Your search returned 539 cottages.
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- Sleeps2
- Bedrooms1
- PetsNo
Harbour Lights Apartment, a nicely-decorated apartment in the seaside town of Weymouth, Dorset. (Ref. 1145701)
- Wi-fi
- Washing machine
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15% off - Fri 3rd May to 24th May 2024
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20% off - Fri 24th May to 5th Jul 2024
3 nights from £550
Secure your holiday with a 30% deposit* Book now -
- Sleeps7
- Bedrooms4
- PetsYes
Poppy Cottage, a pleasantly-presented holiday accommodation in the charming town of Beaminster, Dorset. (Ref. 1138190)
- Wi-fi
- Off-road parking
- Washing machine
3 nights from £775
Secure your holiday with a 30% deposit* Book now -
- Sleeps4
- Bedrooms2
- PetsYes
The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. (Ref. 1133998)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from £586
Secure your holiday with a 30% deposit* Book now -
- Sleeps4
- Bedrooms2
- PetsYes
Alice's Cottage is a characterful, thatched cottage situated in Burton Bradstock, Dorset. (Ref. 1144638)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from £625
Secure your holiday with a 30% deposit* Book now -
- Sleeps8
- Bedrooms5
- PetsYes
Glyde House is a detached property situated in Dorchester, Dorset. (Ref. 1150284)
- Wi-fi
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from £990
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- Sleeps4
- Bedrooms2
- PetsNo
Sandy Haven is a delightful, ground-floor apartment resting in Swanage, Dorset. (Ref. 1140492)
- Wi-fi
- Ground floor bedroom
3 nights from £558
Secure your holiday with a 30% deposit* Book now -
- Sleeps6
- Bedrooms3
- PetsYes
Monaloe, a lovely three-bedroom house is located in beautiful seaside resort town of Weymouth, Dorset. (Ref. 1059916)
- Wi-fi
- Dishwasher
- Washing machine
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5% off - Wed 17th Apr to 24th May 2024
3 nights from £587
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- Sleeps6
- Bedrooms3
- PetsYes
Chickerell House is a pleasant, detached holiday home resting in the seaside town of Weymouth, Dorset. (Ref. 1152691)
- Wi-fi
- Off-road parking
- Ground floor bedroom
3 nights from £626
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- Sleeps2
- Bedrooms1
- PetsYes
Apple is a charming, wooden Shepard’s hut resting in the countryside of Sherborne, Dorset. (Ref. 1147728)
- Off-road parking
- Ground floor bedroom
3 nights from £415
Secure your holiday with a 30% deposit* Book now -
- Sleeps2
- Bedrooms1
- PetsYes
Blossom is a charming, wooden Shepard’s hut resting in the countryside of Sherborne, Dorset. (Ref. 1147729)
- Wi-fi
- Off-road parking
- Ground floor bedroom
3 nights from £415
Secure your holiday with a 30% deposit* Book now
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.