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 2305 accommodations in Cheltenham, here are the 4 best family friendly rentals

Stunning And Contemporary 2 Bed Home In Lansdown - Cheltenham
10 2 reviews

Stunning And Contemporary 2 Bed Home In Lansdown

apartment, Gloucestershire
This Cheltenham holiday home is situated near Imperial Gardens (0.5km) and Cheltenham Racecourse (3.5km), offering easy access to Cheltenham town centre's historical attractions, including the Edward Wilson statue and Cheltenham Town Hall (both within a 10-minute walk).
The two-bedroom, two-bathroom property sleeps four guests and features a fully equipped kitchen with dishwasher, a terrace, on-site parking, and complimentary Wi-Fi; enjoy exploring Gloucestershire's attractions or relaxing after a day at the races.
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
8.3 117 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.
Charming Two Bedroom Apartment In Fairview - Cheltenham
9.0 2 reviews

Charming Two Bedroom Apartment In Fairview

apartment, Gloucestershire
This Cheltenham apartment, near Cheltenham Racecourse, offers convenient access to Gloucester Docks and Gloucester Quays, and is a short distance from Elmore Court.
The two-bedroom flat sleeps four, includes a fully equipped kitchen with dishwasher and washing machine, a private balcony, and on-site parking.
Central Penthouse With Hot Tub & Views 23 - Cheltenham
9.6 271 reviews

Central Penthouse With Hot Tub & Views 23

apartment, Cheltenham
This apartment is conveniently located in Cheltenham, just 9.1 miles from Kingsholm Stadium and 21 miles from Cotswold Water Park, making it easy to explore the town and surrounding attractions. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom apartment spans 68 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private hot tub, a balcony, a terrace, free parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.

Best Cheltenham holiday rentals with parking

Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking - Cheltenham
9.4 176 reviews

Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking

apartment, Gloucestershire
Pittville Loft Apartment in Cheltenham is located 12.1 kilometres from Sudeley Castle and 15 kilometres from Gloucester Cathedral, offering a quiet street view.
This two-bedroom flat, spanning 65 square metres and accommodating up to 11 guests, features a fully equipped kitchen with a dishwasher and microwave, free WiFi, and soundproofing, with parking available and pets welcome.
Margaret's Ground By Fortuna Property Portfolio - Cheltenham
9.1 95 reviews

Margaret's Ground By Fortuna Property Portfolio

apartment, Cheltenham
Margaret's Ground is a 19th-century apartment located in Cheltenham, a short distance from Sudeley Castle (12.4 km) and Gloucester Cathedral (15.3 km).
This two-bedroom apartment, spanning 53 square metres, provides a well-equipped kitchen, free Wi-Fi, and free private parking for guests.
Lovely 2-bed-maison-salle De Bain Privée - Cheltenham
9.4 27 reviews

Lovely 2-bed-maison-salle De Bain Privée

apartment
This two-bedroom flat is situated a mere 200 meters from Cheltenham Racecourse, providing convenient access to the town centre and surrounding areas in Gloucestershire.
This family-friendly property accommodates up to six guests and features a private enclosed garden, driveway parking for two cars, a log-burning stove in the lounge, and a well-equipped kitchen, with complimentary basic provisions and optional housekeeping services available.
Centrally Located 2 Bed House Cheltenham - Cheltenham
9.7 31 reviews

Centrally Located 2 Bed House Cheltenham

house, Gloucestershire
This Cheltenham house, a five-minute walk (0.8 km) from Cheltenham town centre and its attractions, offers a quiet cul-de-sac location in Gloucestershire.
Sleeping up to six guests, this two-bedroom property features a fully equipped kitchen, a spacious living area with a dining table, a sunny garden, free off-road parking, and a double sofa bed.

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

Norton Coach House - Cheltenham
10 7 reviews

Norton Coach House

house, Cheltenham
Norton Coach House is situated in Cheltenham, just 13 kilometres from Gloucester Cathedral and 12 kilometres from Kingsholm Stadium, offering a peaceful escape from the town centre.
This 3-bedroom house spans 95 square metres and comfortably accommodates up to 6 guests. The property features a fully equipped kitchen, a spacious living area, a relaxing garden and a terrace, plus free Wi-Fi and private parking.
New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed - Cheltenham
No reviews

New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed

house, Cheltenham
This large house is located in Cheltenham, a 16-minute walk from Cheltenham Town Hall and less than 1 kilometre from Montpellier Gallery.
This family-friendly property offers accommodation for 35 guests with 9 bedrooms, 8 bathrooms, a dishwasher, WiFi, a garden, terrace, balcony, and a jacuzzi.
Stunning 2 Bed In The Heart Of Cheltenham - Cheltenham
9.4 3 reviews

Stunning 2 Bed In The Heart Of Cheltenham

apartment, Cheltenham
This centrally located Cheltenham apartment is within a 2.4km walk of Cheltenham General Hospital, the Playhouse Theatre, Everyman Theatre, Cheltenham Town Hall, and Imperial Gardens.
The two-bedroom, two-bathroom flat sleeps four guests and boasts a fully equipped kitchen, private enclosed yard, free Wi-Fi, and on-site parking.
Luxury Period Home With Sauna And Gym - Cheltenham
10 2 reviews

Luxury Period Home With Sauna And Gym

house, Gloucestershire
This recently renovated six-bedroom Cheltenham villa, situated 14.6 kilometres from Kingsholm Stadium and 32.2 kilometres from Cotswold Water Park, offers luxurious self-catering accommodation.
The 279-square-metre property boasts three bathrooms, a sauna, fitness centre, private parking, and Wi-Fi, comfortably sleeping up to 23 guests.

Best Cheltenham holiday rentals with air conditioning

Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
9.7 239 reviews

Luxurious 1 Bed Detached Home With Gated Parking

house, Cheltenham
This charming house is situated in Pittville Circus Road, Cheltenham, within easy reach of Weston Park, Cotswold Water Park, and Coughton Court. The property has received excellent ratings for location, cleanliness, and user experience.
The house features one bedroom and one bathroom, providing comfortable accommodation for two guests. Amenities include a terrace, a garden, parking, and a fully equipped kitchen with a fridge and microwave oven, ensuring a pleasant stay.
Comfy Modern Home, Entire Flat, King Size Bed - Cheltenham
9.7 21 reviews

Comfy Modern Home, Entire Flat, King Size Bed

apartment, Gloucestershire
This one-bedroom flat is ideally situated in a peaceful area of Gloucestershire, close to local attractions and amenities. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The flat comfortably accommodates up to four guests with a king-size bed in the bedroom and a sofa bed in the open plan kitchen and living area. Guests can enjoy modern appliances, free parking, and a peaceful retreat after a day of exploring Gloucestershire.
Charming Townhouse With Free Parking & Garden - Cheltenham
9.4 16 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.
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.
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