Your search returned 215 cottages.
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- Sleeps6
- Bedrooms3
- Pet FriendlyYes
Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. (Ref. 1137374)
- Pets go free
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from From £989
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- Sleeps6
- Bedrooms3
- Pet FriendlyNo
Rose Cottage, a charming thatched cottage nestled in Osmington, within Dorset National Landscape, boasts a large garden and proximity to local amenities. (Ref. 1200211)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from From £718
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- Sleeps5
- Bedrooms3
- Pet FriendlyNo
A traditional, thatched cottage resting within the village of Preston. (Ref. 1201976)
- Wi-fi
- Washing machine
7 nights from From £537
Book nowLast booked 7 hours ago -
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
Number 3 by the Sea is an inviting ground‑floor apartment located in Weymouth, Dorset, boasting sea views, a front patio and direct access to the beach. (Ref. 1203393)
- Wi-fi
- Off-road parking
- Ground floor bedroom
7 nights from From £509
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- Sleeps7
- Bedrooms4
- Pet FriendlyNo
This pretty, detached cottage lies in Preston, Dorset. (Ref. 1119018)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from From £661
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- Sleeps12
- Bedrooms6
- Pet FriendlyNo
Elegant end of terrace Georgian Townhouse located in Weymouth. (Ref. 1071940)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from From £1180
Book nowLast booked 2 days ago -
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
A delightful, one-bedroom holiday home resting in Weymouth, Dorset. (Ref. 1133982)
- Wi-fi
- Dishwasher
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£41 off - Fri 17th Jul to 4th Sep 2026
7 nights from From £651
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- Sleeps4
- Bedrooms2
- Pet FriendlyYes
This quirky, converted bunker rests in Ringstead near Preston, Dorset. (Ref. 1131689)
- Pets go free
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
7 nights from From £809
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- Sleeps4
- Bedrooms2
- Pet FriendlyYes
The Orchard is a charming holiday hut in Ringstead, Dorset, featuring external sleeping huts, private garden space and pet‑friendly accommodation. (Ref. 1199396)
- Pets go free
- Wi-fi
- Off-road parking
- Washing machine
7 nights from From £630
Book nowLast booked yesterday -
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. (Ref. 1058500)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from From £644
The seaside village of Osmington is nestled in a small cove on the edge of the coast, perfect for those seeking a peaceful getaway to one of the most beautiful parts of the country. Browse our selection of Osmington cottages to find the ideal accommodation.
Why Osmington?
Osmington is comprised of everything imaginable for a quintessentially English village. Picture country lanes filled with beautiful thatched old stone cottages and farmhouses, with an array of country pubs and quaint tea rooms dotted about.
Visit Osmington Mills beach, which provides a pleasant alternative to the crowded beaches, and is largely dog-friendly too. The village is also a great starting point to explore the Jurassic coast, with plenty of opportunities to see 200 million-year-old fossils, which would make for an extremely rewarding day out.
Places to visit near Osmington
Situated near the southern tip of Dorset, our Osmington accommodation is within easy reach of some awe-inspiring locations. Discover the appeal behind the traditional seaside town of Weymouth, just 15 minutes away, or admire the superb views of Dorset’s Heritage Coast from West Bay. Other popular locations include Portland, Bridport and Swanage.
Types of Holiday
Luckily for you, our wide range of self-catering cottages makes it easy to find the perfect property to suit your needs. Whether you’re after a beach cottage, a romantic break, or dog-friendly accommodation, we’ve got you covered. For a short break, check-out May bank holiday cottages and see Dorset in Spring.
If you would like to book a holiday cottage in Osmington, contact our team of friendly travel experts.