Vacation rentals in Cropton

Highfield Annex with off St Parking in Keldholme

Enjoy a tranquil getaway at Heather Annex! Explore the North York Moors by foot; cycle Dalby Forest’s trails or ride the iconic Pickering steam train to Whitby. Visit charming market towns like Helmsley and Kirkbymoorside. Nearby, discover TV's 'Bangers & Cash' or York. Coastal towns, Whitby & Scarborough are less than an hour away. Walk to local pubs and cafes. Return to 1/2 an acre of grounds featuring American Miniature Horses & hens. Or simply unwind on the Patio & have a peaceful stay!

Storey Corner - Where memories are made

Set on the side of a picturesque valley in the small hamlet of Hartoft Storey Corner is a private self contained wing of Storey House that makes for a relaxing, quiet, luxury retreat away from the hustle and bustle. Private Hot tub (new for 2026) Quiet location situated in the North York Moors national Park. An area of outstanding beauty and in the International Dark Skies area. Great for star gazing Perfect for couples Pickering, Whitby, Helmsley York and the coast are all within easy reach

Gorgeous country cottage, Nawton near Helmsley

A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.

The Town House

This family and dog friendly three storey town house in the centre of Kirkbymoorside gives easy access to shops, pubs, the local market and childrens play area, and a 1 minute walk finds you in open fields with public footpaths. Stroll around the outskirts of town or head off on foot to explore the moors, woodlands and villages. The coast, Dalby and Cropton forest, North York Moors National Park, Pickering steam railway, Flamingoland, Malton and the city of York are in easy driving distance.

Jasmine Cottage

One of our 10 cottages at Beck House Cottages but still private. Jasmine Cottage has a large open plan living room and modern kitchen with a breakfast bar. The cottage has a log burner, TV, private garden. Two double bedrooms both with en suites. One en-suite has a bath and. The other has a walk in shower. Access to 47 acres within yards of the front door, plenty of parking and is ideal for dog owners and walkers alike. Jasmine overlooks the land and the area where horses graze. Pets Welcome

Charming farm based cottage with hot tub/sauna

Located on a farm just outside of the market Town of Pickering, Swallow Cottage is a charming, pet friendly 3 bedroom cottage, complete with hot tub, sauna and games room. We’re well placed for visits to the stunning yorkshire coast, and have plenty of excellent walking and biking routes on the doorstep. Key features of the cottage include •hot tub •sauna •games room including pool table •farm setting •local pub within walking distance •3 en-suite bedrooms •pet friendly •WiFi and smart tv

Pheasant's Roost

Set within a hillside in Ryedale sits Pheasant's Roost. This unique underground home offers comfort and scenery all in one. The private hot tub and patio over look the Howardian Hills. It also the perfect place to watch the sunset and later on the gaze at the beautiful clear night skies. If wildlife is your thing, there is plenty to see from our resident barn owl to the deer grazing in the early morning. This spacious pod has a fully equipped kitchen and underfloor heating.

Delightful Barn with log burner near Pickering

A tranquil, 19th century converted barn with private garden and outdoor fire overlooking the local countryside. A short drive from Pickering and close to the Moors, Whitby and York, the barn is great for a relaxing break. Inside, you will find a renovated living area, with a wood burning stove, Smart TV and fully fitted kitchen complete with oven, fridge washing machine and dish washer, the barn offers everything you will need for a relaxing getaway in Yorkshire.

Mill House Lastingham

This beautiful detached cottage sitting in the centre of tne quaint North Yorkshire Moors village of Lastingham , where sheep roam free, is the perfect place to escape hustle and bustle . Explore the many other great villages and local market towns. Pickering with its Steam railway and stunning Helmsley . A short drive to the coast, Whitby and Sandsend great favourites for visitors with the beautiful Abbey on the cliff edge and steeped in history.

Stunning views, 4 acres, dog friendly, Yorkshire

Owl House is an Elizabethan barn conversion. It sits on the edge of the North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of Pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.

Old Forge in Wrelton, North Yorkshire.

This cottage, in the village of Wrelton near Pickering, was a 19th century blacksmith's forge and has now been renovated into a delightful living space complete with fully-equipped kitchen, large living room area, bathroom with walk-in shower and a cosy bedroom located on a mezzanine floor which is reached via a spiral staircase. The Old Forge offers a great location for a relaxing stay in beautiful North Yorkshire.

Beulah House

Welcome to the lovely village of Sinnington. Nestled on the boundary of the North York Moors, you can step out of the door and straight into nature. Beulah House has 3 bedrooms, sleeping 6. There is also a sitting room, living room with TV and large L-shaped sofa, 1.5 bathrooms, kitchen, conservatory, and a secluded, secure patio area with seating and access to the road for bike storage.