Winchcombe Holiday Cottages & Self Catering Accommodation

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Your search returned 45 cottages.

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  • Postmaster's Lodging

    Winchcombe, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    Postmasters Lodging is set over three floors in Winchcombe, Cotswolds. Open-plan living area. Cheltenham 8 miles; Broadway 9 miles. (Ref. 976759)

    7 nights from £553

  • Mad Molly's Cottage

    Winchcombe, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A stunning bolt hole located in Winchcombe, Gloucestershire. Pet-friendly. WiFi. Open fire. Cheltenham 8 miles; Broadway 9 miles. (Ref. 988596)

    7 nights from £535

  • Tumbledown

    Buckland, Worcestershire
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    An outstanding cottage! Beautiful village location, bar across the lane, Broadway 2 miles away. An exceptional cottage choice. (Ref. 988672)

    7 nights from £841

    Last booked yesterday
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  • Old Sorting Office

    Winchcombe, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    This historic ground floor apartment is located in Winchcombe, Gloucestershire. Romantic. Spacious rooms. Open-plan living. Cheltenham 8 miles; Broadway 9 miles. (Ref. 977985)

    7 nights from £386

  • 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 £340

  • School View

    Alderton, Gloucestershire
    • Sleeps3
    • Bedrooms2
    • PetsNo
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    A beautifully furnished cottage with garden in Alderton village. Close to Cheltenham and Cotswold attractions. Tewkesbury 7 miles. (Ref. 961692)

    7 nights from £352

  • Secret Island Yurt

    Beckford near Tewkesbury, Worcestershire
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    Charming yurt in quaint Gloucestershire village of Beckford. Open plan accommodation. Roll-top bath. Sauna. Private hot tub overlooking the lake. Cheltenham 9 miles. (Ref. 921614)

    7 nights from £528

    Last booked 9 hours ago
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  • The Old Granary

    Wickhamford near Broadway, Worcestershire
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    Immaculate and spotless barn conversion on small farm on edge of village. Quiet location, yet convenient for Broadway. Very, very spacious cottage for 2 people! (Ref. 988850)

    7 nights from £443

  • 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)

    7 nights from £468

  • Fern Cottage

    Winchcombe, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    This is a mid-terrace cottage situated in the town of Winchcombe, Gloucestershire in the Cotswolds. Enclosed patio and garden. One well-behaved dog welcome. Traditional features. Cheltenham 8.5 miles; Bourton-on-the-Water 11miles. Gloucester 15.6 miles. (Ref. 1012253)

    7 nights from £488

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Winchcombe is one of our most picturesque towns. With charming Cotswold stone cottages and black/white half-timbered building throughout the town centre, lovely shops, cafes and pubs welcoming guests and visitors from near and far, Winchcombe in the Cotswolds is a must-see destination for sure.