Destinations and properties
Dates and flexibility
Select dates
Party makeup
Guests
Dorset • Dates • Guests
Dorset • Dates • Guests

Filters


Price range

Based on a 7 night stay

£340
£1,500+
Reset

Property makeup

Dogs allowed



Minimum star grading




Dorset Cottages for October Half Term

659 properties found
Swanage, Dorset Coast

SeaBreeze Holiday Apartment

211

Our grading

7 nights

£582 - £1,414

View
Sandleheath, New Forest

Willow Tree Cottage - Sandleheath

2112

Our grading

7 nights

£463 - £847

View
Weymouth (4.5mls NE), Dorset

Lynwood Lodge - The Garden Room

2111

Our grading

7 nights

£474 - £1,206

View
Swanage, Dorset Coast

Nestleton

211

Our grading

7 nights

£487 - £876

View
Lyme Regis, Dorset

Lyme Hideout

2111

Our grading

7 nights

£726 - £1,476

View
Barton On Sea, Hampshire

Leeward Apartment

2111

Our grading

7 nights

£532 - £1,008

View
Isle of Purbeck, Dorset

Worth Matravers Studio

2112

Our grading

7 nights

£670 - £1,373

View
Swanage, Dorset

The Annexe Rabling

211

Our grading

7 nights

£541 - £926

View
Sturminster Newton (5mls SW), Dorset

Mallards Retreat

211

Our grading

7 nights

£369 - £716

View
Shaftesbury (1.5 mls S), Dorset

The Little House - West Melbury

211

Our grading

7 nights

£436 - £871

View
Beaminster (2mls SW), Dorset

Heartsease Cottage

2212

Our grading

7 nights

£432 - £1,024

View
Beaminster (3mls N), Dorset

Daisy - Buckham Mills

2111

Our grading

7 nights

£468 - £748

View
23...55

Showing 1-12 of 659 properties

Self-catering holiday accommodation for October Half Term

The October half-term break is ideal for a perfect autumnal getaway and something to look forward to at the end of the summer, before the excitement of Christmas takes over.  The crowds have gone, and the roads are quieter, so it is an ideal time to enjoy one of our family-friendly holiday cottages in Dorset.

October is a great time of year to go on holiday. Take advantage of the night’s drawing in with one of the many holiday cottages that offer a wood burner or open fire for cosy nights in. With our wide range of cottages, townhouses and apartments sleeping between two and 17 we will have the perfect property for you, your partner, or the whole family, friends and the dog (or two). So, book now and start looking forward to enjoying your well-deserved autumnal cottage holiday in Dorset.