Dorset Holiday Cottages

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Your search returned 110 cottages.

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  • A garden with white metal table and two chairs in front of a stone house with attached garage and trees in the background at Woodstock in Chaffcombe near Chard
    38
    Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

    • Helpful Holidays rating

    Woodstock is a welcoming, pet-friendly house situated in Chaffcombe, Somerset, and boasting a woodburning stove, Smart TV, and ground-floor living. (Ref. 1138091)

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

    7 nights from £461

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A wooden house with large triangular windows and a patio with table and chairs on a grassy lawn at Swandown 12A Goldenhaye Cricket St Thomas near Chard
    Property has offers
    26
    Cricket St. Thomas near Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A beautiful three-bedroom, detached lodge resting in Cricket St. Thomas, near Chard in Somerset. (Ref. 1112211)

    • 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 5th Sep 2025

    7 nights from £1168

    Secure your holiday with a 30% deposit* Book now
  • A small building with a red tiled roof white walls white double doors and climbing plants next to a gravel path and grass at Oke Apple Cottage in Okeford Fitzpaine
    11
    Okeford Fitzpaine, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Charming, detached single storey barn conversion. (Ref. 20119)

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

    7 nights from £370

    Secure your holiday with a 30% deposit* Book now
  • A garden with a gravel path and wooden archway leading to a building with white walls and wooden framed windows at Pippin in Martin
    32
    Martin, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    One end of a thoughtfully planned conversion from a former farm building on the edge of the charming village of Martin, right on the Hampshire/Wiltshire border. (Ref. 988903)

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

    7 nights from £499

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

      4.5★

      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 £404

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    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 £631

    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 garden area with plants a wooden bench and a wooden deck outside a house at Woodstock Retreat in Birchill near Chardstock
    22
    Birchill near Chardstock, Devon
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    This wonderful countryside retreat is situated in the pretty hamlet of Birchill, near Chardstock, in Devon. (Ref. 1008558)

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

    7 nights from £383

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with wooden furniture and a white umbrella next to a wooden building surrounded by bushes at The Old Cart Shed in Rockbourne near Fordingbridge
    26
    Rockbourne near Fordingbridge, Hampshire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Holiday cottage sleeping 6, close to New Forest. (Ref. 967949)

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

    7 nights from £582

    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

      4.4★

      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*
    Last booked yesterday
    Book now
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