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- Sleeps2
- Bedrooms1
- PetsNo
The Shippon is a spacious and inviting home, with characterful yet chic features, perfect for a couples retreat at Lower Lye, in the Blackdown Hills AONB. (Ref. 1087064)
- Wi-fi
- Electric car charging
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Mon 25th May
was £564£502 -
- Sleeps4
- Bedrooms2
- PetsNo
The Hayloft is a versatile, characterful, quirky, and Grade II-listed home, perfect for families or friends at Lower Lye, in the Blackdown Hills AONB. (Ref. 1120037)
- Wi-fi
- Electric car charging
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Fri 29th May
was £596£566Book nowLast booked 2 days ago -
- 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 26th May £391
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- Sleeps7
- Bedrooms4
- PetsYes
Plush Cottage is a charming, family-friendly cottage in Plush, Dorset, with rural views, four welcoming bedrooms, a private patio, and off-road parking. (Ref. 1184354)
- Wi-fi
- Off-road parking
- Electric car charging
- Dishwasher
- Washing machine
- Baby-friendly
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15% off - Fri 1st May to 31st May 2026
3 nights from Wed 27th May
was £898£776 -
- Sleeps4
- Bedrooms2
- PetsNo
This charming, two-bedroom holiday lodge rests in Bowerchalke, near Broad Chalke, Wiltshire. (Ref. 1111761)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Games room
3 nights from Fri 22nd May
was £586£564 -
- Sleeps4
- Bedrooms2
- PetsNo
Betty’s Buoy is a stylish first-floor apartment in Weymouth, Dorset, with open-plan living and easy access to the beach. (Ref. 1168986)
- Wi-fi
- Dishwasher
- Washing machine
3 nights from Wed 27th May £422
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- Sleeps4
- Bedrooms2
- PetsNo
A sea-front two-bedroom apartment fronting Weymouth bay, Dorset. (Ref. 1100406)
- Wi-fi
- Dishwasher
3 nights from Mon 25th May £647
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- Sleeps6
- Bedrooms3
- PetsYes
June Cottage is a lovely cottage situated on the outskirts of Wool in Dorset, allowing pets and is well-situated to nearby attractions and amenities. (Ref. 1181945)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
3 nights from Fri 29th May £632
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- Sleeps6
- Bedrooms3
- PetsYes
A character filled property resting in the pretty village of Maiden Netwon in Dorset. (Ref. 1072294)
- Wi-fi
- Off-road parking
- Dishwasher
3 nights from Fri 29th May £781
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- Sleeps6
- Bedrooms3
- PetsYes
This fabulous Grade II listed cottage rests in the Dorset village of Marnhull. (Ref. 970616)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
3 nights from Mon 25th May £488
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!