Dog Friendly Cottages in Weymouth

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Your search returned 106 cottages.

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  • A rocky jetty and small sandy beach by the sea with a garden and gated walkway in the foreground at Weymouth Bay Apartment B in Greenhill
    32
    Greenhill, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. (Ref. 994772)

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

    7 nights from £605

    Secure your holiday with a 30% deposit* Book now
  • 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
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

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

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

    7 nights from £1171

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A window view of a park with people sitting and walking near the sea with boats sailing and a model sailboat on the windowsill at Sea King House in Cove Castle
    34
    Cove Castle, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    Located close to the town centre, Sea King house is a modern holiday home sleeping up to 5 people. (Ref. 994638)

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

    7 nights from £810

    Secure your holiday with a 30% deposit* Book now
  • A backyard with a brick house a blue wooden shed a small fenced garden and plants at Sandpiper in Weymouth
    41
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A lovely one-bedroom holiday home resting in Weymouth, Dorset. (Ref. 1092449)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher
    • Washing machine

    7 nights from £481

    Secure your holiday with a 30% deposit* Book now
  • Two beige houses with black doors and windows on a paved street at Jurassic Coast House in Portland
    Property has offers
    42
    Portland, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Modern and comfortable holiday house for up to 8 people in the Isle of Portland. (Ref. 994310)

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

    • 5% off - Sat 6th Sep to 20th Dec 2025

    7 nights from £939

    Secure your holiday with a 30% deposit* Book now
  • An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
    33
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

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

    7 nights from £695

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a green door and white framed windows with a garden and flowers at Norden Cottage in Osmington
    33
    Osmington, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Norden Cottage is a fine, three-bedroom abode resting in Osmington, Dorset. (Ref. 1149647)

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

    7 nights from £713

    Secure your holiday with a 30% deposit* Book now
  • A brick terraced house with bay windows and a front door numbered 7 with adjacent houses at Seahorse Cottage in Weymouth
    21
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Delightful stone terraced cottage close to Old Harbour in Weymouth, Dorset. (Ref. 1000703)

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

    7 nights from £594

    Secure your holiday with a 30% deposit* Book now
  • A rocky shoreline with a small beach a stone wall and garden plants at Weymouth Bay Apartment A in Weymouth
    49
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A lovely two-bedroom, ground-floor apartment resting in Weymouth, Dorset. (Ref. 1083146)

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

    7 nights from £625

    Secure your holiday with a 30% deposit* Book now
  • A front view of brick terraced houses with blue and red doors and small front gardens
    28
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Sleeping five a red brick cottage near harbourside in Weymouth. (Ref. 994600)

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

    7 nights from £642

    Secure your holiday with a 30% deposit* Book now
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