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Search results; Over 1,000 homes in Osmington

Guest favourite
Guest suite in Osmington
The Ringstead Suite
1 bedroom, 1 bed, 1 private bathroom
18–23 Aug
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4.82 out of 5 average rating, 142 reviews
Top guest favourite
Cottage in Osmington
Cosy Cottage with Hot Tub and Pub
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Home in Osmington
Luxury Cottage with Copper Bath and Scenic Trails
4.85 out of 5 average rating, 59 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Oct
Top guest favourite
Home in Osmington
Osmington private Annex
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Shepherd’s hut in Dorset
'Chalbury' Shepherds Style Hut
5.0 out of 5 average rating, 63 reviews, 1 bedroom, 3 beds, 1 bathroom
11–16 Aug
Top guest favourite
Flat in Dorset
Dream beach
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jul
Top guest favourite
Room in Broadmayne
Shepherds Hut in the countryside
5.0 out of 5 average rating, 33 reviews, 1 double bed, WC
20–25 Jul
Top guest favourite
Guest house in Dorchester
Lovely, Quiet Studio Annex (with Netflix)
4.97 out of 5 average rating, 342 reviews, 1 bed, 1 bathroom
26–31 Aug
Guest favourite
Cabin in Dorset
The Outback Cabin
4.9 out of 5 average rating, 69 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Sept
Guest favourite
Home in Crossways
Number One - A colourful family friendly space!
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
Top guest favourite
Cottage in Tolpuddle
The Hideaway, Tolpuddle
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Aug
Top guest favourite
Guest suite in Weymouth
The Haven Garden room Weymouth
4.84 out of 5 average rating, 178 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Home in Dorset
Gwen’s House
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Room in Portland
Light and airy attic room with kitchenette.
4.99 out of 5 average rating, 177 reviews, 2 beds, 1 bathroom
10–15 Aug
Guest favourite
Home in Dorset
Luxury Coastal Bolthole · Hot Tub · Beach Access
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Oct
Top guest favourite
Shepherd’s hut in Broadmayne
Shepherd's Hut in rural Dorset
4.98 out of 5 average rating, 99 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Top guest favourite
Home in Martinstown
Enchanting Manor Coach House
4.96 out of 5 average rating, 130 reviews, 2 bedrooms, 2 beds, 2 bathrooms
30 Sept – 5 Oct
Top guest favourite
Room in Dorset
Rodwell, Weymouth. 5 minutes walk to the beach.
4.97 out of 5 average rating, 165 reviews, 1 queen bed, 1 bathroom
10–15 Aug
Top guest favourite
Shepherd’s hut in Dorset
'Upwey' Shepherds Style Hut
4.98 out of 5 average rating, 47 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul