Lulworth Cove and South Dorset Cottages

Fishermen have plied their trade from Lulworth Cove for centuries and still catch bass, conger, pollack and wrasse, even lobster there. The area and its immediate surroundings have a long history of smuggling and local folklore is rich with tales of desperate brigands and their running battles with the customs men and militia sent to catch them.

There’s also a rich literary history and the poet Keats spent his last hours on British soil at Lulworth while Rupert Brooke wrote poems there to his lost love and Bertrand Russell and various lovers outraged the locals by skinny-dipping!

The nearby village of Chaldon Herring was a writers’ hotspot in the 1920s and 1930s as home to the Powys brothers and sisters – Gertrude, Theodore, Llewellyn, John Cooper and Philippa – while the political sympathies and love affair of Sylvia Warner and Valentine Ackland who lived at West Chaldon aroused the attentions of MI5. 

In another local literary link TE Lawrence – the famous Lawrence of Arabia – lived at Clouds Hill while stationed at Bovington Camp close to where he was killed in a motorcycle accident in 1935.

Take a little time to browse through our selection of holiday cottages in South Dorset. We’re certain you’ll find something just right for a truly special Dorset holiday

Due to high demand from our guests, we are looking to expand our collection of properties in this area. If you have a property to let, please get in touch to arrange a meeting with one of our Property Managers by calling 01929 422776 or emailing us at bookings@dorsetcottages.com. You can also order your FREE Homeowner Letting Guide here.



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15 Properties found
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3 By The Sea

WY437

Bumble Bees

WY455

Weymouth, West Dorset

WY436

(No dates selected)

£461 - £1000
per week
From £355 for a 3-night stay
  • 4 Star
  • Casa Merocca is a quaint stone fronted terraced house situated in a residential street, just a stone’s throw away from Weymouth’s historic harbour. Great for a family holiday providing an excellent base to discover the Jurassic Coast and Dorset Countryside.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • On-street parking
  • Beach 1 mile

Weymouth, West Dorset

WY435

(No dates selected)

£401 - £885
per week
From £310 for a 3-night stay
  • 4 Star
  • 5 At the Beach is a newly renovated property located in one of the many character buildings on Weymouth’s esplanade. An excellent base in this popular seaside resort with its vast array of shops, restaurants, bars and attractions right on the doorstep.
  • 4 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • On-street parking

4 At The Beach

WY434

Weymouth, West Dorset

WY406

(No dates selected)

£398 - £865
per week
From £308 for a 3-night stay
  • 3 Star
  • Situated just a short walk from Bowleaze Coveway, a popular beach to the East of Weymouth, Bowleaze Beach Apartment is a spacious first floor two bedroom apartment, with a view of the sea, and private off road parking. It is perfectly positioned to enjoy Weymouth, Portland and the Jurassic coast, whilst also having so much to do right on your doorstep! 
  • 4 Guests
  • 2 Bedrooms
  • 2 Pets
  • 1 Bathroom
  • WiFi
  • Private parking

Rose Cottage

WY394

Fisherbridge

WY458

Acton, Dorset

WY330

(No dates selected)

£441 - £971
per week
From £280 for a 3-night stay
  • 3 Star Gold
  • Special offerGet an amazing 30% off if you book now for any breaks that start and finish before the end of March 2020!
  • 6 Guests
  • 3 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • Garden
  • Private parking
  • Open fire or woodburner
  • Pub 0.8 miles

Wild Hill

WY334

Cornerways

WY115

Field House

WY278

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