Dorset Holiday Cottages

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Your search returned 100 cottages.

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  • 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 €724

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  • A dining table set for two with plates mugs and cutlery next to a living area with a sofa TV on a wooden cabinet and a lamp at Bower Coach House in Bower Hinton near Martock
    25
    Bower Hinton near Martock, Somerset
    • Sleeps3
    • Bedrooms1
    • PetsNo

      4.4★

      Good

    • Helpful Holidays rating

    Beautiful cottage attached to the owner's house. (Ref. 953406)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from €439

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  • An outdoor hot tub and seating area with wicker furniture in a garden setting at Pound Cottage in Uplyme
    36
    Uplyme, Devon
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.3★

      Good

    • Helpful Holidays rating

    A wonderful detached holiday home in Uplyme, Devon. (Ref. 1102278)

    • Wi-fi
    • Hot Tub
    • Dishwasher
    • Washing machine

    7 nights from €760

    Last booked 3 days ago
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  • 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 €774

    Last booked yesterday
    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 €671

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  • 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

      3.7★

      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 €1318

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  • Red brick building with open patio doors leading to a room with a bed outdoor chairs and a table beside green plants at The Hideaway in Uplyme near Lyme Regis
    16
    Uplyme near Lyme Regis, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.1★

      Good

    • Helpful Holidays rating

    The Hideaway is a contemporary, ground-floor set of rooms located in late-Jacobean family home in Uplyme, Devon. (Ref. 1143228)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine

    7 nights from €449

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  • A brick house with white windows and a tiled roof by a roadside at Oakapple Cottage in Swan Green near Lyndhurst
    Property has offers
    47
    Swan Green near Lyndhurst, Hampshire
    • Sleeps9
    • Bedrooms4
    • PetsYes

      4.4★

      Good

    • Helpful Holidays rating

    A detached 18th century property resting in the historic village of Lyndhurst, Hampshire. (Ref. 1067240)

    • Wi-fi
    • Off-road parking

    • 10% off - Fri 1st May to 31st Aug 2026

    7 nights from €1894

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  • ASH HOUSE - 1190793 - photo 1
    39
    Wincanton, Somerset
    • Sleeps10
    • Bedrooms5
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Ash House is a spacious pet-friendly house located in Wincanton, Somerset, boasting a woodburning stove, Japanese sunken bath and a private hot tub. (Ref. 1190793)

    • Wi-fi
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €2769

    Book now
  • A stone house with two white front doors and multiple windows with a garden in front at Stonecutter's Cottage in Stoke-Sub-Hamdon Somerset
    22
    Stoke-Sub-Hamdon, Somerset, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      3.8★

      Good

    • Helpful Holidays rating

    59 Ham Hill is a charming grade II listed three-storey cottage resting in Stoke-Sub-Hamdon, Somerset, that allows pets and has serene countryside views. (Ref. 1129067)

    • Wi-fi
    • Dishwasher

    7 nights from €481

    Book now
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