Dorset Boltholes Available in May
Spring is well under way, the sun is shining and Dorset is looking particularly radiant. Make the most of this special time of year and treat yourself to a stay in a luxury self-catering cottage. Our collection of 44 Dorset cottages available in May have all been handpicked; personally inspected and fully equipped to ensure your stay is the best it can be.Read more
If you want to make your May half-term count this year, why not book a family holiday in Dorset? Our range of self-catering cottages come in all shapes and sizes, with plenty of room for your little ones. Many cottages have extra facilities like swimming pools, games rooms and large gardens so the kids will be in entertainment heaven while mum and dad relax.
May isn't all about half-term though. There are two bank holidays to look forward to, and lots of opportunities to make the most of this beautiful and diverse county ahead of the summer crowds. Whether you're looking for a solo retreat, romantic couples getaway or catch up with friends, we can help you find the ideal cottage for you. If you've got a four-legged member of the family, it's great news as many of our cottages are dog-friendly too.
Dorset Cottages for May Half-Term
With its dramatic coastline, rolling countryside alive with colour and patchwork of towns and villages, Dorset provides a wonderful destination to explore, whether it's for the first time or the fifteenth. Book your Classic cottage today and be sure to receive excellent customer service with the finest quality self-catering accommodation.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
Choose from 44 available self-catering cottages in Dorset
7 nights from £534
The Old School Gables
24902 bedroom cottage near the market town of Bridport, Dorset.
The pretty Dorset village of Drimpton is set in lovely countryside, a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extrem...
7 nights from £534
7 nights from £859
Barbridge Cottage
18052 bedroom, rural holiday cottage near Bridport, Dorset.
With beaches, fossil hunting, walks and lovely pubs all around, Barbridge Cottage is the ideal home-away-from-home to explore West Dorset and the Jurassic Coast. Up a short, unm...
7 nights from £859
7 nights from £645
The Old Coach House
13862 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.
This pretty detached former coach house can be found in the rural Dorset countryside, within easy reach of the stunning coastlines of the Jurassic Coast, a World Heritage Site. ...
7 nights from £645
7 nights from £1100
Sunnyholme
14604 bedroom house near the beach in Studland, Dorset.
The Isle of Purbeck is a stunning National Landscape between Poole and Swanage, boasting one of the most spectacular coastlines in Dorset. Sunnyholme is an extremely spacious de...
7 nights from £1100
