Your search returned 395 cottages.
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- Sleeps2
- Bedrooms1
- PetsYes
This charming, one-bedroom holiday home rests in Winterborne Stickland near Blandford Forum, Dorset. (Ref. 1068261)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from Sat 1st Mar £520
Secure your holiday with a 30% deposit* Book now -
- Sleeps8
- Bedrooms4
- PetsYes
Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. (Ref. 1129395)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Sat 22nd Feb £1307
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- Sleeps6
- Bedrooms3
- PetsNo
Excellent period apartment in Weymouth close to the esplanade. (Ref. 993988)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Sat 22nd Feb £1036
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- Sleeps4
- Bedrooms2
- PetsNo
A detached barn conversion set within the village of Long Bredy. (Ref. 998739)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Sat 1st Mar
was £576£493Secure your holiday with a 30% deposit* Book now -
- Sleeps6
- Bedrooms3
- PetsNo
A beautifully presented property located in peaceful village of Burton Bradstock. (Ref. 1069215)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from Sat 22nd Feb £675
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- Sleeps10
- Bedrooms5
- PetsNo
Sleeps 10, fully renovated 5 storey Georgian sea front house, Large TV, sea views, 3 en-suite bedrooms, less than 50m to the beach. (Ref. 1001820)
- Wi-fi
- Dishwasher
- Baby-friendly
3 nights from Sat 22nd Feb £1478
Secure your holiday with a 30% deposit* Book now -
- Sleeps2
- Bedrooms1
- PetsNo
The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. (Ref. 1149531)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from Sat 22nd Feb
was £579£494Secure your holiday with a 30% deposit* Book now -
- Sleeps4
- Bedrooms2
- PetsNo
This charming, two-bedroom holiday lodge rests in Bowerchalke, near Broad Chalke, Wiltshire. (Ref. 1111761)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Games room
3 nights from Mon 24th Feb £539
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- Sleeps6
- Bedrooms3
- PetsYes
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 Tue 25th Feb £518
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- Sleeps2
- Bedrooms1
- PetsNo
This picturesque cottage, situated in the village of Upwey, with parking. (Ref. 994658)
- Wi-fi
- Washing machine
- Baby-friendly
3 nights from Sat 22nd Feb £472
Secure your holiday with a 30% deposit* Book now
Avoid the flock of tourists with a short winter break in Dorset this year. Explore the breathtaking countryside and coast in the crisp air with your loved ones.
Why Book 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, or one of these cottages for the New Year if you're looking for a different kind of winter break.
If a winter short stay in Dorset is what you're looking for this year, then book online with Dream Cottages today!