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 15% on stays before 6th June
Pembroke Cottage
Langton Matravers
4.7/5
4
3
1
2
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Save 20% on stays before 23rd May
Save 10% on stays before 6th June
Dorset Farmhouse
Portesham, Nr Abbotsbury
5/5
6
3
2
0
Holiday prices from  £405
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Save 20% on stays before 6th June
Froxfield Cottage
Langton Matravers
4.9/5
6
3
2
1
Holiday prices from  £549
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Save 20% on stays between 7th - 21st May
+2 more discounts
Compass Cottage
Swanage
4.9/5
4
2
1
1
Holiday prices from  £314
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Save 20% on stays before 6th June
Save 20% on stays before 16th May
Gable Cottage
Corfe Castle
4.8/5
6
3
2
0
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Bronte Cottage
Wareham
4.8/5
4
3
2
1
Holiday prices from  £449
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Save 30% on stays before 6th June
The Hollies
Nr Lulworth
5/5
6
3
1
1
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Save 10% on stays before 23rd May
3 Puddledock Cottage
Sutton Poyntz, Nr Weymouth
5/5
6
3
1
0
Holiday prices from  £564
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Save 20% on stays before 6th June
Brook Cottage
Corfe Castle
4.8/5
6
3
3
0
Holiday prices from  £474
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Magnolia Cottage
Weymouth
4.9/5
6
3
2
0
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Old Stone House
Swanage
4.8/5
7
3
2
2
Holiday prices from  £377
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Save 15% on stays before 23rd May
Stone Quay Cottage
Swanage
4.9/5
3
2
1
2
Holiday prices from  £275
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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.