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Osmotherley, North Yorkshire
Sleeps 4
Bedrooms 2
Bathrooms 2
Change Fri
No Dogs
Enclosed garden / patio
Open fire / woodburner
Internet access
Pub nearby
Shop nearby
Family friendly
Towels included
Travel cot available
Highchair available
12 more

At a glance

  • Beautiful 17th century cottage sleeping four people
  • Ideal for a getaway with friends or a family holiday
  • Modern comforts and traditional themes, with original period features
  • Toasty wood burner for chilly winter evenings
  • Perched on the edge of the dramatic North York Moors
  • Encompassed by heather-clad hills home to countless country walks
Property code: G0030

Once a drover's inn, this property has embraced its latest chapter in style. Elegant, spacious and inviting, the interiors demand rest and relaxation, whilst outside wild beauty and adventure calls.

Commanding beautiful views over the western reaches of the North York Moors, the atmosphere here is magical. An Area of Outstanding Natural Beauty, ancient woodlands, rivers, lakes and moors are ready to be explored on foot or bike. Head out for the day and later reward yourselves with a meal in one of Osmotherley village's three pubs (1.5 miles away). 15 miles away, Helmsley market town is worth a visit for its shops, eateries and castle.

Stepping inside your country accommodation, you will come to the beautiful entrance hall, equipped with armchair and sofa. Ditch your coats and boots and head further in across the flagstone floor. On your left is the gorgeous farmhouse-style kitchen with dining table. A light, airy space with spectacular views from the window, this room provides a great space for both natterings over a Yorkshire cuppa and mealtime preparations. Equipped with everything you could need for your culinary pieces de resistance, the kitchen is home to an induction hob, dishwasher, fridge, freezer and impressive range cooker. The kitchen taps even run natural spring water! For extra indulgence, a coffee machine provides the perfect morning pick-me-up and a gas stove set within an inglenook fireplace floods the room with warmth. As well as the kitchen's dining table, there is also another, more formal dining area next to the lounge. Going into the regal lounge itself, the eye is immediately drawn to the wood and brick inglenook fireplace with wood burner. Sink into one of the armchairs or sofa and lose yourself in a good book or switch on the Smart TV for a bit of light entertainment. When you are ready for some shut-eye, both bedrooms can be found on the first floor. Both home to dreamy king-size sleigh beds and en-suite shower rooms, you can all sink into peaceful slumbers ready for the next day.

Outside, an enclosed gravelled area with seating treats guests to magnificent panoramas. Wake up to a cascade of colours across the moors and spend your evenings soaking in the views with the last of the sunshine.


  • 2 bedrooms: 2 king-size sleigh beds
  • 2 bathrooms: 2 en-suite shower rooms
  • Regret no pets
  • Range cooker and hob, dishwasher, fridge/freezer, coffee machine
  • Gas stove
  • Wood burner (first basket of logs included)
  • Smart TV
  • Wi-Fi included
  • Gravelled area outside
  • Off-road parking for 4 cars
  • Pub within 1 mile
  • Shop within 1 mile

This property joined our collection in the last 12 months and is managed by Marion.


From guests that have stayed at the property.

Based on 19 guest ratings

Overall cleanliness
Overall equipment
Overall comfort
Overall location

Reviewed by Chris, 12th July 2019

The views are amazing as so the location. Comfortable cottage with great beds. Emma the owner lovely.

Reviewed by Marion, 14th June 2019

Chequers is a delightful cottage, right on the edge of the North Yorkshire Moors, and steeped in history. Every luxury that modern life encourages us to expect is there and the cottage is warm and cosy. On arrival, we were warmly welcomed by the owner, Emma, with beautiful roses on the table and a superb food hamper. Nothing was too much trouble foRead morer Emma, who very kindly accommodated my sensitivity to washing powder by rewashing the sheets before making up the bed. Thank you Emma. Hide

Reviewed by Hilary

10/10. Highly recommended! Beautiful Cottage. Luxurious interior. Great host/owner. Fabulous situation.

Reviewed by Stefanie, 2nd March 2019

Wonderful cottage in a gorgeous location- would definitely recommend!

Reviewed by Gillian, 11th February 2019

Lovely cottage, fantastic views and the owner Emma is brilliant.

Reviewed by Tracy, 29th January 2019

Lovely cottage with fabulous views. Great for a peaceful weekend and some walking.

Reviewed by Janette, 8th December 2018

Beautiful cottage lovely and warm and the host is excellent few minor details no scissors no pan lids no large pan as we like to cook it made it hard work and we wiped the lights above table in kitchen as really dusty as where other places other than that had a good holiday

Reviewed by Elaine, 17th November 2018

Emma has put loads of effort into Chequers, ensuring it is comfortable and charming. She has thought of everything. Would recommend the cottage.

Reviewed by Anne, 27th October 2018

Lovely cottage, has everything you need, nice little touches with the hamper and fresh flowers, amazing views.Would highly recommend!

Reviewed by Julie, 6th October 2018

Lovely accommodation in a lovely setting, giving the feeling of being away from everything, yet within easy reach to the village of Osmotherley below. The accommodation is beautifully furnished by Emma (who needs to venture into interior design) as well as being very comfortable. A treat to come back to after visiting the surrounding area.

Reviewed by Kathy, 5th October 2018

Amazing place, beautiful cottage and location, couldn't fault it

Reviewed by Stephen, 12th August 2018

We had a lovely time in the beautiful Chequers cottage, and will definitely book again.

Reviewed by sheila, 3rd July 2018

The cottage was very homely and had high standards of furniture. The cottage was very clean. The bed was very comfortable. There were lovely views over the moors. Emma, the welcome basket of goodies was a lovely bonus. You made us feel very welcomed. thank you.

Reviewed by Valerie, 16th June 2018

We had a lovely two week stay at Chequers. The location was great for us as we are keen walkers and there were plenty of walks from the cottage. Chequers was very well equipped and the bed super comfy, all in all a super place to stay.

Reviewed by Jon, 30th May 2018

A really gorgeous cottage. Emma, our host, was delightful and the attention to detail was superb. She has spoiled us for further renting - it is unlikely that anywhere else will meet the same standard

Reviewed by Lorna, 7th May 2018

One of the best cottages we have rented over a number of years.

Reviewed by Jenny, 28th April 2018

Chequers is a fabulous cottage in a spectacular location, we struggled to drag ourselves away! However, with some great walks from the doorstep and superb pubs, restaurants and places of interest just a short drive away, you knew that this beautiful retreat with it's amazing views, would greet you on your return. Emma, with her warm welcome has cRead morereated this gorgeous home with much love - we look forward to seeing you again soon! X Hide

Reviewed by Angela, 25th April 2018

Feeling so reluctant to share this review as we'd like to keep The Chequers under wraps. It's fantastic. We've stayed at lots of cottages over many years and this is one of the rare occasions we've felt immediately relaxed. So often with these holiday cottages it's felt that the cost didn't quite balance with the experience but they definitely haveRead more this priced at the right level.The welcome was great too... not just a 'the keys are under the mat' kind of arrival, this was an actual introduction to the cottage. If only all hosts were as kind and thoughtful as Emma. She thinks about the little touches that really do, for those that notice, make all the difference. She's responsive and available all the time and I don't think anything would be too much trouble. We'd like to return again with the children but would also go on our own for lots of challenging bike rides and meandering walks. We did lots of walks in the area but you do need a car to get provisions. As for eating out, The Three Tuns is a great place to go in the village for good food and friendly service. We would have booked for Christmas but sadly, someone beat us to it.The wifi isn't fast and therefore netflix didn't work particularly well but we really didn't care. A superstar gem of a hideaway. Hide

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1/3 Deposit

Take advantage of our deposit scheme when booking 9 weeks or more in advance.