Osmington Cottages

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Your search returned 30 cottages.

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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.9

      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 £702

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.5

      Outstanding

    • Dream Cottages rating

    The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. (Ref. 1149531)

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

    7 nights from £593

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.1

      Good

    • Dream Cottages rating

    A charming single-storey cottage resting in Upton near Preston, Dorset. (Ref. 1129333)

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

    7 nights from £411

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.1

      Good

    • Dream Cottages rating

    Situated in the beautiful Bowleaze Cove area of Weymouth, just seconds from a beach is this enchanting holiday home. (Ref. 994020)

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

    7 nights from £763

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    Last booked 2 days ago
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    An enchanting refurbished cottage in the centre of the lovely village of Sutton Poyntz. (Ref. 994009)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £449

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    Lovely early Victorian style Grade II listed cottage set in Warmwell village. (Ref. 994760)

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

    7 nights from £522

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3

      Good

    • Dream Cottages rating

    Detached property in village of Sutton Poyntz. (Ref. 994127)

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

    7 nights from £737

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    This fabulous three-bedroom abode resides in Weymouth, Dorset. (Ref. 1125198)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher

    7 nights from £670

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    A lovely two-bedroom bungalow resting in Preston, Dorset. (Ref. 1106680)

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

    7 nights from £559

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    Last booked yesterday
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    This quirky, converted bunker rests in Ringstead near Preston, Dorset. (Ref. 1131689)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher

    7 nights from £858

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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The seaside village of Osmington is nestled in a small cove on the edge of the coast, perfect for those seeking a peaceful getaway to one of the most beautiful parts of the country. Browse our selection of Osmington cottages to find the ideal accommodation. 

Why Osmington?

Osmington is comprised of everything imaginable for a quintessentially English village. Picture country lanes filled with beautiful thatched old stone cottages and farmhouses, with an array of country pubs and quaint tea rooms dotted about.

Visit Osmington Mills beach, which provides a pleasant alternative to the crowded beaches, and is largely dog-friendly too. The village is also a great starting point to explore the Jurassic coast, with plenty of opportunities to see 200 million-year-old fossils, which would make for an extremely rewarding day out.

Places to visit near Osmington

Situated near the southern tip of Dorset, our Osmington accommodation is within easy reach of some awe-inspiring locations. Discover the appeal behind the traditional seaside town of Weymouth, just 15 minutes away, or admire the superb views of Dorset’s Heritage Coast from West Bay. Other popular locations include Portland, Bridport and Swanage.

Types of Holiday

Luckily for you, our wide range of self-catering cottages makes it easy to find the perfect property to suit your needs. Whether you’re after a beach cottage, a romantic break, or dog-friendly accommodation, we’ve got you covered. For a short break, check-out May bank holiday cottages and see Dorset in Spring.


If you would like to book a holiday cottage in Osmington, contact our team of friendly travel experts.