Cottages For May in Yorkshire
Shhh! Don’t tell too many people this but, if you’re looking for a cottage holiday in May you might have stumbled on one of the best months to visit Yorkshire Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 26 self catering cottages available to rent in May in Yorkshire
7 nights from £739
Number 5
58683 bedroom, dog friendly holiday cottage near the beach in Filey.
This delightful holiday cottage in Filey offers a perfect blend of coastal charm and countryside accessibility as it's just a short stroll from the seaside but has easy access to t...
7 nights from £739
7 nights from £644
Yore View
59582 bedroom, dog friendly self catering cottage near Hawes.
A warm welcome awaits at Yore View in the Yorkshire Dales, perched on a ridge with amazing views over the countryside and surrounded by a large garden, this thoughtful renovation h...
7 nights from £644
From £99 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 £99 per night
7 nights from £769
Low Rigg
57703 bedroom, dog friendly self catering cottage in Muker.
Come and enjoy a break in the Yorkshire Dales and relax with the rustic charm of an original Yorkshire stone cottage. Semi-detached Low Rigg is huddled at the edge the charming vil...
7 nights from £769
7 nights from £983
Lodge Cottage
58343 bedroom, dog friendly self catering cottage near Helmsley.
Nestled in the beautiful Yorkshire countryside is Lodge Cottage, close to the popular market town of Helmsley, foodie town of Malton and Hovingham, a delightful village with a stre...
7 nights from £983
7 nights from £1200
The Old Farmhouse
57923 bedroom, dog friendly self catering cottage in Pickering.
Nestled on the edge of the North York Moors in the charming town of Pickering, this Grade II Listed terraced cottage effortlessly combines historic charm with contemporary luxury. ...
7 nights from £1200
7 nights from £507
Fell View
58123 bedroom, dog friendly self catering cottage near Hawes.
If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...
7 nights from £507
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
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 £984 *
Low Shaw Farmhouse
57944 bedroom, dog friendly self catering cottage in Hawes.
As you approach the hamlet of Simonstone and look up to the hill on your right you will see Low Shaw Farmhouse nestled on the hillside, surrounded by sheep enclosed by the wonderfu...
7 nights from £984 *
7 nights from £562
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 £562
Spring is in full swing, it is often one of our sunniest months and some of the best local festivals start. And you get the pick of the properties in Yorkshire. So have a look through our 26 holiday cottages available this May in Yorkshire.