Cottages near Maiden Castle

We've got 17 holiday cottages within 15 miles of Maiden Castle. You can refine your search using the controls below.

Covering an area of more than 50 football pitches, this is Britain's largest and most complex Iron Age hillfort. The castle was built in 600 BC, over the remains of a Neolithic settlement. Over the centuries that followed, the hillfort was extended and additional defences thrown up around it. Today you can wander the old ramparts and enjoy beautiful views of the Dorset countryside.

We have 17 self catering cottages near Maiden Castle to show you...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £453

2 bedroom self catering cottage near the sea near Weymouth, Dorset.


This comfortable semi-detached family home is on the edge of the countryside, yet only three miles from Weymouth with its sandy beaches and historic quay. A 20 minute walk takes yo...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £453

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £394

2 bedroom thatched, dog friendly cottage near Dorchester, Dorset.


Beehive Cottage is a charming and cosy cottage for four, on a quiet lane opposite St Mary's church in the village of Puddletown. The village is surrounded by farmland, Thomas Hardy...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £394

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £394

2 bedroom, dog friendly holiday cottage near Dorchester, Dorset.


Cedar Lodge is a cosy cottage in a quiet rural location. All on one level, the open plan living-room with kitchen and dining areas creates a very sociable space for a couple or sma...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £394

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £334

1 bedroom, rural holiday cottage near Dorchester, Dorset.


Dorset’s World Heritage Jurassic Coast is close to this comfortably furnished, single-storey, spacious cottage. Set within the grounds of the Owner’s home, The Stables is self-cont...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £334

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431

2 bedroom, dog friendly holiday cottage in Cattistock near Dorchester, Dorset.


Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of an Area of Outstanding Natural Beauty, the cot...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £431

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £514 *

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


This pretty thatched cottage is in the tranquil historic village of Tolpuddle, just 15 miles from the World Heritage Jurassic Coast. An ideal base for a family holiday or perfect f...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £514 *

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £322

1 bedroom, dog friendly self catering cottage near Bridport, Dorset.


Badgers Cottage, a snug semi-detached cottage for two, is set in a farmyard, beautifully converted from an 18th Century stone barn. All on one level, the open plan design gives a w...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £322

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £558

3 bedroom, dog friendly self catering cottage near Bridport, Dorset.


Barn Owls Cottage, a semi-detached cottage converted from an 18th Century stone barn, has retained much of its original character with inset fossils and huge oak beams. The kitchen...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £558

Our property managers are local experts who handpick perfect places to stay.

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £880


West Hembury Farm is situated in an Area of Outstanding Natural Beauty; a walker's paradise. Just four miles from the bustling market town of Bridport, and a short drive to the Wo...

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £880

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £561

3 bedroom, dog friendly self catering cottage near Bridport, Dorset.


This beautiful barn conversion at the heart of a working dairy farm is just inland from Dorset's spectacular Jurassic Coast and its beaches. The rural setting will please all the f...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £561

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