Dorset Holiday Cottages

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Your search returned 110 cottages.

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  • An exterior view of Shepherd Oak near Weymouth with plants and a wooden wall
    51
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Helpful Holidays rating

    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. (Ref. 932158)

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

    7 nights from £616

    Secure your holiday with a 30% deposit* Book now
  • A garden with trees bushes a picnic table with an umbrella and two chairs next to a stone house at Hyde cottage Sutton Bingham near Yeovil Somerset
    33
    Sutton Bingham near Yeovil, Somerset, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    Hyde cottage is a romantic cottage with an en-suite bedrooms set in the Somerset countryside in Sutton Bingham near Yeovil with an enclosed garden. (Ref. 1160119)

    • Wi-fi
    • Off-road parking

    7 nights from £453

    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 £334

    Secure your holiday with a 30% deposit* Book now
  • 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 £513

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with a large window wall and patio furniture on a lawn at Swandown 14 Goldenhaye Cricket St Thomas near Chard
    Property has offers
    25
    Cricket St. Thomas near Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A contemporary three-bedroom lodge resting in Cricket St. Thomas, near Chard in Somerset. (Ref. 1112209)

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

    • 25% off - Fri 18th Jul to 1st Aug 2025

    • 5% off - Fri 1st Aug to 8th Aug 2025

    • 5% off - Fri 15th Aug to 5th Sep 2025

    7 nights from £1137

    Secure your holiday with a 30% deposit* 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 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 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* 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 £1276

    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 £538

    Secure your holiday with a 30% deposit* Book now
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