Cottages For May in North England
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 North England Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 19 self catering cottages available to rent in May in North England
7 nights from £842
Hill Top Cottage
60772 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.
Cradled within the peaceful village of Barbon bordering both North Yorkshire and Cumbria, sits Hill Top Cottage. Rustic charm radiates from every burning log, every communal meal a...
7 nights from £842
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 £89 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 £89 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
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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
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50% off
16 May 2026 - 22 May 2026
From £581.60 £290.80
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
7 nights from £683
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 £683
We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
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 North England. So have a look through our 19 holiday cottages available this May in North England.