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Luxury self-catering cottages in Cheltenham

Cultured Cheltenham is nestled in the heart of Gloucestershire beneath Cleeve Hill – the highest point in the Cotswolds. Whether you're attending the races or immersing yourself in the town’s wellness traditions, our luxury self-catering cottages in Cheltenham provide the ideal base for rejuvenation and exploration.

The elegant Regency spa town of Cheltenham is a jewel in the Cotswolds crown, where graceful architecture meets a thriving cultural scene. Stroll its leafy streets lined with independent boutiques, organic wine bars, and cosmopolitan restaurants serving up Japanese omakase and modern British cuisine. Cheltenham’s vibrant festival calendar keeps the town fizzing year-round, celebrating everything from jazz and literature to science and music, with family-friendly programmes in abundance. For those drawn to the thrill of the turf, Cheltenham Racecourse delivers all the drama and spectacle of world-class racing, set against the Cotswold hills.

While Cheltenham’s spa heritage once drew visitors to drink ‘the water cure’, today, wellness typically comes in the form of a swim and sauna at Sandford Parks Lido, a restored 1930s’ outdoor pool set within landscaped gardens. For a touch more exclusivity, one of our handpicked self-catering properties sits on 500 acres of rolling farmland, offering a tennis court, a purpose-built yoga studio, and an indoor heated pool reminiscent of a private members’ club. There's also an architect-designed sanctuary crafted from natural stone, with grand open fires and deep bathtubs – a unique home that claimed the renowned RIBA National Award.

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    Evania

    Evania

    Bentham, Cheltenham, Gloucestershire, The Cotswolds, UK

    Inspired by the colours and countryside of the Mediterranean, this Gloucestershire home with heated outdoor swimming pool and hot tub, is the perfect family retreat.

    Sleeps: Up to 10 guests
    Alternative Group Option: Up to 6 & Up to 4 guests
    From: £4,995 per week, £3,950 per short break
    Pets: Two well-behaved dogs are welcome, or three on prior request
    Features: Outdoor heated swimming pool (May - September), hot tub, outdoor kitchen area with built-in gas barbecue, games room with table football, pool table, table tennis and television

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    The Find

    The Find

    Cranham, Cheltenham, Gloucestershire, The Cotswolds, UK

    A dynamic pairing of luxury Cotswolds homes in Cranham, The Find is an old stone cottage and architect-designed glass extension in a beautifully secluded valley near Cheltenham.

    Sleeps: Up to 12 guests
    From: £15,895 per week, £11,950 per short break
    Pets: Two dogs are welcome
    Features: Trampoline, hot tub hire is available (please enquire for details)

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    Anthology Farm

    Anthology Farm

    Cheltenham, Gloucestershire, The Cotswolds, UK

    With an indoor pool, tennis court, and yoga studio, members-only health club Anthology Farm is a luxury country estate made for family gatherings near Cheltenham in the Cotswolds.

    Sleeps: Up to 18 guests
    Alternative Group Option: Up to 10 guests
    From: £9,895 per week, £7,950 per short break
    Pets: Pets are considered on prior agreement
    Features: Heated indoor swimming pool, cinema room, tennis court, table tennis, gym equipment, purpose built yoga studio and electric car charging point

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