Cottages for a five night break in North Yorkshire
We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in North Yorkshire, so pick your next escape and get ready for a five night adventure.Read more
A five night break in the UK allows you the opportunity to extend your short break just that little bit longer, giving you that much desired extra time to explore the area, unwind a little more and make the most of your time off. With gorgeous properties in Cornwall, Devon, Somerset, Dorset, Sussex and the Isle of Wight, you have plenty of options to choose from...
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
We have 17 cottages available in North Yorkshire available for five night breaks
7 nights from £482
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 form the quaint villag...
7 nights from £482
7 nights from £655
Nettlebed
57683 bedroom, dog friendly self catering cottage near Hawes.
Come away to Yorkshire and experience the authentic, rustic charm of an original Yorkshire stone cottage. Nettlebed is nestled on the hillside with amazing views over Swaledale and...
7 nights from £655
7 nights from £462
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 £462
7 nights from £503
The Haven
57782 bedroom self catering cottage near Hawes.
As its name implies, The Haven is a lovely stone cottage in the heart of the Yorkshire Dales in the quintessential country village of Gunnerside with its pretty bridge, picturesque...
7 nights from £503
7 nights from £600
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 £600
7 nights from £800
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 £800
7 nights from £396
Sealark
56262 bedroom, dog friendly holiday cottage near the beach near Whitby.
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 £396
7 nights from £586
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 £586
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 £640
The Old Post Office
57053 bedroom, dog friendly self catering cottage near Thirsk.
Nestled in the picturesque village of Helperby near Thirsk, set in the Howardian Hills, this charming three bedroom dog-friendly cottage with hot tub, which was once the old Post O...
7 nights from £640
7 nights from £790
Ivy House
56114 bedroom, dog friendly self catering cottage near Thirsk.
Nestled in the picturesque Yorkshire village of Borrowby, Ivy House is a beautifully renovated farmhouse steeped in history and with bags of character which gives a nod to its hist...
7 nights from £790
