Christmas & New Year Cottage Breaks in Dorset

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Your search returned 185 cottages.

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  • Newlands

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    First floor apartment located close to Weymouth town centre and the beach, perfect for a family or couple coming to explore the sites of Dorset. With off road parking. (Ref. 1057657)

    14 nights from Wed 16th Dec £1056

  • Fleur Cottage

    Maiden Newton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Rating

    A beautiful, quaint cottage in the Dorset village of Maiden Newton. Woodburning stove. In the Dorset AONB. Close to the coast. Private courtyard. Homely interior. WiFi. Dorchester 8.5 miles; Weymouth 17.5 miles. (Ref. 1050038)

    14 nights from Tue 22nd Dec £1359

  • Wishing Well Cottage

    Upwey, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A traditional stone-built cottage situated in the quaint village of Upwey. Enclosed patio area. Quiet location. Close to pub and shop. Weymouth 4.2 miles. (Ref. 1052785)

    14 nights from Tue 22nd Dec £2032

  • Telltales

    Fortuneswell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Contemporary and spacious accommodation on the beautiful Isle of Portland, Dorset. WiFi. Garage parking. Enclosed garden. Weymouth 4.6 miles; Dorchester 12.2 miles. (Ref. 1056087)

    14 nights from Wed 16th Dec £1450

  • Weybury Cottage

    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A period three-storey terraced property resting in Weymouth, Dorset. In walking distance of amenities and beach. Pet-friendly. Isle of Portland 6.1 miles; Dorchester 8.7 miles. (Ref. 1055214)

    14 nights from Wed 16th Dec £2433

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  • Jurassica House

    Fortuneswell, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo
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    A large, contemporary holiday house resting on the Isle of Portland in Fortuneswell. Enclosed garden with patio. Shop, pub and beach in walking distance. Weymouth 4.7 miles; Dorchester 12.3 miles. (Ref. 1043679)

    14 nights from Wed 16th Dec £3371

  • Little Gull Cottage

    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo
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    Little Gull cottage is modern and comfortable holiday home close to Weymouth’s harbour. Wifi. Patio. Shop and pub 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 1048675)

    14 nights from Tue 22nd Dec £2129

  • Harbour Hideaway

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A second-floor apartment resting in Weymouth. Harbour views. WiFi. Garage parking. Dorchester 8.5 miles. (Ref. 1007302)

    14 nights from Tue 22nd Dec £1754

  • Higgledy Piggledy Cottage

    Swanage, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes
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    A charming stone-built cottage resting in Swanage. Enclosed garden. Close to amenities. Corfe Castle 4.5 miles; Wareham 8.9 miles. (Ref. 1050784)

    • 10% off - Fri 30th Oct to 4th Dec 2020

    14 nights from Tue 22nd Dec £1559

  • Beachside View

    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    A third-floor apartment resting in the centre of Weymouth. Close to the beach. Smart TV. Permit parking. WiFi. Dorchester 7.8 miles. (Ref. 1050778)

    14 nights from Tue 22nd Dec £1154

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We have a wide range of Christmas and New Year Dorset Holiday Cottages to choose from. If you are looking for a new years break away from home, Dorset is the perfect place to go.

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.