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- Sleeps6
- Bedrooms3
- PetsNo
Rose Cottage, a charming thatched cottage nestled in Osmington, within Dorset National Landscape, boasts a large garden and proximity to local amenities. (Ref. 1200211)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from Sat 28th Nov £718
Book nowLast booked 2 days ago -
- Sleeps4
- Bedrooms2
- PetsNo
Swanny View is a welcoming caravan featuring open‑plan living, enclosed decking with furniture, EV charging on‑site and easy access to local amenities. (Ref. 1201196)
- Wi-fi
- Off-road parking
- Ground floor bedroom
3 nights from Sun 29th Nov £407
Book nowLast booked yesterday -
- Sleeps12
- Bedrooms6
- PetsYes
Woodlands House is an impressive, dog-friendly retreat near the beach in Ringwood, Dorset, offering a hot tub, ground-floor living, and a balcony. (Ref. 1194318)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Sat 28th Nov £1611
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- Sleeps4
- Bedrooms2
- PetsNo
7 Blue Water is a ground‑floor apartment in Bournemouth, Dorset, featuring open‑plan living, a balcony with furniture and designated parking. (Ref. 1202344)
- Wi-fi
- Ground floor bedroom
- Washing machine
3 nights from Sat 28th Nov £505
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- Sleeps10
- Bedrooms5
- PetsYes
Harbins Farm is a farmhouse dating back 200 years, in Glanvilles Wootton Near Sherborne, Dorset, pet-friendly with woodburning stoves. (Ref. 1200098)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
3 nights from Sat 28th Nov £1046
Book nowLast booked yesterday -
- Sleeps6
- Bedrooms2
- PetsNo
This stunning, two-bedroom abode is perched in Lytchett Matravers, Dorset. (Ref. 1084628)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Sat 28th Nov £732
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3 nights from Sun 29th Nov £466
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- Sleeps4
- Bedrooms3
- PetsYes
Park View is a welcoming house in Weymouth, Dorset, offering three bedrooms, enclosed rear garden, and easy reach of shop, pub, and beach. (Ref. 1198402)
- Wi-fi
- Off-road parking
- Dishwasher
3 nights from Sat 28th Nov £536
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- Sleeps4
- Bedrooms2
- PetsYes
Long Barn is a contemporary thatched cottage resting in Burton Bradstock, Dorset, boasting beach proximity, tranquil river views and allows pets. (Ref. 1190470)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Mon 30th Nov £534
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- Sleeps4
- Bedrooms3
- PetsNo
A traditional, thatched cottage resting within the village of Preston. (Ref. 1201976)
- Wi-fi
- Washing machine
3 nights from Sun 29th Nov £537
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!