Villas and Holiday homes in Cheltenham

563 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Cheltenham villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

563 Villa rentals in Cheltenham

Best Cheltenham villas and holiday homes with a pool

Among the 563 accommodations in Cheltenham, here are the 2 best villas and holiday homes with a pool

Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
8.5 54 reviews

Luxury Cabin With Hot-tub & Cold Plunge!

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.
Villa ∙ 5 Bedrooms ∙ 10 Guests - Cheltenham
No reviews

Villa ∙ 5 Bedrooms ∙ 10 Guests

house, Shurdington
Elysian Heights, a 5-bedroom house in Shurdington, offers panoramic Cotswolds views from Leckhampton Hill, placing guests within 5 kilometers of Cheltenham's cultural attractions and Painswick's stone buildings.
This family-friendly property accommodates up to 10 guests, featuring a cinema room, hot tub, indoor sauna, landscaped gardens with a playground and outdoor kitchen, and a lounge with an 83-inch TV and log burner, with internet and parking provided.

Best family friendly Cheltenham villas and holiday home

Among the 563 accommodations in Cheltenham, here are the 4 best family friendly villas and holiday homes

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests - Cheltenham
8.4 114 reviews

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests

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.
House ∙ 4 Bedrooms ∙ 9 Guests - Cheltenham
No reviews

House ∙ 4 Bedrooms ∙ 9 Guests

house
This family-friendly house is located in a peaceful residential district of Rosebay Gardens, Great Britain, offering proximity to local parks and shops.
This four-bedroom property accommodates up to seven guests and features a fully equipped kitchen, a private garden, a fitness centre, and parking, with high-speed WiFi available throughout.
Historic & Stylish Cottage - Cheltenham
5.5 2 reviews

Historic & Stylish Cottage

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.
Vibrant 4br | 2 Bath | Home | Cntr Cheltenham - Cheltenham
No reviews

Vibrant 4br | 2 Bath | Home | Cntr Cheltenham

house, Cheltenham
This four-bedroom property is situated in Montpellier, providing easy access to local amenities and the town centre of Cheltenham.
This 1184 square meter residence offers ample space with four bedrooms and two bathrooms, featuring a kitchen equipped with a fridge, freezer, microwave, and dishwasher, alongside on-site parking and spa facilities.

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.

Popular destinations

Best Cheltenham villas and holiday homes with parking

3 Bedrooms House In Center L Contractor L Family L - Cheltenham
9.5 4 reviews

3 Bedrooms House In Center L Contractor L Family L

house, Gloucestershire
This three-bedroom detached house is located in Cheltenham, offering convenient access to local attractions with Gloucester Cathedral 13 kilometres away and Kingsholm Stadium 13.4 kilometres distant.
This 60 square meter property accommodates up to nine guests with three bedrooms, one bathroom, a kitchen featuring a fridge, microwave oven, and dishwasher, and includes a terrace, garden, free private parking, and free WiFi.
Central 2 Bed House W/ Garden And Free Parking! - Cheltenham
No reviews

Central 2 Bed House W/ Garden And Free Parking!

house, Cheltenham
Vacation house to rent. You will be in Cheltenham.
Facilities and services: a kitchen, a terrace and a washing machine. Enjoy free parking with this accommodation in Cheltenham!
Hermitage Cottage - Cheltenham
8.4 8 reviews

Hermitage Cottage

house, Gloucestershire
Hermitage Cottage, a Gloucestershire holiday home, is conveniently located near Sudeley Castle (14.6 km), Kingsholm Stadium (14.2 km), and the Cotswold Water Park (32.2 km), offering easy access to these and other Gloucestershire attractions.
This two-bedroom property boasts 50 square metres of floor space, including a fully equipped kitchen, private parking with an EV charging point, and sleeps up to seven guests; towels and bed linen are provided.
Cheltenham Annexe -Near Racecourse - Free Parking - Cheltenham
9.8 99 reviews

Cheltenham Annexe -Near Racecourse - Free Parking

cabin
This self-contained annexe in Prestbury, Gloucestershire, is a 10-minute walk from Cheltenham Racecourse and offers easy access to the Cotswold Way and Cheltenham Festivals.
The one-bedroom unit features a well-equipped kitchenette, a private garden with a fire pit, and accommodates two guests, with a separate shower room and double bed; nearby amenities include pubs, shops, and bakeries in Prestbury village.

Best Cheltenham villas and holiday homes with a garden

Cottage ∙ 1 Bedroom ∙ 2 Guests - Cheltenham
9.8 5 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

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.
3 Bedroom House, Bath Road Cheltenham-free Parking - Cheltenham
9.5 13 reviews

3 Bedroom House, Bath Road Cheltenham-free Parking

house
This three-bedroom townhouse in Leckhampton & Montpellier, Cheltenham, Gloucestershire, is a 5-minute walk from Cheltenham College and a 6.4km drive from Cheltenham Racecourse.
The property offers an open-plan kitchen/living area with Smart TV, a small courtyard garden, free on-street parking for one car, and sleeps six guests, boasting a fully equipped kitchen and two bathrooms including one en-suite.
The Organic Cotswolds Shepherds Hut - Cheltenham
9.3 10 reviews

The Organic Cotswolds Shepherds Hut

house, Gloucester
This unique shepherd's hut, built in 2020, is situated in Gloucester, 11 kilometres from Gloucester Cathedral and Kingsholm Stadium, and 29 kilometres from Cotswold Water Park.
This 8 square meter shepherd's hut accommodates two guests in one bedroom and offers a fully equipped kitchen, one bathroom, complimentary Wi-Fi, free private parking, an outdoor fireplace, and a picnic area.
Suncroft - Cheltenham
8.0 2 reviews

Suncroft

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.
©2026 cozycozy.com