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.

Cheltenham-2 Bedroom Home-sleeps 6-parking-work Or Leisure - Cheltenham
8.4 43 reviews

Cheltenham-2 Bedroom Home-sleeps 6-parking-work Or Leisure

house, Cheltenham
This Cheltenham house, situated approximately 13.8 kilometres from Kingsholm Stadium and 14.5 kilometres from Sudeley Castle, offers convenient access to local attractions.
The 93 square metre property sleeps up to six guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private garden, free parking, and WiFi; a washing machine and baby safety gate are also provided.
Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering - Cheltenham
9.0 4 reviews

Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering

apartment, Cheltenham
This Cheltenham holiday home is situated 0.8km from Jonny-Rocks Stadium and 3km from Cheltenham Racecourse, offering easy access to the Holst Birthplace Museum and Pittville Park, all within a 1.6km radius.
The two-bedroom property sleeps four, boasting a fully equipped kitchen with dishwasher, a jacuzzi, garden with barbecue, Smart TV, and fireplace; express check-in/out is available.
Luxury Apartments - 39 Rodney Road Apartment - Cheltenham
No reviews

Luxury Apartments - 39 Rodney Road Apartment

apartment, Cheltenham
This Cheltenham apartment is conveniently located a short distance from the town centre, making it easy to explore the Cotswolds and Gloucester. The surrounding area offers a peaceful setting with easy access to local attractions.
This two-bedroom dwelling provides ample space for a comfortable stay. It features a fully equipped kitchen, a private terrace with garden views, free parking, and complimentary Wi-Fi, ensuring a relaxing and enjoyable experience.
Sky Garden Cabin - Cabin In The Clouds - Cheltenham
9.9 37 reviews

Sky Garden Cabin - Cabin In The Clouds

apartment
This apartment offers an exceptional elevated position on Leckhampton Hill, providing breathtaking panoramic views and direct access to extensive walking routes including Devil's Chimney, located just minutes from Cheltenham's shops and cafes.
This family-friendly two-bedroom flat accommodates up to four guests and features a luxurious wood-fired hot tub, a garden, parking, and a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher, with the option to book a shepherd's hut for larger groups.

Best Cheltenham holiday rentals with parking

Francis House - Cheltenham - 2 Bed Home - Parking - Cheltenham
No reviews

Francis House - Cheltenham - 2 Bed Home - Parking

apartment, Cheltenham
This Cheltenham holiday home is conveniently located within a 15-minute walk of the University of Gloucestershire, Cheltenham General Hospital, and Imperial Gardens, and under 2km from the Cheltenham Playhouse and Town Hall.
This 88-square-metre property boasts three bedrooms (including a sofa bed), one bathroom, parking, a private garden, and amenities such as free WiFi and a fully equipped kitchen, comfortably sleeping six guests.
Cheltenham Centre Race Week Stay - Cheltenham
10 2 reviews

Cheltenham Centre Race Week Stay

apartment
This Gloucestershire house, a 5-minute walk from the town centre and a short 3.2-kilometre drive from Cheltenham Racecourse, offers a prime location for exploring the county.
The two-bedroom, two-bathroom property sleeps four guests and includes free parking, a garden, WiFi, a Smart TV, a log burner, and a fridge; a welcoming hamper awaits your arrival.
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 - Deluxe Two Bedroom Apartment With Parking & Ev Charger - Cheltenham
9.2 27 reviews

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & Ev Charger

apartment, Cheltenham
This recently renovated Cheltenham apartment, located 13.2 km from Sudeley Castle and 13.5 km from Kingsholm Stadium, offers convenient access to local attractions.
The 61 square metre self-catering flat features two bedrooms, two bathrooms, sleeps seven, and includes a fully equipped kitchen with dishwasher, free private parking with EV charger, and free Wi-Fi.

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.

Popular destinations

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.

Margaret's Terrace By Fortuna Property Portfolio - Cheltenham
9.2 138 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.
Stunning 5 Bed Regency Home - Cheltenham
No reviews

Stunning 5 Bed Regency Home

house, Cheltenham
This Regency property is located in a sought-after district of Cheltenham, providing easy access to local attractions.
This 148 square meter residence offers complimentary high-speed internet, a kitchen equipped with a fridge, microwave, and dishwasher, and a terrace or balcony.
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, Cheltenham
This family-friendly house in Cheltenham is situated in a quiet district, offering convenient access to local amenities.
This 185 square meter dwelling features a kitchen with a fridge, microwave, and dishwasher, along with a terrace, balcony, and parking for up to three vehicles.
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.

Best Cheltenham holiday rentals with air conditioning

Contemporary 2-bed 2-bath Home With Parking - Cheltenham
10 3 reviews

Contemporary 2-bed 2-bath Home With Parking

apartment, Gloucestershire
This holiday apartment is centrally located in Cheltenham, Gloucestershire, a short walk from Pittville Park and the Holst Birthplace Museum.
This family-friendly property offers two bedrooms, two bathrooms, and accommodation for four guests, featuring a fully equipped kitchen, complimentary Wi-Fi, and a garden.
Spacious Pet Friendly Home In Central Cheltenham. Sleeps 6 Free Parking! - Cheltenham
No reviews

Spacious Pet Friendly Home In Central Cheltenham. Sleeps 6 Free Parking!

apartment, Cheltenham
This stylish flat, a former bakery, is situated in Cheltenham's Montpellier district, a 12-minute walk from the city centre and Montpellier Gardens and a 15-minute walk from Bath Road's amenities.
This pet-friendly accommodation sleeps up to six guests in three bedrooms and features an extra-large open-plan living area, a fully equipped kitchen, air conditioning, a terrace, garden, and free on-street parking.
Home From Home  Quirky & Stylish In Cotswolds - Cheltenham
9.9 22 reviews

Home From Home Quirky & Stylish In Cotswolds

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.
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.

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.

Cosy 2-bed Apartment In Tivoli - Cheltenham
9.6 16 reviews

Cosy 2-bed Apartment In Tivoli

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.

The Den, 2 Mins Chelt High Street, John Lewis Etc - Cheltenham
9.5 84 reviews

The Den, 2 Mins Chelt High Street, John Lewis Etc

apartment, Cheltenham
Mulberry Cottage - Cheltenham
9.8 240 reviews

Mulberry Cottage

house, Cheltenham
Contemporary 2-bed 2-bath Home With Parking - Cheltenham
10 3 reviews

Contemporary 2-bed 2-bath Home With Parking

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
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