Unique Holiday Cottages

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  • Meadow View Barn

    Bere Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Charming, modern barn located in the Dorset village of Bere Regis. (Ref. 1000906)

    7 nights from £410

    Last booked yesterday
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  • Whispering Pines Cottage

    West Bexington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Rural retreat for family or couples in quiet village of West Bexington. (Ref. 994791)

    7 nights from £441

  • Old Higher Lighthouse Branscombe Lodge

    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. (Ref. 12497)

    7 nights from £597

  • Apple Tree Lodge

    Gillingham, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes
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    Unique, A-frame lodge placed near Gillingham in Dorset. (Ref. 970181)

    7 nights from £367

    Last booked 2 days ago
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  • The Wave

    Eype, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    This wave shaped lodge is architect designed and has incredible panoramic sea views from the decking. (Ref. 994765)

    7 nights from £832

  • Upsidedown House

    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Located in a quiet location in Weymouth, Upsidedown House is a unique and beautiful holiday home. (Ref. 994746)

    7 nights from £670

  • Shepherd's Hut

    Winterborne Whitechurch near Milborne St Andrew, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A superb, detached barn conversion resting on the outskirts of Winterborne Whitechurch. (Ref. 5188)

    7 nights from £518

  • Fossil Barn

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Contemporary barn conversion, close to the Dorset coast. (Ref. 994207)

    7 nights from £569

    Last booked 2 days ago
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  • Rose Lodge

    Milton on Stour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    This cosy lodge on a peaceful15 acre site, is resting near village of Milton on Stour in Dorset. (Ref. 967741)

    7 nights from £388

  • The Mouse House

    Milton Abbas, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    Cosy, studio hideaway close to Milborne St Andrew in Dorset. (Ref. 986342)

    7 nights from £283

    Last booked 6 hours ago
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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!