Osmington Cottages

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Your search returned 199 cottages.

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    • Sleeps3
    • Bedrooms2
    • PetsYes

      3.9

      Good

    • Dream Cottages rating

    A charming thatched roof character cottage resting in the village of Osmington, Dorset. (Ref. 1064960)

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

    7 nights from £456

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. (Ref. 1154894)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £620

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    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. (Ref. 1140944)

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

    7 nights from £599

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.9

      Good

    • Dream Cottages rating

    Harbour Retreat is a delightful three-storey cottage by the harbourside in Brewers Quay Weymouth, Dorset. (Ref. 1139963)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £614

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    Large kitchen diner. (Ref. 994553)

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

    7 nights from £914

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    Last booked yesterday
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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 £637

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Dolly Dream is a well-appointed duplex apartment close to a beach and shops, resting in the bustling town of Weymouth in Dorset. (Ref. 1152003)

    • Wi-fi
    • Washing machine

    7 nights from £760

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. (Ref. 1137374)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • 20% off - Mon 18th Nov to 21st Dec 2024

    • 20% off - Fri 3rd Jan to 1st Feb 2025

    7 nights from £985

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.0

      Good

    • Dream Cottages rating

    Ground floor bedroom and shower room. (Ref. 994264)

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

    7 nights from £502

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    • Sleeps10
    • Bedrooms5
    • PetsYes
    • 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 £1252

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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.