Two night breaks in Yorkshire
A weekend away or two night short break in Yorkshire is so simple. No major preparations or need to pack up your life, just the perfect excuse to get away from it all for your favourite holiday cottage and slip under the radar of everyday life. With hand picked cottages across the UK, there are endless places to escape to for a two night break with Classic Cottages. Take a look and see...
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 7 holiday cottages available in Yorkshire for a two night break
From £86 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 £86 per night
7 nights from £1500
Chestnut Retreat
57502 bedroom self catering apartment with swimming pool in Ossett
Visit West Yorkshire and relax in this luxury apartment with an onsite spa. After a day of visiting local attractions or walking in the hills, return to spend some quality time in ...
7 nights from £1500
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £511
The Old Post Office
57053 bedroom, dog friendly self catering cottage near York.
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 £511
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40% off
4 Jul 2025 - 11 Jul 2025
From £852.00 £511.20
7 nights from £560
Clover Leaf Cottage
56852 bedroom self catering cottage near York.
Clover Leaf Cottage is nestled in the delightfully sleepy village of Fangfoss in the Yorkshire Wolds, yet only a few miles to the bustling city of York with Harrogate, Whitby, Scar...
7 nights from £560
7 nights from £680
Ruby's Retreat
56843 bedroom self catering cottage near York.
Nestled in the heart of the picturesque Yorkshire Wolds, this delightful cottage exudes rustic charm having been thoughtfully renovated from an original old farm building. The name...
7 nights from £680
7 nights from £660
Bricknell Barn
56223 bedroom self catering cottage near York.
This luxurious conversion of an old stable building is set in the heart of the pretty village of Fangfoss, on the edge of the Yorkshire Wolds with a local pub within walking distan...
7 nights from £660
From £86 per night
Sammi's Freight Train
5287Dog friendly vintage railway carriage with a 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 £86 per night
