Winter Short Breaks in Dorset

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    • Sleeps9
    • Bedrooms4
    • PetsNo
    • Dream Cottages rating

    Bay Cottage is a well-presented, three-storey townhouse situated in the resort of Weymouth, Dorset. (Ref. 1139723)

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

    3 nights from Fri 1st Dec was £951 £925

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    3 Compass Point is a stylish, ground-floor apartment resting in Weymouth, Dorset. (Ref. 1129014)

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

    3 nights from Wed 6th Dec £610

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    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    A Georgian, Grade II listed property resting in the charming town of Dorchester, Dorset. (Ref. 1025833)

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

    3 nights from Fri 1st Dec was £567 £518

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. (Ref. 1129331)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 1st Dec £525

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Sunset View is a perfectly-positioned, fifth-floor apartment residing in Castletown, Dorset. (Ref. 1141111)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    3 nights from Sat 2nd Dec £460

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Dairy Cottage is a delightful, three-bedroom thatched cottage resting on a working farm on the outskirts of Abbotsbury, Dorset. (Ref. 1123043)

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

    3 nights from Mon 18th Dec £448

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    • Sleeps5
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    Taylor's Retreat is an end-of-terrace cottage situated in the heart of Weymouth, Dorset. (Ref. 1143038)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Fri 1st Dec £501

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Very good

    • 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

    3 nights from Fri 1st Dec was £609 £459

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    • 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 Fri 1st Dec was £458 £411

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Luxury coastal ground floor property, located on Fishermans Bank, Mudeford. (Ref. 1006623)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • 10% off - Sat 3rd Feb to 2nd Mar 2024

    3 nights from Sat 27th Jan £665

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    Last booked yesterday
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Avoid the flock of tourists with a winter short break in Dorset this year. Explore the breath-taking countryside and coast in the crisp air with your loved ones.

Why a winter short break in Dorset?

Enjoy the great outdoors this winter with an adventure to Dorset. Admire the sea-breeze as you explore Old Harry Rocks, Lulworth Cove, Durdle Door and the Golden Cap. Or if for an inland walk, you can see the seasons change at Wareham Forest and Upton Country Park.

After your hike, you can reward yourself in a traditional pub for a hearty meal. Later on, look forward to returning to your Dorset cottage, where you can spend quality time together. The next day, treat your family to a trip to Abbotsbury Subtropical Gardens to see exotic plants.

Or if that's not for you, immerse yourself in the past at a historic attraction. Wander around the National Trust site of Kingston Lacey, which looks even more magical in winter! There is also Lulworth Castle, Castle combe and Highcliffe Castle.

 

Places to visit on your winter short break in Dorset 

Our Cottages are dotted around the most scenic parts of Dorset, perfect for exploring in the cooler months. Pull on your woolly hat and wander around the idyllic village of Burton Bradstock for a winter walk. Here you will have easy access to the stunning Jurassic Coast and 18-mile Chesil Beach.

Travel along the coastline to reach West Bay, Eype, Abbotsbury and West Bexington. Wanting a family day filled with fun? Visit the vibrant seaside towns of Weymouth and Swanage for a host of attractions.

 

Types of winter short stays in Dorset 

Discover a range of beautiful holiday homes in Dorset during your winter staycation. Gather your family together with dog-friendly cottages and large holiday homes.

And you can stay cosy and warm as you snuggle up in a cottage with an open-fire. If you like open-fires then you may want to try country cottages to find a rustic base for your adventure.

If a winter short stay in Dorset is what you're looking for this year then book online with Dream Cottages today.