Villas and Holiday homes in Cheltenham

402 available villa offers

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Cheltenham holiday homes
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402 Villa rentals in Cheltenham

Handpicked Holiday Houses with a Swimming Pool in Cheltenham

Enjoy a swim whenever you like, as these holiday homes in Cheltenham feature excellent on-site pool facilities.

600 M² House ∙ 9 Bedrooms ∙ 24 Guests - Cheltenham
9.8 25 reviews
Cheltenham
07/08 – 09/08
£3623/nighttotal: Â£7246 (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.
Finest Retreats - Arc Painswick - Cheltenham
9.9 38 reviews
Cheltenham
07/08 – 09/08
£3623/nighttotal: Â£7246 (2 )

Finest Retreats - Arc 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.
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
£3402/nighttotal: Â£6804 (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.
Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
8.6 54 reviews
Cheltenham
21/07 – 24/07
£167/nighttotal: Â£501 (3 )

Luxury Cabin With Hot-tub & Cold Plunge!

1 2
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.

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

Central Victorian Terraced House Patio Garden - Pass The Keys - Cheltenham
Cheltenham
02/07 – 05/07
£201/nighttotal: Â£603 (3 )

Central Victorian Terraced House Patio Garden - Pass The Keys

1 3
house , Cheltenham
Holiday rental listing. Your accommodation will be based in Cheltenham.
Facilities and services: a fridge, a kitchen and a dish washer. Enjoy free parking with this accommodation in Cheltenham!
Montpellier Cheltenham - Character Georgian Town House - Cheltenham
Cheltenham
06/07 – 08/07
£363/nighttotal: Â£726 (2 )

Montpellier Cheltenham - Character Georgian Town House

1 2
house
This family-friendly house is conveniently located within 800 meters of the University of Gloucestershire and Cheltenham General Hospital, and 1.2 kilometers from Imperial Gardens and Cheltenham Town Hall.
This property offers Wi-Fi and a private garden, making it an ideal base for exploring Cheltenham's educational institutions and historical landmarks.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Cheltenham
Cheltenham
03/07 – 04/07
£410/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Woodmancote
Hillside Cottage, situated in Bishops Cleeve, Gloucestershire, is a short drive from Cheltenham and the Cotswold Area of Outstanding Natural Beauty.
This two-bedroom house sleeps four, offering a king-size and double bedroom, a well-equipped kitchen/diner, a conservatory/dining room, and a large garden with off-road parking; nearby attractions include Cheltenham Racecourse and numerous Cotswold footpaths.
Cheltenham Town House - Sleeps 8 - Central - Cheltenham
9.3 3 reviews
Cheltenham
21/08 – 23/08
£237/nighttotal: Â£474 (2 )

Cheltenham Town House - Sleeps 8 - Central

1 4
house , Gloucestershire
This three-bedroom, two-bathroom flat is located on Bath Road in Cheltenham, placing it within a 5-10 minute walk of Montpelier, the Promenade, and Cheltenham town centre, with Montpellier Gardens hosting the Food & Drink and Jazz Festivals nearby, and the racecourse a short taxi ride away.
This property offers accommodation for up to eight guests across three floors, featuring an open-plan kitchen and dining area, a separate living room with a sofa bed, and a secure garden with a garden room suitable for pets, all equipped with internet access.

Frequently asked questions about villa rentals in Cheltenham

Destinations nearby

Best Cheltenham villas and holiday homes with parking

Luxurious Home In Cheltenham Private Parking - Cheltenham
10 1 review
Cheltenham
26/06 – 28/06
£569/nighttotal: Â£1138 (2 )

Luxurious Home In Cheltenham Private Parking

4 4
house , Cheltenham
This luxurious Gloucestershire property is situated near Cheltenham, 16km from Kingsholm Stadium and 11.4km from Sudeley Castle, offering easy access to major attractions.
This four-bedroom, four-bathroom house boasts 311 square metres of living space, comfortably accommodating eight guests and featuring a fully equipped kitchen, private parking, and free Wi-Fi.
Bloomsbury House – A Beautiful Two Bedroom Home - Cheltenham
Cheltenham
11/09 – 18/09
£190/nighttotal: Â£1330 (7 )

Bloomsbury House – A Beautiful Two Bedroom Home

1 2
house , Cheltenham
Bloomsbury House is situated in the Bloomsbury district, providing easy access to local amenities and attractions.
This 79 square meter residence offers a garden, terrace, and parking, with complimentary Wi-Fi and a fully equipped kitchen including a fridge, microwave oven, and dishwasher.
Cheltenham-cosy 2 Bedroom Home-work Or Leisure - Cheltenham
8.8 29 reviews
Cheltenham
21/08 – 23/08
£368/nighttotal: Â£736 (2 )

Cheltenham-cosy 2 Bedroom Home-work Or Leisure

2 4
house , Cheltenham
This charming two-bedroom house is located near Cheltenham Racecourse, just a short drive from Sudeley Castle and Kingsholm Stadium. The property has received excellent user ratings for its location, cleanliness, and overall experience.
This cosy home offers 79 square metres of living space and can comfortably accommodate up to six guests. It features a fully equipped kitchen, a private garden, and free Wi-Fi throughout, ensuring a relaxing and enjoyable stay.
Modern 4 Bed 3 Bath Home Close To The Town Centre - Cheltenham
9.9 11 reviews
Cheltenham
26/06 – 28/06
£509/nighttotal: Â£1018 (2 )

Modern 4 Bed 3 Bath Home Close To The Town Centre

4 4
house , Gloucestershire
This 4-bedroom house is located in Gloucestershire, just 12 kilometres from Kingsholm Stadium, 34 kilometres from Cotswold Water Park, and 47 kilometres from Coughton Court. The house is situated in a peaceful area, perfect for a relaxing getaway.
The property offers 145 square metres of living space, comfortably accommodating up to 8 guests. Amenities include a fully equipped kitchen, a spacious garden, free Wi-Fi, and private parking, making it an ideal choice for families or groups of friends.

Neighborhoods and points of interest in Cheltenham

Best Cheltenham villas and holiday homes with a garden

Elliot Oliver - Stylish And Comfortable 3 Bedroom Town House With En-suites To All Bedrooms And Within A Short Walk To The Town Centre - Cheltenham
9.2 6 reviews
Cheltenham
27/10 – 31/10
£200/nighttotal: Â£800 (4 )

Elliot Oliver - Stylish And Comfortable 3 Bedroom Town House With En-suites To All Bedrooms And Within A Short Walk To The Town Centre

3 2
house , Cheltenham
This Cheltenham townhouse, situated 14.8 km from Kingsholm Stadium, provides easy access to Cotswold Water Park (30.6 km), Coughton Court (45.1 km), and Lydiard Park (48.3 km).
The 102 square metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes free Wi-Fi, private parking, a fully equipped kitchen with dishwasher, and a garden with outdoor seating.
Stunning Detached Countryside Home In Cheltenham - Cheltenham
Cheltenham
04/09 – 04/10
£593/nighttotal: Â£17790 (30 )

Stunning Detached Countryside Home In Cheltenham

5 3
house , Cheltenham
This detached countryside residence is located in Cheltenham, offering a peaceful rural setting approximately 5 kilometers from the town centre, ideal for those seeking proximity to local attractions while enjoying a tranquil escape.
This spacious property accommodates up to 19 guests across 5 bedrooms and 5 bathrooms, featuring a well-equipped kitchen with an oven and microwave, a fitness room, a children's playground, and a garden, with cycling opportunities available in the surrounding area.
Lovely 2-bed Home Right By Cheltenham Racecourse - Cheltenham
9.3 3 reviews
Cheltenham
21/07 – 24/07
£123/nighttotal: Â£369 (3 )

Lovely 2-bed Home Right By Cheltenham Racecourse

2 2
house , Cheltenham
This 2-bedroom house in Cheltenham is located adjacent to Cheltenham Racecourse and is 11 kilometres from Sudeley Castle and 16 kilometres from Gloucester Cathedral and Kingsholm Stadium.
This 84 square meter vacation home accommodates up to 11 guests and features a garden, free WiFi, a fireplace, and a fully equipped kitchen, with nearby cycling routes offering outdoor activities.
Beautiful Montpellier Retreat - Cheltenham
9.7 11 reviews
Cheltenham
07/08 – 09/08
£240/nighttotal: Â£480 (2 )

Beautiful Montpellier Retreat

2 3
house , Cheltenham
This Montpellier retreat in Cheltenham offers a peaceful stay, conveniently located 13.4 km from Kingsholm Stadium, 14.2 km from Sudeley Castle, and 14.5 km from Gloucester Cathedral.
The 74 square metre property features two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, terrace, parking, and free Wi-Fi.
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