Dorset Holiday Cottages

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Your search returned 110 cottages.

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  • A patio with a table and chairs under an umbrella next to a house and a large grassy yard at Swandown 12 Kittwhistle Cricket St Thomas near Chard
    Property has offers
    22
    Cricket St. Thomas near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    A stunning, single-storey lodge settled in Cricket St. Thomas in Somerset. (Ref. 1112212)

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

    • 25% off - Fri 18th Jul to 25th Jul 2025

    • 5% off - Fri 1st Aug to 5th Sep 2025

    7 nights from £899

    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

      4.7★

      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

    • 25% off - Fri 25th Jul to 1st Aug 2025

    • 5% off - Fri 1st Aug to 5th Sep 2025

    7 nights from £784

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A house with stone and wooden exterior at Everdene Upwey near Weymouth
    46
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

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

    7 nights from £689

    Secure your holiday with a 30% deposit* Book now
  • A white door with the number 23 and flowering plants growing on a stone wall at Two Towers Cottage in Montacute
    28
    Montacute, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Helpful Holidays rating

    23 The Borough is a charming, Grade II listed home resting in a prime position in Montacute, Somerset. (Ref. 1142091)

    • Wi-fi
    • Dishwasher

    7 nights from £452

    Secure your holiday with a 30% deposit* Book now
  • The entrance door to a brick house named The Mill House with flowers and plants on either side at Mill House in Maiden Newton
    50
    Maiden Newton, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsYes

      3.8★

      Good

    • Helpful Holidays rating

    Stunning Grade II listed house, located in the Maiden Newton area of Dorchester. (Ref. 990015)

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

    7 nights from £1155

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

      4.4★

      Good

    • Helpful Holidays rating

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

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

    7 nights from £315

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

      4.6★

      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 £410

    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 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

      4.1★

      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 £375

    Secure your holiday with a 30% deposit* Book now
  • A yellow two-story cottage with white-framed windows and a small porch with a green door at St Margarets Cottage in Tatworth near Chard
    15
    Tatworth near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Helpful Holidays rating

    Delightful, semi-detached period cottage in the South Somerset village of Tatworth. (Ref. 925543)

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

    7 nights from £325

    Secure your holiday with a 30% deposit* Book now
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