Holiday Cottage &
Shepherd's Hut

in skipton

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The Bailey is a holiday destination consisting of a quirky Shepherd’s Hut and a dog-friendly Holiday Cottage.

Situated next to the castle in the historic centre of Skipton, officially the happiest place in the UK and gateway to the Yorkshire Dales, the property benefits from a rural secluded feel, but is just two minutes’ walk from the centre of the town itself (and its award winning market).

There are wonderful walks to enjoy from the door in Skipton woods, or up on the fells. We have canals, steam railways, Bolton Abbey and the Yorkshire Dales national park, all within easy reach.

Our Accommodation options...

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Holiday Cottage

This truly charming dog-friendly cottage, with private parking, offers spacious accommodation, with a multi-fuel stove and a warm welcoming ambiance, ensuring a relaxing stay at any time. The cottage consists of a large lounge/dining area with full Sky TV (including movies and sports) and excellent Wi-Fi.

The fully equipped kitchen (including dishwasher and washing machine) and bathroom (including shower over bath) are newly fitted. The bedroom has a very comfortable king-sized bed with top quality Egyptian cotton bedding. Towels are provided.

The Bailey Shepherd's Hut Interior

Shepherd's Hut

A quirky glamping experience in its own, private section at the far end of our beautiful garden, the bespoke hut is fully equipped with mains services, a beautiful kitchen, a log burning stove and a large shower room.

You can sit watching the sun set with a glass of bubbly in your hand, listening to the birds sing. The perfect secluded and romantic getaway for those looking for something a little bit different.


Reasons to visit us

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central location

We are next to the castle, 2 minutes’ walk from the market and all the other wonderful town centre facilities.

Dog Friendly*

Our cottage is a home from home for your special friend who will feel as welcome as you do.

comfortable beds

We’ve researched and chosen the perfect beds and bedding, to give you the best night’s sleep.

Secluded surroundings

The Bailey has the magical combination of a great location but a rural feel, overlooking a sheep pasture.

That bit extra

Guided walks, runs, bike rides and even tours of the Dales in a classic car including a pub lunch, can all be arranged.

Friendly hosts

Friendly and knowledgeable owners, we live to make your stay as enjoyable as possible.

*Holiday Cottage Only

About the owners

Mark has spent 30 years in Corporate Banking – but decided that the trouble with the rat race is that even if you win the race, you are still a rat.  He always dreamt of running a holiday business and decided enough was enough. When bankers became the new traffic wardens it was time for a change. Mark is the lead cellist with Leeds Symphony Orchestra and plays cornet in Otley and Skipton Brass Bands. He is a keen fell runner and cyclist.

Kay is a practising physiotherapist dividing her time between paediatric patients and her true love, veterinary physio.  She qualified with a masters in veterinary physio this year and has launched a new business in Skipton – The Dog Physio.

The Bailey is the perfect destination for...

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An outdoors holiday

Skipton is known as the Gateway to the Dales National Park for a reason!  The town is surrounded by moors for walking or fell running, is on the route of the Tour de Yorkshire for keen cyclists and is a haven for dog lovers.  The Leeds to Liverpool canal passes through the town and we are right next to Skipton woods.

A dog friendly holiday

Skipton must be one of Yorkshire’s most dog friendly towns. There are woods, parks and rivers for dogs to play in and a wide variety of quality restaurants, cafes and pubs which welcome dogs.  There is even a café with a separate menu just for dogs!

A shopping holiday

Skipton’s award winning market complements the large proportion of independent shops in the town.  Leeds is 45 minutes away by train, Harrogate is only 30 minutes by car and the beautiful spa town of Ilkley is 15 minutes away.

A romantic getaway

With the rise of the mini honeymoon (minimoon), what better destination than The Bailey, which is immediately opposite Skipton Castle and All Saints Church.  Enjoy waking up to the view of the church across the sheep pasture.

Where to find us

A selection of our reviews

What people say about the Bailey

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This is an excellent location only 3-4 minutes from town centre , many many walks are only a short drive away .
We had a wonderful holiday at The Bailey. Superb location, minutes walk from historical Skipton yet a short drive out into the lovely countryside. Our hosts, Mark and Kay, were great and we would love to visit The Bailey again.
Well appointed cottage in good location close to town centre. Very personable and friendly hosts who put themselves out to make our stay enjoyable.

Get in touch

We can’t wait to welcome you to The Bailey Skipton!  Contact details are shown below.  You won’t have experienced anything quite like The Bailey before!


The Bailey

2 -3 The Bailey,


BD23 1AP


M: 07957 901 340

T: 01756 799237