Self Catering Holiday Cottages in Pickering - Page 2

Relax and unwind at Cowslip Cottage. This charming property is in Levisham, just a two-minute walk from an excellent pub and only six miles from Pickering. There are fantastic footpaths, cycling trails and bridleways in the area, and the owners offer secure bike storage and DIY livery so you can bring your own horse away with you should you wish. The cottage sleeps three people in two bedrooms and can, depending on availability, be booked together with neighbouring Primrose Cottage and the owner's three B&B rooms to accommodate larger groups.

This spacious holiday cottage is in a quiet location opposite a recreation sports ground, a short walk from the centre of Pickering with its fantastic amenities. It's ideal for couples or families who want to walk, cycle, eat and explore their way around the North York Moors and the Yorkshire Coast. The two-bedroom bungalow sleeps four people and has recently been refurbished and redecorated throughout. There are excellent footpaths from the door and secure bike storage so you can enjoy the region's plentiful opportunities for cycling and mountain biking. 

Stay in luxury at The Hayloft at Flamborough Rigg. Awarded 5 Gold Stars for its consistently high standards, the stone cottage near Pickering in the North York Moors National Park sleeps four people in two bedrooms and is popular with couples and families visiting the area. You can see Cropton Forest from the cottage and garden, and with Dalby Forest also nearby there are an excellent variety of footpaths and cycling trails to enjoy. The Hayloft at Flamborough Rigg is also within easy reach of the Yorkshire Coast, including Whitby and Sandsend. Tourist board rating: 5 Star Gold

The North York Moors are incredibly beautiful with vast expanses of untouched natural landscape as well as meadows and countryside shaped over thousands of years by those who settled here. The Old Granary is in the quiet village of Gillamoor, within walking distance of a friendly pub serving good food and close to Kirkbymoorside and Pickering. Beautiful walks, scenic bike rides, historical castles and even a day at the beach can all be part of your holiday itinerary when you stay in this welcoming cottage which sleeps four people in two bedrooms.

The Horseshoe Cottage is a romantic one-bedroom retreat for two in the heart of Levisham, a pretty village in the North York Moors. With a private garden, log fire, and timeless charm, it’s a welcoming base for couples keen to explore both countryside and coast. Enjoy doorstep access to epic moorland walks, a cracking local pub just moments away, and nearby days out to Whitby, Robin Hood’s Bay, and Dalby Forest. Stylish, snug and seriously scenic—it’s just the spot for a proper Yorkshire escape.

A delightful holiday cottage in the peaceful village of Levisham within the North York Moors National Park. Sleeping three people in two bedrooms, The Old Chapel is a fantastic rural getaway for couples or small families craving some peace and tranquility. There is an excellent pub and fantastic walks from your doorstep, or enjoy a range of outdoor activities in Dalby Forest, exploring the medieval castle in Pickering or bucket and spade days on the North Yorkshire coast. Perfect for outdoor enthusiasts, history buffs and anyone looking to escape the hustle and bustle of everyday life.