Weymouth Holiday Cottages

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Your search returned 30 cottages.

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  • Little Orchard

    Maiden Newton, Dorset, Dorset
    • Sleeps6
    • Bedrooms4
    • PetsNo
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    Lovely spacious family cottage in Maiden Newton Dorset.Enclosed large garden. (Ref. 1037321)

    7 nights from £606

    Last booked yesterday
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  • Casterbridge

    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

    7 nights from £575

  • The Old School Cottage

    Tincleton near Dorchester, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Well-presented barn conversion, close to the rural Dorset hamlet of Tincleton. (Ref. 20691)

    7 nights from £379

  • 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 £395

  • Bramshurst

    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. (Ref. 932159)

    7 nights from £460

  • Budmouth

    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. (Ref. 932157)

    7 nights from £504

  • Shepherd Oak

    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. (Ref. 932158)

    7 nights from £504

  • South Lodge

    Hazelbury Bryan, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. (Ref. 969185)

    7 nights from £417

  • Mappowder Cottage

    Buckland Newton near Dorchester, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Lovely two bedroom cottage resting near the attractive town of Sturminster Newton in Dorset. (Ref. 988342)

    7 nights from £424

  • Rowdens Barn

    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Beamed, single-storey holiday cottage near Winterborne Stickland. (Ref. 905898)

    7 nights from £427

    Last booked 2 days ago
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Why book a cottage in Weymouth?

Weymouth is a bustling seaside town with a lovely,sandy beach nestled in a sheltered bay. The gentle, shallow waters make it a great destination for families with young children and there are also many family-friendly attractions close by, such as the sealife centre and sandworld sculpture park. Weymouth Harbour is often packed full of boats and just off the tip of the coast, reached by a causeway, is the Isle of Portland. It's great for outdoor adventurers as you can try rock climbing, abseiling and sailing. It is also a paradise for wildlife, with many rare birds choosing to stop here on their migratory path.