September Getaways

Book early for your Indian summer getaway this September and experience the very best of the Dorset without the summer crowds! From large cottages for the whole family to seaside apartments, we have the perfect self-catering accommodation for your stay.



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89 Properties found
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New Property

Weymouth, Dorset

WY437

£338 - £765
per week
From £254 for a 3-night stay
  • 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
  • WiFi

Charmouth, Dorset

WY383

£276 - £613
per week
From £207 for a 3-night stay
  • 3 Star
  • Situated one mile from Charmouth and three miles from Lyme Regis, Buzzard’s Haunt is perfectly located to explore the Jurassic coast. Surrounded by woodland, with plenty of excellent walks, and a secluded ornamental lake, Buzzard’s Haunt has a peaceful and relaxing feel. Guests have access to the Fernhill Heights hotel outdoor pool and communal BBQ area.
  • 5 Guests
  • 3 Bedrooms
  • 1 Pet
  • No WiFi
  • Private parking
  • Swimming pool
  • Beach 2 miles
  • Pub 1 mile

Wimborne, Dorset

WY373

£833 - £1960
per week
From £625 for a 3-night stay
  • 5 Star
  • A stunning 4 bedroom detached cottage, perfect for families with a large garden and games room.
  • 8 Guests
  • 4 Bedrooms
  • No Pets
  • WiFi
  • Private parking
  • Games room
  • Beach 8 miles
  • Pub 0.4 miles
  • Open fire or Woodburner
New Property

Dorchester, Dorset

WY444

£664 - £1475
per week
From £498 for a 3-night stay
  • A spacious stone thatched property situated in a rural village close to beaches. An perfect base for families or groups of friends to enjoy the Dorset countryside, coast and beyond.
  • 8 Guests
  • 4 Bedrooms
  • 3 Pets
  • WiFi
  • Private parking
  • Beach 5 miles
  • Pub 1 mile
  • Open fire or Woodburner
New Property

Langton Herring, Dorset

WY431

£356 - £790
per week
From £267 for a 3-night stay
  • Badgers Cottage is situated in the heart of Langton Herring Village, a stone’s throw from the Elm Tree Inn and within easy access of Fleet Lagoon and beyond. An ideal base for a family wanting to explore the Dorset coast and countryside.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • WiFi
  • Beach 5 miles
  • Pub 1 mile
  • Open fire or Woodburner

Swanage, Dorset

WY388

£455 - £1081
per week
From £341 for a 3-night stay
  • 3 Star Gold
  • A stylish townhouse in Swanage with glorious views across the town and to the sea, with the added bonus of 2 allocated parking spaces
  • 5 Guests
  • 2 Bedrooms
  • No Pets
  • WiFi
  • Private parking
  • Beach 0.2 miles
  • Pub 0.2 miles

Bridport, Dorset

WY400

£498 - £1106
per week
From £374 for a 3-night stay
  • 3 Star Gold
  • Allviews is the prefect family holiday cottage; lots of character, an enclosed rear garden, lovely views stretching far across the surrounding countryside, spacious, whilst also being a cosy and welcoming base from which to explore West Dorset!
  • 5 Guests
  • 3 Bedrooms
  • 1 Pet
  • WiFi
  • Private parking
  • Beach 6 miles
  • Pub 0.5 miles

Swanage, Dorset

WY389

£343 - £773
per week
From £257 for a 3-night stay
  • 3 Star Gold
  • A sweet character cottage just a short stroll from the beach
  • 3 Guests
  • 2 Bedrooms
  • No Pets
  • WiFi
  • Beach 0.1 miles
  • Pub 0.1 miles
  • Open fire or Woodburner
New Property

Weymouth, Dorset

WY434

£358 - £795
per week
From £269 for a 3-night stay
  • 4 at the Beach is a stunning contemporary first floor flat located right on Weymouth beach front
  • 4 Guests
  • 1 Bedroom
  • No Pets
  • WiFi
New Property

Weymouth, Dorset

WY435

£358 - £795
per week
From £269 for a 3-night stay
  • 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
  • WiFi

Swanage, Dorset

WY328

£370 - £859
per week
From £278 for a 3-night stay
  • 3 Star Gold
  • Here is a magnificent cottage with exposed Purbeck stone walls that add extra character, ten minutes from the beach and town centre and three bedrooms.
  • 5 Guests
  • 3 Bedrooms
  • No Pets
  • WiFi
  • No Private parking
  • Pub 0.1 miles
New Property

Langton Herring, Dorset

WY430

£627 - £1393
per week
From £470 for a 3-night stay
  • A lovely stone cottage in the Village of Langton Herring offering spacious accommodation for family or groups of friends near to local amenities. A wonderful base for exploring the Dorset countryside and coast.
  • 6 Guests
  • 3 Bedrooms
  • 2 Pets
  • WiFi
  • Private parking
  • Beach 5 miles
  • Open fire or Woodburner
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