Late Summer Holiday Availability

If you've not managed to visit us yet this year, don't worry! September and October in Dorset are simply stunning - the sun's still warm, the crowds have gone and from October the beach in Swanage welcomes back your four legged friend.

And more importantly - we've plenty of properties to choose from, including new ones which have recently joined us.

Find weeks available for September and October below or call us for more detail.



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89 Properties found
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New Property

Weymouth, Dorset

WY434

£358 - £811
per week
From £269 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
  • WiFi
New Property

Charmouth, Dorset

WY426

£248 - £561
per week
From £186 for a 3-night stay
  • Castle View is a charming two-bedroom apartment on the first floor of a whitewashed cottage overlooking the stunning Dorset landscape in the peaceful village of Ryall. Just a short distance from the dog friendly Five Bells Inn and Felicity’s Farm & Coffee shop, this cosy property offers the perfect family retreat with the coast and countryside on your doorstep.
  • 4 Guests
  • 2 Bedrooms
  • 2 Pets
  • WiFi
  • Private parking
  • Beach 1 mile
  • Pub 1 mile
New Property

Weymouth, Dorset

WY436

£425 - £964
per week
From £319 for a 3-night stay
  • 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
  • WiFi
  • Beach 1 mile

Wimborne, Dorset

WY373

£833 - £1999
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

Dorchester, Dorset

WY408

£375 - £850
per week
From £281 for a 3-night stay
  • 3 Star Gold
  • The perfect family cottage, located in the picturesque village of Charminster, just 2 miles from the county town of Dorchester, and 6 miles from Cerne Abbas, home of the Cerne Abbas giant.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • WiFi
  • Private parking
  • Beach 9 miles

Swanage, Dorset

WY388

£455 - £1113
per week
From £341 for a 3-night stay
  • 4 Star
  • 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 - £1128
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
New Property

Bridport, Dorset

WY439

£380 - £861
per week
From £285 for a 3-night stay
  • Wheatsheaf Cottage is located in the pretty village of Askerswell, just a short drive from the vibrant market town of Bridport and the beaches at West Bay. An ideal base for a family wanting to explore the Jurassic coast!
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • WiFi
  • Private parking
  • Beach 4 miles
New Property

Bridport, Dorset

WY447

£504 - £1142
per week
From £378 for a 3-night stay
  • Lyme Bay View is a two bedroom, two bathroom apartment in West Bay, with views across Lyme Bay. An ideal base for a family or two couples to explore the Jurassic coast!
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • WiFi
  • Private parking
New Property

Weymouth, Dorset

WY437

£338 - £765
per week
From £254 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
  • WiFi
New Property

Weymouth, Dorset

WY435

£358 - £811
per week
From £269 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
  • 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
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