Cottages for May bank holidays in North Yorkshire
May is when North 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 19 available for the May Day bank holiday in North Yorkshire
7 nights from £568 booking fees included
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 £568
From £76 per night + £18 booking fees
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 £76 per night
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
From £76 per night + £53 booking fees
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 £76 per night
7 nights from £612 booking fees included
The Dairy
51881 bedroom self catering cottage near Settle.
The Dairy is a charming, newly renovated cottage, perfectly placed within the Yorkshire Dales yet close to the Forest of Bowland and the delights of the Lake District. Situated amo...
7 nights from £612
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £642 booking fees included
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 £642
7 nights from £574 booking fees included
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 £574
7 nights from £545 booking fees included
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 £545
7 nights from £603 booking fees included
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 £603
7 nights from £655 booking fees included
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 £655
7 nights from £663 booking fees included
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 £663
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.
A sunny day in May can feel like summer, especially in North 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 19 holiday cottages available in North Yorkshire for your May escape.
