filters

Search results; Over 1,000 homes in Woolland

Photo 1 of 29
Cottage in Woolland
Dorset Cottage with Large Garden & Log Burners
3 bedrooms, 4 beds, 1 private bathroom
12–17 Oct, Individual host
,
4.73 out of 5 average rating, 45 reviews
Photo 1 of 11
Guest favourite
Cabin in Blandford Forum
Trappers
Business host
19–24 Oct
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Top guest favourite
Cottage in Dorset
Lovely cosy place to stay in the heart of Dorset
Individual host
12–17 Oct
4.99 out of 5 average rating, 283 reviews
Photo 1 of 6
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
Photo 1 of 29
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
Photo 1 of 27
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
Photo 1 of 29
Guest favourite
Shepherd’s hut in Dorset
Welcome to Bluebell
Business host
4–9 Oct
4.96 out of 5 average rating, 196 reviews
Photo 1 of 18
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
Photo 1 of 29
Top guest favourite
Cabin in Gillingham
Oak Framed Home with Countryside Views & Hot Tub
Individual host
18–23 Oct
5.0 out of 5 average rating, 344 reviews
Photo 1 of 29
Top guest favourite
Tiny home in Cerne Abbas
The Hideaway
Individual host
9–14 Oct
4.97 out of 5 average rating, 64 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 18
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 6
Top guest favourite
Room in Manston
Double bedroom with shower room in vegan home
Individual host
5–10 Oct
4.93 out of 5 average rating, 42 reviews
Photo 1 of 29
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, 325 reviews
Photo 1 of 29
Guest favourite
Cottage in Buckland Newton
Dorset Holiday Cottage | Sleeps 7
4 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.91 out of 5 average rating, 68 reviews
Photo 1 of 7
Guest favourite
Shepherd’s hut in Higher Ansty
Weatherbury shepherd's hut
Business host
1–6 Oct
4.9 out of 5 average rating, 99 reviews