Self-Catering Weymouth Cottages

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  • A window seat with two mugs and a muffin on a tray overlooking a carousel and seaside at Shore View in Weymouth
    55
    Weymouth, Dorset
    • Sleeps10
    • Bedrooms5
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. (Ref. 1118900)

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

    7 nights from From €1370

    Book now
  • The exterior of a white terraced house with blue doors and window sills at South Harbour Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.4★

      Good

    • Dream Cottages rating

    A pretty, renovated terraced cottage, close to the old harbour and Brewers Quay in Weymouth. (Ref. 1043009)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From €681

    Last booked yesterday
    Book now
  • A living room with teal sofas a wooden coffee table a television on a corner stand and a dining area with wooden chairs at Louisa Cottage Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.4★

      Good

    • Dream Cottages rating

    Beautiful and spacious cottage over three floors in Weymouth. (Ref. 994354)

    • Pets go free
    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from From €602

    Last booked yesterday
    Book now
  • A street view showing the entrance door of Little Gull Cottage with steps and potted plants in Weymouth
    21
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Little Gull Cottage is a lovely, three-storey holiday home close to Weymouth’s harbour in Dorset. (Ref. 1144645)

    • Pets go free
    • Wi-fi
    • Baby-friendly

    7 nights from From €652

    Book now
  • A wooden house with skylights and a small garden area surrounded by trees at Roman Lodge in Osmington
    31
    Osmington, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A bright and airy lodge resting in Osmington near Preston, Dorset. (Ref. 1093891)

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

    7 nights from From €842

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  • A driveway with a silver van parked next to a house with a garage and trees at Redcliff View Lodge in Weymouth
    24
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.1★

      Good

    • Dream Cottages rating

    Sleeps six in Weymouth, patio garden. (Ref. 994586)

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

    7 nights from From €770

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  • 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
    • Pet FriendlyNo

      4.3★

      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

    • 10% off - Wed 1st Jul to 31st Aug 2026

    7 nights from From €1596

    Book now
  • A brick and white semi detached house with bay windows and potted plants outside at Anchor House Weymouth
    Property has offers
    68
    Weymouth, Dorset
    • Sleeps15
    • Bedrooms6
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. (Ref. 1105510)

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

    • 10% off - Mon 13th Jul to 17th Jul 2026

    7 nights from From €1916

    Book now
  • A front view of a three-story end terrace house with a lawn and driveway at The Ferns in Weymouth
    25
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Comfortable family seaside holiday home in Weymouth. (Ref. 994187)

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

    7 nights from From €837

    Book now
  • A street view of row houses with brick walls and bay windows with plants in front at Sandsfoot Rest in Weymouth
    26
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    An attractive, Edwardian terraced house situated in Weymouth, Dorset. (Ref. 1001484)

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

    7 nights from From €584

    Book now
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