Osmington Cottages

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Your search returned 31 cottages.

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  • The Apple Loft at Jordan House

    Bowleaze, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    A contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. (Ref. 1067418)

    7 nights from £492

  • Seaview

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Lovely holiday home with sea views in Weymouth, Dorset. (Ref. 1065509)

    7 nights from £515

  • Lychgate Cottage

    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Two bedroomed coastal village location. (Ref. 994364)

    • £75 off - Sat 6th Nov to 13th Nov 2021

    7 nights from £515

    Last booked 2 days ago
    Book now
  • Blueberry Cottage

    Sutton Poyntz, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    An enchanting refurbished cottage in the centre of the lovely village of Sutton Poyntz. (Ref. 994009)

    7 nights from £384

  • Baytree Lodge

    Osmington, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsNo
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    Luxurious 5 star contemporary property. (Ref. 993982)

    7 nights from £1851

  • Fox Cottage

    Sutton Poyntz, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Delightful thatched cottage in the heart of village of Sutton Poyntz. (Ref. 1012260)

    7 nights from £477

  • Laurel Cottage

    Osmington, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes
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    A charming thatched roof character cottage resting in the village of Osmington, Dorset. (Ref. 1064960)

    7 nights from £418

  • Blossom Cottage

    Osmington, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsNo
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    A charismatic thatched cottage. (Ref. 994008)

    7 nights from £562

  • Whitegates Lodge

    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Link detached modern annex lodge in the Dorset Coastal village of Osmington. (Ref. 994794)

    7 nights from £450

  • Honeypot Cottage

    Preston, Dorset
    • Sleeps4
    • Bedrooms3
    • PetsNo
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    A traditional, thatched cottage resting within the village of Preston. (Ref. 1020408)

    7 nights from £433

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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. 


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