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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18 Properties found
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Weymouth, West Dorset

WY437

(No dates selected)

£345 - £755
per week
From £259 for a 3-night stay
  • 4 Star Gold
  • 3 By the Sea is a newly renovated first floor apartment, located in one of the character buildings just a few steps away from Weymouth’s famous beach, an excellent town base with all the local amenities on the doorstep. This lovely one bed apartment which is arranged over two floors, offering everything you need to enjoy your stay.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • On-street parking
  • Parking permit provided
  • Beach 0.1 miles
  • Pub 0.1 miles

Bumble Bees

WY455

Casa Merocca

WY436

5 At The Beach

WY435

4 At The Beach

WY434

Weymouth, West Dorset

WY406

(No dates selected)

£369 - £829
per week
From £277 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

Weymouth, West Dorset

WY394

(No dates selected)

£390 - £865
per week
From £293 for a 3-night stay
  • 4 Star
  • Rose Cottage is a pretty holiday cottage situated in a popular residential area of Weymouth, approximately 4 miles from the town centre and beach. You can enjoy taking in the local scenery on many cycle routes and coastal walks, take a trip into the nearby seaside town of Weymouth or even catch the bus along the Jurassic Coastline!
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 5 miles
  • Pub 2 miles

Fisherbridge

WY458

The Old Bakehouse

WY482

Weymouth, Dorset

WY478

(No dates selected)

£518 - £1150
per week
From £389 for a 3-night stay
  • Close to Weymouth harbour and local attractions, Love Lane is a fantastic base for a family looking to holiday by the sea!
  • 6 Guests
  • 3 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • WiFi
  • Enclosed garden
  • On-street parking
  • Beach 0.5 miles
  • Pub 0.1 miles

West View House

WY330

Wild Hill

WY334

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