Cottages near Maiden Castle

We've got 21 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 21 self catering cottages near Maiden Castle to show you...

New bookings can be placed for any holiday arriving on or after the 12th April for cottages in England and we are accepting Easter bookings at our properties in Wales, for those that can legally travel. COVID-19

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

7 nights from £463

September Cottage

2948

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 £463

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £409

Beehive Cottage

4073

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


Beehive Cottage is a charming and cosy cottage on a quiet lane opposite St Mary's church in the village of Puddletown. Surrounded by farmland, the pretty village is nestled in the ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £409

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

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £414

Cedar Lodge

4014

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 create a very sociable space for a couple or smal...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £414

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

7 nights from £337

The Stables

1965

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 £337

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £449

Ivy Cottage

4122

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 £449

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £516

Tolpuddle Cottage

3752

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 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £516

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £758

The Old Mill

4503

2 bedroom, dog friendly self catering cottage in Dorchester, Dorset.


If you are looking for a beautifully unique and special property for a perfect Dorset holiday then look no further than The Old Mill. Formerly a working mill, this gorgeous propert...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £758

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £345

Badgers Cottage

3014

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 £345

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £595

Barn Owls Cottage

3015

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 £595

West Hembury Farm

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

7 nights from £940

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