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 17 self catering cottages available to rent in May in Yorkshire
7 nights from £478
The Bothy
61251 bedroom, dog friendly self catering cottage near Skipton.
If you are craving a cosy getaway for two or a quiet friend's weekend, The Bothy is a great choice. It is a traditional, restored stone cottage sitting right in the heart of the de...
7 nights from £478
7 nights from £518
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 £518
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 £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
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £363
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 £363
-
50% off
16 May 2026 - 22 May 2026
From £581.60 £290.80
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 £538
The Old Stable
5790A cosy 2 bedroom, dog friendly self catering cottage near Hawes.
The Old Stable nestles in a splendid, elevated position with sweeping views across the Yorkshire Dales in the tiny hamlet of Crackpot. This cosy rustic cottage with original beams,...
7 nights from £538
7 nights from £735
School House
57043 bedroom, dog friendly self catering cottage near the sea in Muston near Filey.
This charming gem of a cottage is located in the pretty village of Muston, Yorkshire, which is listed in the Domesday Book. Close to the seaside town of Filey and one of England's ...
7 nights from £735
7 nights from £680 *
Greystones
57375 bedroom dog friendly self catering cottage near the beach in Staithes.
Welcome to Greystones, a fantastic holiday property for all the family, full of original features and perfectly located in the beautiful seaside village of Staithes in North Yorksh...
7 nights from £680 *
7 nights from £578
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 £578
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
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 17 holiday cottages available this May in Yorkshire.
