Cheltenham Five Bedroom Homes

We selected the 314 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.

The Cider Barn

The Cider Barn

  • 10 guests

  • 5 bedrooms

Pilning, South Gloucestershire

With far-reaching countryside views, this stylish Gloucestershire barn conversion is the perfect retreat for families and friends. The large private garden is a great place to relax with its hot tub, paved patio complete with barbecue and alfresco dining table.

The Memory Jar

The Memory Jar

  • 24 guests

  • 9 bedrooms

Hereford, Herefordshire

With the flexibility to sleep up to 24 people, this magical country house is all set up for special events, gatherings of friends and family, activity holidays and more. With views across the Wye Valley, it's set on five acres of pristine land and has nine bedrooms for you to choose between – either in the beautifully restored and extended 17th-Century farmhouse or the stunning new guest annexe.

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 314 most perfect homes in our collection

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Most popular homes in Cheltenham

In Light

In Light

  • 9 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

The Silver Knight

The Silver Knight

  • 12 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Cotswolds Tranquility

Cotswolds Tranquility

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

Finely Tuned

Finely Tuned

  • 10 guests

  • 5 bedrooms

Chipping Campden, Gloucestershire

Light & Tranquillity

Light & Tranquillity

  • 10 guests

  • 5 bedrooms

Hook Norton, Banbury

The Farmer's Rest

The Farmer's Rest

  • 12 guests

  • 5 bedrooms

Charlton Kings, Cheltenham

I Was a Poet

I Was a Poet

  • 11 guests

  • 6 bedrooms

Cheltenham, Gloucestershire

The Crown & Anchor

The Crown & Anchor

  • 10 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

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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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