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Wood Fired Hot Tub
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Maple Cottage
Weymouth
0/5
Spacious three-bedroom cottage with a wood-fired hot tub, enclosed garden and cosy log burner, perfect for family escapes.
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Holiday Cottages in Osmington
Looking for Osmington holiday cottages? Whether you’re planning a family holiday, a romantic coastal escape or a relaxing break with friends, Osmington is one of Dorset’s hidden gems. Nestled between Weymouth and Ringstead Bay, this picturesque village offers easy access to the Jurassic Coast while providing a peaceful countryside setting away from the crowds.
At Dorset Cottage Holidays, we offer a carefully selected collection of self-catering cottages near Osmington, ranging from cosy cottages for couples to spacious family homes and luxury holiday properties with outstanding countryside and coastal views.
Holiday Homes in Osmington
It’s easy to see why Osmington is one of Dorset’s most cherished villages. Tucked between rolling countryside and the spectacular Jurassic Coast, this picturesque corner of Dorset offers the perfect blend of coastal adventure, rural charm and peaceful relaxation.
Step outside your holiday cottage and discover a landscape rich in natural beauty. Wander along clifftop paths with breathtaking sea views, explore quiet country lanes, or spend sunny afternoons on nearby beaches. Whether you’re planning a romantic escape, a family holiday or a getaway with friends, Osmington provides an idyllic base for exploring Dorset’s coastline and countryside.
Just moments away, you’ll find some of the county’s most loved attractions. Follow the South West Coast Path towards Weymouth, visit the iconic White Horse carved into the hillside, or spend the day discovering hidden coves and fossil-rich beaches along the Jurassic Coast. For those who enjoy walking, cycling or simply soaking up the scenery, there’s no shortage of opportunities to get outdoors.
After a day of exploring, return to the comfort of your cottage and unwind. Enjoy a leisurely evening in a traditional Dorset pub, sample fresh local seafood, or simply relax in your home-from-home surrounded by the tranquillity of the village.
Discover the Jurassic Coast
Osmington is perfectly placed for exploring Dorset’s world-famous Jurassic Coast. This UNESCO World Heritage Site stretches for 95 miles and offers dramatic cliffs, secluded beaches and fascinating geological history.
Head to nearby Ringstead Bay for a peaceful day by the sea, or venture further along the coast to discover iconic landmarks including Durdle Door and Lulworth Cove. Fossil hunters, photographers and nature lovers alike will find plenty to enjoy along this remarkable stretch of coastline.
Why Choose an Osmington Holiday Cottage?
Osmington combines traditional Dorset village charm with some of the county’s most spectacular coastal scenery. Staying in one of our holiday cottages allows you to explore at your own pace while enjoying the comfort, privacy and flexibility of a self-catering holiday.
Visitors love Osmington for its:
- Easy access to the Jurassic Coast World Heritage Site
- Beautiful countryside walks and coastal footpaths
- Quiet beaches and hidden coves
- Traditional country pubs
- Close proximity to Weymouth and Dorchester
- Peaceful rural surroundings
Whether you’re visiting for a weekend break or a longer family holiday, Osmington provides an ideal base for discovering Dorset.
Family-Friendly Holidays in Osmington
Osmington is an excellent destination for families looking to enjoy Dorset’s beaches and countryside without the busy atmosphere of larger seaside resorts.
Children will enjoy:
- Safe beaches nearby
- Rock pooling
- Coastal walks
- Adventure parks
- Farm attractions
- Watersports in Weymouth
Many of our holiday cottages feature enclosed gardens, parking, spacious living areas and dog-friendly accommodation, making them ideal for family holidays.
Things to Do Near Osmington
During your stay you’ll find plenty of attractions within easy reach.
Popular places to visit include:
- Weymouth Harbour
- Nothe Fort
- SEA LIFE Weymouth
- Abbotsbury Swannery
- Abbotsbury Subtropical Gardens
- Monkey World
- Tank Museum
- Sculpture by the Lakes
- Dorset Museum
For walkers, the famous Osmington White Horse offers stunning panoramic views across the coastline.
Osmington is a traditional village on Dorset’s Jurassic Coast, located around five miles east of Weymouth and close to Ringstead Bay.
Yes. We offer a range of dog-friendly holiday cottages near Osmington with excellent access to countryside and coastal walks.
Absolutely. With nearby beaches, scenic walking routes and attractions including Weymouth, Monkey World and the Tank Museum, Osmington is an excellent destination for families.
Osmington is approximately a 10 to 15-minute drive from Weymouth, making it easy to enjoy the town’s beaches, harbour and restaurants while staying in a quieter rural setting.
Osmington is a fantastic year-round destination. Summer is ideal for beach holidays, while spring and autumn offer quieter coastal walks, beautiful countryside and excellent opportunities to explore Dorset without the crowds.
Filter & Sort
Weymouth
0/5
Beech Cottage
Osmington
5/5
Peaceful one-bedroom cottage for two, offering a king-size bed, wood burner and south-facing courtyard garden.
Ash Cottage
Weymouth
5/5
Cosy single-storey retreat for two with vaulted ceilings, a log burner and sunny courtyard, perfect for romantic escapes.
Birch Cottage
Weymouth
5/5
A charming former stable conversion with two bedrooms, a wood burner and private courtyard, ideal for relaxed coastal stays.
Oak Cottage
Weymouth
5/5
Characterful two-bedroom cottage with a secluded courtyard garden and beautiful bathroom, close to Dorset's top attractions.
Willow Cottage
Weymouth
5/5
Romantic retreat for two with a private wood-fired hot tub, sunny courtyard and easy access to Dorset's coast.
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