October Half-Term

October is a wonderful time to visit Dorset for a family holiday. You can enjoy the countryside without the crowds and relax into the slow pace of life here. The weather is still warm and usually kind too, with sunshine, dry days and clear skies with the trees starting to embrace a vibrant golden glow.

There’s space in all the best pubs and restaurants and your four-legged best friend has access to all the beaches which were off limits in the summer. Dorset is a paradise of calm, open spaces - a true escape from it all and what better time to take the kids away than October Half Term? 



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59 Properties found
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Swanage, Dorset

WY389

£343 - £796
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
  • 1 Bathroom
  • WiFi
  • Garden
  • On-street parking
  • Open fire or woodburner
  • Beach 0.1 miles
  • Pub 0.1 miles

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

Charmouth, West Dorset

WY426

£248 - £561
per week
From £186 for a 3-night stay
  • 3 Star
  • 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
  • WiFi
  • Enclosed garden
  • Private parking
  • Beach 1 mile
  • Pub 1 mile

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

Bridport, West 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

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
  • WiFi

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
  • WiFi
  • Garden
  • Enclosed garden
  • Private parking
  • Beach 9 miles

Langton Herring, West Dorset

WY431

£356 - £806
per week
From £267 for a 3-night stay
  • 3 Star
  • 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

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
New Property

Weymouth, Dorset

WY458

£448 - £1014
per week
From £336 for a 3-night stay
  • Fisherbridge is the perfect place for a family get away, located close to the beach and local shops you have plenty to do on your doorstep!
  • 5 Guests
  • 3 Bedrooms
  • No Pets
  • 1 Bathroom
  • WiFi
  • Enclosed garden
  • Private parking
  • On-street parking
  • Beach 1 mile
  • Pub 0.2 miles
New Property

Litton Cheney, West 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

Bridport, West 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
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