Cheltenham Five Bedroom Homes

We selected the 294 homes worth renting in this location

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Home spotlights in Cheltenham

A Taste of the Cotswolds

A Taste of the Cotswolds

  • 10 guests

  • 5 bedrooms

Stroud, Gloucestershire

One look at the rolling Painswick Valley views on the horizon from the outdoor seating area, and you'll understand why this cottage made it into our English collection. Tranquil, because of its secluded spot, the house boasts traditional wooden beams, a farmhouse kitchen and a wood-burning stove and pairs it with modern elements.

Serenity in the Black Mountains

Serenity in the Black Mountains

  • 27 guests

  • 9 bedrooms

Llanigon, Hereford

Tucked away in a valley at the heart of the Black Mountains, this sprawling home is a dreamy countryside escape. The home is split between an old farmhouse, a cottage, and a studio-style barn, making it a marvellous choice for group getaways.

Wych Elm

Wych Elm

  • 10 guests

  • 5 bedrooms

Oxfordshire, England

Blending the atmosphere of a traditional country cottage with modern, open-plan living, we think Wych Elm is an incredible home for an authentic country getaway. The original features, like the working fireplace and traditional windows, make the space feel cosy despite the large size.

A Royal Heritage

A Royal Heritage

  • 12 guests

  • 6 bedrooms

Charlton Kings, Cheltenham

If you’re seeking a country house getaway surrounded by nature and with panoramic views, look no further. This beautiful Grade II-listed, mid-18th-century home has been lovingly renovated by its owners and a team of award-winning interior designers, to seamlessly marry contemporary and traditional styles.


We selected the top 3% holiday homes in Cheltenham Five Bedroom Homes

Explore the 294 most perfect homes in our collection

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Most popular homes in Cheltenham

Royal Place

Royal Place

  • 10 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Golden Knights

Golden Knights

  • 34 guests

  • 15 bedrooms

Cheltenham, Gloucestershire

Fields of Dreams

Fields of Dreams

  • 16 guests

  • 8 bedrooms

Cheltenham, Gloucestershire

The Vintage Farmhouse

The Vintage Farmhouse

  • 12 guests

  • 6 bedrooms

Thornbury, Herefordshire

Malter’s Rest

Malter’s Rest

  • 14 guests

  • 7 bedrooms

Norton Saint Philip, Bath

Thyme & Sage

Thyme & Sage

  • 12 guests

  • 6 bedrooms

Cheltenham, Gloucestershire

Royal Huntress

Royal Huntress

  • 24 guests

  • 9 bedrooms

Charlton Kings, Cheltenham

The Golden Moon

The Golden Moon

  • 24 guests

  • 9 bedrooms

Painswick, Stroud

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Frequently asked questions

Spacious 5 bedroom homes in Cheltenham, Gloucestershire, England, United Kingdom. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the best 5 bedroom homes that Cheltenham, Gloucestershire, England, United Kingdom has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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