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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Weymouth, Dorset Coast

WY437

(No dates selected)

£362 - £791
per week
From £281 for a 3-night stay
  • 4 Star Gold
  • A modern 1 bedroom first floor apartment arranged over two floors in a character property, just a short walk from beach and town.
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • On-street parking
  • Parking permit provided
  • Beach 0.1 miles
  • Pub 0.1 miles
New Property

Weymouth, West Dorset

WY455

(No dates selected)

£317 - £631
per week
From £247 for a 3-night stay
  • 3 Star Gold
  • Bumble Bees is a delightful, modern one bedroom ground floor annexe located in a popular area of Weymouth. It has been recently renovated to a high standard with quality finishes throughout. The annex is ideal for couples looking to explore the Jurrasic coast, local cycle routes or the vibrant seaside town of Weymouth!
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • Private parking
  • Beach 2 miles
  • Pub 1 mile

Weymouth, 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.
  • 4 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • On-street parking

Weymouth, West Dorset

WY434

(No dates selected)

£401 - £885
per week
From £310 for a 3-night stay
  • 4 Star
  • 4 at the Beach is a stunning contemporary first floor flat located right on Weymouth beach front
  • 4 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi

Weymouth, Dorset Coast

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 two bedroom first floor apartment, with a view of the sea, and private off road parking.
  • 4 Guests
  • 2 Bedrooms
  • 2 Pets
  • 1 Bathroom
  • WiFi
  • Private parking
15% Off!

Weymouth, Dorset

WY394

(No dates selected)

£418 - £901
per week
From £323 for a 3-night stay
  • 4 Star
  • Special offerEnjoy a fantastic 15% off a full weeks stay during October 2019 at this lovely house!
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 5 miles
  • Pub 2 miles
New Property

Weymouth, Dorset Coast

WY458

(No dates selected)

£481 - £1035
per week
From £370 for a 3-night stay
  • 4 Star
  • Fisherbridge is the perfect place for a family get away, located close to the beach and local shops you have plenty to do on your doorstep!
  • 5 Guests
  • 3 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • Private parking
  • On-street parking
  • Beach 1 mile
  • Pub 0.2 miles
20% Off!

Acton, Dorset Countryside

WY330

(No dates selected)

£441 - £971
per week
From £280 for a 3-night stay
  • 3 Star Gold
  • Special offer20% Off any new bookings that are taken for September and October 2019 at West View House!
  • 6 Guests
  • 3 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • Garden
  • Private parking
  • Open fire or woodburner
  • Pub 0.8 miles

Worth Matravers, Dorset

WY334

(No dates selected)

£468 - £1021
per week
From £360 for a 3-night stay
  • 3 Star Gold
  • A lovely, well lit bungalow set within a glorious secluded garden and situated in the centre of the village, just minutes from the village duck pond. The Square & Compass pub is only a short stroll away.
  • 6 Guests
  • 3 Bedrooms
  • 2 Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Pub 0.1 miles

Worth Matravers, Dorset

WY115

(No dates selected)

£501 - £1042
per week
From £385 for a 3-night stay
  • 3 Star
  • A beautiful family cottage set in a delightful old village, has three good sized bedrooms and lovely garden. Excellent for a family escape to rural Dorset.
  • 8 Guests
  • 4 Bedrooms
  • No Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Pub 0.4 miles

Harmans Cross, Dorset

WY278

(No dates selected)

£568 - £1413
per week
From £435 for a 3-night stay
  • 3 Star
  • This lovely detached house is set in a very large garden and sits on the slopes of the Nine Barrow Down and is ideal as a base for exploring the Isle of Purbeck.
  • 8 Guests
  • 4 Bedrooms
  • 1 Pet
  • 2 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Pub 2.6 miles
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