Holiday 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

Serendipity

Serendipity is one of three hand crafted wooden Shepherds Cabins, located on a working farm in the heart of Dalby Forest. (See Serenity and Dahlia Cabins on separate listings.) We're ideally situated just off the popular cycle routes and activity centres. The cozy en-suite cabin features a comfortable king size bed, fridge, heating, a gas BBQ on the covered veranda and continental breakfast. This luxurious cabin offers wonderful panoramic views in a tranquil setting. The perfect escape!

Cosy rural cottage in National Park

Come and stay in the beautiful village of Rosedale Abbey in the spectacular North Yorkshire Moors National Park. Moo’s is our converted stone cottage with a lovely living kitchen with cast iron stove and a vintage country feel. A handmade turned staircase leads up to the en-suite bedroom with metal bed stead and roll top bath. Adjacent there is a spacious covered patio area with seating, dining and storage, which looks across to an outdoor patio with fruit trees seating and parking space.

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annexe is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annexe dates back to the 16th century and is full of charm. You can walk from our Annexe straight up onto the Cleveland way where you can walk or bike for miles. Our Annexe is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

Goose End Cottage, North Yorkshire

Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

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.

Hot Tub Studio Lodge.

A peaceful, romantic retreat for two. Our complex features six semi-detached Studio Lodges, each with a private hot tub. (Photos show each lodge; you’ll be allocated one based on availability.) Each lodge offers an open-plan layout with a double bed, cosy living area, and fully equipped kitchen and a smart TV Step outside to your private veranda with outdoor furniture. Unwind in your hot tub under a clear night sky, the perfect way to end your day.

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.

Moo view Luxury Shepherd’s hut

Experience the tranquility of nature in our Moo View Luxury Shepherd's Hut, nestled on a picturesque dairy farm. Enjoy the comforts of luxury while surrounded by rolling hills and the soothing sounds of the countryside. Perfect for a serene getaway, our unique retreat offers you a chance to unwind, connect with nature, and indulge in farm-fresh delights. Your escape to luxury and nature awaits!

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.