Valentines Weekend in Dorset

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A brick townhouse with multiple windows and green hedges in front at Plain Sailing in Weymouth
    25
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Plain Sailing, a gorgeous holiday home located in the heart of the marvellous seaside town of Weymouth, Dorset. (Ref. 1153879)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from Sat 20th Feb From €906

    Book now
  • A brick exterior of a cottage with white doors and windows at Rupert Cottage Brewers Quay harbour
    27
    Brewers Quay harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Sleeping 4 cosy cottage in Weymouth. (Ref. 994605)

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

    7 nights from Sat 20th Feb From €878

    Last booked yesterday
    Book now
  • Front view of two adjoining houses with black doors and white brick walls with a paved driveway at Maisy Cottage in Weymouth
    25
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Modern and beautiful cottage in the heart of Weymouth. (Ref. 994369)

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

    7 nights from Sat 20th Feb From €677

    Book now
  • A garden shed with a table and chairs in the garden at tbc
    Property has offers
    17
    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

    • Dream Cottages rating

    Glamping cabin on the Jurassic Coast with breakfast is a simple, pet-friendly cabin near Swanage, Dorset, with studio layout, garden views and barbecue. (Ref. 1200463)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    7 nights from Sat 13th Feb was €1190 From €876

    Book now
  • The exterior of a brick house with a tiled roof a black door a paved path and plants at Badbury Lodge Brewers Quay Harbour
    26
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Victorian Semi located in Weymouth, Short walk to Brewers Quay and the Harbour. (Ref. 993971)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from Sat 20th Feb From €599

    Book now
  • A hallway with wooden flooring a staircase at the end and various pieces of furniture and decorations on the walls at West Ridge in Boscombe
    62
    Boscombe, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A substantial, detached property built in the 1900s, situated in the Boscombe region near Bournemouth. (Ref. 923145)

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

    7 nights from Thu 18th Feb From €1060

    Book now
  • A garden with a hot tub and dining table at Mallow Cottage in Langton Matravers
    47
    Langton Matravers, Dorset
    • Sleeps7
    • Bedrooms3
    • Pet FriendlyYes

    • Dream Cottages rating

    Mallow Cottage is a delightful cottage resting in the village of Langton Matravers, Dorset, with a hot tub, open-plan living, and parking. (Ref. 1176931)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from Sat 20th Feb From €1079

    Book now
  • A two-story house with a pitched roof on Hillcrest Road with a 20 mph zone sign and plants in Wyke Regis
    46
    Wyke Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A fabulous three-bedroom holiday home in Wyke Regis, Dorset. (Ref. 1103441)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from Fri 19th Feb From €843

    Last booked yesterday
    Book now
  • A building with balconies and stairs in front with a palm tree on the side at Lookout in Cove Castle
    38
    Cove Castle, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Comfortable Spanish style holiday home in Weymouth. (Ref. 994352)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from Fri 19th Feb From €856

    Book now
  • A living room with two black leather sofas, a wood-burning stove, a wooden coffee table, a floor lamp, a small TV on a wooden stand, and glass doors with orange curtains at The Old Cart Shed in Winterborne Stickland
    37
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from Fri 19th Feb From €687

    Last booked yesterday
    Book now
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