
Holiday houses in Osmington
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Top-rated holiday rentals in Osmington
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The Old Reading Room West Stafford, Dorset.
The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.
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Large coastal cottage with spa and private pool
Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.
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Sea View Chalet - Durdle Door
Our Chalet is a treasured home away from home, overlooking stunning Durdle Door, a World Heritage Site on the beautiful Dorset Jurassic Coast…. The chalet has a large decking overlooking the sea, it’s a total escape…..it has 1 King Double bedroom with en-suite, & 1 twin, 2 shower rooms & fully fitted modern kitchen/living area which opens onto the large decking area and panoramic views of the sea… to the left is Lulworth Cove, to the right the Isle of Portland, amazing sunrises and sunsets!
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The Ringstead Suite
This unique suite with it's own private stairway from the floral garden leading to your own private balcony is a perfect base looking onto the Jurassic Coast above Ringstead Bay. Above the property is the inner coastal path and Ridgeway walks. Nearby is beach access at Ringstead Bay and Osmington Mills. The suite comprises a cosy lounge area, shower room and toilet, hallway with boot and coat cupboard and luxurious bedroom with Purbeck Stone wall overlooking the garden.
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Coppice Barn, farm stay, nr Durdle Door & Lulworth
Sorry no Pets Suitable for only one infant. A barn conversion two miles from the Dorset coast. Set within its own private garden with unspoilt views of Galton Farm overlooking Moreton forest and Tadnoll Heath. Ten minutes drive to Durdle Door, Lulworth Cove and Ringstead Bay. Plenty of coastal and country walks to choose from. The barn consists of one bedroom with a superking bed. Large bathroom and open plan kitchen, dining and sitting area all delightfully decorated.
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Beautiful Annex situated on the Jurrasic Coast.
Pixon Barn is situated on a working farm on the Jurassic Coastline within an easy driving distance to Weymouth, Lulworth Cove, and Abbotsbury. It is located next to numerous bridlepaths, perfect for avid walkers, cyclists and lovers of the countryside. We welcome any and all well behaved dogs. There are several pubs all within a 5 minutes distance by car, as well as our own farm cafe and shop located on the main road into Weymouth. Best ice-cream around.!
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Private use of Indoor Pool available May- end Sept
Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!
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Thatched Cottage by the Beach
The Stables is a charming thatched cottage nestled in the sort after village of Preston, Dorset. It is located a short walk to the beach and village amenities. It is perfectly located to access nearby famous Weymouth Beach, Weymouth Harbour and the beautiful Jurassic Coast. A romantic stable conversion with a recently re-designed Kitchen and Bathroom. It is perfect for an active summer beach holiday or a cozy winter holiday in front of the fire.
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Luxury Roundhouse with log fired hot tub
A bespoke, luxury roundhouse, with log fired Skarsguard hot tub & stunning views of the Blackdown Hills and surrounds. Nestled above the Somerset Levels. The Good Life’s roundhouse is the perfect place to get away from it all and enjoy some quiet time in the country. Come for a romantic getaway, just the two of you, unwind & destress, with luxurious and private surroundings.
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Artist's Retreat in countryside by Jurassic coast
Simple self-contained annexe attached to Grade II listed country house built 1840. Requisitioned by Canadians in World War II for D-Day landings. A peaceful retreat in the village of Osmington, Dorset. Very near the Southwest coastal footpath and the famous Jurassic coastline. Large garden available to enjoy. Minimum stay 2 nights. Not suitable for children under 7.
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Elegant Wing of a Country House - Bride Valley
The West Wing is a beautiful self contained apartment of Bellamont House. It benefits from a smart, light and spacious atmosphere. It is well equipped with all the comforts of home. Bellamont is situated in the picturesque Bride Valley, a Designated Area of Outstanding Natural Beauty & is only 5 miles from the sea & the stunning World Heritage Jurassic Coast.
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Lake View Classic Sailing boat on private lake
Beautiful Lake view classic boat moored on a private lake. Set in the heart of the Jurassic coast world heritage site. Private decking area is right on the waters edge. There is a private bathroom within 5 meters of the boat. The lovely town of Wareham is only a 20 minute walk with numerous pubs, restaurants and shops.
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Popular amenities for Osmington holiday rentals
Other great holiday rentals in Osmington

Old Dorset Cottage
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Beachside Cottage with Panoramic views of the sea
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The Granary
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Luxury Coastal Bolthole · Hot Tub · Beach Access
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Quaint Thatched Coastal Cottage
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Delightful one bed property on the Jurassic Coast
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The Hayloft Somerset
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Kingfisher - Creek Caravan Park Ringstead
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Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Lyme Regis Beach
- Durdle Door Holiday Park
- The Tank Museum
- Bournemouth International Centre
- Kimmeridge Bay
- Beer Beach
- West Bay Beach
- Hoburne Naish Holiday Park
- Powderham Castle
- Alum Chine Beach
- Shorefield Country Park
- Stourhead
- Crealy Theme Park & Resort
- Highcliffe Beach
- Poole Quay





