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

  • Snooks Cottage

    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Gorgeous, semi-detached, Grade II listed 17th century thatched cottage in the Dorset village of Upwey. (Ref. 916915)

    7 nights from £424

  • 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 £433

  • 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 £443

  • 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 £363

    Last booked 2 days ago
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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 £493

  • Cuckoo Cottage

    Bridport, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    A romantic pied-a-terre in the bustling market town of Bridport. (Ref. 1004940)

    7 nights from £365

    Last booked 2 days ago
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  • 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 £414

    Last booked 2 days ago
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  • Everdene

    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

    7 nights from £492

  • 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 £365

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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.