Dorset Cottage Holidays, holiday homes to rent in Dorset
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What's on in Dorset in May 2025

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As we wrap up an exciting May in Dorset, with its sunny bank holidays, blooming countryside, and lively festivals, we’d like to thank everyone who joined in the fun! While this year’s calendar is coming to a close, we’re already gearing up for an even more thrilling 2025. Stay tuned for next year’s itinerary of must-see events and special offers. Do you want to keep up-to-date with what’s on in May in Dorset this year and the next? Our email newsletter will keep you up-to-date with the ins and outs of our lovely coastal county, including upcoming events, our favourite attractions and landmarks, and our latest accommodation offers. Sign up today and be the first to hear about what’s happening in 2025!

Find your perfect

May Half Term Cottage

Save 20% on stays before 23rd May
Save 15% on stays before 6th June
1 Westport Cottage Ph3 Web
Westport Cottage
Wareham
4.9/5
5
3
2
0
Holiday prices from  £446
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Save 20% on stays before 6th June
Brook Cottage image
Brook Cottage
Corfe Castle
4.8/5
6
3
3
0
Holiday prices from  £474
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Save 10% on stays before 23rd May
Winspit View image
Winspit View
Worth Matravers
4.8/5
6
3
2
1
Holiday prices from  £781
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Mimosa House
Sandford, Wareham
5/5
4
2
1
0
Holiday prices from  £666
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Save 20% on stays before 23rd May
Save 10% on stays before 6th June
Dorset Farmhouse image
Dorset Farmhouse
Portesham, Nr Abbotsbury
5/5
6
3
2
0
Holiday prices from  £405
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Save 15% on stays before 16th May
Save 10% on stays before 6th June
White Sands image
White Sands
Swanage
4.9/5
9
4
2
2
Holiday prices from  £1,150
View & Book
Save 20% on stays before 6th June
Save 10% on stays before 20th June
Piona Flat 12 The Gables Ph3 Web
Piona
Swanage
4.9/5
6
3
2
0
Holiday prices from  £574
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Save 20% on stays before 16th May
Save 15% on stays before 6th June
Valley View image
Valley View
Swanage
4.5/5
8
4
3
2
Holiday prices from  £562
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Save 20% on stays before 23rd May
Save 10% on stays before 6th June
Purbeck Cottage (Kings) image
Purbeck Cottage (Kings)
Swanage
4.7/5
6
3
1
0
Holiday prices from  £411
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Save 15% on stays before 6th June
Tilshead image
Tilshead
Langton Matravers
4.8/5
8
4
3
2
Holiday prices from  £825
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Save 10% on stays before 6th June
Ridgeview Cottage image
Ridgeview Cottage
Corfe Castle
4.7/5
6
3
2
0
Holiday prices from  £468
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Save 20% on stays between 7th - 21st May
+2 more discounts
Compass Cottage image
Compass Cottage
Swanage
4.9/5
4
2
1
1
Holiday prices from  £314
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Save 15% on stays before 6th June
Save 10% on stays between 1st Nov - 19th Dec
IMG 3738
Balcony Apartment
Swanage
5/5
4
2
1
0
Holiday prices from  £687
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Save 10% on stays before 6th June
Coastguard Cottage image
Coastguard Cottage
Worth Matravers
4.6/5
8
4
3
0
Holiday prices from  £584
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Save 10% on stays before 23rd May
3 Puddledock Cottage image
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 7th August
Castle Heights image
Castle Heights
Corfe Castle
5/5
6
3
3
1
Contact us for prices
View & Book
Save 30% on stays before 16th May
Save 20% on stays before 7th August
Castle View House image
Castle View House
Corfe Castle
5/5
9
5
4
1
Holiday prices from  £1,405
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Save 20% on stays before 6th June
Save 10% on stays between 20th Jun - 17th Jul
The Wedge image
The Wedge
Swanage
4.9/5
6
3
2
1
Holiday prices from  £534
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Save 20% on stays before 6th June
Cordwainer’s Cottage image
Cordwainer’s Cottage
Winfrith Newburgh
4.9/5
4
2
2
1
Contact us for prices
View & Book
Save 20% on stays between 2nd - 22nd May
+3 more discounts
Littlecot image
Littlecot
Weymouth
5/5
8
4
2
2
Holiday prices from  £558
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