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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73 Properties found
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Litton Cheney, Dorset

WY456

£441 - £995
per week
From £331 for a 3-night stay
  • 5 Guests
  • 3 Bedrooms
  • 1 Pet
  • 1 Bathroom
  • WiFi
  • Garden
  • On-street parking
  • Open fire or woodburner
  • Beach 4 miles
  • Pub 0.5 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
  • 2 Bathrooms
  • 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
  • 2 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 6 miles
  • Pub 0.5 miles

Bridport, Dorset

WY403

£1023 - £2318
per week
From £767 for a 3-night stay
  • 4 Star Gold
  • Hardown House is an imposing, detached country residence, set in a stunning elevated rural position, in the village of Morcombelake, with panoramic rural and sea views towards Golden Cap.
  • 8 Guests
  • 4 Bedrooms
  • 1 Pet
  • 3 Bathrooms
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Beach 2 miles
  • Pub 2 miles

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
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Open fire or woodburner
  • Games room
  • Beach 8 miles
  • Pub 0.4 miles

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
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 4 miles

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
  • WiFi
  • On-street parking
  • Pub 0.1 miles

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
  • WiFi
  • On-street parking

Langton Herring, Dorset

WY431

£356 - £806
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
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • On-street parking
  • Open fire or woodburner
  • Beach 5 miles
  • Pub 1 mile

Weymouth, Dorset

WY436

£425 - £964
per week
From £319 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

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
  • WiFi
  • On-street parking
  • Open fire or woodburner
  • Beach 2 miles
10% Off!

Weymouth, Dorset

WY437

£338 - £765
per week
From £254 for a 3-night stay
  • 4 Star Gold
  • Special offerAn amazing 10% offer if you book at 3 By The Sea for July or August 2019!
  • 2 Guests
  • 1 Bedroom
  • No Pets
  • 1 Bathroom
  • WiFi
  • On-street parking
  • Parking permit provided
  • Beach 0.1 miles
  • Pub 0.1 miles
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