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Take a trip on the North Yorkshire Moors Railway from Pickering
Take a trip on the North Yorkshire Moors Railway from Pickering

Self Catering Holiday Cottages in Pickering - Page 2

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54.245065, -0.774766

Whether you're a frequent visitor to the North York Moors National Park or seeing it for the first time, you'll find 17 Hallgarth the ideal place to stay. The Grade II listed cottage is comfortable and welcoming and popular with families as well as couples. Pickering offers a great range of amenities and is only 15-minutes from Dalby Forest and Malton (with a mainline train station and excellent foodie scene). York, Whitby and Scarborough are all around half an hour's drive from the cottage making this a great base for exploring the North York Moors National Park.

Weekly guide price:
£410 to £610
Short breaks from £90 per night

4  |   2  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri

54.323364, -0.792029

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

Weekly guide price:
£825 to £925
Short breaks from £135 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Flexible | 5 Star Gold

Cowslip Cottage

Last Minute Offer:Fri, 26th Jun 2026 for 7 nights, £500"Levisham picturesque village, lace up your boots and walk from the door onto the North York. Moors, Whitby/coast nearby village pub 50 yrds"
54.304240, -0.720684

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.

Weekly guide price:
£450 to £650
Short breaks from £100 per night

3  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Friday

54.237426, -0.719914

A delightful holiday cottage in the pretty village of Thornton-le-Dale near Pickering within the North York Moors National Park. With Dalby Forest on the doorstep, Lumley Cottage is a superb self-catering base for exploring the areas many attractions and enjoying a host of outdoor pursuits.

Weekly guide price:
£450 to £895
Short breaks from £100 per night

3  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Saturday

54.249092, -0.777828

A lovely holiday cottage on the edge of the beautiful North Yorkshire Moors overlooking the steam railway and within easy walking distance of the centre of the market town of Pickering in North Yorkshire. Close to Dalby Forest, Apple Cottage is a great self-catering choice for those who enjoy being active or exploring.

Weekly guide price:
£570 to £800

5  |   3  |   2  |   Yes  |   Yes

Min nights: 7 (off peak) | 7 (peak)

Preferred arrival day: Saturday

54.301061, -0.956356

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.

Weekly guide price:
£395 to £775
Short breaks from £95 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Saturday

54.303952, -0.721161

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. 

Weekly guide price:
£450 to £800
Short breaks from £90 per night

3  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday