Weymouth Holiday Cottages

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Your search returned 29 cottages.

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    • Sleeps3
    • Bedrooms1
    • PetsYes
    • Tourist Board rating

    A welcoming cottage based on the outskirts of Osmington in Dorset. (Ref. 987459)

    7 nights from £370

    Secure this property with a 30% deposit* Book now
    • 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 £472

    Secure this property with a 30% deposit*
    Last booked 2 hours ago
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    • 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 £472

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    • 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 £526

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

    7 nights from £354

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    • Sleeps3
    • Bedrooms2
    • PetsNo
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    Grade II listed thatched cottage in idyllic setting in the historic Dorset village of Cerne Abbas. (Ref. 919506)

    7 nights from £475

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    • 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 £429

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    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A superb, detached barn conversion resting on the outskirts of Winterborne Whitechurch. (Ref. 5188)

    7 nights from £527

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    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Superb single-storey barn conversion near Winterborne Stickland in an Area Of Outstanding Natural Beauty. (Ref. 19285)

    7 nights from £400

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

    7 nights from £710

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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.