Cottages For May in Yorkshire Dales
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 Dales Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 10 self catering cottages available to rent in May in Yorkshire Dales
7 nights from £569 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 £569
7 nights from £922 booking fees included
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 £922
Reserve your 2027 holiday for just £40.00
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7 nights from £707 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 £707
From £89 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 £89 per night
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £832 booking fees included
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 £832
7 nights from £571 booking fees included
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 £571
7 nights from £1293 booking fees included
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 £1293
7 nights from £602 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 £602
From £89 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 £89 per night
7 nights from £663 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 £663
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.
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 Dales. So have a look through our 10 holiday cottages available this May in Yorkshire Dales.
