Holiday 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

Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering - Cheltenham
9.0 4 reviews
Cheltenham
26/06 – 27/06
NZ$563/nightfor 1 night

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

2 2
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.
No2 Clarence Grade Ii Regency Townhouse Short Walk To Racecourse And Town Centre - Cheltenham
9.5 40 reviews
Cheltenham
11/09 – 18/09
NZ$619/nighttotal: NZ$4333 (7 )

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

3 2
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.
Beautiful School House In Cheltenham Town Centre. - Cheltenham
9.8 33 reviews
Cheltenham
01/07 – 03/07
NZ$341/nighttotal: NZ$682 (2 )

Beautiful School House In Cheltenham Town Centre.

1 2
apartment , Gloucestershire
This centrally located Cheltenham flat offers easy access to the town's shops and restaurants, with Cheltenham Racecourse a 30-minute walk away via the Honeybourne line.
This two-bedroom flat accommodates up to four guests and includes free onsite parking, a private garden with seating, and essential amenities for a comfortable stay.
The Atelier  A Stylish Cheltenham Hideaway For 4 - Cheltenham
10 1 review
Cheltenham
01/07 – 03/07
NZ$519/nighttotal: NZ$1038 (2 )

The Atelier A Stylish Cheltenham Hideaway For 4

2 2
apartment , Gloucestershire
This elegant Georgian flat is situated in Cheltenham's sought-after 'The Park' residential area, a short stroll from the town centre's independent shops and Leckhampton's walking trails, with the Cotswold hills accessible within 8 kilometers.
This dog-friendly apartment spans 90 square meters, offering accommodation for up to 4 guests with two bedrooms, two bathrooms, a fully equipped kitchen including a coffee machine, a private courtyard, and access to a shared garden, plus private off-street parking.

Best Cheltenham holiday rentals with parking

Number 70 - Cheltenham
10 2 reviews
Cheltenham
27/06 – 28/06
NZ$288/nightfor 1 night

Number 70

1 2
house , Golden Valley
This holiday home is situated in Golden Valley, 12.4 kilometres from Kingsholm Stadium and 12.6 kilometres from Gloucester Cathedral.
This 43 square meter property features 2 bedrooms, a fully equipped kitchen, free WiFi, free private parking, and a garden, accommodating up to 5 guests.
Stylish Two Bed Cheltenham Retreat With Hot Tub - Cheltenham
Cheltenham
02/07 – 05/07
NZ$429/nighttotal: NZ$1287 (3 )

Stylish Two Bed Cheltenham Retreat With Hot Tub

2 3
house , Cheltenham
This Cheltenham property is located 12.7 kilometres from Kingsholm Stadium, 12.7 kilometres from Sudeley Castle and 14.6 kilometres from Gloucester Cathedral.
This 2-bedroom cottage accommodates up to 7 guests and features a private hot tub, a fully equipped kitchen with a dishwasher, and free WiFi, with cycling opportunities nearby and a garden for relaxation.
The Cheltenham Suites - Stunning 2 Bed Apartment - Cheltenham
7.0 2 reviews
Cheltenham
11/12 – 31/12
NZ$267/nighttotal: NZ$5340 (20 )

The Cheltenham Suites - Stunning 2 Bed Apartment

1 3
apartment , Cheltenham
This Cheltenham apartment is located 13.5 kilometres from Sudeley Castle and 13.9 kilometres from Gloucester Cathedral.
This 70 square metre flat accommodates up to six guests and includes a fully equipped kitchen with a dishwasher, on-site parking, and complimentary Wi-Fi.
Pittville Garden Flat - Cheltenham
10 3 reviews
Cheltenham
15/08 – 29/08
NZ$301/nighttotal: NZ$4214 (14 )

Pittville Garden Flat

1 1
apartment , Cheltenham
This garden flat in Cheltenham offers a private garden and terrace with garden views, located 15 kilometres from Kingsholm Stadium and 32 kilometres from Cotswold Water Park.
This spacious one-bedroom apartment accommodates two guests, featuring a fully equipped kitchenette with a fridge, microwave, and dishwasher, complimentary Wi-Fi, an outdoor dining area, and provided towels and bed linen, covering 70 square meters.

Frequently asked questions about holiday rentals in Cheltenham

  • What are the top family-friendly attractions in Cheltenham?

    The most popular family-friendly attraction is probably the Cotswold Wildlife Park & Gardens, it has a huge range of animals and is great for a day out. The Everyman Theatre is also a good option, they have lots of shows that are suitable for kids. And for a rainy day, you can always visit the National Waterways Museum.
  • 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.

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

    The best time to book a vacation rental is usually in advance, especially if you're travelling during peak season, which is generally from April to October. If you're flexible with your dates, you might find a better deal by booking last minute.
  • 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 events or festivals should visitors check out in and around Cheltenham?

    The Cheltenham Jazz Festival is a big one, held in April and attracting big names. The Cheltenham Literature Festival in October is another popular one, with talks and readings from famous authors. And of course, there's the Cheltenham Festival in March, a huge horse racing event.
  • What are the best holiday rentals with a pool in Cheltenham?

  • What are the best budget-friendly activities in Cheltenham?

    A walk along the Cotswold Way is a great way to explore the area, and it's free. You can also visit the Pittville Park, a large park with a lake and plenty of space to relax. And for a bit of history, the Holst Birthplace Museum is a great option and is very reasonably priced.
  • What are the best rentals for families and kids in Cheltenham?

  • What are the best restaurants with local dishes in Cheltenham?

    For a real taste of local food, I'd recommend The Tavern, they do traditional pub grub with a modern twist. The Wheatsheaf is another good option, they're known for their Sunday roasts. And if you're looking for something a bit more upmarket, The Ivy is a lovely restaurant with a great menu.
  • 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 walking or cycling routes in Cheltenham?

    The Cotswold Way is a fantastic long-distance trail that passes through Cheltenham, offering stunning views of the countryside. For a shorter walk, the Pittville Park loop is a lovely option, and for cyclists, the Cotswold Cycleway is a great route.
  • Are there pet-friendly attractions in Cheltenham?

    Yes, many places in Cheltenham are dog-friendly. Pittville Park is great for a walk with your dog, and many pubs and cafes welcome dogs. The Cotswold Wildlife Park & Gardens also allows dogs in certain areas.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    A vacation rental gives you more space and privacy than a hotel, and you can often cook your own meals, which can save money. You'll also have access to amenities like a garden or patio, which can be great for relaxing.

Destinations nearby

Best Cheltenham holiday rentals with a balcony

Montpellier At Regency 24 - Cheltenham
8.7 7 reviews
Cheltenham
07/08 – 09/08
NZ$436/nighttotal: NZ$872 (2 )

Montpellier At Regency 24

1 3
apartment , Cheltenham
This Montpellier flat at Regency 24 in Cheltenham is located 14.3 kilometres from Kingsholm Stadium and 12.7 kilometres from Sudeley Castle, offering convenient access to local attractions.
This 50 square meter apartment accommodates up to seven guests and features a private balcony, complimentary private parking, free WiFi, and a fully equipped kitchen, with check-out between 08:00 and 10:00 AM.
Victorian Townhouse 5 Bedrooms Cheltenham - Cheltenham
8.8 43 reviews
Cheltenham
01/07 – 03/07
NZ$990/nighttotal: NZ$1980 (2 )

Victorian Townhouse 5 Bedrooms Cheltenham

4 2
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.
The Cheltenham Suites - Fabulous 1 Bed Apartment - Cheltenham
Cheltenham
21/07 – 24/07
NZ$236/nighttotal: NZ$708 (3 )

The Cheltenham Suites - Fabulous 1 Bed Apartment

1 2
apartment , Cheltenham
This Cheltenham town centre flat is a short walk from the Regent Arcade shopping centre and the Everyman & Playhouse Theatres, offering easy access to Cheltenham Racecourse (approximately 2.4km away).
The 46 square metre self-catering apartment features one bedroom, one bathroom, a private terrace, parking, and sleeps two guests, with amenities including a fully equipped kitchen and high-speed internet.
Coach House - Lovely Home In Cheltenham - Cheltenham
Cheltenham
27/10 – 31/10
NZ$449/nighttotal: NZ$1796 (4 )

Coach House - Lovely Home In Cheltenham

1 2
house , Cheltenham
This Cheltenham holiday home is conveniently located within 1.5km of Cheltenham General Hospital and the University of Gloucestershire, and under 2km from the Imperial Gardens and Cheltenham Town Hall.
The property offers in-house laundry facilities, free Wi-Fi, and an iron and ironing board, making it ideal for longer stays and within easy reach of Cheltenham Spa railway station (24-minute walk).

Best Cheltenham holiday rentals with air conditioning

The Cobblestone Townhouse By Fortuna Property Portfolio - Cheltenham
Cheltenham
02/07 – 05/07
NZ$501/nighttotal: NZ$1503 (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.
The Cobblestone Townhouse By Fortuna Property Portfolio - Cheltenham
10 1 review
Cheltenham
02/07 – 05/07
NZ$500/nighttotal: NZ$1500 (3 )

The Cobblestone Townhouse By Fortuna Property Portfolio

1 3
house , Cheltenham
This townhouse in Cheltenham is located 12.56 kilometres from Kingsholm Stadium and 33.80 kilometres from Cotswold Water Park.
This spacious 148 square meter air-conditioned vacation home accommodates up to 15 guests, featuring a fully equipped kitchen, complimentary Wi-Fi, private parking, and direct terrace access with garden views, located 46.67 kilometres from Coughton Court and 49.89 kilometres from the Royal Shakespeare Company.
Welcome To Your Modern And Comfortable Stay In Cheltenham, Free Parking, Spacious 2 Bedroom Town House, Self Catering, Walking Distance To Town Centre - Cheltenham
8.4 107 reviews
Cheltenham
11/01 – 12/01
NZ$418/nightfor 1 night

Welcome To Your Modern And Comfortable Stay In Cheltenham, Free Parking, Spacious 2 Bedroom Town House, Self Catering, Walking Distance To Town Centre

2 2
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.
Large 4 Bedroom Family Home With 3 En-suites - Cheltenham
9.8 16 reviews
Cheltenham
21/08 – 23/08
NZ$1066/nighttotal: NZ$2132 (2 )

Large 4 Bedroom Family Home With 3 En-suites

4 4
apartment , Gloucestershire
This four-bedroom home is located in the Cotswolds, just 800 metres from Cheltenham Racecourse and a 20-minute walk from the town centre, offering a peaceful escape from the hustle and bustle. This apartment has received excellent ratings for its cleanliness, location, and overall experience.
The spacious property sleeps up to eight guests and features four bedrooms and four bathrooms. Enjoy modern amenities such as air conditioning, a fully equipped kitchen, a garden, parking, and internet access.
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