Find holiday cottages in Pickering

Finding superb self catering country cottages and coastal cottages in Pickering couldn't be easier - just take a look at our great selection of Pickering holiday rental and letting accommodation.

Check out the accommodation, availability and book online a big selection of self catering cottages and apartments in Pickering available direct from independent owners and leading holiday operators.

Pickering Holiday Cottage Search


Cherry Tree Cottage in Pickering, North Yorkshire, North East England

Cherry Tree Cottage

Pickering, North Yorkshire

Cherry Tree Cottage in North East England has a 3 star rating and can sleep up to 2. This 1 bedroom Cottage is a perfect base for your holidays and features include: Garden Open Fire/woodburner . It has Internet access. Dogs are permitted although please check prior to booking. Prices start from £230 a weeks stay*. See more about romantic & Valentine's breaks at Cherry Tree Cottage

  • Sleeps 2
  • Pet friendly
  • Internet broadband or Wi-Fi
  • Open fire or wood burner
  • Garden


Daisy Cottage in Pickering, North Yorkshire, North East England

Daisy Cottage

Pickering, North Yorkshire

Daisy Cottage in North East England has a 4 star rating and can sleep up to 4. This 2 bedroom luxury Cottage is a perfect base for your holidays and features include: Garden . Dogs are permitted although please check prior to booking. Prices start from £271 a weeks stay*. See more about romantic & Valentine's breaks at Daisy Cottage

  • Sleeps 4
  • Pet friendly
  • Luxury self catering
  • Garden


Woodsman Lodge 3 in Pickering, North Yorkshire, North East England

Woodsman Lodge 3

Pickering, North Yorkshire

Woodsman Lodge 3 in North East England has a 4 star rating and can sleep up to 6. This 3 bedroom luxury Lodge is a perfect base for your holidays and features include: Garden . Activities close by include fishing . Dogs are permitted although please check prior to booking. Prices start from £330 a weeks stay*. See more about romantic & Valentine's breaks at Woodsman Lodge 3

  • Sleeps 6
  • Pet friendly
  • Luxury self catering
  • Garden


Coopers Cottage in Pickering, North Yorkshire, North East England

Coopers Cottage

Pickering, North Yorkshire

Coopers Cottage in North East England has a 3 star rating and can sleep up to 2. This 2 bedroom Cottage is a perfect base for your holidays and features include: Garden Open Fire/woodburner . It has Internet access. Dogs are permitted although please check prior to booking. Prices start from £230 a weeks stay*. See more about romantic & Valentine's breaks at Coopers Cottage

  • Sleeps 2
  • Pet friendly
  • Internet broadband or Wi-Fi
  • Open fire or wood burner
  • Garden


Duncruzin Cottage in Pickering, North Yorkshire, North East England

Duncruzin Cottage

Pickering, North Yorkshire

Duncruzin Cottage self catering accommodation in Pickering, North Yorkshire sleeps 4. This 2 bedroom Cottage is a perfect base for your holidays and features include: Garden . Prices start from £250 a weeks stay*. See more about romantic & Valentine's breaks at Duncruzin Cottage

  • Sleeps 4
  • Garden


The Cottage in Pickering, North Yorkshire, North East England

The Cottage

Pickering, North Yorkshire

The Cottage self catering accommodation in Pickering, North Yorkshire sleeps 6. This 3 bedroom Cottage is a perfect base for your holidays and features include: Garden Four poster bed Open Fire/woodburner . Prices start from £275 a weeks stay*. See more about romantic & Valentine's breaks at The Cottage

  • Sleeps 6
  • Open fire or wood burner
  • Garden


Woodsman Lodge 1 in Pickering, North Yorkshire, North East England

Woodsman Lodge 1

Pickering, North Yorkshire

Woodsman Lodge 1 in North East England has a 4 star rating and can sleep up to 2. This 1 bedroom luxury Lodge is a perfect base for your holidays and features include: Garden . Activities close by include fishing . Dogs are permitted although please check prior to booking. Prices start from £260 a weeks stay*. See more about romantic & Valentine's breaks at Woodsman Lodge 1

  • Sleeps 2
  • Pet friendly
  • Luxury self catering
  • Garden


Alfies Place in Pickering, North Yorkshire, North East England

Alfies Place

Pickering, North Yorkshire

Alfies Place self catering accommodation in Pickering, North Yorkshire sleeps 4. This 2 bedroom Cottage is a perfect base for your holidays and features include: Garden . Dogs are permitted although please check prior to booking. Prices start from £264 a weeks stay*. See more about romantic & Valentine's breaks at Alfies Place

  • Sleeps 4
  • Pet friendly
  • Garden


Black Swan Cottage in Pickering, North Yorkshire, North East England

Black Swan Cottage

Pickering, North Yorkshire

Black Swan Cottage self catering accommodation in Pickering, North Yorkshire sleeps 5. This 2 bedroom Cottage is a perfect base for your holidays and features include: Garden Open Fire/woodburner . Dogs are permitted although please check prior to booking. Prices start from £249 a weeks stay*. See more about romantic & Valentine's breaks at Black Swan Cottage

  • Sleeps 4
  • Pet friendly
  • Open fire or wood burner
  • Garden


Croft Cottage in Pickering, North Yorkshire, North East England

Croft Cottage

Pickering, North Yorkshire

Croft Cottage self catering accommodation in Pickering, North Yorkshire sleeps 3. This 2 bedroom Cottage is a perfect base for your holidays and features include: Garden . It has Internet access. Dogs are permitted although please check prior to booking. Prices start from £309 a weeks stay*. See more about romantic & Valentine's breaks at Croft Cottage

  • Sleeps 2
  • Pet friendly
  • Internet broadband or Wi-Fi
  • Garden


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Refine or extend your Pickering cottage holiday search

We have 15 holiday cottages, apartments, lodges and bungalows listed in Pickering. You can refine your search by using the North Yorkshire Map or by searching by North Yorkshire and North East England. Plus we have added some other useful North Yorkshire searches below:

How many people are you holidaying with?

We have self catering accommodation in Pickering that will suit everyone, whether you are traveling alone, as a couple, as a family or as a large group. So a great way to narrow your search is by how many people will be sleeping in the accommodation.

Click here to find North Yorkshire cottages that sleep:


What exactly is a cottage and can I find a bungalow, apartment or lodge?

We are called Find Cottage Holidays BUT that won't restrict your search to traditional cottages. Here you will find self catering holiday rentals and lettings but also houses, bungalows, holiday lodges, log cabins, chalets, apartments/flats and mobile homes/static caravans. In fact the definition across all the holiday operators is so blurred we prefer to show you all to start with but you can narrow it down if you prefer.

Pet friendly self catering in Pickering

There is no need to leave your dog behind when you go on a short break or holiday in Pickering as we have accommodation listed that is suitable for pets. However, do please check with the owner/operator prior to booking. Find dog friendly self catering in Pickering

If you are worried your dog may choose to roam on their own, we also have dog friendly self catering with enclosed gardens.

Short Break or longer Holiday in Pickering?

While many cottage and apartment owners, particularly during the main holiday season, are looking for week long or more rental periods, we also list lots of self catering accommodation that is just perfect for a short break.

Find short break cottages and apartments in Pickering

What little bit of luxury would you like?

We all have our views on what makes the perfect holiday accommodation and so we are pleased to say that the North Yorkshire available here offers a variety of great little luxuries to make your stay extra special. We are talking relaxing hot tubs, private swimming pools (indoors and outdoors), romantic wood fires, four poster beds and lots more.

Location location location

Of course, location is everything, so we have a selection of country cottages in North Yorkshire in rural locations with some being on a working farm. Or choose from our selection of coastal cottages, many of which are close to the wonderful UK coastlines, near the beach and with sea views. If you are looking to be close to your sport or hobby then check out our listings for cottages near golf, fishing, horse riding, walking and cycling. For those after a more leisurely break, then there are lots of cottages close to the pub!

Want to search for multiple features at the same time?

Good news, you can. Our Advanced Search lets you select a number of different self catering features to refine your search around the cottage features that are most important to you. Go to Advanced Search

Find a Cheap Budget Cottage Holidays

Everyone likes to get a good deal, a bargain even, and your holiday or short break should be no different - after all who doesn't want a cheap cottage holiday? You will find the cottage breaks listed here offer super value whether you have a budget conscious holiday in mind or a 5 star luxury break. And, don't be put off by the word 'cheap', when we are talking cheap we are ONLY talking about truly outstanding value for money - rest assured the self catering cottage or apartment will offer you a quality and comfortable stay.



* Please note prices are for indication only. The 'price starting from' will depend upon length of stay and time of year.