Dorset Cottage Holidays, holiday homes to rent in Dorset
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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

Juniper Cottage
West Lulworth
4.9/5
5
2
1
2
18th - 20th October  £720.28
18th - 22nd October  £834.62
18th - 24th October  £1,005.55
+18 more stays
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Little Strouds
Sturminster Newton
0/5
2
1
1
2
20th - 21st October  £128.75
17th - 19th October  £222.51
17th - 24th October  £716.28
+25 more stays
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Capstone
Swanage
5/5
8
4
2
0
20th - 22nd October  £763.75
17th - 19th October  £763.75
21st - 24th October  £811.00
+25 more stays
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St Marks Cottage
Swanage
5/5
4
2
2
0
18th - 21st October  £741.02
22nd - 24th October  £741.02
19th - 24th October  £1,009.75
+25 more stays
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Littlecot
Weymouth
5/5
8
4
2
2
17th - 20th October  £888.70
17th - 19th October  £888.70
17th - 24th October  £1,210.00
+2 more stays
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Stone Quay Cottage
Swanage
4.9/5
3
2
1
2
19th - 21st October  £287.50
20th - 22nd October  £287.50
18th - 24th October  £827.50
+18 more stays
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Dorset Farmhouse
Portesham, Nr Abbotsbury
5/5
6
3
2
0
22nd - 24th October  £702.00
20th - 21st October  £702.00
23rd - 24th October  £702.00
+25 more stays
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Old Stone House
Swanage
4.8/5
7
3
2
2
18th - 21st October  £740.18
18th - 24th October  £1,016.00
22nd - 24th October  £740.18
+25 more stays
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The Wedge
Swanage
4.9/5
6
3
2
1
22nd - 23rd October  £879.32
19th - 24th October  £1,358.00
21st - 23rd October  £995.24
+25 more stays
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Daisy’s
Swanage
4.7/5
6
3
3
1
17th - 18th October  £645.97
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Cherry Lodge
Wareham
4.8/5
9
4
2
2
17th - 24th October  £1,356.25
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Garden Flat
Swanage
5/5
4
2
2
0
21st - 22nd October  £508.60
22nd - 23rd October  £508.60
18th - 19th October  £508.60
+12 more stays
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West Lodge
Church Knowle, Nr Corfe Castle
4.9/5
10
5
3
0
17th - 24th October  £1,681.75
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The Aspens
Swanage
4.8/5
5
2
2
0
17th - 24th October  £703.65
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Hill View
Weymouth
5/5
4
2
1
1
17th - 24th October  £988.75
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Elizabeth Cottage
Lulworth Cove,
5/5
4
2
2
1
17th - 24th October  £820.75
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Markham House
Weymouth
5/5
5
3
2
1
17th - 24th October  £1,040.00
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Valley View
Swanage
4.5/5
8
4
3
2
22nd - 24th October  £1,248.85
19th - 20th October  £1,248.85
22nd - 23rd October  £1,248.85
+25 more stays
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Bucknowle Lodge
Church Knowle
5/5
8
4
3
2
17th - 24th October  £2,216.25
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Sea Tower
Weymouth
5/5
6
3
2
0
17th - 20th October  £955.64
18th - 22nd October  £1,311.85
19th - 23rd October  £1,311.85
+18 more stays
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