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? 



74 Properties found
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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

Swanage, Dorset

WY398

£299 - £613
per week
From £224 for a 3-night stay
  • 3 Star
  • A cosy top floor apartment just a stones throw from the sea
  • 3 Guests
  • 2 Bedrooms
  • WiFi
  • Pub 0.1 miles
  • Open fire or woodburner

Swanage, Dorset

WY382

£396 - £891
per week
From £297 for a 3-night stay
  • A delightful Grade II listed Purbeck stone cottage, pet friendly and in a great location for exploring the coastal path and surrounding countryside
  • 3 Guests
  • 2 Bedrooms
  • 1 Pet
  • WiFi
  • Beach 1 mile
  • Pub 0.1 miles
  • Open fire or woodburner

Swanage, Dorset

WY411

£379 - £758
per week
From £284 for a 3-night stay
  • 3 Star
  • Centrally located in the seaside town of Swanage and perfect for couples
  • 3 Guests
  • 2 Bedrooms
  • No Pets
  • WiFi
  • Private Parking
  • Beach 0.1 miles
  • Pub 0.1 miles

Swanage, Dorset

WY415

£375 - £833
per week
From £281 for a 3-night stay
  • Two Hoots is a lovely, traditional Purbeck stone cottage in the town, just a short walk from the beach. Perfect for a couple or family (sleeps 3)
  • 3 Guests
  • 2 Bedrooms
  • 1 Pet
  • WiFi

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

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

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

Weymouth, Dorset

WY436

£425 - £945
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
  • WiFi
  • Beach 1 mile

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

Beaminster, Dorset

WY368

£399 - £871
per week
From £299 for a 3-night stay
  • 4 Star
  • A charming and cosy country cottage, renovated to a high standard thoughout. Situated in the small Market town of Beaminster, there's lots on offer and the famous Jurassic coast is only a short drive away.
  • 4 Guests
  • 2 Bedrooms
  • 1 Pet
  • WiFi
  • No Private Parking
  • Pub 0.3 miles
  • Open fire or woodburner

Swanage, Dorset

WY352

£358 - £771
per week
From £269 for a 3-night stay
  • A light and spacious family home with a large garden and off road parking, creating a fantastic base to explore Purbeck.
  • 4 Guests
  • 3 Bedrooms
  • No Pets
  • WiFi
  • Private Parking
  • Pub 0.3 miles
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