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Holiday Cottages in Osmington

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We are actively seeking holiday homes in Osmington.  In the meantime please take a look at our stunning holiday homes in other area.

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Save 30% on stays before 1st March
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The Lawns
Charlton Marshall, Nr Blandford
4.8/5
2 bedroom holiday cottage near to Blandford in the pretty village of Charlton Marshall, lovely country views and walks. Property all on one level with stunning garden.
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Holiday prices from  £370
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Save 10% on stays before 22nd March
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Garden Flat
Swanage
5/5
Gorgeous, ground floor flat in Swanage with parking and a garden.
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Holiday prices from  £350
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Save 20% on stays before 22nd March
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Brook Cottage
Corfe Castle
4.8/5
Step back in time and enjoy this delightful semi-detached cottage, exuding charm and character throughout. Built in the early 1730s, this distinctive Grade II red bricked cottage, is set in the heart of the historic village of Corfe Castle. This cosy retreat, nestled in the heart of the Purbecks, would surely be able to tell a tale or two! Sitting peacefully at the bottom of the romantic Castle ruins, you will enjoy morning coffee with arguably one of the most impressive backdrops in Dorset.
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Holiday prices from  £403
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The Aspens
Swanage
4.8/5
Delightful light-filled family holiday home, situated just a stone’s throw from beautiful Swanage Pier.
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Holiday prices from  £375
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Angel Cottage
Swanage
4.7/5
Nothing is more refreshing than a coastal holiday near the sea and if you’re looking for a cosy, quaint cottage, Angel Cottage should be first on your wishlist. This mid terrace cottage is the perfect base to discover miles of heritage coastline or relax and unwind on the blue flag sandy beach
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Holiday prices from  £339
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Save 15% on stays before 22nd March
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Tilshead
Langton Matravers
4.8/5
4 Bedroom, 3 bathrooms. Stunning countryside views with sea glimpses. Tilshead is a beautifully designed home nestled within the lovely village of Langton Matravers. This exceptional, bespoke house was created to offer a practical yet luxurious, contemporary residence complete with large relaxing garden. Graded four star gold by Visit England, this luxury Dorset holiday cottage is ideal for large parties or families.
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Holiday prices from  £825
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Beach Approach
Swanage
4.7/5
Settle into a lovely family holiday at Beach Approach. A two bedroom ground floor apartment. A flat walk will take you to Swanage beach and High Street, which is lined with cute cafés, boutiques, and fine restaurants. Beach Approach is perfect for families with top sights in easy reach: Swanage Railway is just a two minute stroll away; take a trip down memory lane on the vintage steam engine to the historic village of Corfe Castle.
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Holiday prices from  £375
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Save 20% on stays before 1st March
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Below Decks
Swanage
4.8/5
Below Decks is a gorgeous, seafront holiday home that sleeps 6 guests. Situated on the Parade in the heart of Swanage with the main beach, restaurants and shops directly on your doorstep, it is perfect for a relaxing coastal getaway.
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Holiday prices from  £475
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Save 10% on stays before 5th April
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Dream Cottage
Portland
5/5
One of our dream cottages a stylish, compact cottage - ideal for friends and small families to get together to enjoy the coast, walking and watersports.
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Holiday prices from  £340
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Save 10% on stays before 22nd March
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Markham House
Weymouth
5/5
A spacious family home with off road parking and large, enclosed garden. The house is ideal for family and friends who want to stroll through the town to the Harbour and beach.
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Holiday prices from  £439
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Sea Tower
Weymouth
0/5
Breathtaking luxury holiday home which is yards from Weymouth beach. Sea Tower has wide ranging coastal views and an exquisite interior for a luxury break.
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Holiday prices from  £742
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Save 20% on stays before 22nd March
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The Wedge
Swanage
4.9/5
A spacious 3 bedroom bungalow, set on the cliff top in a private part of Swanage overlooking picturesque Purbeck Hills. Situated just outside of the town centre on a quiet road but with all amenities nearby, this holiday home is within a short walk of the beach. It is ideal for those wishing to explore most spectacular walks and enjoy the scenery of a pretty coastline.
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Holiday prices from  £536
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