Get Away This May

May is the perfect time of year for a holiday or short break and Swanage is the perfect destination! The weather is now warming up which is ideal for all the outdoor activities available in Dorset.

From Swanage, you can easily access wide open beaches for building sand castles and sunset strolls, the Southwest Coastal path for walking, running and climbing and stretches of breathtaking countryside. So why not beat the rush of summer and book your stay today!



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69 Properties found
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Dorchester, Dorset

WY408

£375 - £833
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

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

Bridport, Dorset

WY396

£360 - £800
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
New Property

Beaminster, Dorset

WY427

£394 - £875
per week
From £296 for a 3-night stay
  • Martock Cottage is a traditional 1852 stone cottage in the heart of Beaminster. A contemporary but cosy feel, with lots of thoughtful touches await you! The cottage is spacious, with the added benefit of an enclosed courtyard garden to the rear, with far reaching views across the countryside.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • WiFi
  • Beach 5 miles
  • Open fire or Woodburner

Swanage, Dorset

WY410

£599 - £1450
per week
From £449 for a 3-night stay
  • 4 Star Gold
  • Set towards the end of the peninsular, overlooking Swanage Bay and out to Old Harry Rocks, Rockleigh Cottage was built in the nineteenth century as the gardener's cottage to a large house on the site. Rockleigh Cottage has been recently converted into a stunning and spacious home.
  • 6 Guests
  • 3 Bedrooms
  • No Pets
  • WiFi
  • Open fire or Woodburner

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
  • WiFi
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
New Property

Dorchester, Dorset

WY444

  • 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
New Property

Charmouth, Dorset

WY426

£248 - £550
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

WY437

£338 - £750
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
  • WiFi
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