Holiday Rentals in Cheltenham

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Cheltenham holiday rentals
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Best Holiday rentals and Airbnb offers in Cheltenham

Discover Central Holiday Rentals in Cheltenham

Reconnect with your partner at secluded holiday rentals for couples in Cheltenham, offering intimate settings for a city break.

2-bedroom House In Cheltenham Town Centre - Cheltenham
9.3 61 reviews

2-bedroom House In Cheltenham Town Centre

apartment, Cheltenham
This Cheltenham town centre flat is conveniently located near Sudeley Castle (12.4 km), Kingsholm Stadium (14.5 km), and Gloucester Cathedral (16.1 km), offering easy access to local attractions.
The 66 square metre self-catering property sleeps up to 11 guests, boasting two bedrooms, one bathroom, a garden, free Wi-Fi, private parking (at an extra charge), and a recently renovated kitchen equipped with a fridge and microwave.
Vernon Place Accommodation - Cheltenham
10 4 reviews

Vernon Place Accommodation

cottage, Cheltenham
This Cheltenham cottage offers three separate accommodations, less than 1 kilometre from the Playhouse Theatre, Everyman Theatre, and Cheltenham Town Hall, and close to the Imperial Gardens.
The self-catering property includes a kitchen, garden, and free Wi-Fi in communal areas, providing an ideal base for exploring Cheltenham's cultural attractions and green spaces.
Stunning 5 Bed Regency Home - Cheltenham
9.7 21 reviews

Stunning 5 Bed Regency Home

house, Gloucestershire
This charming period house is conveniently located in Cheltenham, just a short drive from attractions like Sudeley Castle, Gloucester Cathedral, and Kingsholm Stadium. The house has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This spacious home offers 5 bedrooms and 4 bathrooms, accommodating up to 10 guests comfortably. The fully equipped kitchen, free Wi-Fi, and parking make it ideal for families or groups looking for a relaxing and convenient stay.
Blue Garden Retreat By Fortuna Property Portfolio - Cheltenham
9.3 25 reviews

Blue Garden Retreat By Fortuna Property Portfolio

apartment, Cheltenham
This Cheltenham apartment, situated near the town centre and approximately 82 kilometres from Bristol Airport, offers easy access to Cheltenham's attractions.
The self-catering flat boasts a 17 square metre floor area, comprising one bedroom, one bathroom, and a terrace/balcony, comfortably accommodating up to three guests and including free parking, Wi-Fi, and a fully equipped kitchen.

Best Cheltenham holiday rentals with air conditioning

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.
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
8.3 110 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.
Charming Townhouse With Free Parking & Garden - Cheltenham
9.5 15 reviews

Charming Townhouse With Free Parking & Garden

apartment
This Cheltenham townhouse, opposite Tesco and a three-minute walk from Sainsbury's, offers easy access to Cheltenham High Street and its attractions, all within a 0.4-kilometre radius.
The newly refurbished two-bedroom property sleeps six, boasting a well-equipped kitchen, private courtyard, rear garden, and free parking – ideal for families or groups exploring Gloucestershire.
64 Bath Road - Central To Cheltenham - Cheltenham
9.0 17 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.

Frequently asked questions about holiday rentals in Cheltenham

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

    For a first-time visit, you'd want to see the iconic Cheltenham Town Hall, explore the beautiful Pittville Park, and maybe catch a show at the Everyman Theatre. You can also visit the Cheltenham Art Gallery & Museum to learn about the town's history and culture.
  • What are the best Airbnb and holiday rentals in Cheltenham?

    Portland Apartments, Strozzi Palace Suites By Mansley and Tewkesbury Town House 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 popular for its independent shops, restaurants, and lively atmosphere. If you prefer a quieter stay, the Leckhampton area offers a more residential feel with beautiful views of the Cotswolds.
  • 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 & Gardens is a must-visit for families, with over 200 species of animals. If you're looking for something indoor, the 'The Wilson' museum is a great option, with interactive exhibits for children.
  • What are the best holiday rentals with a pool in Cheltenham?

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

    Booking in advance is always recommended, especially during peak season, which runs from April to September. The Cheltenham Jazz Festival in April and the Cheltenham Literature Festival in October are also popular times to visit.
  • 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, the Cheltenham Literature Festival, and the Cheltenham Science Festival are all major events that draw crowds from far and wide. The Cotswold Show, held in July, is another popular event that celebrates rural life.
  • 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 the beautiful Pittville Park is free and a great way to enjoy the outdoors. You can also explore the many independent shops and cafes in the Montpellier area, or visit the Cheltenham Art Gallery & Museum for free.
  • What are the best restaurants with local dishes in Cheltenham?

    The Tavern is known for its traditional pub grub, while The Ivy Montpellier Brasserie offers a more upscale dining experience with a focus on seasonal ingredients. For a taste of the Cotswolds, try the Cotswold Farm Park's restaurant.
  • 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 walk, try the Pittville Park circular route, which takes you past the lake and the iconic Pittville Pump Room.
  • Are there pet-friendly attractions in Cheltenham?

    The Cotswold Wildlife Park & Gardens welcomes well-behaved dogs on leads, and many pubs and cafes in the town are also dog-friendly. Pittville Park is a great place to let your dog off the lead.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    Vacation rentals offer more space and privacy than a hotel room, and often come with amenities like a kitchen, allowing you to prepare your own meals. They also provide a more authentic experience, as you get to live like a local.
  • What are the top sports attractions and facilities in Cheltenham?

    Cheltenham Racecourse is world-renowned for its horse racing events, especially the Cheltenham Festival. The town also has a number of sports clubs and facilities, including the Cheltenham Leisure Centre, which offers a range of activities.

Popular destinations

Choose the Right Holiday Rentals with a Balcony in Cheltenham

Having city skyline views from your own balcony in Cheltenham is a detail that truly elevates your stay. Explore our holiday rentals and

Portland Apartments - Cheltenham
9.6 1059 reviews

Portland Apartments

apartment, Cheltenham
The Portland Apartments are conveniently located in Cheltenham Spa, just a 15-minute walk from the racecourse and a 5-minute stroll from the town centre's shops, restaurants, and bars. These apartments consistently receive excellent ratings for their location, cleanliness, and overall experience.
The apartments offer a comfortable and stylish living space with a fully equipped kitchen and a private garden. Guests can enjoy a range of amenities, including a 24-hour concierge service, parking, and room service, making for a truly relaxing stay.
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.
House ∙ 4 Bedrooms ∙ 8 Guests - Cheltenham
No reviews

House ∙ 4 Bedrooms ∙ 8 Guests

house
This family-friendly detached house on Mitre Street 2 in Great Britain is located in a neighbourhood offering easy access to outdoor activities such as hiking and fishing, with local attractions and dining a short drive away.
This spacious property accommodates up to 8 guests across 4 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a TV and sound system in the living area, and outdoor spaces including a courtyard, terrace, and patio, with amenities like a coffee machine, microwave, and dishwasher for convenience.
Marchmont, Parabola Road - Cheltenham
9.4 11 reviews

Marchmont, Parabola Road

apartment, Cheltenham
This two-bedroom flat on Parabola Road in Cheltenham offers convenient access to regional attractions, situated 13.2 kilometres from Gloucester Cathedral and 13.5 kilometres from Kingsholm Stadium.
This 99 square metre apartment accommodates up to seven guests, featuring two bathrooms, a fully equipped kitchen, free WiFi, private parking, and a terrace, with a check-out time between 08:00 and 11:00.

Neighborhoods and points of interest in Cheltenham

Popular Family-Friendly Holiday Rentals in Cheltenham

Discover kid-friendly holiday rentals in Cheltenham with city attractions within easy reach. Holidays are better when everyone is comfortable.

Queens Head Apartments Kingsholm Inc Parking - Cheltenham
8.4 53 reviews

Queens Head Apartments Kingsholm Inc Parking

apartment, Gloucestershire
Queens Head Apartments in Gloucestershire are located 70 metres from Kingsholm Stadium, 1 kilometre from Gloucester Cathedral, and within easy driving distance of Cotswold Water Park (38km) and Westbury Court Garden (15km).
This one-bedroom apartment offers 56 square metres of space, sleeping up to 7 guests, and features a fully equipped kitchen, private parking, free Wi-Fi, and a private bathroom; it's ideal for families or groups visiting Gloucestershire.
Judges Lodgings Boutique Hotel Gloucester - Cheltenham
9.0 492 reviews

Judges Lodgings Boutique Hotel Gloucester

apartment, Gloucester
Judges Lodgings Gloucester is located just 1 kilometre from Gloucester Cathedral and 1.7 kilometres from Kingsholm Stadium, making it ideal for exploring the city's historical and cultural attractions. The apartment is situated in a peaceful area, offering a relaxing stay despite its central location.
This apartment provides modern comforts like free Wi-Fi, a flat-screen TV, and a private bathroom with complimentary toiletries. You can enjoy a relaxing moment outdoors on the terrace or balcony, and the surrounding area is popular for hiking.
Charming Town Centre 2 Bed House - Cheltenham
9.8 66 reviews

Charming Town Centre 2 Bed House

apartment
This charming two-bedroom terrace is situated in St Lukes, a short walk from Gloucester's town centre and Sandford Park, offering easy access to the city's attractions and green spaces. The property has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment is laid out over three floors, with bedrooms on both the top and bottom, accommodating up to four guests. It boasts a range of modern amenities, including a fully equipped kitchen, two TVs, a coffee machine, and full-fibre broadband, allowing you to relax and enjoy your time in Gloucestershire.
Cheltenham Stay In Fashionable Suffolks With Sky - Cheltenham
9.4 290 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.

Handpicked Self-Catering Rentals with Parking in Cheltenham

A car park at your holiday rental in Cheltenham means exploring the city centre is easy every day with no extra faff. Find your perfect stay.

Modern 4 Bed Home With Parking Close To Town - Cheltenham
8.7 3 reviews

Modern 4 Bed Home With Parking Close To Town

house, Cheltenham
Beautiful Bath Road Retreat With Log Burner - Cheltenham
9.4 36 reviews

Beautiful Bath Road Retreat With Log Burner

house, Cheltenham
Near Cotswolds 2 Bed + Box Room/sofa Bed House - Cheltenham
9.4 83 reviews

Near Cotswolds 2 Bed + Box Room/sofa Bed House

apartment
Spacious 5bed, Cheltenham Town Centre, Inc Parking - Cheltenham
9.4 56 reviews

Spacious 5bed, Cheltenham Town Centre, Inc Parking

apartment

Compare Luxury Holiday Rentals in Cheltenham

Staying in a luxury holiday rental or Airbnb in Cheltenham ensures every detail of your trip feels considered. Enjoy high-end finishes and prime locations.

Studio 3 - Stylish Apartment Central To Hospital And Racecourse - Cheltenham
9.7 8 reviews

Studio 3 - Stylish Apartment Central To Hospital And Racecourse

studio, Cheltenham

Explore Pet-Friendly Holiday Rentals in Cheltenham

Bringing your dog to Cheltenham? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.

Hermitage Cottage - Cheltenham
9.6 151 reviews

Hermitage Cottage

apartment, Gloucestershire
Central 1 Bd + Sofa Bed In The Heart Of Cheltenham - Cheltenham
9.1 15 reviews

Central 1 Bd + Sofa Bed In The Heart Of Cheltenham

apartment
Central 1bd With Free Underground Parking - Cheltenham
8.8 5 reviews

Central 1bd With Free Underground Parking

apartment, Cheltenham
Lovely 2-bed Home Right By Cheltenham Racecourse - Cheltenham
9.6 5 reviews

Lovely 2-bed Home Right By Cheltenham Racecourse

house, Cheltenham

Find the Best Holiday Rentals with a Pool in Cheltenham

Having a pool at your holiday rental in Cheltenham opens up a proper swim in the heart of the city without extra planning. Start comparing.

Cottage ∙ 5 Bedrooms ∙ 10 Guests - Cheltenham
No reviews

Cottage ∙ 5 Bedrooms ∙ 10 Guests

cottage, Shurdington
Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
8.5 54 reviews

Luxury Cabin With Hot-tub & Cold Plunge!

cabin, Cheltenham

Check Out Holiday Rentals with a Hot Tub in Cheltenham

These holiday rentals and Airbnbs in Cheltenham come with a hot tub or jacuzzi, ideal for a relaxing soak at the end of the day.

Amaranth - Cheltenham
9.5 2 reviews

Amaranth

house, Shurdington
Spacious Farmhouse With Anne, Hot Tub Piano - Cheltenham
No reviews

Spacious Farmhouse With Anne, Hot Tub Piano

house, Tewkesbury
De Luxe-appartement-sdb Privée-vue Sur Jardin - Cheltenham
9.9 197 reviews

De Luxe-appartement-sdb Privée-vue Sur Jardin

apartment
Town Centre Penthouse With Hot Tub  22 - Cheltenham
10 4 reviews

Town Centre Penthouse With Hot Tub 22

apartment, Gloucestershire
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