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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
1–6 Nov, Individual host
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4.73 out of 5 average rating, 45 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
Room in Hilton
The Old School at Hilton (Room 1)
Individual host
29 Sept – 4 Oct
4.97 out of 5 average rating, 254 reviews
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Cabin in Blandford Forum
Trappers
Business host
19–24 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Shepherd’s hut in Higher Ansty
Weatherbury shepherd's hut
Business host
18–23 Sept
4.9 out of 5 average rating, 99 reviews
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Top guest favourite
Guest house in Child Okeford
Cosy Countryside 2-Bedroom Guest House
Individual host
29 Sept – 4 Oct
4.98 out of 5 average rating, 143 reviews
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Top guest favourite
Cottage in Okeford Fitzpaine
The Garden House Okeford Fitzpaine Dorset
Individual host
4–9 Oct
4.97 out of 5 average rating, 424 reviews
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Top guest favourite
Cottage in Henley Dorchester
New Luxury Hot Tub August 2026 Shepherds Cottage
Business host
12–17 Oct
4.93 out of 5 average rating, 414 reviews
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Top guest favourite
Shepherd’s hut in Milton Abbas
Shepherds Hut in Milton Abbas
Individual host
4–9 Oct
4.98 out of 5 average rating, 139 reviews
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Top guest favourite
Home in Dorset
Delightful one bed accommodation near Sherborne
Individual host
18–23 Sept
4.95 out of 5 average rating, 247 reviews
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Top guest favourite
Cottage in Milton Abbas
Luxury Cottage | Sleeps 8 | Jurassic Coast
Individual host
28 Sept – 3 Oct
5.0 out of 5 average rating, 26 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 Okeford Fitzpaine
Delightful barn in scenic North Dorset
Individual host
5–10 Oct
5.0 out of 5 average rating, 37 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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Top guest favourite
Home in Cheselbourne
Rose Cottage - romantic, cosy, country home
Individual host
2–7 Oct
4.93 out of 5 average rating, 15 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, 63 reviews
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Top guest favourite
Cottage in Stour Provost
Petite Cottage - characterful village setting
Individual host
12–17 Oct
5.0 out of 5 average rating, 17 reviews
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Home in Tisbury
Hidden 200-year-old stone cottage
Individual host
26 Sept – 1 Oct
New place to stay
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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