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Cottages in Cheltenham

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Your search returned 42 cottages.

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  • Grove Cottage

    Deerhurst near Tewkesbury, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsNo
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    This splendid all-ground-floor cottage rests in Deerhurst near Tewkesbury, Gloucestershire. Near to the Cotswolds AONB. Countryside views. Smart TV. Tewkesbury 3.7 miles; Cheltenham 7.2 miles. (Ref. 1046836)

    4 customer reviews

    7 nights from £382

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  • Thimble Cottage

    Winchcombe, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A charming terraced cottage situated in the centre of Winchcombe. Pet-friendly. Woodburning stove. Private garden. WiFi. Cheltenham 8.2 miles; Gloucester 15.3 miles. (Ref. 1050024)

    10 customer reviews

    7 nights from £393

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    Last booked 2 days ago
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  • Hay Barn Cottage

    Painswick, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A charming 19th century cottage near Painswick, within the Cotswolds AONB. Surrounded by countryside. Barbecue. Smart TV with Sky Sports. Gloucester 6.4 miles; Stroud 10.1 miles. (Ref. 1049432)

    4 customer reviews

    7 nights from £733

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    Last booked yesterday
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  • The Old Cider House

    Prestbury near Cheltenham, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsNo
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    Beautiful Cotswold stone character property set on 150-acre equestrian centre. En-suite shower room. WiFi. Country walks and equestrian activities on site. 10 minutes to Cheltenham, 7 minutes to Cheltenham racecourse. (Ref. 948400)

    22 customer reviews

    7 nights from £369

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  • Jackdaw's Roost

    Cheltenham, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    This quaint adult only country cottage is situated in The Leigh, Gloucestershire. Woodburner. Pet-friendly. Period features. Tewkesbury 9.5 miles; Cirencester 14.7 miles. (Ref. 991352)

    24 customer reviews

    7 nights from £329

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  • Little Noo

    Upton St Leonards near Gloucester, Gloucestershire
    • Sleeps5
    • Bedrooms3
    • PetsNo
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    Beautiful terraced cottage in Upton St Leonards. AGA, roll-top bath. Lovely walks from the doorstep. Village pub and well-stocked farm shop within walking distance. Gloucester 2 miles. (Ref. 917153)

    27 customer reviews

    7 nights from £420

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    Last booked yesterday
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  • Hazel Manor Wing

    Painswick, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A very smart and spacious country retreat! Set in the grounds of a large Cotswolds' manor - you are in a beautiful location and some good pubs near too. (Ref. 988694)

    10 customer reviews

    7 nights from £553

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  • Lawn Cottage

    Ashleworth near Gloucester, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    A delightful ground floor detached cottage commanding lovely views, ideally located on the outskirts of the Roman village of Ashleworth close to the River Severn. Warm and welcoming. Bike storage. Shop and pub 15 mins walk. Gloucester 7.5 miles. (Ref. 936440)

    28 customer reviews

    7 nights from £326

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    Last booked 7 hours ago
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  • Bumble Cottage

    Winchcombe, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Beautiful terraced cottage in the Cotswolds town of Winchcombe. Walks from doorstep. Woodburning stove. Shop, pub and restaurants 0.3 miles. Sudeley Castle 0.9 miles. (Ref. 958537)

    15 customer reviews

    7 nights from £476

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    Last booked yesterday
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  • Five Mile House Barn

    Duntisbourne Abbots near Cirencester, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A characterful, Grade II listed dwelling, resting on the outskirts of Cirencester. Woodburning stove. Pets welcome. Stroud 12.8 miles; Gloucester 14.9 miles. (Ref. 1014891)

    7 customer reviews

    7 nights from £494

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Our range of Cheltenham accommodation rests within one of the UK's best-preserved spa towns, promising a holiday experience to remember.

Why Cheltenham?

This town, on the western fringes of the Cotswolds AONB, boasts elegant streets lined with Regency architecture, with one of the finest examples being the Pitville Pump Room. Other popular attractions include Cheltenham's Museum and Art Gallery know, The Holst Birthplace Musuem as well as the stylish Montpellier district of the town, a region full of beautiful buildings, boutique shops and restaurants. To discover the best things to do near your Cheltenham cottage, browse through our Cheltenham Travel Guide.

Places to visit near Cheltenham

Our cottages in Cheltenham rest at the western gateway to the Cotswolds, making them ideally placed to explore this beautiful Area of Outstanding Natural Beauty. Avid ramblers will be in their element throughout the beauty of the Cotswolds, with many paths and trails coming surrounded by luscious greenery. You will also stumble across a choice of historic and characterful market towns, as well as an assortment of quaint little villages. During your Cheltenham cottage holiday, you may consider visiting popular spots such as Bourton-on-the-Water, Chipping Campden, Gloucester, Moreton-in-Marsh, Stow-on-the-Wold and Stroud.

Types of Holidays

If you're looking to explore the beauty of the Cotswolds on your next trip, use our different holiday types to find a perfect break for you. Book a Cotswolds family holiday if you're looking to celebrate that special occasion, or treat yourselves to that extra touch with our choice of luxury Cotswolds cottages.

The wide variety of properties and experience of Sykes will ensure that your adventure is one to remember.