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holiday in dorset may
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May Half Term Holiday Cottages

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Celebrate the arrival of early summer with a May half term break in Dorset. Our selection of holiday homes provides the perfect home base for exploring the county’s breathtaking landscapes, from the rolling hills of the countryside to the dramatic cliffs of the Jurassic Coast. Whether you’re seeking adventure or relaxation, Dorset has something for everyone, making it the ideal destination for your May half term holiday in the UK.

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holiday home wareham with hot tub hot tub view garden with rattan furniture large lawn hot tub and garden furniture Cherry Lodge image garden seat to relax in at holiday home alfresco dining eat outside at cherry lodge holiday home with plenty of storage space in the kitchen cherry lodge kitchen Cherry Lodge image Cherry Lodge image ground floor bathroom at cherry lodge superking bedroom at cherry lodge dining room for 8 at cherry lodge breakfast at wareham holiday home Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image Cherry Lodge image holiday home in sandford
Cherry Lodge
Wareham
4.7/5
Comfort and space to be enjoyed by friends and family in this large, modern home complete with bubbling hot tub. Its pet friendly and has plenty of parking. The quality of this home and the size of the garden are what attracts guests to Cherry Lodge.
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Holiday prices from  £592
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Save 15% on stays before 21st February
Tilshead image Tilshead Five Star Luxury Accommodation For Large Parties External View Thumbnail Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image Tilshead image
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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Save 15% on stays before 21st February
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Pembroke Cottage
Langton Matravers
4.7/5
Beautiful 19th century stone cottage offering a peaceful retreat to families and friends. Well situated in the village of Langton Matravers, this holiday home offers endless attractions and picturesque views of the countryside.
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Save 15% on stays before 21st February
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The Old Butcher’s Cottage
Corfe Castle
4.9/5
The Old Butcher’s Cottage is bursting with character. Recently renovated throughout, this high spec property is the hideaway you’ve been searching for. Luxurious furnishings and exquisite linens adorn the bedrooms, living area and kitchen, providing stunning accommodation that the whole family will remember. Parties of all kinds can enjoy home cooked meals in the large open plan kitchen-lounge area and gather around the dining table for drinks or a board game.
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Holiday prices from  £526
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Save 30% on stays before 31st January
Save 20% on stays before 21st February
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Denbur Cottage
Gaunts Common
4.8/5
2 Bedrooms. Denbur is a lovely semi-detached cottage, with lawned garden and conservatory enjoying a superb location in a village that takes its name from John O’Gaunt, Duke of Lancaster.
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Save 15% on stays before 21st February
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Balcony Apartment
Swanage
5/5
2 Bedrooms. Fabulous seaside apartment in Swanage. Stunning views from the balcony across the bay to the Isle of Wight. This spacious and comfortable property is equipped with all you might need for a family get away.
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Holiday prices from  £714
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Save 10% on stays before 7th March
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St Marks Cottage
Swanage
5/5
Come and stay in this beautifully appointed cottage, ideal for families and cottage in a quiet spot in the town - walk to beach and coastal path.
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Holiday prices from  £375
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Coastguard Cottage
Worth Matravers
4.6/5
A lovely semi-detached cottage in the much sought after village of Worth Matravers, within walking distance of the Jurassic Coast.
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Holiday prices from  £509
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Save 10% on stays before 25th March
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Mimosa House
Sandford, Wareham
5/5
Mimosa House is a delightful, newly refurbished two-bedroom bungalow, set in a quiet cul-de-sac in Sandford, Wareham. This self-catering accommodation offers plenty of space for a family of 4 and is an ideal spot for a coastal break in Dorset.
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Holiday prices from  £435
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Save 20% on stays before 31st January
Save 15% on stays before 21st February
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Valley View
Swanage
4.5/5
A stylish, detached Edwardian home beautifully appointed with hot tub, large garden, parking and spacious reception rooms.
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Holiday prices from  £570
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Enjoy

May half term family holidays

Make the most of your time spent with your family with a stay in one of our well-appointed holiday cottages for May half term. Dorset offers a wealth of family-friendly activities. Sandy beaches and coastal walks to fascinating historical sites and charming market towns. Our cottages are designed with families in mind.  They offer spacious living areas, comfortable bedrooms, and all the amenities you need for a stress-free holiday. Whether you’re planning a week-long stay or a shorter break, our May half term family-friendly cottages ensure everyone enjoys a memorable holiday.

Indulge in a

Luxury cottage for May half term

Add a touch of luxury to your May half term break by choosing one of our cottages with hot tubs. After a day spent exploring Dorset’s beautiful countryside, there’s nothing better than relaxing in the warm bubbles of a private hot tub. Our luxury cottages combine modern comforts with picturesque settings.  They are the perfect choice for those who want to unwind and indulge during their holiday in May.

Pet-friendly

Self-catering for May half term

Our dog-friendly cottages for May half term welcome pets.  They offer easy access to dog-friendly beaches, walking trails, and open spaces where your pets can roam freely.  Most of the beaches in Dorset are still open to pets in May.  So its the ideal time to plan your getaway.

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