Vacation Rentals in Cheltenham

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Cheltenham holiday rentals
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1491 Holiday rentals and Airbnb in Cheltenham

Best family friendly Cheltenham holiday rentals

Among the 1491 accommodations in Cheltenham, here are the 4 best family friendly rentals

Beautiful Bath Road Retreat With Log Burner - Cheltenham
8.8 3 reviews
Cheltenham
21/08 – 23/08
A$477/nighttotal: A$954 (2 )

Beautiful Bath Road Retreat With Log Burner

2 4
apartment , Gloucestershire
This Cheltenham holiday home is situated 0.7km from Cheltenham General Hospital and 4.1km from Cheltenham Racecourse, offering easy access to the University of Gloucestershire and Cheltenham Playhouse.
The two-bedroom property sleeps six, features a balcony, a fully equipped kitchen with fridge and microwave, a washing machine, and a TV, plus a cosy fireplace; nearby attractions include Cheltenham Spa railway station (24-minute walk).
Luxury Home In Cheltenham Town Centre With Parking - Cheltenham
10 70 reviews
Cheltenham
11/09 – 18/09
A$248/nighttotal: A$1736 (7 )

Luxury Home In Cheltenham Town Centre With Parking

1 2
apartment , Gloucestershire
Thornton House, a centrally located Cheltenham apartment in Gloucestershire, offers easy access to Cheltenham town centre and its shops, restaurants, and cultural attractions.
This self-contained one-bedroom house features a fully equipped kitchen, private terrace, parking, and sleeps up to three guests, with a super king (or twin) bed and a king-size sofa bed.
Rivendell Annex Close To Cheltenham - Cheltenham
9.9 528 reviews
Cheltenham
01/08 – 02/08
A$248/nightfor 1 night

Rivendell Annex Close To Cheltenham

1 2
apartment , Shurdington
This charming apartment is located in Shurdington, just a short distance from the M5 motorway and close to local bus routes, making it an ideal base for exploring the picturesque Cotswold villages. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
This self-contained dwelling, suitable for up to 4 guests, offers two double bedrooms, a private patio, and access to a garden. The apartment is equipped with modern amenities such as Wi-Fi, Sky TV, off-road parking for two cars, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher.
Stylish 2-bed Home In Fairview With Free Parking - Cheltenham
9.9 22 reviews
Cheltenham
27/10 – 31/10
A$264/nighttotal: A$1056 (4 )

Stylish 2-bed Home In Fairview With Free Parking

2 2
apartment , Gloucestershire
This two-bedroom flat is located in the Fairview district of Cheltenham, Gloucestershire, just 500 meters from the town centre and its amenities.
This family-friendly property accommodates up to four guests, offering a private patio garden, allocated parking for one vehicle, a fully equipped kitchen with a dishwasher, and complimentary toiletries.

Best Cheltenham holiday rentals with parking

The Coach House - Beautiful 1 Bedroom In Cheltenham - Cheltenham
Cheltenham
17/07 – 31/07
A$186/nighttotal: A$2604 (14 )

The Coach House - Beautiful 1 Bedroom In Cheltenham

1 1
apartment , Cheltenham
This one-bedroom Cheltenham house is conveniently located near Bath Road, a 10-minute drive (approx. 6.4 km) from Cheltenham Racecourse and within walking distance of Cheltenham Town Hall and the Edward Wilson statue.
The property offers a comfortable double bedroom, a dressing room/office, a modern kitchen with fridge, dishwasher and washer-dryer, a bathroom with a bath and shower, and a small patio, sleeping up to two guests.
The Cheltenham Suites - Stunning 1 Bed Apartment - Cheltenham
Cheltenham
17/07 – 31/07
A$174/nighttotal: A$2436 (14 )

The Cheltenham Suites - Stunning 1 Bed Apartment

1 1
apartment , Cheltenham
This Cheltenham town centre flat is a short walk from the Regent Arcade shopping centre, Everyman Theatre, and Playhouse Theatre, offering easy access to Cheltenham Racecourse (approximately 2.4km away).
The 46 square metre self-catering apartment features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus high-speed broadband and parking.
F2 Cheltenham Festival Ready! Sleeps 3 - Cheltenham
9.0 21 reviews
Cheltenham
11/09 – 18/09
A$222/nighttotal: A$1554 (7 )

F2 Cheltenham Festival Ready! Sleeps 3

1 2
apartment , Cheltenham
This Cheltenham apartment offers self-catering accommodation, conveniently located near Sudeley Castle (13 km), Kingsholm Stadium (13.7 km), and Gloucester Cathedral (14.6 km).
The 40 square metre flat features one bedroom, one bathroom, and sleeps up to five guests, with free parking and a fully equipped kitchenette including an oven and kettle.
Fountain View At Regency 24 - Cheltenham
8.4 7 reviews
Cheltenham
06/07 – 08/07
A$214/nighttotal: A$428 (2 )

Fountain View At Regency 24

1 2
apartment , Cheltenham
Fountain View at Regency 24 is a studio flat located in Cheltenham, 14.3 kilometres from Kingsholm Stadium and 12.7 kilometres from Sudeley Castle.
This 30 square metre studio offers accommodation for up to three guests with a well-equipped kitchen, complimentary Wi-Fi, and free private parking.

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.

Destinations nearby

Best Cheltenham holiday rentals with a balcony

Cheltenham Town Centre With Parking Space - Cheltenham
9.6 6 reviews
Cheltenham
11/09 – 18/09
A$343/nighttotal: A$2401 (7 )

Cheltenham Town Centre With Parking Space

1 2
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.
No2 Clarence Grade Ii Regency Townhouse Short Walk To Racecourse And Town Centre - Cheltenham
9.5 40 reviews
Cheltenham
07/08 – 09/08
A$695/nighttotal: A$1390 (2 )

No2 Clarence Grade Ii Regency Townhouse Short Walk To Racecourse And Town Centre

3 3
house , Cheltenham
This Grade II Regency townhouse is located in Cheltenham, a short walk from both the racecourse and the town centre, and is approximately 12 kilometres from Sudeley Castle. The property has received excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom house offers 137 square metres of space and can comfortably accommodate up to 6 guests. The property includes a private garden, a fireplace, a fully equipped kitchen, and modern amenities such as free Wi-Fi, a flat-screen TV, and a washing machine.
Victorian Townhouse 5 Bedrooms Cheltenham - Cheltenham
8.8 43 reviews
Cheltenham
06/08 – 08/08
A$985/nighttotal: A$1970 (2 )

Victorian Townhouse 5 Bedrooms Cheltenham

4 4
house , Cheltenham
This Victorian townhouse in Cheltenham enjoys a peaceful location on a quiet street, 14.3km from Kingsholm Stadium, 32.2km from Cotswold Water Park, and 46.7km from Coughton Court.
This 139 square metre property offers four bedrooms, two living rooms, a fully equipped kitchen with dishwasher, a private garden with outdoor fireplace, and accommodates up to 15 guests, boasting amenities such as free Wi-Fi and a terrace.
Norton Coach House - Cheltenham
10 7 reviews
Cheltenham
26/06 – 28/06
A$1001/nighttotal: A$2002 (2 )

Norton Coach House

3 4
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.

Best Cheltenham holiday rentals with air conditioning

The Cobblestone Townhouse By Fortuna Property Portfolio - Cheltenham
Cheltenham
02/07 – 05/07
A$414/nighttotal: A$1242 (3 )

The Cobblestone Townhouse By Fortuna Property Portfolio

3 3
apartment , Cheltenham
This 3-bedroom, 2.5-bathroom flat in Cheltenham offers prime access to local attractions, being a 548-meter walk from Cheltenham Spa station, a 9-minute walk from the Cheltenham Art Gallery and Museum, and a 5-minute drive from Cheltenham Racecourse.
With 147 square meters of floor area, this accommodation comfortably sleeps eight guests and includes air conditioning, Wi-Fi, a fully equipped kitchen with a dishwasher, and on-site parking.
Comfy Modern Home, Entire Flat, King Size Bed - Cheltenham
9.7 18 reviews
Cheltenham
01/08 – 02/08
A$213/nightfor 1 night

Comfy Modern Home, Entire Flat, King Size Bed

1 2
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.
Contemporary 2-bed 2-bath Home With Parking - Cheltenham
Cheltenham
15/08 – 29/08
A$382/nighttotal: A$5348 (14 )

Contemporary 2-bed 2-bath Home With Parking

2 1
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.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
9.6 221 reviews
Cheltenham
27/10 – 31/10
A$283/nighttotal: A$1132 (4 )

Luxurious 1 Bed Detached Home With Gated Parking

1 2
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.
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