Panoramic view of cheltenham.

Holiday Cottages in Cheltenham

Whatever the occasion we have an incredible house for you

Sat on the edge of the beautiful English Cotswolds, Cheltenham is the perfect blend of traditional and contemporary architecture and culture. Since King George III arrived back in 1788 to treat his ailments, Cheltenham has become one of the most fashionable and popular spa towns in the UK.

Family, friends, loved ones – gather those closest to you and escape to the beautiful English countryside. From large holiday cottages to luxury spa rentals, kate & tom’s have everything you need for a truly unforgettable, relaxing break in Cheltenham.

kate and tom's holiday guide to Cheltenham

Helping you get the most out of your stay

Visit Cheltenham

It’s not just world-famous spring waters that Cheltenham is renowned for. The glamorous, exciting Cheltenham Festival attracts visitors from around the globe each year to celebrate horse-racing’s best horses and jockeys. Whether you don your best dress for the iconic Ladies Day or take in the atmosphere on Gold Cup Day, the four-day festival is a highlight of any trip. After a day at the races, head to Cheltenham’s buzzing Brewery Quarter to shop, dine and enjoy a cocktail or two.

Nowhere is more stunning that Cheltenham in the sun. Pittville Park is the perfect spot to enjoy a picnic on a glorious summer’s afternoon. Providing the perfect backdrop since 1825, the boating lake, aviary and playgrounds will keep the whole family happy. Or, discover one of the largest outdoor swimming pools in the UK and enjoy a sunny day at Sandford Parks Lido. Set amongst beautiful landscaped gardens, the Lido is the ideal destination for families of all ages and sizes.

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Fun things to do in Cheltenham

Lovers of music and the arts will be in their element in this cultural town. Cheltenham Town Hall is a vibrant, modern space of entertainment set in two stunning buildings. Enjoy live comedy, music and variety acts in the ornate Edwardian auditorium. Discover the latest in music, science and literature at the annual Cheltenham Festivals. Jazz fans will love the first festival, centred around the vibrant, popular musical genre. Or, come later in the year and immerse yourself in The Times and The Sunday Times Cheltenham Literature Festival. Discover the latest collections and exhibitions at The Wilson art gallery, including the world-renowned Arts and Crafts Movement collection and the First World War collection.

In the heart of the stunning county of Gloucestershire, you’ll find the glorious Montpellier Gardens. The public park, complete with tennis courts, playground and café, is home to magical bandstand concerts in the summer months, making it the perfect spot to while away the hours. Uncover Cheltenham’s rich history as you walk in the footsteps of past royalty at Sudeley Castle and Gardens. Formal gardens, majestic peacocks and stunning artwork are all at home in this impressive fortress.

Luxury holiday cottages in Cheltenham

With plenty to see, do and experience, the whole family can fill their day with exciting, fun and interesting activities. Whether you’re a lover of the outdoors, a sports fanatic or simply want to reconnect with your loved ones, Cheltenham is the perfect destination for a getaway – or a luxury hen party with all the ladies!

Potter around the quaint shops in search of the best souvenir or head to the nearby market to sample some of the local delights. However, you choose to spend your days in this spa town, do it in style with a luxury holiday cottage from kate & tom’s.

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With large group accommodation that’s big enough for the whole family, you can reunite with even your most distant cousins, all under one roof. Let the kids explore the gardens while you enjoy a glass of wine – or two! – on the terrace, making the most of the English summer. Start planning your perfect trip to Cheltenham today. Simply get in touch with our travel team today and let us find your dream holiday cottage.