, offers easy access to picturesque villages and landscapes.
Sleeping up to 12 guests in six bedrooms and three bathrooms, this six-bedroom house boasts a spacious open-plan kitchen, lounge, and dining area, a landscaped garden with private gym and sauna, and private parking for at least four cars.

Uncover Exclusive Holiday Rentals in Cheltenham, United Kingdom

Treat yourself to high-end design, smart home features, and curated artwork at luxury holiday rentals in Cheltenham, United Kingdom.

Central 1 Bedroom Apartment With Parking - Cheltenham
9.4 15 reviews

Central 1 Bedroom Apartment With Parking

apartment, Gloucestershire

Downtown Holiday Rentals in Cheltenham, United Kingdom

Spend less time navigating public transport and more time exploring attractions from central holiday rentals in Cheltenham, United Kingdom.

Stylish Sunningend 1-bed Apartment In Town Centre With Parking - Cheltenham
9.0 49 reviews

Stylish Sunningend 1-bed Apartment In Town Centre With Parking

apartment, Cheltenham
Peaceful 3-bed Home In Tivoli - Cheltenham
9.8 6 reviews

Peaceful 3-bed Home In Tivoli

house, Gloucestershire
Stylish Two Bed Apartment On Montpellier Spa Road - Cheltenham
9.5 4 reviews

Stylish Two Bed Apartment On Montpellier Spa Road

apartment, Cheltenham
F4 Town Centre, Walk To Races! Sleeps 4 - Cheltenham
9.1 13 reviews

F4 Town Centre, Walk To Races! Sleeps 4

apartment, Cheltenham
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