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Cheltenham

Cheltenham lies at the western gateway to the Cotswolds and is famous for its Georgian architecture, Regency terraces and elegant, sophisticated ambience. It became a fashionable spa town in the 18th Century and the medicinal waters helped to elevate the town to a tourist resort, attracting both royalty and the aristocracy.

Nowadays, Cheltenham is a thriving market town full of boutique shops, restaurants, bars, and cafes and is ideally situated for exploring the surrounding Cotswold countryside. The town features many listed buildings with period terraces and garden squares in typical regency style. In spring, the town bursts into colour with floral displays and there are numerous gardens and parks in which to enjoy a relaxing stroll.

Cheltenham is known as ''the festival town of England,'' hosting an array of prestigious events, including the world famous Cheltenham Gold Cup (Horse race). There are also numerous other events throughout the year including jazz, folk, science, food, comedy and literary festivals. There are theatres, art galleries and museums, including the town''s newest attraction, ‘The Wilson’, housing fine art collections and works by local artists.

Shopping is a big feature in the town, and there are numerous award-winning independent shops, including antique shops, specialist boutiques and family-run delicatessens, specialising in Gloucestershire cheeses and other excellent local produce. On the second and last Friday of each month, a farmers'' market sets up stalls outside the main Tourist Centre, providing more opportunities to sample local foods.

Come and discover a town packed with regency charm on the edge of the Cotswolds; search holiday cottages in Cheltenham today.
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  • Winchcombe, Gloucestershire
    Winchcombe, Gloucestershire×

    The Barn Reborn

    Winchcombe, Gloucestershire

    2
    1
    2
    0
    Ref: NRP
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Woodburning Stove
    This spacious detached barn, dating from 1650, adjacent to the owners’ home in Winchcombe, is the perfect base for exploring the Cotswolds AONB
    Prices from
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    Pets included
    Pets go free

    Accommodation at


    This delightful, timber framed barn is situated within the grounds of Grade II listed Charingworh Court, which dates back to the 17th century - a year before Charles II claimed the throne. Now, it provides 21st century comforts, following an architect-designed transformation. Exceptionally spacious, but cosy too, The Barn Reborn is set in a quiet backwater away from traffic, and is the perfect place to unwind in and enjoy a relaxing break in the Cotswolds Area of Outstanding...

  • Cheltenham, Gloucestershire
    Cheltenham, Gloucestershire×

    Hunting Butts Cottages - Cuckoo Corner

    Cheltenham, Gloucestershire

    2
    1
    1
    0
    Ref: NYM
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pub within 1 mile
    Cuckoo Corner is a wonderful romantic retreat, offering a cosy woodburner and rural views.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    "Fine cottages and facilities – just a mile from one of England’s finest Regency towns . . ."

    Occupying a superb position with wonderful rural views, yet within a mile or so of Cheltenham’s elegant town centre, these delightful holiday cottages have been created from a range of 19th-century barns and are furnished and equipped to high standards. All cottages enjoy a good choice of shared facilities including a covered heated swimming pool,...

    Hunting Butts Cottages - The Dovecote
    5
    2
    2
    Hunting Butts Cottages - Little Barn
    4
    2
    2
    Hunting Butts Cottages - Owl’s Retreat
    4
    2
    2
    Hunting Butts Cottages - Woodpecker
    6
    3
    3
    Hunting Butts Cottages - Thistledown
    6
    3
    3
    Hunting Butts Cottages - Swallow End
    7
    3
    3
    Hunting Butts Cottages - Wheathill
    6
    3
    3
    Hunting Butts Cottages - Walnut Tree House
    14
    5
    5
  • Gretton, near Cheltenham, Gloucestershire
    Gretton, near Cheltenham, Gloucestershire×

    The Lodge at the Granary

    Gretton, near Cheltenham, Gloucestershire

    2
    1
    1
    2
    Ref: 27326
    Key Features:
    - Wifi - Car parking on site - Pets go free - Garden / Patio - Rural Location
    Perfect for walkers, with paths, cycle paths and bridleways from the door, Cheltenham Racecourse is within easy reach.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Situated at Lower Stanley, in the peaceful village of Gretton, this is the ideal location to enjoy the local landscape. Perfect for walkers, there are numerous paths, bridleways and cycle paths from the door. The Lodge is attached to the owners’ house but provides privacy and space. Explore Winchcombe, Bourton-on-the-Water, Broadway, Chipping Campden and Evesham. For a day at the races, Cheltenham Racecourse is within easy reach. Stabling and grazing for horses by arrangement. Shop...

  • Corse Lawn, near Gloucester , Gloucestershire
    Corse Lawn, near Gloucester , Gloucestershire×

    Stable Cottage

    Corse Lawn, near Gloucester , Gloucestershire

    2
    1
    1
    0
    Ref: 28027
    Key Features:
    - Pub within 1 mile - Detached Property - Rural Location
    Situated in Gloucestershire, this property is ideally placed for the Regency town of Cheltenham, known as the gateway to the Cotswolds.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Located in beautiful Gloucestershire countryside, on a working farm with glorious views over the Malvern Hills, this detached holiday property is ideally placed for walking and perfect for exploring the numerous historic gardens nearby. Situated in Gloucestershire but lying close to the border with Worcestershire and Herefordshire, the area is renowned for its scenic countryside and outstanding walking, especially along the Severn Valley and Malvern Hills. The Cotswold Hills and the...

    Corse Hill Farm Cottages - Holly Cottage
    2
    1
    1
  • Gretton, near Cheltenham, Gloucestershire
    Gretton, near Cheltenham, Gloucestershire×

    Windermere

    Gretton, near Cheltenham, Gloucestershire

    2
    1
    1
    2
    Ref: 28228
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pets go free - Garden / Patio - Rural Location
    Situated in the Cotswold countryside, there are great footpaths to enjoy from this characterful yet stylish property, perfect for a romantic getaway.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Set within the Cotswold countryside, with outstanding views towards Dumbleton Hill and the Malverns, this delightful barn conversion, adjacent to the owners’ home, is a perfect holiday location. The property is situated just a few miles from the market town of Winchcombe and the elegant Regency town of Cheltenham, with its internationally famous racecourse. There are a wealth of footpaths in the area to suit all tastes and abilities. Places of interest close by include Sudeley...

  • Winchcombe, Gloucestershire
    Winchcombe, Gloucestershire×

    Stable Yard Cottages - Dawn Run

    Winchcombe, Gloucestershire

    3
    0
    1
    0
    Ref: 19073
    Key Features:
    - Car parking on site - Pub within 1 mile - Detached Property - Garden / Patio - Rural Location
    This holiday property is situated in a peaceful setting, yet is also within easy reach of the market town of Winchcombe.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Peaceful, picturesque location

    Situated just outside the beautiful Cotswold market town of Winchcombe, Stable Yard Cottages are a group of three well presented holiday cottages and a studio apartment, in a peaceful location. Ideally placed for touring the Cotswolds and the many picturesque towns and villages including Broadway, Chipping Campden, Stow-on-the-Wold and Moreton-in-Marsh. Cheltenham and its race course are just 5 miles away, while Tewkesbury and Stratford-upon-Avon are...

    Stable Yard Cottages - Red Rum
    4
    1
    1
    Stable Yard Cottages - Millhouse
    4
    1
    1
  • Cheltenham, Gloucestershire
    Cheltenham, Gloucestershire×

    Pavilion Mews

    Cheltenham, Gloucestershire

    4
    2
    1
    1
    Ref: NTO
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Pets go free
    Fashionable shops and restaurants are a short walk from this beautiful holiday property, or visit the Cotswold villages of Stow-on-the-Wold and Winchcombe.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Pavilion Mews offers the best of both worlds; it is a short walk to the fashionable shops and restaurants of Cheltenham’s elegant Montpellier district, and numerous Cotswold villages such as Winchcombe, Stow-on-the-Wold and Bourton-on-the-Water are within easy reach. Nestled in one of the Regency Cheltenham’s most attractive turnings, this detached holiday cottage is in the heart of the Cotswolds. Cheltenham is famed for its various festivals throughout the year including...

  • Cheltenham, Gloucestershire
    Cheltenham, Gloucestershire×

    Hunting Butts Cottages - Little Barn

    Cheltenham, Gloucestershire

    4
    2
    1
    2
    Ref: NTC
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pub within 1 mile
    This rurally located holiday cottage is ideally located for family activities in Cheltenham or amongst the property’s surrounding grounds.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    "Fine cottages and facilities – just a mile from one of England’s finest Regency towns . . ."

    Occupying a superb position with wonderful rural views, yet within a mile or so of Cheltenham’s elegant town centre, these delightful holiday cottages have been created from a range of 19th-century barns and are furnished and equipped to high standards. All cottages enjoy a good choice of shared facilities including a covered heated swimming pool,...

    Hunting Butts Cottages - The Dovecote
    5
    2
    2
    Hunting Butts Cottages - Owl’s Retreat
    4
    2
    2
    Hunting Butts Cottages - Cuckoo Corner
    2
    1
    1
    Hunting Butts Cottages - Woodpecker
    6
    3
    3
    Hunting Butts Cottages - Thistledown
    6
    3
    3
    Hunting Butts Cottages - Swallow End
    7
    3
    3
    Hunting Butts Cottages - Wheathill
    6
    3
    3
    Hunting Butts Cottages - Walnut Tree House
    14
    5
    5
  • Badgeworth, near Cheltenham, Gloucestershire
    Badgeworth, near Cheltenham, Gloucestershire×

    The Lodge

    Badgeworth, near Cheltenham, Gloucestershire

    4
    2
    1
    2
    Ref: 30803
    Key Features:
    - Car parking on site - Pets go free - Detached Property - Ground Floor Facilities
    This single-storey holiday property is the ideal base for visiting Cheltenham, Gloucester, Worcester and Hereford.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    The Lodge is a 2 bedroomed, single-storey, detached bungalow, situated on the edge of Cheltenham in Badgeworth. It is situated within the grounds of the owner’s home where you have access to 2 acres of communal grounds to enjoy. It is the ideal holiday location, and is close to pretty Cotswolds towns and villages, including Broadway, Stow-on-the-Wold and Moreton-in-Marsh. The market towns of Tewkesbury and Ledbury are only a short drive away, as are the cathedral cities of...

  • Cheltenham, Gloucestershire
    Cheltenham, Gloucestershire×

    Vivat

    Cheltenham, Gloucestershire

    4
    1
    1
    0
    Ref: UKC604
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Rural Location
    A quietly set apartment which is well-placed for exploring either Cheltenham itself or the surrounding area.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Vivat in Cheltenham is a lovely apartment in a quiet corner of Tivoli, within walking distance of Montpellier Gardens and the Promenade. It has easy access to Cheltenham Racecourse and the Government Communications Headquarters, Cheltenham Railway Station and the M5. It is located in a period building just a short stroll from Lansdown, and is an ideal base for a week in the Cotswolds, a weekend at the races, an indulgence at any of the many festivals that take place, as well as being in...

  • Prestbury, near Cheltenham, Gloucestershire
    Prestbury, near Cheltenham, Gloucestershire×

    Home Farm - The Stables

    Prestbury, near Cheltenham, Gloucestershire

    4
    2
    2
    0
    Ref: 7554
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Ground Floor Facilities
    This charming holiday apartment can accommodate four guests and with Cheltenham only 2 miles away, it’s a great base for exploring.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Originally an early 18th-century granary and stables attached to the owner’s farmhouse, also a listed building, surrounding a colourful courtyard. These holiday apartments have been converted retaining the original beams and stone walls, providing great character. In a backwater of this historic village, they are only a few minutes from Cheltenham Racecourse. No. 7770 is on the first floor and approached by a covered flight of wide stone steps; No. 7554, on the ground floor, is...

    Home Farm - The Granary
    4
    2
    2
  • Prestbury, near Cheltenham, Gloucestershire
    Prestbury, near Cheltenham, Gloucestershire×

    Home Farm - The Granary

    Prestbury, near Cheltenham, Gloucestershire

    4
    2
    2
    0
    Ref: 7770
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile
    The Granary offers comfortable and charming accommodation; a great base to retreat to after exploring Cheltenham, the Forest of Dene and more!
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Originally an early 18th-century granary and stables attached to the owner’s farmhouse, also a listed building, surrounding a colourful courtyard. These holiday apartments have been converted retaining the original beams and stone walls, providing great character. In a backwater of this historic village, they are only a few minutes from Cheltenham Racecourse. No. 7770 is on the first floor and approached by a covered flight of wide stone steps; No. 7554, on the ground floor, is...

    Home Farm - The Stables
    4
    2
    2
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