Self Catering Holiday Cottages in Helmsley

Enjoy the beauty of the North York Moors National Park from the comfort of Ryedale Cottage. The pretty stone cottage is one of four at Sproxton Hall Cottages in Sproxton, just two miles from Helmsley. There is space for four guests to sleep in two bedrooms, making it perfect for couples and families who want a peaceful location that is close to some of the region's favourite attractions such as Helmsley Castle, Pickering, Castle Howard, York, Whitby and Scarborough.

Arriving at Bilsdale Cottage is a heart-warming experience. The pretty stone cottage, which is one of four at Sproxton Hall, is set back from a private road in a quiet hamlet, only two miles south of the friendly market town of Helmsley. Guests can wake up to beautiful views of the Howardian Hills AONB and the North York Moors National Park, knowing that their day is full of spectacular scenery and memorable experiences which could even include walking around the ancient city walls of York or strolling by the seaside at Whitby or Scarborough. With space to sleep four people in two bedrooms, Bilsdale Cottage is ideal for families and couples.

Set back from a quiet road in the peaceful village of Harome, Overdale Cottage is close to the border of the North York Moors National Park and within easy reach of Helmsley, Pickering and York. The pet-friendly cottage has recently been refurbished to offer very comfortable accommodation for couples and families. There is space for four people to stay in two bedrooms, and pets are welcome. The cottage has lovely views of the surrounding countryside and is close to fantastic walks and cycle trails. There are even two excellent pubs within walking distance - the Star Inn and the Michelin-starred Pheasant, or stay in for dinner and enjoy a glass of wine in front of the open fire.

Spacious and full of character, this welcoming holiday retreat for two sits on a small dales hill farm in the North York Moors National Park. Low Crossett Cottage offers the opportunity of peace and tranquility, lovely walks, spectacular views and a comfy self-catering base for exploring the areas many attractions.

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.

"The Bothy" is a 1 bed holiday Apartment sleeping up to 2 guests in North Yorkshire. Get away from it all with this romantic, rural retreat, yet still be close to the hustle and bustle of Helmsley's many shops and restaurants. * Size: Sleeps 2 in a studio bedroom.* Nearest beach: 31 miles.* Nearest amenities: 3 miles.* Pets:...

"Cottage in North Yorkshire" is a 2 bed holiday Cottage sleeping up to 3 guests in North Yorkshire. Osmotherley is a peaceful village stands slightly elevated on the edge of the North York Moors. Within the village are three pubs, a village shop and a takeaway. It's now a popular walking centre for hikers on the Cleveland Way National Trail...

"Foxglove Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in York. Beadlam is a lovely village situated in the Ryedale district of North Yorkshire, resting on the edge of the North York Moors National Park, home to a farm shop and tea room, a local pub and a fish and chip shop. Helmsley market town is nearby...

"The Hayloft" is a 1 bed holiday Apartment sleeping up to 2 guests in North Yorkshire. Close to Helmsley on the edge of the Nork York Moors National Park is The Hayloft. A tastefully rebuilt stone studio apartment in the owners' grounds, sleeping two people with a quirky mezzanine sleeping area. The property is ideally situated...

"Rose Lodge" is a 3 bed holiday Lodge sleeping up to 6 guests in York. Sheriff Hutton is a small village resting between the hills of York and Malton. The village is steeped with history, with ruins of a 14th century castle, housing Richard III in 1483, and a medieval church with Norman tower dating from 1100....

"Sheep Cote Shepherds Hut" is a 1 bed holiday Lodge sleeping up to 2 guests in Middlesbrough. Stokesley is an attractive, elegant, historic market town which was mentioned in the Domesday Book of 1086, with many interesting Georgian and Victorian buildings. The River Leven flows through the town and is crossed by the ancient Pack Horse...

"The Old Windmill" is a 3 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. A truly unique property being a converted Windmill a great space to enjoy a memorable holiday in North Yorkshire. Surrounded by great countryside for long walks and some lovely traditional pubs on your doorstep.  With the historic town of...

"Cottage in North Yorkshire" is a 3 bed holiday Cottage sleeping up to 6 guests in North Yorkshire. A charming, single level, detached cottage nestled on the edge of a leading fishing complex in the sleepy little rural village of Sessay, 6 miles from Thirsk, this property sits in a perfect touring location for discovering North Yorkshire....

"Bilsdale - 25566 - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in North Yorkshire. Featuring a private entrance, this holiday home comprises 1 bedroom and 1 bathroom with a shower. The holiday home's kitchen, which features a dishwasher and kitchenware, is available for cooking and storing food. The holiday home comes with a...

"Cottage in North Yorkshire" is a 4 bed holiday Cottage sleeping up to 8 guests in North Yorkshire. Set just above the picturesque hamlet of Low Mills, approx. 8 miles North of Kirkbymoorside, this beautiful property is located in an idyllic North Yorkshire dale renowned for its daffodil walk along the riverbanks. This is a wonderful base for...

"The Nook - Two-Bedroom Holiday Home" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. Boasting a private entrance, this holiday home also features 2 separate bedrooms and 1 bathroom with a shower. The holiday home's kitchen, which features a dishwasher and kitchenware, is available for cooking and storing food. This holiday home...

"Derwent House" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. This old market town, with its complete variety of services and traditional shops, cafes, pubs, and restaurants, serves as the official entry to the stunning North York Moors National Park, where the Heartbeat landscape is located. Enjoy a ride...

"Jasmine Cottage" is a 3 bed holiday Cottage sleeping up to 5 guests in North Yorkshire. Dalton is a pretty, tranquil village situated seven miles north of Richmond in North Yorkshire, perfectly nestled between the two national parks of the Yorkshire Dales and the Yorkshire Moors. Visit the many nearby market towns of Richmond and...

"Log Cabin in North Yorkshire" is a 3 bed holiday Lodge sleeping up to 6 guests in North Yorkshire. Nestled in the picturesque countryside of North Yorkshire, Malton is a charming village that captures rural England at its finest. With the historic city of York just 19 miles away, the village has quaint cobbled streets, historic buildings,...

"Cottage in North Yorkshire" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. Set high up in the western reaches of the North York Moors, this property is nestled in an Area of Outstanding Natural Beauty. Set out on foot to explore its lush pastures, thick woodland and open moorland or visit one of the many nearby grand...

"The Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. This old market town serves as the official entrance to the stunning North York Moors National Park, the location of the Heartbeat countryside, with its full complement of facilities and traditional shops, cafes, pubs, and restaurants. Take a...

"Farriers Cottage - Ukc6689 - Two-Bedroom Holiday Home" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. The hot tub is the standout feature of this holiday home. The holiday home's kitchen, which has a dishwasher and kitchenware, is available for cooking and storing food. The holiday home features a TV, a washing machine, a private entrance, as...

"Blacksmiths Cottage - Ukc6688 - Two-Bedroom Holiday Home" is a 2 bed holiday Cottage sleeping up to 4 guests in North Yorkshire. This holiday home features a hot tub. The holiday home's kitchen, which features a dishwasher and kitchenware, is available for cooking and storing food. The holiday home provides a washing machine, a private entrance, heating, as well as a TV....

"Oak Lodge" is a 3 bed holiday Lodge sleeping up to 6 guests in North Yorkshire. Nestled between York and Malton, the village of Sheriff Hutton is within the Ryedale district of Yorkshire. There is a village green and two pubs, both serving food, one dating back to the 1600s. The City of York is only 11 miles away, while...

"Cottage in North Yorkshire" is a 3 bed holiday Cottage sleeping up to 5 guests in York. Enjoy a memorable stay in this holiday cottage, one of two adjoining properties beside the owners' small working farm, nestled in the Howardian Hills Area of Outstanding Natural Beauty. Set within the village of Brandsby, the magnificent city...

"Wheelhouse Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in North Yorkshire. The village of Sowerby with its number of pubs is situated just half a mile away from the market town of Thirsk. Thirsk has wonderful Georgian buildings, a Norman church and many amenities, including pubs, shops, restaurants, a cinema and...

"Ghyll Crest" is a 6 bed holiday Cottage sleeping up to 12 guests in North Yorkshire. Osmotherley is a picturesque North Yorkshire conservation village, with grass and tree lined streets set on a small hillside on the western edge of the North York Moors National Park, nestling between the Cleveland Hills to the east and the...

"Hallgarth House - Five-Bedroom Holiday Home" is a 5 bed holiday Cottage sleeping up to 10 guests in North Yorkshire. Guests will have a special experience as the holiday home features a fireplace. Featuring a private entrance, this holiday home consists of 5 bedrooms and 2 bathrooms with a shower. The holiday home's kitchen, which features a dishwasher and...

"Webstone House" is a 3 bed holiday Cottage sleeping up to 6 guests in North Yorkshire. Osmotherley is a picturesque village, tucked inside the North York Moors National Park, nestled between the Cleveland Hills and the Yorkshire Dales. Osmotherley is very popular with cyclists and walkers, with the Cleveland Way, the Coast to...