Osmington Cottages

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Your search returned 27 cottages.

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  • Magnolia Cottage Osmington

    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Magnolia cottage is situated in Osmington. (Ref. 994367)

    7 nights from £499

  • Outlook Lodge

    Preston, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A lodge sleeping four people, Bowleaze area of Weymouth. (Ref. 994500)

    7 nights from £578

  • Duck Cottage

    Sutton Poyntz, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Beautifully appointed cottage, resting in the quaint village of Sutton Poyntz in Dorset. (Ref. 1008404)

    7 nights from £458

  • Bowleaze View

    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    Situated in the beautiful Bowleaze Cove area of Weymouth, just seconds from a beach is this enchanting holiday home. (Ref. 994020)

    7 nights from £760

  • 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

    Last booked yesterday
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  • Apple Tree Cottage

    Ringstead, Dorchester, Dorset
    • Sleeps3
    • Bedrooms1
    • PetsYes
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    A welcoming cottage based on the outskirts of Osmington in Dorset. (Ref. 987459)

    7 nights from £376

    Last booked 2 days ago
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  • Sea Spray

    Bowleaze, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Located close to the coast, this holiday home is perfect for a romantic retreat or small family holiday. (Ref. 994645)

    7 nights from £524

  • 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 £486

  • Warmwell Lodge

    Warmwell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Lovely early Victorian style Grade II listed cottage set in Warmwell village. (Ref. 994760)

    7 nights from £482

    Last booked 2 days ago
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  • Lychgate Cottage

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

    7 nights from £524

    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. 


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