Your search returned 201 cottages.
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- Sleeps6
- Bedrooms3
- PetsYes
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)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from £1076
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- Sleeps7
- Bedrooms4
- PetsNo
This pretty, detached cottage lies in Preston, Dorset. (Ref. 1119018)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £706
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- Sleeps6
- Bedrooms3
- PetsYes
Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. (Ref. 1173548)
- Wi-fi
- Dishwasher
- Washing machine
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15% off - Fri 25th Jul to 22nd Aug 2025
7 nights from £651
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- Sleeps4
- Bedrooms2
- PetsYes
The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. (Ref. 1133998)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £653
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- Sleeps2
- Bedrooms1
- PetsNo
A delightful, one-bedroom holiday home resting in Weymouth, Dorset. (Ref. 1133982)
- Wi-fi
- Off-road parking
7 nights from £500
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- Sleeps4
- Bedrooms2
- PetsYes
A lodge sleeping four people, Bowleaze area of Weymouth. (Ref. 994500)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
- Baby-friendly
7 nights from £783
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- Sleeps4
- Bedrooms2
- PetsNo
Three @ No36, a delightful, second-floor apartment situated in the town of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. (Ref. 1162204)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £606
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- Sleeps2
- Bedrooms1
- PetsYes
Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. (Ref. 1096825)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £494
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- Sleeps4
- Bedrooms2
- PetsYes
This quirky, converted bunker rests in Ringstead near Preston, Dorset. (Ref. 1131689)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
7 nights from £824
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- Sleeps8
- Bedrooms3
- PetsNo
On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £1043
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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.