Your search returned 479 cottages.
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- Sleeps6
- Bedrooms3
- PetsYes
A superb, detached barn conversion resting on the outskirts of Winterborne Whitechurch. (Ref. 5188)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
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£300 off - Sun 22nd Dec 2024 to 5th Jan 2025
3 nights from Mon 6th Jan £495
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- Sleeps2
- Bedrooms1
- PetsYes
Tranquil Tides is a well-positioned, ground-floor apartment resting in Weymouth, Dorset. (Ref. 1132772)
- Wi-fi
- Ground floor bedroom
- Dishwasher
- Washing machine
3 nights from Sat 21st Dec £429
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- Sleeps6
- Bedrooms3
- PetsNo
Groves House is a lavish, reverse-level abode located in Castletown near Fortuneswell in Dorset, with an open-plan layout and only a short walk from a pub. (Ref. 1166808)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
3 nights from Fri 3rd Jan £452
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- Sleeps2
- Bedrooms1
- PetsNo
The Halt is a delightful, romantic holiday annex situated in the lovely little village of Maiden Newton in Dorset with a studio-style living space. (Ref. 1165359)
- Wi-fi
- Off-road parking
- Washing machine
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£231 off - Fri 27th Dec 2024 to 3rd Jan 2025
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20% off - Fri 3rd Jan to 10th Jan 2025
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20% off - Fri 10th Jan to 17th Jan 2025
3 nights from Sat 21st Dec £305
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- Sleeps8
- Bedrooms4
- PetsYes
Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. (Ref. 1138865)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
- Sky TV
3 nights from Thu 2nd Jan £878
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- Sleeps16
- Bedrooms8
- PetsYes
Moles Cottage is a characterful retreat with en-suite bedrooms, a toasty open fire and accepting pets, in the picturesque village of Farnham, Dorset. (Ref. 1165807)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Baby-friendly
3 nights from Fri 3rd Jan £1767
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- Sleeps10
- Bedrooms5
- PetsYes
The Cheesehouse is an exceptional, pet-friendly five-bedroom home resting in Litton Cheney, Dorset featuring a games room with pool, darts and bar area. (Ref. 1161994)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Games room
3 nights from Sat 4th Jan £1048
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- Sleeps4
- Bedrooms2
- PetsNo
Braiders Rest is a charming cottage located in the centre of Bridport, a market town in Dorset, with a lovely open-plan layout and short walk to a pub. (Ref. 1136101)
- Wi-fi
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5% off - Wed 4th Dec 2024 to 31st Jan 2025
3 nights from Sat 21st Dec £477
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- Sleeps15
- Bedrooms6
- PetsYes
Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. (Ref. 1105510)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
3 nights from Fri 3rd Jan £1259
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- Sleeps4
- Bedrooms2
- PetsYes
18 Chamberlaine Road is a lovely and welcoming abode, near a beach, situated in the heart of Weymouth, Dorset, only a short walk to a local shop and pub. (Ref. 1161457)
- Wi-fi
- Washing machine
3 nights from Sat 21st Dec £386
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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.
If a winter short stay in Dorset is what you're looking for this year, then book online with Dream Cottages today!