Winter Short Breaks in Dorset

REFINE SEARCH

Your search returned 480 cottages.

Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100
  • A single story white building with a grey roof and glass entrance surrounded by a wooden fence at Cliff Barn in Burton Bradstock
    Property has offers
    27
    Save £60 with code BFDEAL60
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A brightly decorated property resting within the village of Burton Bradstock, Dorset. (Ref. 1118787)

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

    3 nights from Sat 13th Dec £442

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with large glass doors a hot tub a lawn and a patio area at The Barn in Lytchett Matravers
    Property has offers
    60
    Save £60 with code BFDEAL60
    • Sleeps10
    • Bedrooms4
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. (Ref. 1084629)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 5% off - Fri 19th Dec to 31st Dec 2025

    3 nights from Sun 30th Nov £1272

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A patio with outdoor dining furniture and hot tub next to a lawn and wooden house at The Gully in Sherborne
    45
    Save £60 with code BFDEAL60
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A superb four-bedroom barn conversion resting in Hummer, Dorset. (Ref. 1086608)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Mon 1st Dec £1282

    Secure your holiday with a 30% deposit*
    Last booked 3 hours ago
    Book now
  • A small stone patio with a round table and chairs next to a wooden bench outside a stone house at Tiddlers Cottage in Uploders near Bridport
    45
    Save £60 with code BFDEAL60
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    This attractive, one-bedroom cottage resides in Uploders near Bridport, Dorset. (Ref. 1117867)

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

    3 nights from Sun 1st Feb £402

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A wooden house with brick foundation surrounded by trees and plants at Willow Brook in Okeford Fitzpaine
    12
    Save £60 with code BFDEAL60
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. (Ref. 1137516)

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

    3 nights from Sun 30th Nov £573

    Secure your holiday with a 30% deposit* Book now
  • A living room with two grey sofas and a wooden boat-shaped shelf with books at Chesil Retreat Weymouth
    Property has offers
    32
    Save £60 with code BFDEAL60
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A stylish property resting in the resort of Weymouth, Dorset. (Ref. 1100742)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 15% off - Fri 19th Dec to 26th Dec 2025

    • 15% off - Fri 26th Dec 2025 to 2nd Jan 2026

    3 nights from Sun 30th Nov £475

    Secure your holiday with a 30% deposit* Book now
  • Front exterior of a house with a black door two potted plants and pink flowers in a garden at 6 The Terrace Brewers Quay Harbour
    42
    Save £60 with code BFDEAL60
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. (Ref. 1096352)

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

    3 nights from Thu 11th Dec £860

    Secure your holiday with a 30% deposit*
    Last booked 9 hours ago
    Book now
  • A window looking out onto a harbor with fishing boats and buildings at Embassy Brewers Quay Harbour
    42
    Save £60 with code BFDEAL60
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. (Ref. 1107011)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 6th Dec £436

    Secure your holiday with a 30% deposit* Book now
  • A row of white and grey terraced houses with bushes and purple flowers in front at Bay Tree House in Seaton Devon
    61
    Save £60 with code BFDEAL60
    • Sleeps16
    • Bedrooms8
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A beautiful four-storey townhouse resting in the seaside town of Seaton, Devon. (Ref. 1063005)

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

    3 nights from Sun 30th Nov £1541

    Secure your holiday with a 30% deposit* Book now
  • A stone pathway leads to a white house with a slate roof surrounded by trees and garden at Marles Farmhouse in Salwayash
    43
    Save £60 with code BFDEAL60
    • Sleeps12
    • Bedrooms6
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Beautiful converted farmhouse. (Ref. 976544)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    3 nights from Sun 30th Nov £1478

    Secure your holiday with a 30% deposit*
    Last booked 6 hours ago
    Book now
Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100