Self-Catering Weymouth Cottages

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  • A small blue house with patio furniture and potted plants on a tiled patio at Outlook Lodge in Bowleaze
    Property has offers
    28
    Bowleaze, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0★

      Perfect

    • Dream Cottages rating

    A lodge sleeping four people, Bowleaze area of Weymouth. (Ref. 994500)

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

    • 10% off - Sat 24th Oct to 31st Oct 2026

    7 nights from From £819

    Book now
  • A house with a pink door on a street at Shrimp Cottage in Brewers Quay Harbour
    Property has offers
    37
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      5.0★

      Perfect

    • Dream Cottages rating

    Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. (Ref. 1173548)

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

    • 20% off - Tue 22nd Dec to 29th Dec 2026

    • 20% off - Tue 29th Dec 2026 to 5th Jan 2027

    7 nights from From £614

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  • A three-story red brick residential building with multiple white-framed windows and black doors at Admiral's Quarter Apartment 5 in Weymouth
    11
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A well-presented, ground-floor apartment in Weymouth, Dorset. (Ref. 1126298)

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

    7 nights from From £461

    Book now
  • A window view of a harbor with sailboats and buildings in the background at The Ferryman in Weymouth
    16
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A character-filled cottage located in the popular seaside town of Weymouth, Dorset. (Ref. 1017295)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From £607

    Book now
  • A stone cottage with a white door and windows a wooden gate and gravel driveway at Little Brook in Nottington near Weymouth
    29
    Nottington near Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A quaint stone-built cottage resting on the outskirts of Weymouth. (Ref. 1061544)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Washing machine

    7 nights from From £552

    Book now
  • Front of a red brick terraced house with white door and windows and plants in front at Rockpools in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Sleeping four in Maltings area of Weymouth, pet friendly. (Ref. 994596)

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

    7 nights from From £459

    Book now
  • A living room with a sofa and dining area at Betty's Buoy Weymouth
    28
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Betty’s Buoy is a stylish first-floor apartment in Weymouth, Dorset, with open-plan living and easy access to the beach. (Ref. 1168986)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From £458

    Book now
  • A living room with sofas and a television at Weyside in Weymouth
    20
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Weyside is a fantastic apartment in the seaside town of Weymouth, located in Dorset, boasting close proximity to the beach as well as several amenities. (Ref. 1164944)

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

    7 nights from From £638

    Book now
  • A row of multi-colored buildings along a waterfront with a boat named Top Cat III docked at Safe Harbour Brewers Quay harbour
    38
    Brewers Quay harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Cosy, comfortable and luxurious three storey house in Weymouth. (Ref. 994606)

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

    7 nights from From £1010

    Book now
  • Front view of a brick house with white framed windows a white door two black chairs and a palm tree at Reaver Brewers Quay harbour
    27
    Brewers Quay harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Sleeping four near harbourside in Weymouth. (Ref. 994584)

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

    7 nights from From £695

    Book now
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