Pear Tree House is perfectly located between York and the Howardian Hills AONB, with easy access to some of the North York Moors favourite footpaths, sights and attractions. It's a spacious holiday home dating back to the 1800s, which the owners have beautifully restored and updated to provide accommodation for six people in three bedrooms.
Welcome to The Helmsley Retreat Nestled in the picturesque market town of Helmsley, The Helmsley Retreat is the perfect base for exploring North Yorkshire. This charming cottage offers modern comforts, including a private hot tub and sauna, ensuring a relaxing and memorable stay. Just a short walk from the vibrant market square with its independent shops, pubs, and cafes, the cottage combines convenience with tranquility. Ideal for couples or small families, The Helmsley Retreat provides the perfect blend of comfort, charm, and adventure.
LAST MINUTE DEALS,CONTACT OWNERS FOR RATES. Lantern Cottage is in a peaceful location just a short walk from the market town of Kirkbymoorside and reputable country pubs like the George and the Dragon and the Kings Head. With space for four people in two bedrooms, it is perfect for couples and families who want to immerse themselves in the beauty of the surrounding countryside. The North York Moors National Park is on the doorstep, while the seaside resort of Scarborough is less than an hour by car. With fantastic walking and cycling trails as well as charming towns and villages all nearby, Lantern Cottage is an ideal self-catering choice.
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.
Old Bald Peg is a cottage with a pedigree as impressive as its Thoroughbred namesake. The Victorian terraced former estate cottage has been refurbished to provide a charming holiday home sleeping four guests in two bedrooms, with two well-behaved dogs welcome by prior arrangement. Situated in the quiet village of Wass, in the North York Moors National Park, within an easy stroll of two great gastropubs and the ancient ruins of Byland Abbey and close to the market towns of Helmsley, Thirsk and the historic city of York. Other local attractions include Rievaulx Abbey, Castle Howard, Sutton Bank and the Kilburn White Horse. Explore the Cleveland Way, the North Yorkshire Heritage Coast and the wild beauty of the moors.
As Featured in Yorkshire Life Magazine - 'Special Spots' April 2026 "The view from the bedrooms is just the classic, iconic Robin Hood’s Bay view all the way across the bay, and it’s to die for." — Yorkshire Life Magazine Fernleigh is an elegant Victorian villa in the Upper Bay of Robin Hood’s Bay, offering generous space for families and groups, with six beautifully appointed bedrooms, private gardens, and far-reaching sea views. Set on Mount Pleasant South, the house combines period character with modern comforts, including south-facing bedrooms, a large enclosed garden for outdoor dining, and thoughtfully designed living spaces. With off-street parking, EV charging, and easy access to the beach, village, and coastal paths, Fernleigh is an ideal base for a relaxed and luxurious stay by the sea.
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.
Talbot House is a welcoming holiday home furnished with families in mind. The three-bedroom property sleeps six people, with a flexible layout that you can alter to suit your needs. It's barely a five-minute walk from the cottage to the beach, Filey Brigg Country Park, and the town centre with shops, cafes, pubs and other amenities. Excellent transport links make it possible to explore without a car, going to Scarborough and York by bus or train. Talbot House is available all year round for bookings.
The Yorkshire Wolds are a great destination at any time of the year as they are within easy reach of The Yorkshire Coast including the resort towns of Scarborough, Filey & Whitby. Also within easy reach are The North York Moors National Park, The Howardian Hills and the ancient City of York. This beautiful barn conversion enjoys a central location in the lovely village of West Lutton overlooking the church. The Market town of Malton, known as Yorkshire’s Food Capital is just 11 miles away, and Pickering is an easy 30mins drive. The self-catering cottage sleeps up to 8 people in 4 bedrooms, and the owner is happy to accept bookings for families needing only 2 or 3 bedrooms at a reduced rate in all but Peak Season.
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.
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.
Located on a farmstead in the North York Moors National Park, these two self-catering holiday cottages provide the ideal retreat for anyone who enjoys walking or simply wants to relax in beautiful countryside. Just a mile from Hutton-le-hole with a good pub serving food and within easy driving distance of Pickering, Helmsley and Kirkbymoorside. Tourist board rating: 4 Star
An ideal retreat for couples or small families (one child under ten welcome) nestling within the grounds of the owner's larger cottage in the pretty traditional Moorland village of Goathland with pub, village store, fabulous walks and access to the North York famous Steam Railway. Sitting in the heart of the National Park, the Heritage Coast, Dalby Forest and the City of York are all within driving distance.
Perfectly situated just one mile from the seaside villages of Staithes and Runswick Bay, this holiday cottage is ideal for guests who want to explore the beautiful North Yorkshire Moors and its stunning coastline. An abundance of attractions and glorious Yorkshire scenery to enjoy.
Rosie's Cottage is a modern barn conversion with accommodation all on the ground floor. The comfortable holiday rental sleeps four people in two stylish ensuite bedrooms, has underfloor heating throughout, and is dog-friendly. It is in the picturesque village of Oulston in the Howardian Hills AONB. The Foss Walk footpath passes nearby, and there are lots of places to walk and ride your bike. Thirsk and Malton are only a few miles away, while York and attractions like Castle Howard are also within easy reach for days out. It's an ideal location for couples, families or friends.
Sitting in an ideal position in Port Mulgrave just a mile from the picturesque seaside villages of Runswick Bay and Staithes in the North York Moors, this welcoming holiday home provides the perfect retreat for couples who want to explore the moors and coastline. With good pubs and restaurants close by, lovely beaches for lazy days and miles of moorland and coastal walks, The Apple House is perfect whether you are looking for a holiday to relax and recharge, or want to get out and about exploring the North Yorkshire Moors.
A charming holiday cottage close to the village of Swainby with glorious views across lovely open countryside, providing the ideal place for a relaxing holiday in North Yorkshire. Sitting on the edge of the North York Moors, Lyke Wake Cottage is perfect for walkers and cyclists with many superb walks locally including the Cleveland Way and National Cycle Route 65 easily accessible.
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.
Tucked away in a quiet spot behind the High Street, Hinderwell Escape provides affordable, comfortable holiday accommodation. It is spacious enough to sleep up to seven guests, yet its thick stone walls, quirky layout, traditional charm and thoughtful furnishings make it cosy for couples as well. The kitchen is well equipped for self catering but there are two pubs (The Brown Cow and The Badger Hounds) as well as a popular chip shop if you don't feel like cooking. The cottage is convenient for beaches like Staithes, Sandsend, Whitby and Runswick Bay. The Coastal Footpath runs near the village, while good road links and bus service make it possible to reach other attractions in the North York Moors National Park with relative ease.
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Hutton-le-HoleKirkbymoorsidePickeringStaithesThirskWhitbyYorkSome local suggestions:
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