December Cottages in North Yorkshire
December is a truly magical time of year to escape to a holiday cottage in the UK. Take your pick from our exclusive collection of handpicked cottages. 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 this December in North Yorkshire
7 nights from £1085 booking fees included
Holly Tree
61454 bedroom, dog friendly self catering cottage near York.
Set in the historic village of Myton on Swale, which was mentioned in the 1086 Domesday book and home to a charming historic 19th Century cast Iron bridge, Holly Tree offers an idy...
7 nights from £1085
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
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!
7 nights from £747 booking fees included
No 9
60522 bedroom, dog friendly self catering cottage near York.
Tucked away in a quiet gated community only steps from the pretty centre of the market town of Helmsley, sits No 9, a pretty two-storey cottage surrounded by beech hedging and with...
7 nights from £747
7 nights from £740 booking fees included
Number 5
58683 bedroom, dog friendly holiday cottage near the beach in Filey.
This delightful holiday cottage in Filey offers a perfect blend of coastal charm and countryside accessibility as it's just a short stroll from the seaside but has easy access to t...
7 nights from £740
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £621 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 £621
From £78 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 £78 per night
7 nights from £730 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 £730
7 nights from £544 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 £544
7 nights from £959 * 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 £959 *
7 nights from £596 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 £596
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.
Can't decide whose house will suffer the Christmas Day onslaught this year? Get everyone together in a holiday cottage this December and display the Aga-cooked turkey resplendent in the centre of the dining-table. Wake up to the West Country on a crisp December morning in the cosy warmth of a holiday cottage in North Yorkshire. Or better still, see in the New Year with a holiday cottage get together to remember. We have hand picked 19 of the finest holiday cottages for December in North Yorkshire.
