Your search returned 11 cottages.
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- Sleeps4
- Bedrooms2
- PetsNo
Charming, modern barn located in the Dorset village of Bere Regis. (Ref. 1000906)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
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10% off - Fri 11th Jul to 29th Aug 2025
7 nights from £500
Secure your holiday with a 30% deposit* Book now -
- Sleeps6
- Bedrooms3
- PetsYes
Located in a quiet location in Weymouth, Upsidedown House is a unique and beautiful holiday home. (Ref. 994746)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £872
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- Sleeps4
- Bedrooms2
- PetsNo
Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. (Ref. 12497)
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Washing machine
7 nights from £649
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- Sleeps4
- Bedrooms2
- PetsNo
Contemporary barn conversion, close to the Dorset coast. (Ref. 994207)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £666
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- Sleeps4
- Bedrooms2
- PetsYes
Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. (Ref. 932157)
- Wi-fi
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £599
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- Sleeps6
- Bedrooms3
- PetsYes
A superb, detached barn conversion set in the countryside near Winterborne Whitechurch. (Ref. 5188)
- Wi-fi
- Off-road parking
- Electric car charging
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £747
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- Sleeps6
- Bedrooms3
- PetsYes
This cosy lodge on a peaceful15 acre site, is resting near village of Milton on Stour in Dorset. (Ref. 967741)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Baby-friendly
7 nights from £434
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- Sleeps6
- Bedrooms3
- PetsNo
This wave shaped lodge is architect designed and has incredible panoramic sea views from the decking. (Ref. 994765)
- Wi-fi
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £939
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- Sleeps4
- Bedrooms2
- PetsYes
Rural retreat for family or couples in quiet village of West Bexington. (Ref. 994791)
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £493
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- Sleeps5
- Bedrooms3
- PetsYes
Unique, A-frame lodge placed near Gillingham in Dorset. (Ref. 970181)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
7 nights from £411
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If you are looking for a superior getaway in a luxurious self-catering property look no further than these quirky and unique holiday cottages.
Unique Holiday Cottages
From luxury castles to cottages with quirky features or unusual architecture, this selection of unique cottages across Dorset is sure to promise a holiday that you won’t forget. We have carefully selected a range of unique holiday cottages to suit all tastes. We have a unique holiday cottage for everyone from properties boasting unique architecture, converted barns, shepherds huts, unique lodges and log cabins and even a stunning castle!
The luxurious Pennsylvania Castle lies above Church Ope Cove on the beautiful Isle of Portland. A private driveway winds through the beautiful gardens to the secluded property. The castle has nine sumptuously decorated bedrooms and plenty of rooms for entertaining. There is also an indoor swimming pool, ideal for a relaxing dip. If you are looking for a castle to stay in, for a special event or luxury break take a look at Pennsylvania Castle.
Places to visit from a Unique Cottage in Dorset
If you can manage to tear yourself away from your unique holiday home, why not explore the beautiful sights and sounds of Dorset?
During your stay in a quirky holiday cottage, make sure you visit the bustling town of Weymouth, home to several sandy beaches along the mesmerising South West Coast Path. Dorset is also filled with many historic market towns, such as Beaminster, Bridport, Dorchester and Wareham. The Isle of Portland is another iconic location filled with museums, a castle and the renowned Portland Bill Lighthouse. Not forgetting Dorset’s fabulous coastal villages such as West Bay, Chesil Beach, Ringstead Bay, Lulworth Cove and Lyme Regis.
If you’ve found your ideal unique cottage, book today and enjoy a Dorset holiday to remember!