Rent Cheltenham Homes with Swimming Pools

We selected the 202 homes worth renting in this location

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Age 1 to 12

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Home spotlights in Cheltenham

Oak & Honey

Oak & Honey

  • 7 guests

  • 5 bedrooms

Crudwell, Malmesbury

Dating back to the 1880s, this former barn now provides a beautiful countryside cottage experience for families exploring The Cotswolds. Though it's since undergone renovations, it takes pride in the stone floors, exposed walls and beams, adding character and charm to the space, even if the sloped ceilings mean taller guests have to watch their heads.

The Waterfront Escape

The Waterfront Escape

  • 11 guests

  • 6 bedrooms

Lechlade, Gloucestershire

A mesmerising location, impeccable interior design and plenty of exciting things going on in the locale – this strikingly modern lodge perched on the banks of Bowmoor Lake, in the edge of the Cotswolds, seems to have all the luck. The views of the water from the deck, from the private beach with fire pit or even just out through the floor-to-ceiling windows are soothing, but you can easily liven things up with some water sports or outdoor activities arranged by the surrounding resort, or a visit to its world-class spa for a pampering session.

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

Whisk your loved one away to this rural retreat on the outskirts of Hungerford, Berkshire. The countryside surroundings are idyllic, especially from the heated pool – it’s exclusively yours to use between June and September.

Around The Paddock

Around The Paddock

  • 24 guests

  • 12 bedrooms

Castlemorton, Malvern

Slap bang in the national reserve of Malvern Hills, this collection of barns is based in an official Area of Outstanding National Beauty, and the home itself isn't far off that description, too. With vast arched glass windows, cool and contemporary spaces filled with natural light, original wooden beams everywhere, and an indoor pool so luxurious it belongs in a Bond villain's home, you'll want to spend your whole trip at this retreat.


We selected the top 3% holiday homes in Cheltenham Homes with Swimming Pools

Explore the 202 most perfect homes in our collection

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Most popular homes in Cheltenham

A Day in the Cotswolds

A Day in the Cotswolds

  • 10 guests

  • 5 bedrooms

Stroud, Gloucestershire

Oeil de Boeuf

Oeil de Boeuf

  • 10 guests

  • 5 bedrooms

Chipping Norton, Oxfordshire

Ode to Alhambra

Ode to Alhambra

  • 4 guests

  • 2 bedrooms

Kingham, Chipping Norton

Life by the Lake

Life by the Lake

  • 12 guests

  • 6 bedrooms

Cirencester, Gloucestershire

Coach House

Coach House

  • 16 guests

  • 5 bedrooms

Kemerton, Tewkesbury

The Golden Moon

The Golden Moon

  • 24 guests

  • 9 bedrooms

Painswick, Stroud

Well Furlong Cottage

Well Furlong Cottage

  • 6 guests

  • 3 bedrooms

Little Comberton, Pershore

Alice's Farm

Alice's Farm

  • 4 guests

  • 2 bedrooms

Avebury, Marlborough

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Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Cheltenham, Gloucestershire, England, United Kingdom. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Cheltenham Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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