Cheltenham Holiday Homes with Staff

We selected the 1924 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Cheltenham

Miss Montpellier

Miss Montpellier

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Located on a quiet lane – just around the corner from the cafes, wine bars and chic boutiques of Cheltenham’s Montpellier district – this charming apartment may be petite but it packs a decorative punch. From its beautiful glass dining table with stylish velvet seats to the newly fitted kitchen and Velux windows that allow plenty of sunlight to stream in, there’s an air of laid-back sophistication here that befits the Regency glamour for which the town is known.

Royal Place

Royal Place

  • 10 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Just a short walk from Cheltenham town centre, this regency town house is ideally situated for an exciting city stay. From here, you can stroll to The Brewery Quarter, and you’ll find the district of Montpellier and Cheltenham's Race Course are also within walking distance.

Village Treasure

Village Treasure

  • 2 guests

  • 1 bedrooms

Shurdington, Cheltenham

This charming home is perfect for a couple seeking a romantic escape in the Cotswolds. It’s a self-contained home with a private garden at the bottom of Leckhampton Hill, between Cheltenham and Gloucester.

Little Honey Bee

Little Honey Bee

  • 5 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

This Cheltenham pad has a lot to write home about, but our favourite is the attention to detail. You're in good hands with host Bren – everything you could possibly want or need is taken care of, which means all you need to worry about is relaxing.


We selected the top 3% holiday homes in Cheltenham Holiday Homes with Staff

Explore the 1924 most perfect homes in our collection

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Most popular homes in Cheltenham

Royal Sweet

Royal Sweet

  • 6 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

Rural Revival

Rural Revival

  • 8 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

Victorian Touch

Victorian Touch

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Light from the Chandelier

Light from the Chandelier

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Horses for Courses

Horses for Courses

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Woodland Peace

Woodland Peace

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Montpellier Muse

Montpellier Muse

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Second Nature

Second Nature

  • 2 guests

  • 1 bedrooms

Charlton Kings, Cheltenham

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Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Cheltenham, Gloucestershire, England, United Kingdom? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Cheltenham, Gloucestershire, England, United Kingdom as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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