Self-Catering Weymouth Cottages

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Your search returned 292 cottages.

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  • A row of brick houses with white windows and a blue door at ODYSEA in Weymouth
    Property has offers
    49
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    With off road parking for 2 cars and just a short 3-minute walk to the old harbour, town centre and beach beyond, this fully modernised 1900 cottage with 3 bedrooms, more importantly 3 bathrooms with 2 receptions and a sunny south facing garden is a steal (Ref. 1099795)

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

    • 20% off - Sat 4th Oct to 25th Oct 2025

    7 nights from €843

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a sloped roof and skylights with a gravel driveway at Baytree Lodge in Osmington
    59
    Osmington, Dorset
    • Sleeps12
    • Bedrooms5
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Luxurious 5 star contemporary property. (Ref. 993982)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €3869

    Secure your holiday with a 30% deposit* Book now
  • A garden with a shed and patio overlooking a bay with sailboats at Rainbow's End in Cove Castle
    27
    Cove Castle, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    2-minute walk to Sandsfoot beach and the South West Coast path. (Ref. 994582)

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

    7 nights from €799

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a white townhouse with blue doors and railings and stone columns at Hops House in Brewers Quay Harbour
    25
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    Modern and well-furnished Hops House is an ideal family holiday home in Weymouth. (Ref. 994277)

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

    7 nights from €878

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A balcony with a table and chairs overlooking a garden and sea at The View in Weymouth
    46
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    The View is a charming, three-storey house resting near the beach in Weymouth, Dorset, boasting stunning sea views, a balcony, and off-road parking. (Ref. 1173086)

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

    7 nights from €779

    Secure your holiday with a 30% deposit* Book now
  • A brick townhouse with multiple windows and green hedges in front at Plain Sailing in Weymouth
    42
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from €694

    Secure your holiday with a 30% deposit* Book now
  • Three modern two story houses with green window frames and stone wall facades with a paved driveway and some plants at Pebbles Reach in Fortuneswell
    42
    Fortuneswell, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    An attractive, terraced, three-storey house near Chesil Beach in Fortuneswell, Dorset. (Ref. 1091335)

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

    7 nights from €855

    Secure your holiday with a 30% deposit* Book now
  • The front exterior of a brick house with a black door and white framed windows surrounded by green bushes at Admirals Quarter Apartment 4 in Weymouth
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Modern ground floor Apartment. (Ref. 993910)

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

    7 nights from €540

    Secure your holiday with a 30% deposit* Book now
  • A row of attached houses with one blue house covered in climbing plants and flowers in front at Fenders Brewers Quay Harbour
    30
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Delightful terraced cottage. (Ref. 998253)

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

    7 nights from €645

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

      4.8★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from €744

    Secure your holiday with a 30% deposit* Book now
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