Villas and Holiday homes in Cheltenham

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Cheltenham villas
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402 Villa rentals in Cheltenham

Best Cheltenham villas and holiday homes with a pool

Among the 402 accommodations in Cheltenham, here are the 4 best villas and holiday homes with a pool

600 M² House ∙ 9 Bedrooms ∙ 24 Guests - Cheltenham
9.8 25 reviews
Cheltenham
07/08 – 09/08
SG$6240/nighttotal: SG$12480 (2 )

600 M² House ∙ 9 Bedrooms ∙ 24 Guests

9 3
house , Painswick
This nine-bedroom house is located in Painswick, a picturesque village in the Cotswolds, just a short distance from the town centre and within easy reach of Painswick Beacon.
The 600 square metre property features a private swimming pool, a fully equipped kitchen, and a spacious garden, ideal for large families or groups of friends looking for a relaxing retreat in the Cotswolds.
Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
8.6 54 reviews
Cheltenham
17/07 – 31/07
SG$265/nighttotal: SG$3710 (14 )

Luxury Cabin With Hot-tub & Cold Plunge!

1 1
cabin , Cheltenham
This luxury cabin with a hot tub is located 45km from Coughton Court in Cheltenham, close to Kingsholm Stadium (14km) and Cotswold Water Park (35km). The accommodation has received excellent user ratings for cleanliness and location, making it a great choice for travellers seeking a comfortable and convenient stay.
The cabin offers 24 square meters of space and can accommodate up to 2 guests. You'll find a fully equipped kitchen, a private terrace, and a hot tub, perfect for relaxing after exploring the area.
Amazing Collection Of Properties With A Swimming Pool, Two Hot Tubs And A Sauna - Keepers Lodge - Cheltenham
10 1 review
Cheltenham
07/08 – 09/08
SG$5860/nighttotal: SG$11720 (2 )

Amazing Collection Of Properties With A Swimming Pool, Two Hot Tubs And A Sauna - Keepers Lodge

7 3
cottage , Cranham
This seven-bedroom cottage is located between Cranham and Birdlip, just a short distance from the Cotswold Country Park and Beach.
The 320 square metre property sleeps up to 15 guests and boasts a heated outdoor swimming pool, hot tub, and a woodland to explore, making it ideal for large families or groups of friends.
Finest Retreats - The Half-arc Of Painswick - Cheltenham
9.9 38 reviews
Cheltenham
07/08 – 09/08
SG$6240/nighttotal: SG$12480 (2 )

Finest Retreats - The Half-arc Of Painswick

9 3
house , Painswick
ARC Painswick is a large holiday home located in the picturesque town of Painswick, just 11km from Kingsholm Stadium and 34km from Cotswold Water Park. The property has received excellent ratings for user experience, location, and cleanliness.
This spacious 9-bedroom, 10-bathroom property spans 600 square metres and provides plenty of space for large groups or families. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, spa, bar, and concierge service, as well as activities such as darts, cycling, and hiking in the surrounding area.

Best family friendly Cheltenham villas and holiday home

Among the 402 accommodations in Cheltenham, here are the 4 best family friendly villas and holiday homes

Modern 4 Bedroom 4 Bathroom Home In Cheltenham - Cheltenham
9.4 115 reviews
Cheltenham
25/07 – 27/07
SG$708/nighttotal: SG$1416 (2 )

Modern 4 Bedroom 4 Bathroom Home In Cheltenham

1 10
house , Cheltenham
This modern four-bedroom property is situated in Cheltenham, a short drive from Sudeley Castle and Eastnor Castle. The house has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The house offers 93 square metres of space, accommodating up to 10 guests across four bedrooms. It features a fully equipped kitchen, a garden, a terrace, and parking, providing everything you need for a comfortable and enjoyable stay.
Charming Town Centre 2 Bed House - Cheltenham
9.0 20 reviews
Cheltenham
11/01 – 12/01
SG$241/nightfor 1 night

Charming Town Centre 2 Bed House

2 2
house , Cheltenham
This one-bedroom Cheltenham house is centrally located, offering easy access to shops, restaurants, and cultural attractions, and is 13.2km from Sudeley Castle and 14.8km from Gloucester Cathedral.
The 74 square metre property sleeps seven, features a fully equipped kitchen, private parking, free Wi-Fi, and a flat-screen TV.
80 M² House ∙ 2 Bedrooms ∙ 6 Guests - Cheltenham
Cheltenham
06/07 – 08/07
SG$279/nighttotal: SG$558 (2 )

80 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 2
house
This detached property on Glenfall Street, Cheltenham, is situated 800 meters from the town centre, a short walk from Cheltenham Racecourse and Pittville Park, and close to the local football club.
This 80 square meter house offers accommodation for up to 6 guests with 2 bedrooms and 1 bathroom, featuring a kitchen with a fridge, freezer, microwave oven, and dishwasher, plus free on-road parking.
Longworth Villa In Cheltenham - Cheltenham
9.6 27 reviews
Cheltenham
25/07 – 27/07
SG$3088/nighttotal: SG$6176 (2 )

Longworth Villa In Cheltenham

8 10
house , Cheltenham
Longworth Villa is a large Victorian house located in the heart of Regency Cheltenham, just a 5-minute walk from Cheltenham Spa Train Station and the town centre. The property has received excellent ratings for user experience, location, and cleanliness.
This spacious villa can comfortably accommodate up to 16 guests in its 8 double bedrooms, most of which have en-suite bathrooms and TVs. Guests can enjoy a private basement bar, a cinema room, a quiet garden with a hot tub, and a range of additional services such as silver service dining, spa treatments, and wine/champagne tasting.

Frequently asked questions about villa rentals in Cheltenham

  • What are the must-see attractions in Cheltenham?

    Cheltenham has a lot to offer! You can't miss the beautiful architecture of the Montpellier district, a stroll through the Pittville Park, or a visit to the Cheltenham Art Gallery & Museum. The Everyman Theatre is also a must-see for theatre lovers.
  • What are the best villa rentals in Cheltenham?

    Among the villa rentals in Cheltenham, Tewkesbury Town House, Cotswold77 - Heart Of The Cotswolds and Apple Tree Cottage - 2 Bedroom (Double & King Beds) are the most popular ones.

  • What indoor activities for families are available in Cheltenham on rainy days?

    On a rainy day, head to the 'The Wilson' museum. It's a fantastic place for families with exhibits on natural history and local culture. The 'The Brewery Quarter' also has a cinema and bowling alley, perfect for a family day out.
  • What are the best villa rentals with a pool in Cheltenham?

  • What are the best activities in Cheltenham?

    Cheltenham has something for everyone. For those who enjoy the outdoors, a walk along the Cotswold Way is a must. If you prefer something more cultural, the Cheltenham Jazz Festival is a highlight of the year. For a day of shopping, the Montpellier district is the place to be.
  • What are the best villa rentals with a jacuzzi in Cheltenham?

  • What are the advantages of renting a house or a villa in Cheltenham

    Renting a house or villa gives you more space and privacy compared to a hotel. You can cook your own meals, relax in your own garden, and enjoy a more independent experience. There are some lovely properties in the Montpellier and Leckhampton areas.
  • What are the best villa rentals for families and kids in Cheltenham?

  • What food festivals or culinary events take place in and around Cheltenham?

    The Cheltenham Food & Drink Festival is a big event in the town, showcasing local produce and regional cuisine. You can also check out the 'Taste of Cheltenham' event, which brings together food and drink from across the region.
  • What are the best pet friendly villa rentals in Cheltenham?

  • What exclusive experiences are available when visiting Cheltenham?

    For a unique experience, you can enjoy a private tour of the Cheltenham Racecourse, home to the Cheltenham Festival. You can also visit the 'The Holst Birthplace Museum' for a glimpse into the life of the famous composer.
  • What are the best villa rentals with parking in Cheltenham?

  • Which part of Cheltenham would be ideal for a villa rental?

    The Montpellier and Leckhampton areas are popular choices for villa rentals. They offer a mix of quiet residential streets and easy access to the town centre and local amenities.

Destinations nearby

Best Cheltenham villas and holiday homes with parking

Stunning Townhouse With Large Garden - Sleeps 8! - Cheltenham
8.9 31 reviews
Cheltenham
11/12 – 31/12
SG$697/nighttotal: SG$13940 (20 )

Stunning Townhouse With Large Garden - Sleeps 8!

3 3
house , Cheltenham
This 3-bedroom house is situated in Cheltenham, just 800 metres from the University of Gloucestershire and 1.4 kilometres from Cheltenham Town Hall. It has received excellent ratings for location, cleanliness, and user experience.
The property offers 200 square metres of space and comfortably accommodates up to 8 guests. It features a fully equipped kitchen, a private terrace, a large garden, and free Wi-Fi, making it perfect for a relaxing and enjoyable stay.
House ∙ 4 Bedrooms ∙ 8 Guests - Cheltenham
Cheltenham
28/06 – 29/06
SG$672/nightfor 1 night

House ∙ 4 Bedrooms ∙ 8 Guests

4 2
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.
The Lily Pad - Boutique Townhouse, A Short Walk To Town Center And Racecourse - Cheltenham
9.8 75 reviews
Cheltenham
07/08 – 09/08
SG$353/nighttotal: SG$706 (2 )

The Lily Pad - Boutique Townhouse, A Short Walk To Town Center And Racecourse

2 3
house , Cheltenham
This Cheltenham townhouse, a short walk from the town centre and racecourse, is 14.2km from Kingsholm Stadium and conveniently located for exploring the Cotswolds.
The 102 square metre property boasts two bedrooms, two bathrooms, and two living rooms, comfortably accommodating seven guests and featuring free Wi-Fi, a fully equipped kitchen, and a terrace.
Hillside, Family Friendly, With A Garden In Bishops Cleeve - Cheltenham
Cheltenham
03/07 – 04/07
SG$709/nightfor 1 night

Hillside, Family Friendly, With A Garden In Bishops Cleeve

2 2
cottage , Cheltenham
This Cheltenham cottage, an 11-minute walk from Cleeve Hill Golf Club and a 7-minute drive (approx. 4.4km) from Cheltenham Racecourse, offers convenient access to local attractions.
This self-catering holiday home boasts 105 square metres of floor space, comprising two bedrooms, one bathroom, and a fully equipped kitchen, sleeping up to four guests and including free Wi-Fi, on-site parking, and a garden.

Best Cheltenham villas and holiday homes with a garden

5 Bed Modern Cheltenham Town Centre Home - Cheltenham
9.4 24 reviews
Cheltenham
21/08 – 23/08
SG$736/nighttotal: SG$1472 (2 )

5 Bed Modern Cheltenham Town Centre Home

5 3
house , Cheltenham
This modern five-bedroom home is conveniently located in Cheltenham town centre, just 13 kilometres from Sudeley Castle and 14 kilometres from Kingsholm Stadium. The property has received excellent ratings for cleanliness, location, and overall experience.
This spacious house offers 139 square metres of living space, comfortably accommodating up to eight guests. The property features a fully equipped kitchen, a terrace, a garden, free parking, and a range of amenities for families and cyclists.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
9.6 221 reviews
Cheltenham
27/10 – 31/10
SG$256/nighttotal: SG$1024 (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.
Beautiful Bath Road Retreat With Log Burner - Cheltenham
9.4 36 reviews
Cheltenham
04/09 – 04/10
SG$277/nighttotal: SG$8310 (30 )

Beautiful Bath Road Retreat With Log Burner

2 3
house , Cheltenham
This cosy 2-bedroom house is just 14km from Sudeley Castle and 15km from Gloucester Cathedral, offering a peaceful retreat close to Cheltenham's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
This comfortable home provides 56 square meters of living space, accommodating up to 6 guests. Enjoy a well-equipped kitchen, a relaxing garden, free Wi-Fi, and a cosy fireplace, making it perfect for both families and groups of friends.
Victorian Townhouse 5 Bedrooms Cheltenham - Cheltenham
8.8 43 reviews
Cheltenham
27/10 – 31/10
SG$919/nighttotal: SG$3676 (4 )

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.
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