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? 



73 Properties found
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Swanage, Dorset

WY389

£340 - £765
per week
From £255 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

WY382

£392 - £882
per week
From £294 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

WY398

£299 - £607
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

WY415

£371 - £825
per week
From £278 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

Swanage, Dorset

WY411

£375 - £750
per week
From £281 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

Charmouth, Dorset

WY426

£248 - £446
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
  • Private Parking
  • Beach 1 mile
  • Pub 1 mile
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