Dorset Holiday Cottages

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Your search returned 110 cottages.

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  • Exterior view of a brick building with multiple doors and windows and potted plants on gravel at The Apple Shed in Motcombe
    Property has offers
    23
    Motcombe, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A homely cottage situated near the village of Motcombe, Dorset. (Ref. 957189)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    • 15% off - Fri 4th Jul to 31st Aug 2025

    7 nights from $699

    Secure your holiday with a 30% deposit* Book now
  • A garden with furniture and a parasol at Maple Cottage Buckland Newton near Dorchester
    46
    Buckland Newton near Dorchester, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Helpful Holidays rating

    A tastefully decorated, semi-detached cottage resting near the Dorset town of Sturminster Newton. (Ref. 988550)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from $643

    Secure your holiday with a 30% deposit* Book now
  • A brick building with a tiled roof and multiple windows next to a gravel courtyard with potted plants and wooden benches at The Cider Press Motcombe Shaftesbury in Motcombe
    Property has offers
    24
    Motcombe, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A lovely cottage located near the village of Motcombe in Dorset. (Ref. 957188)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    • 20% off - Fri 1st Aug to 31st Aug 2025

    7 nights from $733

    Secure your holiday with a 30% deposit* Book now
  • A patio area with a wooden picnic table and umbrella outside a building with black doors at The Old Cart Shed in Winterborne Stickland
    28
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Exceptional, spacious rural barn conversion. (Ref. 905897)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from $753

    Secure your holiday with a 30% deposit* Book now
  • A long single story building with a slate roof and garden with flowers and picnic table at Keepers Cottage in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Charming, characterful, single-storey barn conversion. (Ref. 905895)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from $697

    Secure your holiday with a 30% deposit* Book now
  • An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
    33
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from $932

    Secure your holiday with a 30% deposit* Book now
  • A house with multiple windows and a gravel path at The Old Bakery in South Perrott near Mosterton
    44
    South Perrott near Mosterton, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Helpful Holidays rating

    A traditional cottage resting in the idyllic village of South Perrott near Mosterton in the Dorset AONB. (Ref. 1058390)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Baby-friendly

    7 nights from $492

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with a patio table umbrella and chairs next to a hot tub and a grill in the garden at Swandown 9 Kittwhistle Cricket St Thomas near Chard
    22
    Cricket St. Thomas near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    A fabulous, two-bedroom lodge resting in Cricket St. Thomas in Somerset. (Ref. 1114229)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from $1572

    Secure your holiday with a 30% deposit* Book now
  • A white stone cottage with windows bushes in front and a wooden gate at Rose Cottage in Tatworth near Chard
    17
    Tatworth near Chard, Somerset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Helpful Holidays rating

    Charming, link-detached, period cottage in South Somerset village of Tatworth. (Ref. 14229)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from $493

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with climbing plants flowers and potted plants outside at Ham cottage in East Lambrook near South Petherton
    37
    East Lambrook near South Petherton, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    A picture-postcard detached cottage resting in East Lambrook, Somerset. (Ref. 1119865)

    • Wi-fi
    • Off-road parking
    • Washing machine

    7 nights from $603

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
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