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.

5&6 North Place - Cheltenham
9.4 196 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.
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment - Cheltenham
9.4 157 reviews

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

apartment, Cheltenham
This stylish two-bedroom flat is ideally located in Cheltenham town centre, just 14.6 kilometres from Kingsholm Stadium, 12.9 kilometres from Sudeley Castle, and 16.1 kilometres from Gloucester Cathedral. The apartment has been highly rated by guests, with excellent reviews for location, cleanliness, and overall experience.
The apartment features a comfortable living space with a flat-screen TV, a fully equipped kitchen with a dining area, and two separate bedrooms, perfect for families or groups of friends. Guests can enjoy free Wi-Fi, towels and linen, and the convenience of parking, making it an ideal choice for a relaxing and enjoyable stay in Cheltenham.
Thornton House Luxury Accommodation In The Town Centre With Private Parking - Cheltenham
9.8 115 reviews

Thornton House Luxury Accommodation In The Town Centre With Private Parking

apartment, Cheltenham
This recently renovated Cheltenham town centre flat offers free private parking, a significant advantage given limited availability, and is conveniently located 12.7km from Sudeley Castle and 13.7km from Kingsholm Stadium.
The 70 square metre self-catering apartment features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with dishwasher, a private terrace with city views, and free Wi-Fi.
Super Spacious Regency Flat With Parking - Cheltenham
9.9 340 reviews

Super Spacious Regency Flat With Parking

apartment
This two-bedroom apartment is situated on a quiet residential street just a short walk from Sandford Park, the town centre, and the racecourse. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The self-contained flat has a private entrance and can comfortably accommodate up to five guests. It offers a fully equipped kitchen, a laundry room, a small outdoor sitting area, and additional amenities like a travel cot, put-up bed, babysitting service, and a music system.

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.
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.
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.
The Cabin - Cheltenham
10 209 reviews

The Cabin

apartment, Cheltenham
The Cabin is a one-bedroom apartment located in Cheltenham, 13.7 kilometres from Kingsholm Stadium and 30.6 kilometres from Cotswold Water Park, offering a peaceful retreat away from the town centre. It has received excellent ratings for user experience, location, and cleanliness.
The 30 square metre apartment comfortably sleeps two guests. Amenities include a fully equipped kitchen with a fridge and microwave, a private garden with scenic views, free Wi-Fi, and a flat-screen TV with access to streaming services.

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

Beechurst Serviced Apartments - Cheltenham
8.4 358 reviews

Beechurst Serviced Apartments

apartment, Cheltenham
Beechurst Serviced Apartments are located in Cheltenham, just 10.5 km from Kingsholm Stadium and 11.7 km from Gloucester Cathedral, offering a peaceful setting within easy reach of the town centre. The apartments have excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The self-catering apartments comfortably sleep two guests and feature a modern kitchen with a dishwasher, a private bathroom with a shower and hairdryer, and free Wi-Fi. Guests can also enjoy a terrace, bike rental, and free private parking.
Stylish Flat With Terrace In Cheltenham Centre - Cheltenham
8.6 14 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.
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.
Cheltenham Town Centre With Parking Space - Cheltenham
9.7 7 reviews

Cheltenham Town Centre With Parking Space

house, Cheltenham
This Cheltenham townhouse is located centrally, providing easy access to local amenities and is 12.4 kilometres from Sudeley Castle and 14.2 kilometres from Kingsholm Stadium.
This property offers WiFi, a kitchen, and parking for up to 13 guests, with 2 bathrooms and 1 bedroom.

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.

5 Bed House, Sleeps 8, Parking, Brilliant Location - Cheltenham
9.7 115 reviews

5 Bed House, Sleeps 8, Parking, Brilliant Location

apartment
This five-bedroom Cheltenham apartment is conveniently located in the town centre, just a short walk from the Brewery Quarter and Cheltenham Racecourse.
The self-catering property sleeps up to eight guests and features a fully equipped kitchen, a courtyard garden, and on-site parking.
Cosy Peaceful Self Contained Home In Montpellier - Cheltenham
9.6 5 reviews

Cosy Peaceful Self Contained Home In Montpellier

apartment, Cheltenham
This Montpellier mews house in Cheltenham offers self-contained accommodation on a quiet lane, a short walk from Cheltenham's best bars and restaurants.
The two-bedroom apartment sleeps six, featuring two en-suite shower rooms, a fully equipped kitchen with dishwasher, complimentary Wi-Fi, and allocated parking.
House ∙ 4 Bedrooms ∙ 9 Guests - Cheltenham
No reviews

House ∙ 4 Bedrooms ∙ 9 Guests

house
This family-friendly house is located in a peaceful residential district of Rosebay Gardens, Great Britain, offering proximity to local parks and shops.
This four-bedroom property accommodates up to seven guests and features a fully equipped kitchen, a private garden, a fitness centre, and parking, with high-speed WiFi available throughout.
Central Cheltenham, Self Contained Flat, Sleeps 4, Private Basement Flat With Full Kitchen, Ideal For Shopping, Races, Festivals Or Short City Breaks, Free Parking Available By Reservation Only, Limited Spaces - Cheltenham
8.8 161 reviews

Central Cheltenham, Self Contained Flat, Sleeps 4, Private Basement Flat With Full Kitchen, Ideal For Shopping, Races, Festivals Or Short City Breaks, Free Parking Available By Reservation Only, Limited Spaces

apartment, Cheltenham
This recently renovated one-bedroom flat is situated in Cheltenham town centre, just 14km from Kingsholm Stadium and 34km from Cotswold Water Park. The property has received very good ratings for cleanliness, user experience, and location.
The 36 square metre flat can accommodate up to 7 guests and features a modern design with a fully equipped kitchen, a comfortable living room, and a washing machine. The apartment also offers free private parking, a private entrance, and air conditioning.

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.

New Artisan Flat By Signature Stays - Modern - Spacious - Cheltenham
No reviews

New Artisan Flat By Signature Stays - Modern - Spacious

apartment, Cheltenham
Cheltenham-cosy 2 Bedroom Home-work Or Leisure - Cheltenham
8.3 31 reviews

Cheltenham-cosy 2 Bedroom Home-work Or Leisure

house, Cheltenham
Spacious House | Parking | Business & Leisure - Cheltenham
No reviews

Spacious House | Parking | Business & Leisure

apartment, Gloucestershire
The Grove 1-bed Cheltenham Town Centre Apartment With Private Parking - Cheltenham
8.2 40 reviews

The Grove 1-bed Cheltenham Town Centre Apartment With Private Parking

apartment, Cheltenham

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.

Longworth Villa In Cheltenham - Cheltenham
9.6 27 reviews

Longworth Villa In Cheltenham

house

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.

Lovely 3 Bed House In The Heart Of Cheltenham - Cheltenham
8.5 310 reviews

Lovely 3 Bed House In The Heart Of Cheltenham

house, Cheltenham
Cotswold Cheltenham, Whole House With Hot Tub - Cheltenham
9.9 76 reviews

Cotswold Cheltenham, Whole House With Hot Tub

house
Modern Two Bedroom Two Bathroom Home - Cheltenham
9.4 3 reviews

Modern Two Bedroom Two Bathroom Home

apartment, Gloucestershire
Stylish 5-bed Detached Home Close To Cheltenham - Cheltenham
10 1 review

Stylish 5-bed Detached Home Close To Cheltenham

apartment, Gloucestershire

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.

Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
8.4 56 reviews

Luxury Cabin With Hot-tub & Cold Plunge!

cabin, Cheltenham
The Greenway Hotel & Spa - Cheltenham
No reviews

The Greenway Hotel & Spa

resort, Shurdington
Landers, Cheltenham - Sleeps 10 Guests  In 5 Bedrooms - Cheltenham
9.0 27 reviews

Landers, Cheltenham - Sleeps 10 Guests In 5 Bedrooms

apartment, Cheltenham
Cheltenham, The Finest House In The Cotswolds! - Cheltenham
9.6 5 reviews

Cheltenham, The Finest House In The Cotswolds!

apartment

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.

Gloucester Place Townhouse + Hot Tub - Cheltenham
9.0 6 reviews

Gloucester Place Townhouse + Hot Tub

apartment, Cheltenham
Central 1 Bedroom Apartment - With Patio - Cheltenham
9.4 254 reviews

Central 1 Bedroom Apartment - With Patio

apartment, Cheltenham
Cambray Apartment - Cheltenham
No reviews

Cambray Apartment

apartment, Cheltenham
Stylish Two-bed Cheltenham Retreat With Hot Tub - Cheltenham
No reviews

Stylish Two-bed Cheltenham Retreat With Hot Tub

apartment, Cheltenham
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