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POPULAR REGION! A property was booked in North Yorkshire (incl. Whitby) 3 minutes ago

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Sailing By

Whitby, North York Moors & Coast (Ref. 981087)


Sykes rating


  • Icon/Feature/Garden or Patio Garden / Patio
  • Icon/Feature/Baby-friendly Cot available
  • Icon/Feature/Shop Pub/shop < 1 mile
  • Icon/Feature/WiFi Broadband / WiFi


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12 Customer Review(s)

  • Kath

    “Fantastic to be finally out of lockdown & allowed to go to the seaside!”

    !! ...

    !! However parking was a nightmare - unloading the car on a tiny street with loads of pedestrians & other vehicles trying to get past. Having to park miles away, so on a trip out to the beach having to carry all our stuff miles. It made it stressful & exhausting. I think it needs to be really clearly spelt out that parking in Whitby is difficult to find & the house location means I you’ll have to park a long way away, if your v lucky you might get a spot in the limited pay & display £9 a day. Remember everything you bring has to be carried ... we brought way too much stuff! The house was quirky & v characterful which was lovely, but top stair landing was precarious & also The banister rail was loose, so had to be really on the ball! It’s not really a family holiday house, but the location is fantastic and the house a real experience, loved the old bath! You’ll need healthy knees as there are a LOT of very steep uneven steps,! I’d say it’s great for a short break just to explore Whitby as you’re right in the old town. But come on the train & with a small overnight bag!

    - Kath, April 2021

The property

‘Sailing By’ is a delightful Grade 2 listed Cottage situated in the very heart of old Whitby on the East side of the town, crowned by the ruins of the 13th Century Abbey and St Mary’s Church.

It has 2 bedrooms, a double and a single suitable for 3 people.

The cottage is just off the cobbled street of Church Street in an area steeped in history.

Hidden in a narrow ginnel (or passageway) called Borough Place, it is opposite the original marketplace that houses the Clock Tower.

On entering the ginnel, away from the hustle and bustle of Church Street, it is a haven of tranquility as you are transported back in time to the Middle Ages.

Dating from the late 1700's, 'Sailing By' is in an elevated position up 2 flights of steps which are quite steep.

Many cottages in the old part of the town are like this, so may not be suitable for those with mobility issues.

Outside to the front of the cottage is a small patio area with a wrought iron bench, ideal for relaxing after the day’s exertions, or simply chilling out with a glass of wine.

The cottage possesses a quirky olde world charm with many original features, including cast iron fire grates (no longer in use), wood panelled doors and floorboards and a curved wooden staircase.

It is beautifully presented throughout over 3 floors.

You enter the cottage into the kitchen/diner.

The dining table has 4 chairs.

There are also 2 tub chairs in the dining area and a wall mounted tv.

The kitchen is compact but adequately equipped for your stay, including a fossil embedded into the worktop!

Of course, there is a varied choice of restaurants, cafes and Inns on Church Street and beyond if you enjoy eating out.

The quarry tiled floor is a nice feature and dog friendly from the perspective of keeping it clean.

On the first floor, the lounge is at the front of the cottage and benefits from plenty of light through the sash window.

There is a double sofa bed and a tub chair.

The lounge has sanded oak floorboards.

The fireplace is ornamental only.

The option is available for a person to sleep on this bed if they prefer being on the 1st floor.

There is a selection of books, CD’s, DVD’s together with a CD and DVD player.

The stylish bathroom contains a roll top bath and is to the left of the living room.

At the top of the house is the double bedroom overlooking the front and bathed in natural light through the sash window.

The fitted wardrobe has plenty of space for an extended stay and it also contains a travel cot.

A single bedroom to the left of the double has a pleasing aspect with a dormer window overlooking the rearm the trunk contains various games.

Wander into enchanting Whitby to experience or struggle up the 199 Church steps (at the end of Church Street) to the Abbey.

Or try the Donkey Road which is easier.

The history of this fishing Port with the Captain Cook Memorial Museum is palpable.

There is always something or someone to watch in the town!

For most of the year the town hosts varied festivals and events.

For some, the Goth weekends or Steam Punk are not to be missed, but Dracula always draws blood.

Others prefer the 60’s weekends, Blues festival, Soul weekender or folk, if music is your passion.

There are some fabulous walks or cycle rides along the coast, the North Yorkshire Moors or following the cinder trail (the old railway line) to Scarborough.

We welcome well behaved dogs (and owners), though ask that your pampered pet remains on the ground floor.

Please note that the approach to and the layout of our quirky cottage is not suited to those with mobility issues or very young children.

As the cottage is so old, the walls are lime plaster and uneven.

They are solid but it is different from a modern house.

It is afterall a characterful fisherman's cottage.The cobbled part of Church Street leading to the cottage has no car park. It is possible to park temporarily for drop offs.

The continuation of Church Street alongside the river does have a public (paying) car park and is 5 minutes' walk to the cottage.

We do provide at our expense prepaid parking by using permits (scratchcards).

This is in *Disc Zone W* only - as allocated by the Council.

This is street parking situated across the Swing bridge in the Westcliffe area.

It is about 10 minutes from the cottage.


  • Over three floors
  • Two second floor bedrooms: 1 x double, 1 x single
  • Bathroom with a roll-top bath, basin and WC
  • Kitchen/diner
  • First floor sitting room.
  • Heating
  • Gas oven and hob, microwave, fridge
  • WiFi and TV.Fuel and power inc. in rent
  • Bed linen and towels inc. in rent
  • Sorry, no smoking
  • Shop and pub 2 minute walk
  • Please note that the layout of our quirky cottage is not suited to those with mobility issues or very young children.Nearby street parking permits provided
  • Note: The patio is to the front of the property
  • Note: Check in 4pm

Note: This property has a Good Housekeeping bond of £100.

View on map

About the location


Robin Hood's Bay 5.5 miles; Scarborough 19.3 miles; Pickering 23 miles; Guisborough 21.5 miles.

The seaside town and port of Whitby lies at the mouth of the River Esk in the Scarborough district of North Yorkshire. Ideally situated for exploring this beautiful part of Yorkshire, the local area hosts an abundance of activity so you can be sure to get the best out of both the countryside and the coast. From the nearby North York Moors to its Blue Flag beaches, there's something here for every interest and time of year. Amongst its many attractions, Whitby holds a charming atmosphere, home to winding streets and hidden alleys, where you can find a wide selection of eateries and shops scattered amongst them. Take a trip to the picturesque harbour and lighthouse to watch the sun set, or get involved in some whale watching or a coastal cruise to watch the creatures up close. Climb the famous 199 steps to the Whitby Abbey to immerse yourself with history, or visit the Captain Cook Memorial Museum presenting historical and ethnographic exhibition about Cook himself. Hosting an abundance of leisure facilities, opportunities to explore the natural lands, and plenty of coastal delights, Whitby offers something for everyone. Close to the Robin Hood's Bay full of heritage wonders and scenic spots, and in reach of the bustling towns of Scarborough and Middlesbrough, Whitby is a prime location for exploring all of the delights that Yorkshire has to offer.

This property offers the following short breaks:

  • Winter
  • Off-season
  • Last minute
Book with confidence
If your booking can't take place due to a COVID-19 lockdown in the UK or Ireland, you can request a change of date or receive a full rental charges refund.

Owners may request any evidence that they reasonably require before making a refund. Sykes Holiday Cottages is not agreeing to pay or guarantee any refund from the Owner to you under this Book with confidence.
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