Winter Short Breaks in Dorset

Your search returned 483 cottages.

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24
Redcliff View Lodge Save
Weymouth, Dorset
- Sleeps6
- Bedrooms3
- PetsNo
- Dream Cottages rating
Sleeps six in Weymouth, patio garden. (Ref. 994586)
Wi-fi
Off-road parking
Ground floor bedroom
Dishwasher
Washing machine
Baby-friendly
3 nights from Fri 28th Nov €744

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21
Puffin Cottage Save
Hawkchurch, Devon
- Sleeps4
- Bedrooms2
- PetsYes
- Dream Cottages rating
Romantic single storey cottage in Hawkchurch. (Ref. 1020961)
Wi-fi
Off-road parking
Ground floor bedroom
Dishwasher
Washing machine
Baby-friendly
3 nights from Sat 29th Nov €495

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99
Milton Manor Save
Milton On Stour, Dorset
- Sleeps33
- Bedrooms14
- PetsYes
- Dream Cottages rating
This stunning historic manor nestles in the heart of Milton on Stour, Dorset. (Ref. 1026929)
Wi-fi
Off-road parking
Ground floor bedroom
Hot Tub
Dishwasher
Washing machine
Baby-friendly
Games room
5% off - Fri 7th Mar 2025 to 30th Apr 2026
3 nights from Sat 29th Nov €5588

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38
1 Charlotte Close Save
Talbot Village, Poole, Dorset
- Sleeps8
- Bedrooms4
- PetsNo
- Dream Cottages rating
A traditional four-bedroom cottage resting in Talbot Village, Dorset. (Ref. 1105314)
Wi-fi
Off-road parking
Dishwasher
Washing machine
Baby-friendly
3 nights from Tue 6th Jan €1086

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Last booked 2 days ago
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22
Ashwood Save
Brewers Quay Harbour, Dorset
- Sleeps6
- Bedrooms3
- PetsNo
- Dream Cottages rating
Modern 3 Storey house. (Ref. 993939)
Wi-fi
Off-road parking
Dishwasher
Washing machine
Baby-friendly
3 nights from Fri 28th Nov €892

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30
Roman Lodge Save
Osmington, Dorset
- Sleeps6
- Bedrooms3
- PetsYes
- Dream Cottages rating
A bright and airy lodge resting in Osmington near Preston, Dorset. (Ref. 1093891)
Wi-fi
Off-road parking
Ground floor bedroom
Dishwasher
Washing machine
3 nights from Fri 28th Nov €788

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Last booked 2 days ago
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17
Mallows Byre Save
Yetminster, Dorset
- Sleeps4
- Bedrooms2
- PetsNo
- Dream Cottages rating
Mallows Byre is a delightful barn conversion situated in the historic village of Yetminster in Dorset with an outstanding freestanding bath and Smart TV. (Ref. 955342)
Wi-fi
Ground floor bedroom
Dishwasher
Washing machine
3 nights from Mon 15th Dec €422

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19
Kingfisher Cottage Save
Weymouth, Dorset
- Sleeps4
- Bedrooms2
- PetsNo
- 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
Baby-friendly
3 nights from Fri 28th Nov €670

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30
Fenders Save
Brewers Quay Harbour, Dorset
- Sleeps4
- Bedrooms2
- PetsYes
- Dream Cottages rating
Delightful terraced cottage. (Ref. 998253)
Wi-fi
Dishwasher
Washing machine
Baby-friendly
3 nights from Fri 28th Nov €656

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34
Three @ No36 Save
Weymouth, Dorset
- Sleeps4
- Bedrooms2
- PetsNo
- Dream Cottages rating
Three @ No36, a delightful, second-floor apartment situated in the town of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. (Ref. 1162204)
Wi-fi
Off-road parking
Dishwasher
Washing machine
3 nights from Sat 29th Nov €573

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