Dorset Holiday Cottages

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Your search returned 102 cottages.

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  • 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 €720

    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 €556

    Secure your holiday with a 30% deposit* Book now
  • A two story brick house with multiple white framed windows and a small set of stairs at the entrance at Red House in Lyme Regis
    68
    Lyme Regis, Devon
    • Sleeps12
    • Bedrooms5
    • PetsYes

      4.5★

      Outstanding

    • Helpful Holidays rating

    Red House is a substantial family home set in a unique and stunning location in Uplyme near Lyme Regis, Devon. (Ref. 1140484)

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

    7 nights from €2447

    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

    • €439 off - Mon 22nd Dec to 29th Dec 2025

    7 nights from €1813

    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 €720

    Secure your holiday with a 30% deposit* Book now
  • A large house with white and black timber framing and red brick sections surrounded by shrubs in Swanage
    15
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Helpful Holidays rating

    A well-appointed second floor flat located in the seaside resort of Swanage, Dorset. (Ref. 982712)

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

    7 nights from €424

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of Shepherd Oak near Weymouth with plants and a wooden wall
    51
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      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 €710

    Secure your holiday with a 30% deposit* Book now
  • A paved driveway with flower pots alongside a single story house with green doors and stone accents at Bumble Bee Retreat in Tytherleigh
    26
    Tytherleigh, Devon
    • Sleeps4
    • Bedrooms1
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This charming, single-storey cottage rests in the beautiful countryside of Tytherleigh, Devon. (Ref. 1134052)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Washing machine

    7 nights from €729

    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
    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

    7 nights from €578

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a green front door four windows a grass lawn and a paved pathway at West Bay Holiday Home in West Bay
    40
    West Bay, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    A superb, detached property nestled on a quiet residential estate in West Bay. (Ref. 1075057)

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

    7 nights from €1220

    Secure your holiday with a 30% deposit* Book now
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