Holiday cottages for September in Yorkshire
If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in Yorkshire. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 27 Yorkshire holiday cottages available in September.
7 nights from £1156
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 £1156
7 nights from £582
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 £582
7 nights from £808
The Old Stables
60932 bedroom self catering cottage near Bridlington.
Welcome to the Old Stables, a sanctuary of weathered red brick and rustic charm that captures the very soul of the Yorkshire Wolds. If you are looking for a getaway that swaps the ...
7 nights from £808
7 nights from £775
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 £775
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £767
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 £767
7 nights from £702
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 £702
From £99 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 £99 per night
7 nights from £839
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 £839
7 nights from £1130
The Old Farmhouse
57923 bedroom, dog friendly self catering cottage in Pickering.
Nestled on the edge of the North York Moors in the charming town of Pickering, this Grade II Listed terraced cottage effortlessly combines historic charm with contemporary luxury. ...
7 nights from £1130
7 nights from £553
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 £553
British Travel Awards 2025
Best company for UK holiday home rentals
The beaches are still peachy, the sea's had all summer to warm up and the schools have gone back. So you can have more sand, more cliffs and more moor to yourself. Use the search options on the left to choose your holiday dates. We've got 27 holiday cottages in Yorkshire available for your September break.