Your search returned 203 cottages.
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- Sleeps6
- Bedrooms4
- PetsNo
Spindrift is a characterful, home resting upon Brewers Quay Harbour in Dorset. (Ref. 1137640)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from $883
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- Sleeps2
- Bedrooms1
- PetsNo
A delightful, one-bedroom holiday home resting in Weymouth, Dorset. (Ref. 1133982)
- Wi-fi
- Dishwasher
7 nights from $667
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- Sleeps4
- Bedrooms2
- PetsNo
A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. (Ref. 1058500)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from $915
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- Sleeps2
- Bedrooms1
- PetsNo
A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. (Ref. 1107011)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from $634
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- Sleeps6
- Bedrooms3
- PetsNo
A beautiful terraced fisherman’s cottage resting in the coastal town of Weymouth, Dorset. (Ref. 1133009)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from $710
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- Sleeps2
- Bedrooms1
- PetsNo
A stylish and contemporary apartment set in the town of Weymouth, Dorset. (Ref. 1072234)
- Wi-fi
- Dishwasher
- Washing machine
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$189 off - Mon 29th Dec 2025 to 6th Jan 2026
7 nights from $996
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- Sleeps12
- Bedrooms6
- PetsNo
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 $1574
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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 $1097
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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 $1085
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- Sleeps4
- Bedrooms2
- PetsNo
Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. (Ref. 1154894)
- Wi-fi
- Off-road parking
- Dishwasher
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$442 off - Mon 22nd Dec to 29th Dec 2025
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$442 off - Mon 29th Dec 2025 to 5th Jan 2026
7 nights from $872
Secure your holiday with a 30% deposit* Book now
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.