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.



View more and filter search
86 Properties found
Back to list view
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
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

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
  • WiFi
  • Beach 2 miles
  • Open fire or Woodburner

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

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
10% Off!

Bridport, Dorset

WY448

£405 - £918
per week
From £304 for a 3-night stay
  • Special offer10% Discount For Any 2019 Holidays When You Book By End Of June 19
  • 6 Guests
  • 3 Bedrooms
  • No Pets
  • No WiFi
  • Private parking
  • Beach 3 miles
  • Pub 0.7 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
  • WiFi
  • No Private parking
  • Pub 0.1 miles
New Property

Dorchester, Dorset

WY444

£664 - £1505
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

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

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

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
View more and filter search