Luxury Holiday Cottages Dorset

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Your search returned 42 cottages.

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  • Exterior view of a building with black doors and windows a wooden picnic table and umbrella on a patio at Rowdens Barn in Winterborne Stickland
    27
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Beamed, single-storey holiday cottage near Winterborne Stickland. (Ref. 905898)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £470

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • Exterior view of three adjacent terraced houses with bay windows and chimneys at Harbourside House in Brewers Quay Harbour
    Property has offers
    50
    Brewers Quay Harbour, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    Beautiful holiday cottage over three floors beside Old Harbour in Weymouth. (Ref. 994256)

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

    • 15% off - Fri 8th Aug to 16th Aug 2025

    7 nights from £1134

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a stone and brick building with black doors and windows a small lawn and potted plants at The Old Stables in Winterborne Stickland
    30
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Single-storey pet-friendly barn conversion in an attractive lawned courtyard. (Ref. 18978)

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

    7 nights from £568

    Secure your holiday with a 30% deposit* Book now
  • A long single story building with a slate roof and garden with flowers and picnic table at Keepers Cottage in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Charming, characterful, single-storey barn conversion. (Ref. 905895)

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

    7 nights from £512

    Secure your holiday with a 30% deposit*
    Last booked 3 hours ago
    Book now
  • A garden with a deck, table, and chairs overlooking the sea at Hoppapill House in Bournemouth
    48
    Bournemouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A fantastic ground-floor apartment located in West Cliff near Bournemouth, Dorset. (Ref. 1083610)

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

    7 nights from £1502

    Secure your holiday with a 30% deposit* Book now
  • A patio area with a wooden picnic table and umbrella outside a building with black doors at The Old Cart Shed in Winterborne Stickland
    28
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Exceptional, spacious rural barn conversion. (Ref. 905897)

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

    7 nights from £563

    Secure your holiday with a 30% deposit*
    Last booked 2 hours ago
    Book now
  • A brick exterior with white doors windows hanging plants and a sculpture at Barley Mews Brewers Quay Harbour
    50
    Brewers Quay Harbour, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsNo

      4.3★

      Good

    • Dream Cottages rating

    A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. (Ref. 993976)

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

    7 nights from £1176

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • An outdoor patio area with a glass table and six chairs under an umbrella next to a modern house at Bramley Cottage Henley near Langport
    41
    Henley near Langport, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    An exceptional detached property resting on the outskirts of Langport, Somerset. (Ref. 1074556)

    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Sky TV

    7 nights from £839

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • An outdoor area with a table and umbrella at Corner Barn in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Superb single-storey barn conversion near Winterborne Stickland in an Area Of Outstanding Natural Beauty. (Ref. 19285)

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

    7 nights from £457

    Secure your holiday with a 30% deposit* Book now
  • A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
    14
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary apartment set in the town of Weymouth, Dorset. (Ref. 1072234)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £708

    Secure your holiday with a 30% deposit* Book now
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