Dorset Holiday Cottages

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Your search returned 105 cottages.

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  • 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

      4.8★

      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

    • £301 off - Fri 7th Nov to 14th Nov 2025

    • 10% off - Mon 22nd Dec to 29th Dec 2025

    7 nights from £899

    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

      4.5★

      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 £689

    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 £631

    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 £443

    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

      4.6★

      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 £350

    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

      4.3★

      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 £417

    Secure your holiday with a 30% deposit* Book now
  • A house with solar panels on the roof and a gravel driveway with plants in the foreground at The Old School Cottage in Tincleton near Dorchester
    61
    Tincleton near Dorchester, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Helpful Holidays rating

    Well-presented barn conversion, close to the rural Dorset hamlet of Tincleton. (Ref. 20691)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher
    • Washing machine

    7 nights from £357

    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
    Property has offers
    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

    • 10% off - Mon 29th Dec 2025 to 5th Jan 2026

    7 nights from £820

    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 £420

    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

      4.4★

      Good

    • 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 £362

    Secure your holiday with a 30% deposit* Book now
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