Cottages for May bank holidays in Yorkshire
May is when Yorkshire comes alive, the winter is left behind and a sunny day feels like summer in a early May bank holiday cottage. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 23 available for the May Day bank holiday in Yorkshire
7 nights from £579
Garden Cottage
51501 bedroom self catering cottage near Malton.
Garden Cottage is a delightful one bedroom cottage which forms part of a 200-year-old Listed farmhouse and sits in the small hamlet of Little Habton close to the popular market tow...
7 nights from £579
From £86 per night
Albie's Freight Train
5967Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.
All aboard this little beauty, a stunning converted train carriage complete with wood-fired hot tub. It's the perfect romantic, dog friendly getaway for two with gorgeous countrysi...
From £86 per night
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
From £86 per night
Sammi's Freight Train
5287Dog friendly vintage railway carriage with wood-fired hot tub near Richmond.
Immerse yourself in a restful rural getaway and escape the rush of everyday life. Disappear into the heart of the Yorkshire Dales and return for evening starlit soaks in the wood-f...
From £86 per night
7 nights from £462
The Old Stable
5790A cosy 2 bedroom, dog friendly self catering cottage near Hawes.
The Old Stable nestles in a splendid, elevated position with far reaching views of the hills and dales in the hamlet of Crackpot in the heart of the Yorkshire Dales. A delightfully...
7 nights from £462
7 nights from £614
Dalesway Apartment
57962 bedroom self catering apartment in Ilkley
Set in the centre of the delightful spa town of Ilkley, this cosy retreat is ideal for guests who enjoy being within walking distance of shops, cafes and restaurants and for those ...
7 nights from £614
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40% off
24 Jul 2025 - 27 Jul 2025
£355.50 £213.30
7 nights from £482
Joe House
57792 bedroom self catering cottage near Hawes.
If you are looking for a cottage with a true country feel and a location to match, Joe House is for you. Set in a picturesque hamlet only a couple of minutes from the quaint villag...
7 nights from £482
7 nights from £560
Clover Leaf Cottage
56852 bedroom self catering cottage near York.
Clover Leaf Cottage is nestled in the delightfully sleepy village of Fangfoss in the Yorkshire Wolds, yet only a few miles to the bustling city of York with Harrogate, Whitby, Scar...
7 nights from £560
7 nights from £570
Sealark
56262 bedroom, dog friendly holiday cottage near the beach in Staithes.
Close to the beautiful coastline, cliffs and sandy beaches of Runswick Bay, Staithes and Whitby sits this gem of a cottage sleeping four. Exuding a subtle and stylish coastal charm...
7 nights from £570
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £579
The Workshop
51532 bedroom self catering cottage near Malton.
Situated close to the market town of Malton and on the edge of the beautiful North York Moors this delightful character converted workshop has two bedrooms, an open plan contempora...
7 nights from £579
7 nights from £586
Briar Lea
56942 bedroom, dog friendly cottage with sea views in Robin Hoods Bay.
Nestled in the quiet coastal village of Fylingthorpe with views across the sea to the rugged Yorkshire coastline and within minutes of the historic Robin Hood's Bay, this beautiful...
7 nights from £586
A sunny day in May can feel like summer, especially in Yorkshire. The schools have gone back. And the May calendar in the South West is bursting with high days, holidays and Pagan customs so peculiar you couldn't make them up. Have a peek at what's available. Use the search options on the left to choose the length of your break and the area where you want to stay. We've got 23 holiday cottages available in Yorkshire for your May escape.
