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Cottages in Cheltenham

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Your search returned 44 cottages

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  • Grove Cottage

    Deerhurst near Tewkesbury, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsNo
    • Sykes Cottages 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)

    7 nights from £379

    Secure this property with a 30% deposit* Book now
  • Thimble Cottage

    Winchcombe, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    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)

    7 nights from £389

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  • Hay Barn Cottage

    Painswick, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Sykes Cottages 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)

    7 nights from £721

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  • The Old Paper Shop

    Tewkesbury, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A fantastic ground-floor cottage boasting elegant, traditional decor in the heart of Tewkesbury, Gloucestershire. Pet-friendly. Town centre location. Smart TV. Cheltenham 9.1 miles; Gloucester 10.8 miles; Ledbury 17.2 miles. (Ref. 1023985)

    7 nights from £308

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  • The Spring

    Stroud, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A beautiful, contemporary lodge resting in the heart of the Cotswolds in the village of Slad, near Stroud. Open-plan. Air conditioning. Romantic. Stroud 2.9 miles; Gloucester 13.4 miles; Cirencester 16.1 miles. (Ref. 1054263)

    7 nights from £809

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  • Crane Hill Apartment

    Oxenton, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    This detached first-floor apartment is situated in the small parish of Oxenton, close to Cheltenham. Beautiful garden. TV with Freeview. Picturesque views. Bishops Cleeve 3 miles; Cheltenham 7.1 miles. (Ref. 1034651)

    7 nights from £309

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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 nights from £485

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  • The Old Cider House

    Prestbury near Cheltenham, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    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)

    7 nights from £363

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    Last booked yesterday
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  • Jackdaw's Roost

    Cheltenham, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Sykes Cottages 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)

    7 nights from £324

    Secure this property with a 30% deposit*
    Last booked yesterday
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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)

    7 nights from £321

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** Save £50 on Sykes holidays for arrivals after 1st April 2021 with a total price of £600 or more. Holidays over £600 is based on the rental and booking fee only. Only one voucher code may be applied to each booking, cannot be used in conjunction with any other offer and cannot be applied to existing bookings. Please refer to T&Cs for full details.

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.