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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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Save 25% on stays between 1st Nov - 19th Dec
+2 more discounts
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Orchid House
Langton Matravers
4.9/5
A delightful big cottage in Purbeck, set right on the doorstep of Dorset’s most breath-taking coastal walks, in the village of Langton Matravers.
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Holiday prices from  £652
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Cherry Tree Cottage
Ridge, Nr Wareham
4.8/5
2 Bedroom delightful holiday cottage with log burner in Ridge. Well equipped with all you might need for a family get away in peaceful surroundings, yet still within easy reach of a wide range of attractions and sandy beaches.
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Save 30% on stays before 1st March
Save 20% on stays before 22nd March
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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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Holiday prices from  £380
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Sea Reach
Swanage
4.9/5
2 Bedrooms. We are delighted to introduce Sea Reach, this spacious and modern ground floor apartment is in a prime place to stay in Swanage, just 3/4 minutes’ walk from the beach.
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Holiday prices from  £429
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Save 10% on stays before 22nd March
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Newton Manor Grange
Swanage
4.6/5
3 bedrooms. This beautiful four star holiday home is the ideal choice for a self catering holiday in Swanage. This home boasts large picture windows and is an unusual upside down house that takes full advantage of the views, across the seaside town of Swanage to the sea and the Isle of White beyond. WIFI.
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Holiday prices from  £423
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Save 10% on stays before 22nd March
big cottage in swanage exterior and gardens large lounge for 9 guests kitchen in a holiday home in swanage extra dining space in big holiday home swanage large dining table for 10 sofas in swange cottage for groups hallway and boot store in holiday home large master bedroom with seperate dressing room Lizards Rest image Lizards Rest image dressing room double room for extended families main bathroom ground floor bedroom for extended family Lizards Web 15 childrens bunk room for large families visiting swanage Lizards Web 26 holiday home garden with garden table Lizards Rest image nearby swanage beach walk to swanage parade swanage town centre just a few minutes walk away swanage railway nearby Lizards Rest image Lizards Rest image ground floor shower room and wc in large accommodation in swanage
Lizards Rest
Swanage
4.7/5
4 bedrooms. A great base and comfortable family home. This substantial detached holiday home offers ample accommodation for the extended family in a seaside location. Lizards Rest is the perfect choice for accommodation for large groups in Swanage.
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Holiday prices from  £528
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Save 20% on stays before 8th March
+2 more discounts
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Purbeck Escape
Swanage
4.7/5
3 Bedrooms. Super reviews for this recent addition to our holiday homes. Purbeck Escape is a spacious, newly equipped family home.
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Holiday prices from  £481
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Save 15% on stays before 22nd March
Save 10% on stays between 4th - 25th Apr
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Leap House
Wareham
5/5
Leap House is a well-presented three-bedroom semi-detached holiday retreat, sitting peacefully within a short walk of Wareham Quay. This well-presented holiday accommodation, is an excellent base to explore one of England’s Saxon Walled towns and nearby beaches of the Jurassic coast. Entering the house via the patio area, you will be greeted by a fully-equipped kitchen, featuring integrated appliances and all the amenities for your culinary creations, which you can enjoy in the next-door lounge/dining area. The inviting living area features two leather sofas, an armchair, and a wood-burning stove – ideal for those wanting to unwind with a book or a favourite movie.
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Holiday prices from  £488
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Save 20% on stays before 8th March
Save 10% on stays before 22nd March
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Hill View
Weymouth
5/5
Set in the peaceful Weymouth suburb of Preston, Hill View offers a delightful retreat for couples or small families.
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Holiday prices from  £330
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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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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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