New Year Holidays in Dorset

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A stone building facade with multiple windows flower boxes and a wrought iron fence at The Esplanade in Weymouth
    Property has offers
    85
    Weymouth, Dorset
    • Sleeps18
    • Bedrooms9
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. (Ref. 1123341)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Baby-friendly

    7 nights from Tue 29th Dec $7356

    Book now
  • A brick townhouse with multiple windows and green hedges in front at Plain Sailing in Weymouth
    Property has offers
    42
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Plain Sailing, a gorgeous holiday home located in the heart of the marvellous seaside town of Weymouth, Dorset. (Ref. 1153879)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from Wed 30th Dec $1987

    Book now
  • Front view of three terraced houses with plants and bushes in front at Kingfisher Cottage in Weymouth
    Property has offers
    19
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A terrace property resting close to the beach and harbour in Weymouth. (Ref. 1038344)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from Wed 30th Dec $1366

    Book now
  • A glass table with sunglasses fruit bowl champagne bottle and glasses overlooking a beach and sea at 123 On The Sea in Weymouth
    Property has offers
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    123 On The Sea is a lovely, two-bedroom apartment residing in Weymouth, Dorset. (Ref. 1133961)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Baby-friendly

    7 nights from Tue 29th Dec $1362

    Last booked 2 hours ago
    Book now
  • A rocky jetty and small sandy beach by the sea with a garden and gated walkway in the foreground at Weymouth Bay Apartment B in Greenhill
    Property has offers
    32
    Greenhill, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. (Ref. 994772)

    • Wi-fi
    • Off-road parking
    • Washing machine
    • Baby-friendly

    7 nights from Wed 30th Dec $1821

    Last booked yesterday
    Book now
  • Quay Cottage - 994576 - photo 1
    Property has offers
    28
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Quay cottage is a period terraced property in Weymouth. (Ref. 994576)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from Wed 30th Dec $1441

    Book now
  • A house with a pink door on a street at Shrimp Cottage in Brewers Quay Harbour
    Property has offers
    37
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. (Ref. 1173548)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • $458 off - Fri 10th Jul to 17th Jul 2026

    • $214 off - Fri 7th Aug to 14th Aug 2026

    • $214 off - Fri 14th Aug to 21st Aug 2026

    7 nights from Tue 29th Dec $2125

    Last booked 2 days ago
    Book now
  • A sitting area with two sofas and a dining table with chairs overlooking the sea at Sandpiper Chalet in Eype
    Property has offers
    28
    Eype, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A charming single-storey holiday home nestled in the quaint village of Eype, Dorset. (Ref. 1078226)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from Wed 30th Dec $1236

    Last booked 2 days ago
    Book now
  • A building with balconies and stairs in front with a palm tree on the side at Lookout in Cove Castle
    Property has offers
    38
    Cove Castle, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Comfortable Spanish style holiday home in Weymouth. (Ref. 994352)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from Tue 29th Dec $1585

    Book now
  • A stone and blue wooden building with external staircases and balconies under a clear sky at Santiago House in Weymouth
    Property has offers
    45
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    This charming, four-bedroom holiday home rests in Weymouth, Dorset. (Ref. 1043677)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Baby-friendly

    7 nights from Tue 29th Dec $3077

    Book now
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