Holiday rentals in Kirkby Mills

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!

Boutique Shepherd’s Hut & Alpaca Experience

Wake up in a luxury shepherd’s hut in the hills around Hebden Bridge, and start your morning feeding friendly alpacas right outside your door. Hand-crafted and thoughtfully designed, ‘The Spot’ offers a boutique countryside escape - perfect for couples looking to switch off, unwind, and enjoy something a little different. A nature retreat yet within easy reach of Hebden Bridge’s independent shops, cafes and walks, you get the best of both worlds: peaceful seclusion with lots to explore nearby.

Cosy Stone Cottage Free Private Parking

Entire Cottage in Kirkbymoorside. Fully refurbished. 4 Guests. 2 Bedrooms I King size bed and bunk beds in bedroom 2. 1 Bathroom + Kitchen/diner & lounge. 150ms Optic Broadband throughout the whole property. New central heating. Kirkbymoorside is a market town nestled on the edge of the North York moors. Situated on the A170 between Helmsley (6 miles) and Pickering (7 miles). It’s 10 minutes drive to the North Yorkshire Moors National Park. Seaside resorts 40 mins drive. No smoking, no pets.

Cosy Primrose Cottage, Harome near Helmsley

Primrose Cottage is nestled in the beautiful village of Harome, between the stunning North York Moors AONB and The Howardian Hills, York is a 30 minute drive. Home to Michelin-starred The Star Inn and The Pheasant. Myse and The Black swan are just a short drive away. Beyond Harome, you can easily explore the famous Jurassic coastline and villages. The Market town of Helmsley just 2 miles away with a fantastic selection of restaurants, cafes, independant shops and The Yorkshire Retreat.

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

The Courtyard Annexe (Please read all description)

Welcome to the Courtyard Annexe, part of our Georgian house, in the centre of Kirkbymoorside. We are not a self catering unit (no guest kitchen) or a rented second home but a more traditional bed and breakfast. We'll meet you upon arrival and show you to the part of our home that is your own separate, private space. We provide a 'tea and toast' breakfast, whilst other meals can be sourced in town. Bear in mind this is an old building with lots of steps. Please read the fuller description.

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.

Oakforge Cottage, a spacious home from home.

Oakforge Cottage is a 3 storey house in the Market Town of Kirkbymoorside. It offers comfortable accommodation for up to 5 people (and up to 2 well behaved dogs).PLEASE NOTE: WE HAVE NO OUTSIDE SPACE FOR THE EXERCISING OF DOGS. With a fully equipped kitchen, living room with realistic simulated log burner and two bathrooms, guests will instantly feel at home in our warm, well furnished, self-catering holiday cottage. Check-in time is after 3PM, Check out is now 10.00AM.

Stunning rural shepherds hut

Located in the stunning Howardian Hills, this is a peaceful and romantic location. A perfect all year round escape. You park your car and the hut is a 5 minute walk from our house- make sure you pack suitable footwear. We can transport your luggage to the hut. The hut has cooking facilities (oven and a hob), there is also a fire pit for barbecues and a picnic table for outdoor dining. You have exclusive use of a hot tub which is right next to the hut.

Luxury Old Stone Cottage, Beautifully Presented

Adults Only. No pets. The Old Chauffeurs Cottage, beautiful, luxurious, warm and cosy. Discounts for stays of 5 nights or more, please ask. Two bedrooms with comfortable King size beds and a great lounge and kitchen. A downstairs toilet & full bathroom upstairs. It provides a good base for walkers & sightseers as we are close to the North York Moors, the steam railway at Pickering & Castle Howard Free WiFi & parking plus secure storage for cycles.

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.