Your search returned 328 cottages.
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- Sleeps6
- Bedrooms3
- PetsNo
Luxurious wooden lodge in the village of Wedmore in Somerset. (Ref. 982512)
- Wi-fi
- Off-road parking
- Electric car charging
- Ground floor bedroom
- Hot Tub
- Dishwasher
3 nights from Sat 31st May £699
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- Sleeps8
- Bedrooms4
- PetsNo
6 Inveravon is a charming holiday home near the beach in the waterside town of Christchurch in Dorset with an open-plan living space and welcoming pets. (Ref. 1162271)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Tue 27th May £818
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- Sleeps4
- Bedrooms2
- PetsNo
The Elbow is a charming house with period features and a garden, within the picturesque Dorset National Landscape in the village of Frampton in Dorset. (Ref. 1151302)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Tue 27th May £520
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- Sleeps4
- Bedrooms2
- PetsNo
A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. (Ref. 969185)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
3 nights from Tue 27th May £412
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- Sleeps2
- Bedrooms1
- PetsNo
A contemporary second-floor apartment resting on the Weymouth Seafront, Dorset. (Ref. 1092706)
- Wi-fi
- Dishwasher
3 nights from Tue 27th May £565
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- Sleeps10
- Bedrooms5
- PetsNo
Sleeps 10, fully renovated 5 storey Georgian sea front house, Large TV, sea views, 3 en-suite bedrooms, less than 50m to the beach. (Ref. 1001820)
- Wi-fi
- Dishwasher
- Baby-friendly
3 nights from Sat 31st May £1478
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- Sleeps10
- Bedrooms5
- PetsNo
Beautiful, Georgian seafront house, nestled in the lively town of Weymouth. (Ref. 1006583)
- Wi-fi
- Dishwasher
- Baby-friendly
3 nights from Thu 29th May £1478
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- Sleeps4
- Bedrooms2
- PetsNo
A well-presented, modern apartment on the rugged Isle of Portland. (Ref. 1034885)
- Wi-fi
- Off-road parking
- Swimming pool
- Dishwasher
- Washing machine
3 nights from Tue 27th May £504
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- Sleeps6
- Bedrooms3
- PetsYes
Dotties Retreat, a lovely, three-storey abode located in the seaside town of Weymouth, Dorset. (Ref. 1157026)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
3 nights from Sat 31st May £585
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- Sleeps4
- Bedrooms2
- PetsNo
Garibaldi Cottage is a lovely, coastal home resting in the town of Weymouth in Dorset, enjoying close proximity to a nearby shop, beach, and pub. (Ref. 1156408)
- Wi-fi
- Washing machine
- Baby-friendly
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10% off - Tue 25th Mar to 28th Jun 2025
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5% off - Sat 28th Jun to 26th Jul 2025
3 nights from Tue 27th May £481
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Make the most of the May half term with a relaxing and memorable stay in a holiday cottage.
As the spring season transitions into summer, it's the perfect time to head away and explore picturesque destinations and soak up the beauty of the countryside or coastline.
From cosy rural retreats to luxury seaside escapes, find your perfect getaway this May half term.
Why stay in a Holiday Cottages for May Half Term?
Staying in a holiday cottage in Dorset during May half term is the perfect way to embrace the beauty of late spring.
Dorset’s mild climate comes alive in May, with blooming flowers and picturesque coastal towns and villages which offer an idyllic backdrop for your getaway.
May half term is also the perfect time to visit Dorset, with some of the county’s iconic attractions less crowded than in the peak summer months.
So, whether you’re planning a family adventure or a group holiday, a stay in a Dorset holiday cottage during May half term allows you to tailor your trip to your pace.
Places to visit from Holiday Cottages in in May Half Term
May half term is a wonderful time to explore Dorset, with its vibrant landscapes and family-friendly attractions offering something for everyone.
If you are into history, then make sure you head to Corfe Castle, this spectacular ruin allows you to take in the stunning views of the region whilst also showcasing the rich history of the area, transporting you back in time.
Next on your adventures should be the stunning Jurassic Coast, a UNESCO World Heritage Site, take a walk along some of the dramatic cliffs, thanks to the fantastic coastal footpaths and head to the iconic landmarks of this coastline, from Durdle Door to Lulworth Cove.
For great family days out, don’t miss the chance to head to attractions such as the Monkey World Ape Rescue Centre or the Tank Museum, both offering educational experiences for all ages.
With so much to see and do, Dorset is the ideal destination for a memorable May half-term holiday.
Types of Dorset Holiday Cottages
Secure your next half term break with a holiday cottage over May half-term today!
Looking at other options, then check out cottages with a thatched roof or cosy roaring fire. Or why not take a look at some luxury holiday cottages that boast a hot tub or swimming pool.
Looking for the perfect romantic getaway, a family get together then these should guide you in the right direction. For more half term breaks, browse February half term breaks and October half term breaks. If you are wanting a break over the festive season, then view Christmas breaks in Dorset, for those seeking a magical holiday this year.
Explore the full collection of Dorset holiday cottages today!