Dorset Christmas Breaks and Holiday Cottages for New Year

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Your search returned 310 cottages.

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  • The Studio

    Shaftesbury, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    An eye-catching stone cottage resting on the outskirts of Shaftesbury, Dorset. (Ref. 1008394)

    7 nights from Wed 22nd Dec £514

  • Middle Farm Annex

    Long Bredy, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A detached barn conversion set within the village of Long Bredy. (Ref. 998739)

    7 nights from Thu 23rd Dec £1167

  • Tidal Drift

    Wyke Regis, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes
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    A delightful, mid-terrace home just moments from the beach in the village of Wyke Regis, Weymouth. (Ref. 1071852)

    7 nights from Wed 22nd Dec £1087

    Last booked 9 hours ago
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  • Redcliff View Lodge

    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    Sleeps six in Weymouth, patio garden. (Ref. 994586)

    7 nights from Thu 23rd Dec £1108

    Last booked yesterday
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  • Cove Lodge

    Wakeham, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A stylish, lodge-style accommodation resting within close reach of Easton, Portland. (Ref. 1003710)

    7 nights from Wed 22nd Dec £2026

  • Cherry Blossom House

    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Lovely modern house, perfect for a family or group of friends to enjoy a holiday in Weymouth. (Ref. 994080)

    7 nights from Thu 23rd Dec £942

  • St Mary's Chapel

    West Lulworth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    Located in the coastal village of West Lulworth is this stunning converted chapel. (Ref. 1055781)

    7 nights from Wed 22nd Dec £1322

  • Oak Cottage

    Bere Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A modern country cottage located near the village of Bere Regis, Dorset. (Ref. 955591)

    7 nights from Wed 22nd Dec £1283

  • Ocean Watch 5

    Greenhill, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo
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    Modern, bright apartment with sea views over to Weymouth Bay. (Ref. 994506)

    7 nights from Thu 23rd Dec £1062

  • Sea Pink Cottage

    Langton Matravers, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    A well-presented, single storey cottage resting in the village of Langton Matravers, Dorset. (Ref. 1074436)

    7 nights from Wed 22nd Dec £817

    Last booked 2 days ago
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We have a wide range of cottages perfect for a Christmas break in Dorset. If you are looking for a new years break away from home, Dorset is the perfect place to go.

Christmas in Dorset

Winter is a great time to visit beautiful Dorset; idyllic country villages look even more inviting, nestled in the frostbitten landscape and the bustling towns come to life with festive events. Explore the local Christmas markets for those unique last-minute gifts, or stroll along the pretty promenades and twinkling harbours, before whiling away a long afternoon in a cosy pub with a roaring fire.

Christmas Breaks in Dorset

From cosy cottages complete with roaring open fires or log burners to luxury cottages, big enough to fit the whole family; Dream Cottages have the perfect place to make your Christmas extra special.

New Year Breaks in Dorset

Entering New Years in Dorset is a must. Enjoy spectacular fireworks, beautiful winter scenery and enjoy the comforts of cosy pubs, cottages with log burners and more. Stay in one of our large holiday cottages, so all your loved ones can be under the same roof to bring in the New Year.

Browse our collection of holiday cottages in Dorset with availability for Christmas and New Years today. Or, get in touch with one of our travel experts for more information.