The Old School House



(19 Reviews)

4 guests

2 bedrooms

3 beds

2 bathrooms

Property Overview

Located in the pretty market town of Pickering, the grade II listed Old School House is a quaint and homely property situated at the end of a quiet, yet central street. Perfect for those looking for a peaceful getaway, you’ll be able to enjoy all that Pickering has to offer, and you’ll also be on the doorstep of the North Yorkshire Moors. With a patio, a cosy living room, a kitchen, two bedrooms and bathrooms, The Old School House will provide a tranquil retreat for families and small groups.


Property Details

The Space
The Old School House has a cosy and homely living room featuring comfortable sofas, a feature fireplace and a flat-screen Smart TV. Whether you’re relaxing with a book or spending quality time with your loved ones, it’s the ideal spot to unwind.

The kitchen is fully equipped for self-catering stays so you’ll be able to prepare meals with ease.

The dining room, just off from the kitchen, is home to a dining table which can comfortably accommodate all guests. In the spring and summer months, you can dine alfresco in the private courtyard. A real suntrap, you’ll find a dining area, along with an outdoor heater and a pizza oven/barbeque.

The property features two bedrooms, both located on the first floor.

The master bedroom has a luxurious and comfy king size bed and the second room is a twin. Both rooms have premium bedding to ensure you have a comfortable night sleep.

The Old School House is home to two bathrooms, one upstairs and one downstairs. Both bathrooms feature a shower, WC and basin.

If you are looking for a home away from home in a wonderful part of the world The Old School House is for you.

Host & Stay are committed to our owners that their homes are protected during bookings. For this reason, we require all of our guests to transfer a £250.00 Damage Deposit (subject to a £10.00 administration charge) or, to purchase an Accidental Damage Waiver for £25.00 which will cover you for up to £500.00 of accidental damage during your stay.

The Old School House is perfectly located in the market town of Pickering. The thriving town has plenty of independent shops, cafes, restaurants, pubs and bars so you won’t tire of things to do. Explore Pickering Castle which is packed with a rich history dating back to the 12th century. Enjoy a walk on the iconic Cleveland Way, or head to Dalby Forest where you can explore the gentle woodland trails. Prefer to push yourself to the extreme? Go Ape Adventure Centre is for you!

From the beautiful North York Moors, to the expansive Great Yorkshire Forest and finally the delightful North Yorkshire coast, Pickering is ideally situated where you can experience everything the county has to offer.

Pickering also featured in the latest Indiana Jones and Mission Impossible films. King Charles also visited Pickering in 2023.

Getting Around
Pickering has great bus routes with journeys to York, Malton, Thirsk, Helmsley, Whitby, Scarborough and Leeds.

The nearest mainline railway station can be found 8 miles away in Malton with routes to Scarborough, Manchester and Liverpool amongst others.

The Old School House is located just a short 6-minute walk to Pickering rail station where you can experience the infamous North Yorkshire Moors Railway. The station is a must see with a 1930s theme, so you’ll be transported back in time to the steam era. From here, you can travel to popular destinations such as Whitby, Grosmont and Goathland.

  • Family/kid friendly
  • Heating
  • Free parking on street > Street parking
  • Smoke detector
  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • TV
  • BBQ grill
  • Bed linens
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Extra pillows and blankets
  • Refrigerator
  • Garden or backyard
  • Hangers
  • Hair dryer
  • Indoor fireplace
  • Iron and Ironing board
  • Kettle
  • Kitchen
  • Microwave
  • Oven
  • Patio or balcony
  • Private entrance
  • Stove
  • Toaster
  • Towels provided
  • Washer
  • Wide hallway clearance
  • Cleaning Disinfection
  • Essentials
  • High touch surfaces disinfected
  • Hot water
  • Town
  • Wireless Internet
  • Pets allowed
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)

Guests have access to the full property. The keys to the property are accessed by a key safe, details of which will be sent out prior to your stay.

Free on-street parking is available nearby on a first come, first served basis. A car park offering EV chargers can be found just 300 metres away from the property.

One small well-behaved dog is permitted to stay at The Old School House.

Check-in: 16:00

Checkout: 10:00

Virtual Tour

Guest Reviews


(19 Reviews)



Excellent stay, would reccomend and will definately be back!



Clean and modern . Well equipped. Very good location Christmas tree!<br/>Not sure where to put recycling



Building has been very tastefully updated, nice quiet location, well equipped.<br/>Keybox location wasn't immediately obvious - took a little while to find it. Maybe an update on arrival instructions to say to go up old rectory path to the right of the property would be useful



Private courtyard






A two floor, two bedroom house located moments from the center of Pickering town. Although the building itself is an old conversion, the interior and appliances/amenities are all relatively new and in excellent condition. There is a nice private outdoor space in the rear. The management company was extremely proactive and helpful with their communications. Overall a pretty faultless holiday rental experience.



Good location and nice area<br/>N/A



Schön und gemütlich eingerichtet, in der Küche findet sich alles nötige zum Kochen, schöner Innenhof zum draussen sitzen, zentral gelegen, Bus, Zug, Einkaufen, Pubs, Wandern alles in nächster Umgebung.<br/><br/>Abfallsystem war nicht ganz durchschaubar.



Very good



The location was what we were looking for, a central area yet not a busy thorougher fare.<br/>A dedicated parking slot, getting parked was hit and miss.



Very comfortable and quiet location near to the town centre. Two good restaurants within walking distance.<br/>No private parking. Can be difficult to find a parking space near to the accommodation.



location is absolutely great, although parking is not easy, however, there is a public car park a few minutes walk away.



We were happy with the property. Clean, modern and comfortable. Tastefully renovated. Contained all the items and facilities you need and more. <br/>The location is great for Pickering being on your doorstep. And it’s also handy for York, nearby Malton and Whitby & coast.<br/>We enjoyed our 3-day stay. Have no problem in recommending.<br/>Not a complaint as such but rather in the name of managing expectations: probability of getting one of the on street parking spots is low, and next door adjoining to the property is a church hall / community centre. There was drum practice one night and a funeral during one of the days. Feel it’s reasonable to mention it for future guests.



Everything about the property was excellent



Very quiet location but nice restaurants and shops nearby.<br/>It was all good



Lovely property renovated to a high specification. Great snug area off kitchen. Great location within easy walking distance of shops, cafes & restaurants.<br/>Property lovely nothing didn’t like although Daughter was wanted a bath!









Beautiful property and in a great location to take in the town and restaurants it has to offer along with a short walk to the station to enjoy the steam railway to Whitby.<br/>Highly recommend! <br/>Would love to visit again

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