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Find cottages in HelmsleyVisit Helmsley

The charming market town of Helmsley is situated on the edge of the North York Moors National Park and is the perfect place for a cottage break.

The focal point of the town is its square and ancient cross, which is surrounded on all sides by cosy pubs, boutique and speciality shops and restaurants. Every Friday there is a market that sells local produce.

Helmsley has a fascinating history, with many of its building's dating back to the 17th Century. The town's dramatic castle sits on a grassy knoll overlooking the town and tells a fascinating story through its medieval, Tudor and Victorian remains, and 100 foot-high tower. The Helmsley Walled Garden lies just below the castle which has been lovingly restored back to its original Victorian beauty.

Access to some of the most beautiful landscapes in Britain is straight from the cottage door; with mile after mile of rolling heather moors and pretty villages that make up the North York Moors National Park; nearby is the expanse of Duncombe Park, one of Yorkshire's foremost historic houses. Also close by are the impressive Byland Abbey ruins, once one of the greatest monasteries in England and equally as inspiring is Rievaulx Abbey where 12th Century monks once lived and worshipped.

On a warm day why not take a dip in the town's open air swimming pool or enjoy lunch in one of the local pubs, all former coaching inns, which sit around the square.

To enjoy the area see our selection of Helmsley holiday cottages.

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Shortlist
Grade 4 Star rating
Sleeps
5
Bedrooms
3
Pets
2
Mill Cottage Ref: DC4885
With stunning views towards the magnificent ruins of Rievaulx Abbey this 18th Century detached cottage sits in a corner of the North York Moors National Park. Mill Cottage has lots of charm with beamed ceilings, open fire and a south facing garden. Rievaulx Abbey has a tearoom with some excellent eating places and shops at Helmsley just a five minute drive away. Pickering, home to the Steam Preservation Railway, the City of York and Whitby, Scarborough and Filey are within easy driving distance.

Ground Floor: With oil fired central heating and comprising:
Sitting/dining room: with open fire, Sky TV, DVD and views.
Kitchen: with oven, hob, microwave, fridge/freezer, washer/dryer and iron. Door to garden.
Bathroom: with bath, hand held shower and WC.

First Floor: Bedroom 1: with king size bed.
Bedroom 2: with two single beds.
Bedroom 3: with single bed.
All the bedrooms enjoy views.

Bed linen and towels provided. Logs for open fire included. Travel cot and highchair available on request. Wifi internet available.South facing garden with table and chairs. Stabling for your own horse and use of paddock by arrangement with owner. Private parking for two cars.

WAS
NOW
£488-£713
Shortlist
Grade 3 Star rating
Sleeps
4
Bedrooms
2
Pets
0

In the North Yorkshire Moors National Park, this detached character holiday cottage sits peacefully in a picture postcard village, nestling in the unspoilt valley of the River Rye. Comfortable and well equipped with a secluded, enclosed sunny garden and superb views, it has terrific walks straight from the doorstep. Excellent base also for cycling, touring and riding. Historic Rievaulx Abbey and the attractive market town of Helmsley, with inns, castle and stately home, only 5 miles away. Heritage Coastline beaches and bird sanctuaries just an hour away. Pub (bar meals) 200 yards, shop/PO 800 yards.

Ground floor: Living room. Dining room/kitchen. First floor: 2 bedrooms: 1 double, 1 twin. Bathroom with shower over bath and toilet.

Woodburner in living room included. NSH, electric heaters, bed linen and towels included. Freeview TV. DVD. CD. Electric cooker. Microwave. Washer/dryer. Fridge/freezer. Payphone. Enclosed lawned garden with patio and furniture. Parking (1 car). Natural water supply from spring.

WAS
NOW
£258-£643
Shortlist
Grade 4 Star rating
Sleeps
4
Bedrooms
2
Pets
2
Swiss Cottage Ref: DC5480
Nestling in a beautiful secluded valley overlooking the magnificent ruins of Rievaulx Abbey, Swiss Cottage is a delightfully charming, 17th Century, detached thatched cottage which is the oldest cottage in picturesque Rievaulx village. A truly enchanting cottage full of its own unique charm and character enhanced with attractive features and stunning views from the sitting room and dining room/kitchen. The cottage is presented to a high standard with quality furnishings, together with great care and attention to detail ensuring a relaxing stay at any time.

Ground Floor: Property has oil fired central heating and comprises:
Sitting room: with electric wood burner, Freeview TV, DVD.
Dining room/kitchen: with electric Rangemaster, microwave, fridge, freezer, dishwasher, washer and iron.
Utility area.
Shower room
.

First Floor: Bedroom 1: with double bed and en-suite bathroom with shower attachment, WC.
Bedroom 2: with twin beds take care this room has a sloping ceiling and is accessed via second staircase to first floor (access via low door to adjoining bathroom).

All oil, electricity, bed linen and towels provided. Cot and highchair available on request. Free Wi-fi available. Hairdryer.Front garden. Rear terrace with furniture. Cycle store. Outdoor lighting.

WAS
NOW
£506-£777
Shortlist
Grade 4 Star rating
Sleeps
4
Bedrooms
2
Pets
0

In the heart of the delightful market town of Helmsley, this holiday cottage, one of a row, was originally part of the Duncombe Park Estate. Lovingly renovated and furnished to a high standard, it is full of character with exposed beams and stonework, and a south-facing garden in which to enjoy summer evenings overlooking the castle. It makes a perfect base for exploring the surrounding area. Nunnington Hall, Rievaulx Abbey and Castle Howard (13 miles) are close by, and the North York Moors, with spectacular scenery, offers excellent walking and steam railway. Shops and pub 50 yards.

Beamed living/dining room with multi-fuel burner. Kitchen with range-style cooker, Butler sink, exposed stonework and stable door to garden. Twin bedroom with 2ft 6in zip & link beds (can be 5ft double). First floor: Double bedroom with 5ft bed. Bathroom with over-bath shower and toilet.

  • Multi-fuel burner - initial fuel included, thereafter available at cost
  • Electricity, full gas central heating, bed linen and towels included
  • Flatscreen TV (Freeview)
  • DVD
  • Stereo/CD
  • Range-style cooker included
  • Microwave
  • Washing machine
  • Dishwasher
  • Wi-fi
  • Telephone (honesty box)
  • Enclosed lawned garden with patio and furniture
  • Roadside parking
  • No smoking
  • NB: Several levels and steps in garden with a drop from lawn to patio

WAS
NOW
£329-£901
Shortlist
Grade 4 Star rating
Sleeps
2
Bedrooms
1
Pets
1

Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W43184 and W43185) stand in a landscaped courtyard, close to the owner’s farmhouse. Enjoy farmhouse breakfasts at Laskill Grange, or across the drive at Laskill Country House, the owners’ daughter offers home cooked evening meals or ready prepared frozen meals. There are 70 acres of beautifully tended grounds and a shared terrace garden with its small lake and river frontage. The surrounding countryside views are superb, and there is excellent walking from the doorstep. Long distance footpaths along this area’s Heritage coastline, and the Cleveland Way, offer perfect terrain for walkers and cyclists. Visit Ryedale Folk Museum and Rosedale Abbey, or for a day out, try the North York Moors Railway. Whitby has miles of sandy beaches and an ancient abbey overlooking its harbour. Scarborough, Staithes, Runswick Bay and Sandsend are within 20 miles. Horse racing at Thirsk, Wetherby and York, 25 miles. Helmsley has Duncombe Park and a castle. Shop, pub and restaurant 2 miles.

All on ground floor: Living/dining room/kitchen. 1 double bedroom. Bathroom with shower over bath and toilet.

Oil central heating included. Microwave. Washing machine. Parking (1 car).

All properties: Electric woodburner in living room included. Electricity, bed linen and towels included. Cot and high chair on request. DVD. CD. Electric cooker. Dishwasher. Shared freezer. Wi-fi. Sitting-out area and furniture. Shared terrace garden. Shared 70-acre grounds. Shared hot tub. Natural water supply from spring. No smoking. NB: There is a small lake and river frontage within the garden.

WAS
NOW
£204-£599
Shortlist
Grade 4 Star rating
Sleeps
2
Bedrooms
1
Pets
2
Highfield Barn Ref: 24873

This stone built former granary, attached to the owners’ home, has been sympathetically converted to offer first floor holiday accommodation of a very good standard, within the stunning countryside of the Howardian Hills. A designated AONB, between the North York Moors National Park, The Yorkshire Wolds and the Vale of York, with an abundance of walks, scenic villages and country houses. Coastal resorts and the Yorkshire Dales are within easy reach. Castle Howard, the picturesque village of Hovingham and the traditional market town of Helmsley are all close by. The vibrant city of York is just 18 miles away. Shop and pub 3 miles.

Steps to entrance. All on first floor: Living room with double sofa bed (for alternative sleeping)/dining room/kitchen. 1 double (6ft zip and link) bedroom. Shower room. Separate toilet.

Oil central heating, electricity, bed linen and towels included. Freeview TV. DVD. CD. Electric cooker. Microwave. Access to washing machine. Fridge/freezer. Wi-fi. Shared garden. Sitting-out area and furniture. Parking (2 cars). Free range eggs provided from owners hens. No smoking.

WAS
NOW
£228-£574
Shortlist
Grade 4 Star rating
Sleeps
6
Bedrooms
3
Pets
1

Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well equipped holiday cottages stand in a landscaped courtyard, close to the owners’ farmhouse. Guests can enjoy farmhouse breakfasts in the conservatory at Laskill Grange, while across the drive at Laskill Country House, the owners’ daughter offers home cooked evening meals or ready prepared frozen meals to enjoy in the comfort of your holiday cottage. Bridge Cottage and The Coach House have an interconnecting door and may be booked together to sleep 6. Visitors can wander the 70 acres of beautifully tended grounds or relax in the shared terrace garden with its small lake and river frontage. The views over the surrounding countryside are superb, and there is excellent walking from the doorstep. Long distance footpaths along this area’s Heritage Coastline, and the Cleveland Way, offer perfect terrain for walkers and cyclists. The Ryedale Folk Museum at popular Hutton-Le-Hole, and the ruins of Rosedale Abbey are both worth a visit. For a day out, the North York Moors Railway runs steam train journeys between Grosmont and Pickering. Whitby, is easily reached, with miles of sandy beaches and an ancient abbey overlooking its harbour. Scarborough, and the coastal villages of Staithes, Runswick Bay and Sandsend are all within 20 miles. Horse racing at Thirsk, Wetherby and York, 25 miles. Closer to home, Helmsley has Duncombe Park and a castle. Shop and pub 2 miles.

All on ground floor: Living/dining room/kitchen. 1 double bedroom with en-suite shower room and toilet. First floor: 2 bedrooms: 1 double (5ft) with en-suite bathroom with shower over bath and toilet, 1 twin with en-suite bathroom with shower over bath and toilet, both with sloping ceilings.

Wheelchair access.

All properties: Oil central heating (£25per week, £15 per short break November-March). Electricity, bed linen and towels included. Cot. High chair. DVD. CD. Electric cooker. Microwave. Washing machine. Dishwasher. Shared freezer. Wi-fi. Shared payphone. Patio areas. Barbecue. Shared terrace garden. Shared 70-acre grounds. Ample parking. Shared hot tub. Natural water supply from spring. NB: There is a small lake and river frontage within the garden.

WAS
NOW
£421-£958
Shortlist
Grade 5 Star rating
Sleeps
6
Bedrooms
2
Pets
3
The Stables Ref: 27498

Set in a beautiful rural location on the edge of the North York Moors National Park, this former barn stands between a working farm and adjoins the owners’ home. Carefully converted to a good quality specification, the holiday property enjoys a spacious open-plan living area. French doors lead to a large patio with views over the Howardian Hills, an AONB. The attractive village of Oswaldkirk has a traditional pub serving food and is surrounded by a network of walking and cycle tracks. Shop 2 miles, pub and restaurant ½ mile.

All on ground floor: Living/dining room/kitchen with beams, tiled floor and French doors. 2 steps to 2 double bedrooms, one (5ft), one (6ft zip and link, can be twin) with additional single and additional pull-out single. Bathroom with bath, walk-in shower and toilet.

Oil underfloor central heating, electricity, bed linen and towels included. Cot and high chair on request. Freeview TV. DVD. iPod dock. Electric cooker. Microwave. Washing machine. Dishwasher. Wi-fi. Patio with furniture. Barbecue. Parking (3 cars). Cycle store. Welcome pack. Pets free of charge - to be kept on a lead. No smoking. Friday to Friday.

WAS
NOW
£276-£832
Shortlist
Grade 3 Star rating
Sleeps
5
Bedrooms
3
Pets
1
Chisel Cote Ref: 708

Beautiful scenery

An 18th-century beamed holiday cottage with lawned private garden situated in a quiet backwater of this pretty bustling little market town noted for its castle ruins. Visit the gardens of Duncombe Park (open June-August). Helmsley lies on the edge of the North York Moors National Park amid beautiful scenery. Places of interest locally include Rievaulx Abbey and Terraces, Castle Howard and Nunnington Hall. Hang gliding from Sutton Bank. Racing at Thirsk, Ripon, Wetherby and York. Whitby and Scarborough approx 30 miles. Shop, pubs and restaurants 200 yards.

Ground floor: Living/dining room. Kitchen. First floor: 3 bedrooms: 2 double, 1 single. Bathroom with toilet.

NSH, electricity and bed linen included. Cot. High chair. Video. DVD. Electric cooker. Microwave. Washing machine. Fridge/freezer. Private garden and furniture. Barbecue. Parking (2 cars). Friday to Friday.

WAS
NOW
£188-£587
Shortlist
Grade 5 Star rating
Sleeps
6
Bedrooms
3
Pets
0
Birchglow Ref: IYT

Birchglow lies in the heart of the delightful market town of Helmsley. One of five stone-built homes, it is adjacent to the renowned Feversham Arms Hotel and Verbena Spa where day passes are available, beautifully furnished with good quality fittings and appliances. Light, airy and comfortable, with an enclosed courtyard garden, it makes a superb base from which to explore the picturesque market square with fine old pubs, restaurants, antique galleries and interesting shops. Visit abbey ruins at Byland and Rievaulx. Visit Duncombe Park with its beautiful landscaped gardens and the International Centre of Birds of Prey. The North York Moors National Park offers great walking and cycling as well as Go Ape at Dalby Forest and Flamingo Land. Enjoy a trip on the steam train from Pickering to Grosmont where you can change and get a connecting train to Whitby or take the train to York with its Roman walls, cobbled streets, magnificent minster and of course Betty’s Tea Room. Alternatively, just relax in the tranquil ambiance at Birch Glow with all its home comforts. Shop 20 yards, pub and restaurant 10 yards.

Living room with multi-fuel burner and oak floor. Kitchen/dining room with tiled floor. Separate toilet. Lower ground floor: Sitting room with patio doors to courtyard. Utility. Double bedroom with 6ft bed, zip and link and en-suite shower room with toilet. First floor: Double bedroom with 5ft bed, TV, and en-suite shower room with toilet. Twin bedroom. Bathroom with Jacuzzi bath and toilet.

  • Multi-fuel burner - initial fuel included, thereafter available locally
  • Electricity, full gas central heating, bed linen and towels included
  • Travel cot
  • High chair
  • Two Freeview TVs
  • Two DVDs
  • Radio/CD
  • iPod dock
  • Washer/dryer
  • Dishwasher
  • Freezer
  • Wi-fi
  • Telephone (honesty box)
  • Enclosed courtyard
  • Parking (for 1 car)
  • Welcome pack
  • No smoking
  • NB: Steps in courtyard

WAS
NOW
£494-£1367
Shortlist
Grade 3 Star rating
Sleeps
6
Bedrooms
3
Pets
2

Situated on a working farm, this detached holiday cottage has far reaching countryside views over the Hovingham Estate in the Howardian Hills, an Area of Outstanding Natural Beauty. Enjoy dining alfresco on the patio area in the ¼-acre lawned garden, or relax beside the woodburner on winter evenings. The market town of Helmsley is 10 miles away, and a 30-minute scenic drive to the ancient city of York. Shop, pub and restaurant 1½ miles.

Ground floor: Living/dining room/kitchen. 1 double bedroom. Bathroom with shower over bath. Separate toilet. First floor: 2 bedrooms: 1 double, 1 twin.

Multi-fuel burner in living room (initial fuel included). Oil central heating, electricity and bed linen included. Travel cot. High chair. Freeview TV. DVD. CD. Electric cooker. Washing machine. Dishwasher. Fridge/freezer. Enclosed lawned garden, patio and furniture. Parking at farmhouse, 22 yards (2 cars). Cycle store. Natural water supply from borehole. No smoking. Friday to Friday. NB: Covered pond in garden.

WAS
NOW
£240-£767
Shortlist
Grade 0 Star rating
Sleeps
6
Bedrooms
3
Pets
0
Pippin Cottage Ref: CC233077
Located in the heart of the pretty village of Nunnington, just six miles from Helmsley is Pippin Cottage. This 2012 new build stone cottage is beautifully presented in a traditional style, but has been built to modern day standards with the environment in mind. Much of the hot water is produced by solar panels There are three spacious bedrooms, one en suite accommodating six guests. The perfect place for three couples, wishing to escape to the stunning Yorkshire countryside.

Ground Floor: Property has under floor electric/solar heating and comprises:
Kitchen: With electric oven, induction hob, microwave/conv oven, fridge/freezer, dishwasher
Utility: With Belfast sink, washer and Sheila Maid
Lounge/Diner: With wood burning stove, TV with free view, DVD, radio/CD,  Wi-fi
Cloakroom: With WC and wash basin

First Floor: Bedroom 1: With king size bed with en suite with walk in shower, WC, wash basin and heated towel rail
Bedroom 2: With double bed
Bedroom 3: With double bed
Bathroom: With shower over bath, WC, wash basin and heated towel rail.

All fuel, power (starter pack for stove), bed linen and towels included. Wi-fi available.Covered patio and lawn area.

WAS
NOW
£375-£735
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