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Search results; Over 1,000 homes in Woolland

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Cottage in Woolland
Family cottage Spacious garden Aug available
3 bedrooms, 6 beds, 1 shared bathroom
12–17 Oct, Individual host
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4.73 out of 5 average rating, 45 reviews
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Guest favourite
Cabin in Blandford Forum
Trappers
Business host
19–24 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Room in Hilton
The Old School at Hilton (Room 1)
Individual host
1–6 Oct
4.97 out of 5 average rating, 254 reviews
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Top guest favourite
Barn in Woolland
Mount Pleasant Barn in Woolland, North Dorset
Individual host
10–15 Oct
5.0 out of 5 average rating, 33 reviews
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Top guest favourite
Bungalow in Dorset
The Covey - 1 Bedroom Annex with Country Views
Individual host
26–31 Oct
4.97 out of 5 average rating, 172 reviews
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Guest favourite
Shepherd’s hut in Dorset
Welcome to Bluebell
Business host
4–9 Oct
4.96 out of 5 average rating, 196 reviews
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Top guest favourite
Tiny home in Dorset
Fabulous super cute and cosy !
Individual host
5–10 Oct
4.96 out of 5 average rating, 77 reviews
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Top guest favourite
Home in Corfe Mullen
Coastal Memories | 5BR Family House Near Sandbanks
Individual host
4–9 Oct
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Tiny home in Cerne Abbas
The Hideaway
Individual host
9–14 Oct
4.97 out of 5 average rating, 64 reviews
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Top guest favourite
Cottage in Blandford Forum
The Cartshed, Cranborne Chase National Landscape
Individual host
4–9 Nov
4.99 out of 5 average rating, 324 reviews
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Guest favourite
Home in Dorset
Luxury House on private estate. Hot tub & Playbarn
Business host
12–17 Oct
4.97 out of 5 average rating, 60 reviews
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Guest favourite
Cottage in Buckland Newton
Dorset Holiday Cottage | Sleeps 7
4 bedrooms, 4 beds
4–9 Oct
4.91 out of 5 average rating, 68 reviews
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Top guest favourite
Cottage in Iwerne Minster
A Cosy & Stylish Thatched Dorset Retreat for Two
Individual host
11–16 Oct
4.97 out of 5 average rating, 182 reviews
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Top guest favourite
Guest house in Child Okeford
Cosy Countryside 2-Bedroom Guest House
Individual host
31 Oct – 5 Nov
4.98 out of 5 average rating, 146 reviews
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Top guest favourite
Home in West Parley
6-Bedroom Retreat w/ Pool, Sauna, Garden & Bar
Individual host
19–25 Oct
5.0 out of 5 average rating, 59 reviews
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Top guest favourite
Shepherd’s hut in Dorset
Luxurious Shepherd’s Hut with Hot Tub
Individual host
14–19 Nov
5.0 out of 5 average rating, 413 reviews
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Top guest favourite
Cottage in Henley Dorchester
New Luxury Hot Tub August 2026 Shepherds Cottage
Business host
19–24 Oct
4.93 out of 5 average rating, 415 reviews
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Top guest favourite
Cottage in Sandford Orcas
Detached 2 Bedroom country Holiday Let in Dorset
Individual host
5–10 Oct
4.98 out of 5 average rating, 322 reviews
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Top guest favourite
Cottage in Stourpaine
Tudor Rose Luxury thatched cottage Dorset.
Individual host
15–20 Oct
4.97 out of 5 average rating, 182 reviews