Dorset Holiday Cottages

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Your search returned 109 cottages.

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  • A wooden house with large windows and a small patio table set in a garden at Swandown 2 Blackdown Cricket St Thomas near Chard
    26
    Cricket St.Thomas near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A stunning single-storey lodge resting in Cricket St. Thomas in Somerset. (Ref. 1118174)

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

    7 nights from $1049

    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 $639

    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

      4.6★

      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 $1398

    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 $483

    Secure your holiday with a 30% deposit* Book now
  • A stone house with tiled roof black front door and multiple white framed windows at Holly Cottage in West Coker
    22
    West Coker, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Helpful Holidays rating

    A quaint, traditional cottage settled in West Coker, Somerset. (Ref. 1085597)

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

    7 nights from $536

    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

      4.3★

      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 $490

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with two balconies and patio furniture in a garden with trees and shrubs at Swandown 20 Poldon in Cricket St Thomas
    Property has offers
    33
    Cricket St. Thomas, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    A stunning luxury three-bedroom, reverse-level lodge resting in Cricket St. Thomas, near Chard in Somerset. (Ref. 1039763)

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

    • 30% off - Fri 12th Sep to 19th Sep 2025

    7 nights from $1168

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with a gray slate roof and patio furniture in a garden at Bramshurst in Upwey near Weymouth
    32
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. (Ref. 932159)

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

    7 nights from $828

    Secure your holiday with a 30% deposit* Book now
  • The front entrance door and windows of a stone building with plants and flowers in front at Scrambles Cottage in Stoke-Sub-Hamdon Somerset
    21
    Stoke-Sub-Hamdon, Somerset, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    A traditional character cottage in Stoke-sub-Hamdon, Somerset. (Ref. 1126559)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    7 nights from $471

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with a wooden building and a small wooden cabin with a gravel ground and a wooden fence at Sunnyside Lodge in Crewkerne
    28
    Crewkerne, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Helpful Holidays rating

    Charming lodge situated near the Somerset market town of Crewkerne. (Ref. 976874)

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

    7 nights from $776

    Secure your holiday with a 30% deposit* Book now
Most relevant
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