Dorset Holiday Cottages

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Your search returned 109 cottages.

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  • A garden area with plants a wooden bench and a wooden deck outside a house at Woodstock Retreat in Birchill near Chardstock
    22
    Birchill near Chardstock, Devon
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    This wonderful countryside retreat is situated in the pretty hamlet of Birchill, near Chardstock, in Devon. (Ref. 1008558)

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

    7 nights from €445

    Secure your holiday with a 30% deposit* Book now
  • A street view of a cottage with brick and stone walls with bushes and flowers outside at Apple Tree Cottage in Shillingstone near Sturminster Newton
    26
    Shillingstone near Sturminster Newton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Helpful Holidays rating

    A cosy brick-and-flint terraced cottage, within the pretty Dorset village of Shillingstone. (Ref. 925256)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from €476

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

      4.5★

      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 €806

    Secure your holiday with a 30% deposit* Book now
  • An outdoor view of a house with a garden at Mappowder Cottage Buckland Newton near Dorchester
    40
    Buckland Newton near Dorchester, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Helpful Holidays rating

    Lovely two bedroom cottage resting near the attractive town of Sturminster Newton in Dorset. (Ref. 988342)

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

    7 nights from €513

    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 €514

    Secure your holiday with a 30% deposit* Book now
  • A small wooden house with large windows a gravel path leading to it and outdoor dining furniture with a parasol on a patio at Swandown 3 Blackdown in Cricket St Thomas
    26
    Cricket St. Thomas, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A superb two-bedroom lodge in Cricket St. Thomas in Somerset. (Ref. 1112725)

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

    7 nights from €900

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    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 €419

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a single-story building with a green door wooden framed windows a metal ramp and a plant in a pot at Honey Bee Retreat in Tytherleigh
    34
    Tytherleigh, Devon
    • Sleeps4
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful semi-detached barn conversion resting in Tytherleigh, Devon. (Ref. 1045057)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Washing machine

    7 nights from €721

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with large triangular windows and a patio with table and chairs on a grassy lawn at Swandown 12A Goldenhaye Cricket St Thomas near Chard
    Property has offers
    26
    Cricket St. Thomas near Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful three-bedroom, detached lodge resting in Cricket St. Thomas, near Chard in Somerset. (Ref. 1112211)

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

    • 40% off - Fri 12th Sep to 19th Sep 2025

    7 nights from €1280

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a red tiled roof and a garden with seating and an umbrella at Yeoman Cottage in West Chinnock near Norton-Sub-Hamdon
    34
    West Chinnock near Norton-Sub-Hamdon, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.5★

      Outstanding

    • Helpful Holidays rating

    A detached barn conversion resting in West Chinnock, Somerset. (Ref. 1053084)

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

    7 nights from €370

    Secure your holiday with a 30% deposit* Book now
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