Filter
Property Type
Property Features
Sleeps

Holiday Homes in Cheltenham, Gloucestershire

Self-Catering Holiday Cottages in Cheltenham

Experience the best of Cheltenham on a self-catering escape, choosing between a chic town apartment or a cozy countryside cottage. This stylish spa town, nestled in the Cotswolds, boasts a rich history, stunning architecture, and vibrant cultural scenes. Don't miss the charming Montpellier area for boutique shopping and dining, or explore historic sites like Cheltenham Ladies College. For equestrian enthusiasts, the Cheltenham Gold Cup in March is a must-see. Add visits to the Holst Birthplace Museum and the Cheltenham Art Gallery to your itinerary for a well-rounded stay. Perfect for a variety of occasions, Cheltenham promises a memorable holiday.

Booking your holiday accommodation in Cheltenham early is recommended for the best choice of holiday rentals.

Stanton House
Stow-on-the-Wold, Gloucestershire Around 14 miles from Cheltenham
Stanton House, Gloucestershire, England Viewed 19 times in last week.
Sleeps 8 - 14, 6 Bedroom
Weekly price: £ 3500 - £ 5425
Next Available: 01/03 to 06/03/2026
Living & Leisure Facilities: Microwave Dishwasher Washing machine Games room Tennis Garden BBQ
Type of Holiday: 2 dogs welcome Group welcome Weddings Corporate events
View
Broadway House
Stow-on-the-Wold, Gloucestershire Around 15 miles from Cheltenham
Broadway House, Gloucestershire, England Viewed 20 times in last week.
Sleeps 7 - 16, 7 Bedroom
Weekly price: £ 3850 - £ 5775
Next Available: 08/02 to 12/02/2026
Living & Leisure Facilities: Microwave Dishwasher Washing machine Games room Tennis Garden BBQ
Type of Holiday: 2 dogs welcome Special celebrations Hen Parties Group welcome Weddings
View


Cottages, Apartments & Lodges in Cheltenham, Gloucestershire, England

RuralHomeStays.Com features holiday home(s) within or close to Cheltenham, enjoy browsing through the available options. We hope you find the perfect holiday house for you in Cheltenham, Gloucestershire.


Self-Catering Breaks in Cheltenham

Discover some of the best of Cheltenham on a self-catering break. Whether you opt to rent an apartment or a town house in this stylish spa town, or stay in a cottage in the nearby countryside, Cheltenham has plenty to offer visitors.

What Does Cheltenham Offer for Cottage Breaks?

Cheltenham is undoubtedly one of the Cotswolds’ most cosmopolitan and stylish towns. The spa town’s reputation was greatly enhanced when George III and Queen Charlotte took the waters in 1788. It is abundant in history and architecture—Cheltenham Ladies College founded in 1841 is now predominantly a mixture of Victorian Decorated Gothic and late 20th-century work and is definitely worth a visit.

Attractions to Discover in and near Cheltenham on a Cottage Break

No visit to Cheltenham is complete without spending some time browsing the Montpellier area. The Montpellier Gardens were opened in 1809 to cover the most lavish building of Montpellier Spa and host a variety of activities throughout the summer including live music. Shopping in Montpellier is a must; there are numerous specialist shops and boutiques, all amidst a host of bars, cafes, pubs, and restaurants.

Events and Festivals in Cheltenham

The inaugural classic steeplechase of the season, the Gold Cup, was first held at Cheltenham in 1924. The Cheltenham Gold Cup Steeplechase is now a fixture of the Cheltenham Festival in March, a time when countless thousands of visitors hit Cheltenham en masse.

Places to Visit in Cheltenham

- Cheltenham Race Course - Prestbury Park, Cheltenham - The Holst Birthplace Museum - The Cheltenham Art Gallery and Museum Whether you're planning for a hen party, a family holiday, or a romantic break, we hope you find the perfect accommodation for your Cheltenham holiday on Ruralhomestays.com.

Updated