Villas and Holiday homes in Cheltenham

402 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Cheltenham holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
8.6 54 reviews
Cheltenham
21/07 – 24/07
194 â‚¬/nighttotal: 582 â‚¬ (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.
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
3943 â‚¬/nighttotal: 7886 â‚¬ (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 - Arc Painswick - Cheltenham
9.9 38 reviews
Cheltenham
07/08 – 09/08
4199 â‚¬/nighttotal: 8398 â‚¬ (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.
600 M² House ∙ 9 Bedrooms ∙ 24 Guests - Cheltenham
9.8 25 reviews
Cheltenham
07/08 – 09/08
4199 â‚¬/nighttotal: 8398 â‚¬ (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.

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

Gloucester-beautiful 4 Bedroom Cottage-sleeps 8-free Parking-fast Wi-fi-work Or Leisure - Cheltenham
9.4 62 reviews
Cheltenham
07/08 – 09/08
621 â‚¬/nighttotal: 1242 â‚¬ (2 )

Gloucester-beautiful 4 Bedroom Cottage-sleeps 8-free Parking-fast Wi-fi-work Or Leisure

4 3
house , Gloucester
This four-bedroom house is situated in Gloucester, just 7 kilometres from Kingsholm Stadium and 8 kilometres from Gloucester Cathedral.
The 107 square metre property features a fully equipped kitchen, a garden, and free parking, making it ideal for families or groups of up to eight guests.
Vibrant 4br I 2 Bath I Entire Home I Ctr Cheltenham I Short And Long Term Stays I Relocations - Cheltenham
9.7 8 reviews
Cheltenham
23/06 – 24/06
475 â‚¬/nightfor 1 night

Vibrant 4br I 2 Bath I Entire Home I Ctr Cheltenham I Short And Long Term Stays I Relocations

4 1
house , Cheltenham
This recently renovated four-bedroom house is located in Cheltenham, 13.6 kilometres from Kingsholm Stadium and 13.7 kilometres from Gloucester Cathedral.
This spacious 110 square metre property accommodates up to 15 guests with a fully equipped kitchen, free WiFi, and a terrace, offering a convenient base for exploring attractions such as Sudeley Castle, located 13 kilometres away.
Elysian Heights - Five Bedroom Villa, Sleeps 10 - Cheltenham
Cheltenham
26/06 – 28/06
2175 â‚¬/nighttotal: 4350 â‚¬ (2 )

Elysian Heights - Five Bedroom Villa, Sleeps 10

5 2
house , Cheltenham
Elysian Heights, a 5-bedroom detached house in Leckhampton Hill, Gloucestershire, offers panoramic Cotswolds views and is located approximately 2.5 kilometers from Cheltenham's cultural attractions including the Cheltenham Town Hall and Statue of Edward Wilson, with Cineworld Cheltenham and Cleeve Hill Golf Club within easy reach.
This family-friendly property accommodates up to 10 guests and features a cinema room, hot tub, indoor sauna, a garden with a children's playground and outdoor kitchen, plus parking for six cars.
Stylish Grade Ii Listed House - Pass The Keys - Cheltenham
8.8 106 reviews
Cheltenham
04/09 – 04/10
178 â‚¬/nighttotal: 5340 â‚¬ (30 )

Stylish Grade Ii Listed House - Pass The Keys

1 3
house , Cheltenham
This Grade II listed house is situated in Cheltenham, just a 2 km walk from the town hall and 3 km from the University of Gloucestershire, making it a convenient base for exploring the town's attractions. Guests have consistently rated the property excellent for cleanliness, location, and overall experience.
The 3-bedroom property spans 111 square meters and comfortably accommodates up to 6 guests. The house comes equipped with a fully fitted kitchen, a washing machine, two bathrooms, free Wi-Fi, and parking, offering everything you need for a comfortable and enjoyable stay.

Frequently asked questions about villa rentals in Cheltenham

  • What are the must-see attractions in Cheltenham?

    You can't miss the beautiful Cheltenham Town Hall, built in the 19th century, and the Pittville Park with its stunning lake. For a dose of history, head to the Holst Birthplace Museum, dedicated to the famous composer Gustav Holst.
  • 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?

    The Everyman Theatre is a great place to catch a show, and the Museum of Gloucester is perfect for rainy days, with exhibits for all ages. The Gloucester Docks is a great place to visit, and the National Waterways Museum is a great place to learn about the history of the canals.
  • What are the best villa rentals with a pool in Cheltenham?

  • What are the best activities in Cheltenham?

    Cheltenham is known for its vibrant arts and culture scene. There are plenty of festivals throughout the year, including the Cheltenham Jazz Festival and the Cheltenham Literature Festival. The Cheltenham Racecourse is a must-visit for horse racing fans, and the Cheltenham Spa is a great place to relax and unwind.
  • 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 in Cheltenham gives you more space and privacy than a hotel. You can also cook your own meals and enjoy the amenities of a home away from home. Many rentals are located in quiet residential areas, perfect for families or groups seeking a relaxing break.
  • 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 and Drink Festival is a popular event held in the town centre, showcasing local produce and culinary delights. The Gloucestershire Food Festival is another great option, held in the nearby city of Gloucester.
  • What are the best pet friendly villa rentals in Cheltenham?

  • What exclusive experiences are available when visiting Cheltenham?

    You can enjoy a private tour of the Cheltenham Town Hall, or take a behind-the-scenes look at the Everyman Theatre. For a truly unique experience, book a private wine tasting at one of the local vineyards.
  • What are the best villa rentals with parking in Cheltenham?

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

    The Cleeve Hill area is a popular choice for villa rentals, offering stunning views of the Cotswolds. The Pittville area is also a good option, with its beautiful park and proximity to the town centre.

Destinations nearby

Best Cheltenham villas and holiday homes with parking

Suncroft - Cheltenham
8.0 2 reviews
Cheltenham
28/06 – 29/06
1292 â‚¬/nightfor 1 night

Suncroft

4 2
house , Cheltenham
Suncroft is a holiday home located in Cheltenham, just 8 kilometres from Sudeley Castle and 18 kilometres from Kingsholm Stadium. The surrounding area offers a peaceful and picturesque setting, perfect for those seeking a relaxing getaway.
Suncroft is a spacious 4-bedroom property with 2 bathrooms, ideal for groups of up to 13 guests. The home offers a fully equipped kitchen with a dishwasher, a garden, and parking, as well as free Wi-Fi and a fireplace for cosy evenings.
Stylish 2-bed Home In Fairview With Free Parking - Cheltenham
9.0 1 review
Cheltenham
27/10 – 31/10
161 â‚¬/nighttotal: 644 â‚¬ (4 )

Stylish 2-bed Home In Fairview With Free Parking

2 2
house , Gloucestershire
This stylish period property in Fairview, Cheltenham, is conveniently located 12.6km from Sudeley Castle and 14.5km from Kingsholm Stadium.
The 74 square metre house offers two bedrooms, one bathroom, sleeps seven guests, and includes free Wi-Fi, private parking, a fully equipped kitchen with dishwasher and microwave, and a garden with outdoor dining area.
The Spitfire - Renovated 3-bed House In Cheltenham, Sleeps 8 - Cheltenham
9.7 16 reviews
Cheltenham
07/08 – 09/08
256 â‚¬/nighttotal: 512 â‚¬ (2 )

The Spitfire - Renovated 3-bed House In Cheltenham, Sleeps 8

3 3
house , Cheltenham
This renovated three-bedroom house in Cheltenham offers comfortable accommodation, conveniently located 10.8km from Kingsholm Stadium, 12.2km from Gloucester Cathedral, and 16km from Sudeley Castle.
The 102 square metre property sleeps eight guests comfortably, boasting two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a private garden.
Spring House - Cheltenham
Cheltenham
26/10 – 29/10
917 â‚¬/nighttotal: 2751 â‚¬ (3 )

Spring House

6 10
house , Brimpsfield
Spring House, situated in Brimpsfield, Gloucestershire, is 16km from Kingsholm Stadium and 24km from the Cotswold Water Park.
This six-bedroom property boasts 373 square metres of living space, offering a spacious layout with two living rooms, four bathrooms, and sleeps up to 21 guests, complete with a fully equipped kitchen, private patio, garden, parking, and Wi-Fi.

Best Cheltenham villas and holiday homes with a garden

Joyford Passage - Cheltenham
8.5 16 reviews
Cheltenham
23/06 – 24/06
307 â‚¬/nightfor 1 night

Joyford Passage

3 1
house , Cheltenham
This 3-bedroom house is located near Cheltenham town centre, within 10km of Kingsholm Stadium and just over 11km from Sudeley Castle. The property has received very good user ratings and excellent ratings for location and cleanliness.
This home offers a comfortable stay for up to 7 guests, with a private garden and free parking. The house is equipped with modern amenities, such as a fully equipped kitchen with a dishwasher and oven, free Wi-Fi, and a flat-screen TV.
Historic & Stylish Cottage - Cheltenham
10 1 review
Cheltenham
11/07 – 12/07
434 â‚¬/nightfor 1 night

Historic & Stylish Cottage

4 2
house , Charlton Kings
Historic & Stylish Cottage is a family-friendly house in Charlton Kings, Gloucestershire, located 16km from Kingsholm Stadium and 32km from Cotswold Water Park.
This 116 square metre property sleeps 13 guests in four bedrooms and two bathrooms, boasting a terrace, garden, parking, and access to a tennis court, concierge service, and nearby cycling routes; a paid airport shuttle to Bristol Airport (85km) is available.
Cottage ∙ 3 Bedrooms ∙ 8 Guests - Cheltenham
Cheltenham
06/08 – 08/08
363 â‚¬/nighttotal: 726 â‚¬ (2 )

Cottage ∙ 3 Bedrooms ∙ 8 Guests

3 4
cottage
This charming cottage is located on the edge of Cheltenham, within walking distance of the university grounds, pubs, and the town centre. The suburban setting provides a peaceful retreat while still being close to the action.
The cottage comfortably sleeps 8 guests in 4 bedrooms, making it ideal for families or groups of friends. It includes a well-equipped kitchen with a dishwasher, a private garden with a decking area and barbecue, and free Wi-Fi.
Elegant 3 Bedroom Home In The Centre Of Cheltenham - Cheltenham
8.7 92 reviews
Cheltenham
26/06 – 28/06
428 â‚¬/nighttotal: 856 â‚¬ (2 )

Elegant 3 Bedroom Home In The Centre Of Cheltenham

3 2
house , Cheltenham
This recently renovated holiday home is located in the centre of Cheltenham, just 14.6 kilometres from Kingsholm Stadium and 35.4 kilometres from Cotswold Water Park. This property has received excellent ratings for its location, cleanliness, and overall experience.
The 93 square metre home comfortably accommodates up to 8 guests across its three bedrooms and two bathrooms. Enjoy amenities such as a fully equipped kitchen, a private terrace, free parking, and free Wi-Fi.
©2026 cozycozy.com