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A house with stone walls and a red roof at St Gregory’s Cottage in Oswaldkirk near Helmsley A living room with a sofa, chair, and an ottoman at St Gregory’s Cottage in Oswaldkirk near Helmsley St Gregory’s Cottage - North Yorkshire (incl. Whitby) - 1174134 - thumbnail photo 3 St Gregory’s Cottage - North Yorkshire (incl. Whitby) - 1174134 - thumbnail photo 4 A kitchen with a dining table and modern appliances at St Gregory’s Cottage Oswaldkirk near Helmsley A kitchen with cabinets and a dining table at St Gregory’s Cottage in Oswaldkirk near Helmsley A bedroom with dressers and a window at St Gregory’s Cottage in Oswaldkirk near Helmsley A window view with candles and a garden outside at St Gregory’s Cottage, Oswaldkirk near Helmsley A bathroom with shower and sink at St Gregory’s Cottage Oswaldkirk near Helmsley A bathroom with a shower and sink at St Gregory’s Cottage Oswaldkirk near Helmsley St Gregory’s Cottage - North Yorkshire (incl. Whitby) - 1174134 - thumbnail photo 11 A garden with a fenced area and deck chairs at St Gregory’s Cottage Oswaldkirk near Helmsley More photos coming soon at St Gregory’s Cottage, Oswaldkirk near Helmsley

St Gregory’s Cottage

(Ref. 1174134)

Oswaldkirk near Helmsley, North York Moors National Park Show on map

Customer rating 2.0

How reviews work

A property's star rating is the average of the star ratings received from guests that wish for their review to be published

Sykes rating

  • 2 Guests

  • 1 Bedroom

  • 1 Bathroom

  • Pets: Yes

Features

  • Off road parking
  • Ground floor accommodation
  • Ground floor bedroom
  • Garden / Patio
  • Dishwasher
  • Broadband / WiFi

Reviews & Ratings

Accuracy of the listing
Cleanliness
Comfort
Facilities and Maintenance
  • All reviews
  • bedroom (3)
  • bed (3)
  • sykes (3)
  • no (3)
  • available (2)
  • contact (2)

3 Customer Reviews

  • Verified booking

    "We average 4 cottage holidays a year."

    This was the worst we've ever had. Couldn't get internet on arrival so tried contact number but it's not available. Rang Sykes they never got back but eventually managed to sort it ourselves. Off road parking full of dustbins and weeds so parked in road. Bedroom has super king bed in small room. Pushed up against a wall one side and 4inches from a wood burner the other. Wood burner had do not use note. We are 77years old getting in and out was awful. On bed is a double size duvet in a super king cover. Impossible to make bed. No wardrobe had to get hangers and hang clothes over door. 2chests but half of drawers were already full. Large yellow stains on carpet (dogs pee I suspect). Oven filthy we ate out the whole time only made tea and toast. Gaping hole in kitchen units for washing machine but were left 2washing tablets with dishwasher tablets. Smell of damp and we wondered if that was why so many half burnt candles. In bathroom paint is peeling off walls from damp. Not what I have come to expect from Sykes as we have had some really lovely places before.

    Reviewed by Janet1.0★Sep 2025

  • Verified booking

    "Filthy oven and cooker hood, uncleaned kitchen cupboards, cookware old and handle broken, personal items in bedroom drawer, unkempt garden, no outside table or chairs, off-road parking space unusable, bed against wall one side, etc."

    Well below the standard expected of Sykes properties.

    Reviewed by Jan2.0★Aug 2025

  • Verified booking

    "This property is a mixed bag - with many pros but we did experience quite a number of cons."

    Pros - The views from the property are breathtaking and the location is fantastic, with some lovely walks. - The interior design of the property has been beautifully done. - The TV options were very good. - The property is very peaceful and quiet, especially at night time. - The property was clean and tidy. Cons - The property smells strongly of damp, particularly in the bedroom and caused us to sneeze a lot after sleeping in the morning. The owner had left lots of damp/ moisture collectors around the property in every room, but they were already full to the brim when we arrived. We were a bit concerned about this. - There is no washing machine. But the owner did leave washing tablets out? If paying over £100 a night, we think a washing machine should be available. We stayed for 5 nights and were only left 2 towels for us all which wasn’t enough without a washing machine and now have loads to do at home. - The key code was incorrect and there was no way at all left to contact the owner so we were left stood on the street with a baby frantically calling all different departments of Sykes cottages to try and get through to someone! - The outside area is unkept and the large number of big weeds meant we could not park our car in the drive, we had to park it on the road. - Although not expected, there was no welcome pack. Again, when paying over £100 per night, at everywhere else, we have received mini body wash or a few biscuits or something, so maybe something to consider in the future.

    Reviewed by Jasmin3.0★Aug 2025

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Summary

  • Single-storey
  • One super-king-size bedroom with woodburning stove
  • Shower room with walk-in shower, basin, heated towel rail, WC
  • Kitchen/diner
  • Sitting room
  • Electric oven and hob, microwave, fridge, freezer, dishwasher, kettle, toaster
  • TV, WiFi
  • Fuel, power, inc. in rent
  • Bed linen and towels inc. in rent
  • Off-road parking for 1 car
  • Garden with gravelled area, decking, and furniture
  • One well-behaved pet welcome
  • Sorry, no smoking
  • Shop 3.3 miles, pub 2.1 miles, river 0.9 miles

The property

Helmsley 4 miles.

St Gregory’s Cottage is a charming retreat situated in the picturesque village of Oswaldkirk, North Yorkshire.

With off-road parking for one car and welcoming one well-behaved pet, this delightful cottage is perfect for couples seeking a tranquil escape amidst the serene beauty of the Yorkshire countryside.

Upon entering this single-storey abode, you will be greeted by a spacious super-king-size bedroom.

The bedroom is a haven of tranquillity, perfect for catching up on rest after a day of exploration.

Next, discover the sleek shower room, boasting a walk-in shower and a heated towel rail, ensuring a warm and comforting space to prepare for your day.

The room is complete with a basin and WC, offering all the essentials for your stay.

Moving through the property, you will find a well-appointed kitchen/diner, equipped with everything you need to whip up a delicious meal for your loved one.

The dining area provides a lovely spot to enjoy your culinary creations or plan the day's adventures.

The sitting room, with its inviting seating and TV, is the ideal place to unwind and relax after a day out in the Yorkshire countryside.

Stepping outside, you will find a charming garden with a gravelled area and decking, complete with furniture.

This outdoor space is perfect for enjoying a morning coffee or an evening glass of wine, soaking up the serene surroundings of Oswaldkirk.

Surrounding St Gregory’s Cottage is a myriad of attractions to discover.

The charming market town of Helmsley, with a wealth of independent retailers, coffee shops and restaurants as well as its famous Castle and walled garden and outdoor swimming pool, is a short drive from the Cottage.

The surrounding area is full of history.

Ampleforth Abbey and Tearooms, Byland Abbey and Rievaulx Abbey as well as the beautifully preserved National Trust’s Nunnington Hall, are all on the doorstep, and Castle Howard just a short drive away too.

This part of North Yorkshire is known for it’s diverse culinary scene, from Michelin starred restaurants including the Black Swan at Oldstead and The Star Inn at Harome, great local pub grub and the renowned monthly food market in Malton.

If an encounter with nature is more your style, the National Centre for Birds of Prey (NCBP) and Flamingo Land Resort offer an adventurous day out for the whole family, providing close-up encounters with a diverse range of wildlife.

The area is a paradise for walkers, with hikes and walks for all levels of activity on the North Yorkshire Moors and the Howardian Hills.

Take a scenic journey through the unspoilt moorland of the North Yorkshire Moors Railway, and don’t forget to make a detour to admire the fortress of Pickering Castle.

Embark on a day trip to York, where you can explore the National Railway Museum York and gaze at the incredible architecture of York Minster.

Immerse yourself in the Viking-age city at the JORVIK Viking Centre and if you dare, take a thrilling, yet educational trip through York's gruesome past at The York Dungeon.

Your North Yorkshire holiday at St Gregory's Cottage awaits.

Note: This property has a Good Housekeeping bond of £150.

Where you’ll be staying

View on map

HELMSLEY

Kirkbymoorside 6 miles; Thirsk 14 miles; Pickering 13 miles; York 26 miles.

Lying in a sheltered corner of Upper Ryedale, on the southern edge of the North York Moors National Park, Helmsley is a prestigious market town with a spacious market square surrounded by houses, hotels and shops. The area is important historically - Helmsley has its own 12th century castle and English Heritage’s Rievaulx Abbey and Castle Howard are close by. Helmsley also boasts an arts centre showing films and plays, and an outdoor swimming pool, which is open during the summer. There is excellent walking on the doorstep - indeed the Cleveland Way starts in Helmsley - and the surrounding North York Moors with their hidden dales and villages are pretty in all seasons. York is less than an hour's drive south, as is Scarborough, Whitby and the east coast, whilst Pickering and the beginning of the famous steam railway line (North Yorkshire Moors Railway) are a little over 20 minutes' drive.

This property offers the following short breaks:

  • Winter
  • Off-season
  • Last minute
  • Christmas
Flexible cancellation terms

If you cancel before 12 noon , get all of your money back:

  • Rent
  • Extras
  • Fees

excluding the Flexible Cancellation fee and any insurance premium.

There are a small number of circumstances where you can’t use Flexible Cancellation. See the Flexible Cancellation Terms that apply.