Dorset Cottage Holidays | A cosy, autumn outdoor seating area at a Dorset Holiday Cottage in Sandford.
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What's on in Dorset in October 2025

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As we wrap up an exciting October in Dorset, filled with Halloween celebrations, autumnal landscapes, and seasonal fun, we’d like to thank everyone who joined in the fun! While this year’s calendar is coming to a close, we’re already gearing up for an even more thrilling 2025. Stay tuned for next year’s itinerary of must-see events and special offers. Do you want to keep up-to-date with what’s on in October in Dorset this year and the next? Our email newsletter will keep you up-to-date with the ins and outs of our lovely coastal county, including upcoming events, our favourite attractions and landmarks, and our latest accommodation offers. Sign up today and be the first to hear about what’s happening in 2025.

Find an October Half Term

Holiday Cottage in Dorset

Bayview
Swanage
5/5
5
3
2
2
17th - 18th October  £665.84
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Markham House
Weymouth
5/5
5
3
2
1
17th - 24th October  £1,040.00
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Primrose Cottage
Dorchester
5/5
2
1
1
1
17th - 20th October  £375.00
19th - 22nd October  £325.00
+18 more stays
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Dorset Farmhouse
Portesham, Nr Abbotsbury
4.8/5
6
3
2
0
17th - 21st October  £832.67
17th - 22nd October  £958.04
+25 more stays
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Billet Doux
Swanage
5/5
3
1
1
1
18th - 23rd October  £824.62
22nd - 23rd October  £549.75
+25 more stays
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Honeysuckle Cottage
Kingston, Nr Corfe Castle
4.8/5
6
3
2
2
17th - 24th October  £1,178.80
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Sea Tower
Weymouth
5/5
6
3
2
0
19th - 20th October  £1,147.26
21st - 23rd October  £1,147.26
+12 more stays
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Coastguard Cottage
Worth Matravers
4.6/5
8
4
3
0
17th - 24th October  £1,016.05
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Brook Cottage
Corfe Castle
4.9/5
6
3
3
0
17th - 24th October  £1,254.40
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Elizabeth Cottage
Lulworth Cove,
5/5
4
2
2
1
17th - 24th October  £820.75
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Valley View
Swanage
4.7/5
8
4
3
2
17th - 22nd October  £1,860.78
19th - 20th October  £1,248.85
+25 more stays
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Denbur Cottage
Gaunts Common
4.8/5
4
2
2
0
17th - 24th October  £805.00
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Seaspray
Swanage
5/5
5
3
2
0
23rd - 24th October  £741.02
22nd - 23rd October  £741.02
+7 more stays
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Cherry Lodge
Wareham
4.8/5
9
4
2
2
17th - 24th October  £1,356.25
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Juniper Cottage
West Lulworth
4.9/5
5
2
1
2
22nd - 24th October  £720.28
21st - 24th October  £782.65
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Bronte Cottage
Wareham
4.8/5
4
3
2
1
18th - 20th October  £619.14
17th - 19th October  £619.14
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Greenhayes
Langton Matravers
4.8/5
4
2
1
2
17th - 24th October  £989.80
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The Lookout
Silverlake
5/5
10
4
4
0
19th - 21st October  £1,770.35
20th - 21st October  £1,770.35
+18 more stays
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Save 20% on stays before 16th November
Littlecot image
Littlecot
Weymouth
5/5
8
4
2
2
17th - 24th October  £1,210.00 £972.00
17th - 20th October  £888.70 £714.96
+2 more stays
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Heathlands
Studland
4.6/5
6
3
1
0
18th - 22nd October  £913.19
19th - 21st October  £800.80
+12 more stays
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