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)

£385 - £795
per week
From £299 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

Weymouth, Dorset

WY455

(No dates selected)

£339 - £565
per week
From £264 for a 3-night stay
  • 3 Star Gold
  • BumbleBees is a delightful, beautifully refurbished one bedroom annexe located in Weymouth. It is perfectly located for couples looking to explore the historic Jurassic coast, the vibrant seaside town of Weymouth or even take in the scenery on local cycle routes. 
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • Private parking
  • Beach 2 miles
  • Pub 1 mile

Weymouth, West Dorset

WY436

(No dates selected)

£474 - £1004
per week
From £366 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)

£405 - £851
per week
From £314 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

Weymouth, West Dorset

WY434

(No dates selected)

£405 - £851
per week
From £314 for a 3-night stay
  • 4 Star
  • 4 at the Beach is a stunning contemporary first floor flat located right on Weymouth beach front. This newly renovated property has fabulous panoramic views across the bay. An ideal base in the heart of this bustling seaside resort with a choice of attractions, shops and restaurants. Perfect for exploring Dorset’s Jurassic coast and countryside.
  • 4 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi

Weymouth, West Dorset

WY406

(No dates selected)

£409 - £869
per week
From £317 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)

£430 - £905
per week
From £333 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

Weymouth, Dorset

WY458

(No dates selected)

£496 - £1039
per week
From £382 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

Winfrith Newburgh, Dorset

WY482

(No dates selected)

£558 - £1190
per week
From £429 for a 3-night stay
  • This lovely cottage is a perfect base for families and friends looking to explore the Jurassic Coast!
  • 5 Guests
  • 3 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 4 miles
  • Pub 0.5 miles

Acton, Dorset

WY330

(No dates selected)

£453 - £975
per week
From £350 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

Worth Matravers, Dorset

WY334

(No dates selected)

£494 - £1025
per week
From £381 for a 3-night stay
  • 3 Star Gold
  • A bright and sunny bungalow set in a spacious, secluded garden and tucked away in the centre of the village, a minute's walk from the duck pond. The world famous Square and Compass pub is only a short walk away. This comfortable well equipped bungalow is an ideal base to enjoy the coastal path walks or go on down into Swanage to soak up the sun on the beautiful sandy beach, maybe take out a pedalo or just sit and enjoy some lunch.
  • 6 Guests
  • 3 Bedrooms
  • 2 Pets
  • 2 Bathrooms
  • WiFi
  • Garden
  • Private parking
  • Pub 0.1 miles

Harmans Cross, Dorset

WY480

(No dates selected)

£1330 - £3035
per week
From £1,008 for a 3-night stay
  • Hazelwood is a stunning, modern holiday home with its own outdoor swimming pool, hot tub and sauna.
  • 6 Guests
  • 4 Bedrooms
  • 1 Pet
  • 3 Bathrooms
  • WiFi
  • Private parking
  • Hot tub
  • Sauna
  • Open fire or woodburner
  • Games room
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