Villas and Holiday homes in Cheltenham

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Cheltenham holiday homes
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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
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.
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.
Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
8.6 54 reviews
Cheltenham
17/07 – 31/07
178 â‚¬/nighttotal: 2492 â‚¬ (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.
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.

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

Stylish 3-bed Gloucester House With Free Driveway Parking For 2 Cars - Cheltenham
8.4 5 reviews
Cheltenham
07/08 – 09/08
322 â‚¬/nighttotal: 644 â‚¬ (2 )

Stylish 3-bed Gloucester House With Free Driveway Parking For 2 Cars

3 3
house , Gloucester
This Gloucestershire house, situated 2.4km from Kingsholm Stadium and 2.7km from Gloucester Cathedral, offers easy access to Gloucester's attractions and the Cotswold Water Park (38.6km away).
The 75 square metre property sleeps eight guests in three bedrooms with three bathrooms, boasting a fully equipped kitchen, private parking, and a garden; perfect for families or groups exploring Gloucestershire.
2 Bed Cotswold Stone Cottage -Pyatt's Pad - Cheltenham
9.0 12 reviews
Cheltenham
07/08 – 09/08
422 â‚¬/nighttotal: 844 â‚¬ (2 )

2 Bed Cotswold Stone Cottage -Pyatt's Pad

2 3
cottage , Winchcombe
This Winchcombe holiday cottage is conveniently located a short walk from Belas Knap and the Winchcombe Folk and Police Museum, and within 4.8km of Sudeley Castle and Hailes Abbey.
This 62 square metre self-catering property sleeps four guests in two bedrooms and one bathroom, boasting a garden, fireplace, fully equipped kitchen, laundry facilities, and Wi-Fi.
Bath Road Retreat 2 Bedrooms With Garden - Pass The Keys - Cheltenham
Cheltenham
11/09 – 18/09
194 â‚¬/nighttotal: 1358 â‚¬ (7 )

Bath Road Retreat 2 Bedrooms With Garden - Pass The Keys

2 2
house , Cheltenham
This Cheltenham house, situated on Bath Road, is conveniently located near Sudeley Castle (14.2 km), Kingsholm Stadium (13.7 km), and Gloucester Cathedral (15 km), offering easy access to local amenities and transport links.
The 56 square metre property features two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a private garden and washing machine; towels and linen are provided.
Beautiful Coach House - Cheltenham
9.6 241 reviews
Cheltenham
07/08 – 09/08
311 â‚¬/nighttotal: 622 â‚¬ (2 )

Beautiful Coach House

2 3
house , Gloucester
Beautiful Coach House is located in Gloucester, just 1.8km from Kingsholm Stadium and 1.1km from Gloucestershire Royal Hospital. This house has received excellent ratings for location, cleanliness, and user experience.
The house offers 2 bedrooms and has a floor area of 11 square meters. Guests can enjoy free Wi-Fi, on-site parking, a private garden, a patio, and a fully equipped kitchen with a fridge, microwave, and dishwasher.

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

Cottage ∙ 3 Bedrooms ∙ 8 Guests - Cheltenham
Cheltenham
26/06 – 28/06
316 â‚¬/nighttotal: 632 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.
The Snug Central Cosy Good Wi-fi - Cheltenham
9.4 59 reviews
Cheltenham
21/07 – 24/07
162 â‚¬/nighttotal: 486 â‚¬ (3 )

The Snug Central Cosy Good Wi-fi

2 2
house , Cheltenham
The Snug Central Cosy Good Wi-Fi is located in Cheltenham, just 13km from Kingsholm Stadium and 34km from Cotswold Water Park. This property has received excellent ratings for location, cleanliness, and overall user experience.
This 2-bedroom house, spanning 49 square meters, comfortably accommodates up to 4 guests. You'll find a fully equipped kitchen with a fridge, microwave oven, and dishwasher, along with a terrace or balcony, parking, and free Wi-Fi, perfect for a relaxing stay.
Stunning 2 Bed Townhouse With Patio In Cheltenham - Cheltenham
Cheltenham
06/08 – 08/08
257 â‚¬/nighttotal: 514 â‚¬ (2 )

Stunning 2 Bed Townhouse With Patio In Cheltenham

2 4
house , Cheltenham
This two-bedroom house in Cheltenham is located on a quiet street, within walking distance of the Suffolks and Bath Road's amenities, and a short distance from the Cheltenham Playhouse and Everyman Theatre.
This 85 square meter property offers accommodation for up to four guests, featuring a well-equipped kitchen with a fridge, microwave oven, and dishwasher, along with a private outdoor patio.
Cosy Woodland Retreat | 10 Mins From Cheltenham Promenade | Dog Friendly - Cheltenham
10 1 review
Cheltenham
21/08 – 23/08
234 â‚¬/nighttotal: 468 â‚¬ (2 )

Cosy Woodland Retreat | 10 Mins From Cheltenham Promenade | Dog Friendly

2 3
cottage , Leckhampton
This woodland lodge in Leckhampton offers a secluded five-acre escape with direct access to the Cotswold Way, situated less than 2 kilometres from Cheltenham's shops, cafes, Promenade, Imperial Gardens, and Cheltenham Racecourse.
This dog and child-friendly holiday home accommodates up to 8 guests across 2 bedrooms and 1 bathroom, featuring a terrace, garden, and parking, with on-site hosts available for local advice on nearby attractions such as Gloucester Quays and Walks With Hawks.

Best Cheltenham villas and holiday homes with a garden

Cottage ∙ 1 Bedroom ∙ 2 Guests - Cheltenham
9.8 5 reviews
Cheltenham
27/06 – 28/06
502 â‚¬/nightfor 1 night

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage
The Coach House is a first-floor apartment located in Cheltenham, a short drive from the Cotswolds Area of Outstanding Natural Beauty, offering easy access to both the town's attractions and the scenic countryside. This charming self-catering property is perfect for couples seeking a peaceful retreat.
The 90 square metre apartment comfortably accommodates two guests and includes a living/dining room, a well-equipped kitchen, a bedroom, and a sleek shower room. Enjoy modern amenities like a Smart TV, a front patio with furniture, and a fully equipped kitchen for preparing meals together.
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.
Chapel End - Cheltenham
10 162 reviews
Cheltenham
10/10 – 11/10
242 â‚¬/nightfor 1 night

Chapel End

1 3
house , Cleeve Hill
This unique converted chapel dwelling is situated on Cleeve Hill, on the Cotswold Way, a short walk (approximately 0.5km) from the Rising Sun pub and Cleeve Hill Golf Club, with Cheltenham Racecourse also within easy reach.
The one-bedroom property sleeps four, offering a super king bed, a pull-out small double bed, and a travel cot, alongside a kitchen with dining area, conservatory, private courtyard, and a wet room with bath; pets are welcome.
Cosy Cotswolds House - Cheltenham
Cheltenham
21/08 – 23/08
383 â‚¬/nighttotal: 766 â‚¬ (2 )

Cosy Cotswolds House

3 4
cottage , Cheltenham
This charming cottage is located just 4km from Cheltenham Town Hall and the Holst Birthplace Museum, making it a great base for exploring the town and surrounding countryside. The cottage is situated near the river, offering a peaceful and picturesque setting.
This 4-bedroom property comfortably sleeps 8 guests and includes a fully equipped kitchen with a dishwasher, a garden with a barbecue, and parking. The cottage also offers internet access and heating, ensuring a comfortable and convenient stay.
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