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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90 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
  • 1 Bathroom
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
  • 1 Bathroom
  • 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
  • 1 Bathroom
  • 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
  • 3 Bathrooms
  • 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
  • 1 Bathroom
  • Beach 9 miles

Bridport, Dorset

WY396

£360 - £816
per week
From £270 for a 3-night stay
  • 3 Star
  • Rope Cottage is located just a short walk from the centre of Bridport; one of the most vibrant market towns in Dorset, with an eclectic mix of events and cultural activities taking place throughout the year. Surrounded by some very famous hills, there are endless walking opportunities, as well as cycle trails. West Bay is the closest beach, at approximately 1 mile from Bridport; with its stunning cliffs, busy harbour and recent ‘Broadchurch’ fame. Part of a terrace of traditional rope cottages; the property has lots of character including beautiful stained glass doorways, wood panel walls on the first floor landing, and a a wood burner.
  • 4 Guests
  • 2 Bedrooms
  • No Pets
  • 1 Bathroom
  • Beach 2 miles
  • Open fire or Woodburner

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
  • 2 Bathrooms
  • Beach 0.2 miles
  • Pub 0.2 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
  • 1 Bathroom
  • 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
  • 2 Bathrooms
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
  • 1 Bathroom

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
  • 1 Bathroom
  • Pub 0.1 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
  • 2 Bathrooms
  • Beach 6 miles
  • Pub 0.5 miles
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