Destinations and properties
Dates and flexibility
Select dates
Party makeup
Guests
Osmington • Dates • Guests
Osmington • Dates • Guests

Filters


Price range

Based on a 7 night stay

£390
£1,500+
Reset

Property makeup

Dogs allowed



Minimum star grading



Property type

Recently added

Osmington Cottages

31 properties found
Weymouth, Dorset

Honeypot Cottage - Weymouth

2111

Our grading

7 nights

£522 - £864

View
Weymouth (4.5mls NE), Dorset

Lynwood Lodge - Little Lynwood

2112

Our grading

7 nights

£518 - £1,385

View
Weymouth (4.5mls NE), Dorset

Lynwood Lodge - Ocean View

2111

Our grading

7 nights

£494 - £1,198

View
Weymouth (4.5mls NE), Dorset

Lynwood Lodge - The Log Cabin

2112

Our grading

7 nights

£499 - £1,297

View
Weymouth (4.5mls NE), Dorset

Lynwood Lodge - The Garden Room

2111

Our grading

7 nights

£469 - £1,201

View
Weymouth, Dorset

Bowleaze Beach Apartment

4212

Our grading

7 nights

£492 - £1,250

View
Weymouth, Dorset

Seascape Weymouth

421

Our grading

7 nights

£652 - £1,934

View
Osmington, Dorset

Finch Cottage - Osmington

6321

Our grading

7 nights

£639 - £1,662

View
Osmington, Dorset

Thyme Cottage

6321

Our grading

7 nights

£733 - £1,919

View
Weymouth (4.5mls NE), Dorset

L'atelier

6332

Our grading

7 nights

£660 - £1,867

View
Weymouth (3.5 mls NE), Dorset

4 Puddledock Cottages

631

Our grading

7 nights

£701 - £1,666

View
Osmington, Dorset

Rosedale Cottage

733

Our grading

7 nights

£694 - £1,953

View

Showing 1-12 of 31 properties

Self-catering holiday accommodation in Osmington

Osmington is a pretty village just outside Weymouth, with winding lanes dotted with stone cottages and colourful gardens. Nearby is the famous hillside chalk carving of King George III on horseback known as White Horse Hill. Just a mile down the road is the hamlet of Osmington Mills with its rocky coastline and popular family pub. With its rural location and proximity to Weymouth, Osmington provides the best of both worlds for your self-catering holiday in Dorset.

Interestingly, John Constable spent his honeymoon in the area in 1816 and it was at this time that he completed his painting of Weymouth Bay. The painting now hangs in the National Gallery in London. The whole area is very scenic - it has a very pretty approach and boasts spectacular views across the gorgeous Weymouth Bay to Portland. While the shore is wild and rocky so not safe for swimming, it is an interesting place to look for fossils and do a bit of beachcombing.