Holiday Cottages In Helmsley

The Cart House is a beautiful stone property, with all the character and charm you could wish for. Located in the beautiful town of Helmsley in the North York Moors National Park.

Toad Hall is a Grade II listed cottage yards from the main square in the heart of Helmsley, with private parking and enclosed patio.

Escape to this beautiful holiday home set in one of North Yorkshire s prettiest towns Helmsley in the North York Moors National Park. Voted one of the best places to live in the UK in a Sunday Times survey picture-postcard Helmsley offers a real escape from the stresses and strains of modern life. As well as its inherent good looks charming sandstone buildings and country charm Helmsley is tiny yet packed with things to do. In addition to the exquisite tea rooms cafés and delis in town you ll also find some of the best restaurants and gastropubs in the UK and lots of independent shops upmarket stores galleries and antique dealers. The Duncombe Park Estate is set on the edge of town and its parkland and gardens are open to visitors for much of the year. It s a lovely spot for walking particularly along the river towards Rievaulx Abbey (3 miles from town). Helmsley is also close to York Castle Howard and the Yorkshire coast so lots of choices for day trips all within a 30-mile drive. This enchanting property has been designed to offer the perfect staycation for families couples and dog owners. Step inside to find a generous entrance hall with traditional parquet flooring and wood-panelled walls leading to a cosy lounge and stunning open-plan kitchen/diner. The lounge area is the perfect place to relax in the evening with its open fire Smart TV hardwood floors and a lovely mix of antique/contemporary furniture. Next door is the kitchen/diner a bright contemporary space with its handmade solid wood kitchen island with breakfast bar stools and comfy banquette seating. Extras include a boiling water tap Smart TV Sonos speaker and record player. The utility cupboard also has a washing machine. The kitchen leads to a fabulous Scandi-style cinema room complete with Smart TV surround sound and Nintendo Switch. A plush sofa seats a family of four with a deep window seat offering views of the garden. A downstairs shower room with a walk-in shower sits next door complete with a tumble dryer. Upstairs both en-suite bedrooms are accessed via a spacious landing. The master bedroom has a comfortable king-size bed and lots of storage. The master en-suite is a calm peaceful space with wood-panelled walls and a walk-in shower. The rear bedroom is a cosy twin with wrap-around wood panelling. A comfortable day bed sits in the window offering views across to Helmsley Castle the perfect spot for relaxing with a good book. The contemporary en-suite bathroom features a shower over the bath ideal for those with young children. The fully enclosed rear garden of this house is the star of the show. Accessed via large sliding doors from the kitchen the beautiful south-facing garden is complete with designer touches. The large decking area by the house has comfortable lounge seating making the most of the sun. A Belgium clay-paved path leads you to the rear decking spa area with a Swedish outdoor sauna and additional bath house with its Japanese-style Ofuro hot tub. A paved patio also provides a dining area with a table and chairs. Need to know: 2 bedrooms 1 king size, 1 twin (400TC Egyptian cotton). 3 bathrooms 1 en suite with shower and WC, 1 en suite with shower over bath and WC, 1 downstairs walk in shower and WC. Electric range cooker with gas hob, fridge/freezer, microwave, dishwasher, Nespresso coffee machine, boiling water tap. Utility cupboard with washing machine and tumble dryer. 3 Smart TVs all with Sky/Netflix, Nintendo Switch with games, Sonos speaker, record player with records. Open fire in lounge (first basket of logs provided). Extras for families travel cot, high chair, stairgates, baby monitor, baby bath, toddler toilet seat, potty, children's crockery, play equipment, board games/books, children's channels on SKY.. Extras for dogs dog towels, dog bowls, poo bags, hose and dog treats.. Enclosed south facing spa garden with Swedish sauna and Japanese style Ofuro hot tub. Few hundred yards to Helmsley's market square. Off road parking for 2 cars.

This charming cottage set within the traditional market town of Helmsley is brimming with character and is perfect for a family of walkers wanting to explore the North York Moors National Park.

Cottage in Helmsley, North Yorkshire sleeping six guests in three bedrooms.

This charming two-bedroom home is in the heart of picturesque Helmsley – the only market town in the North York Moors National Park. You’ll be just 350 metres from the centre of town, to visit the bustling market square. Time your visit right and you can browse the popular Friday craft and food market, too. History lovers won’t want to miss a trip to the evocative ruins of Helmsley Castle (0.5 miles) or take a scenic walk to Duncombe Park (1 mile), a grand stately home with beautiful grounds. For keen walkers and cyclists, Helmsley marks the start of both the Cleveland Way and Ebor Way. Head to Pickering (13 miles) to hop aboard a heritage line all the way to the coast at Whitby (30 miles). Other day trips include Castle Howard (13 miles) or the medieval marvels of York (24 miles). On arrival, you’ll pass through a handy hallway – perfect for boots, coats and drying off muddy paws – before heading into the inviting lounge. Here, traditional beams set the scene for relaxed and cosy evenings. Sink into the cosy sofas for a film night on the Smart TV, all set on attractive wooden floors. The rear of the house opens into a fully equipped kitchen and breakfast area, including a coffee machine so you can start each day with a proper brew. Upstairs, a king-size bedroom comes complete with built-in storage, while the modern shower room is on hand for freshening up. A small flight of stairs takes you up to a lovely twin bedroom, which feels tucked away and private. Outside, a path takes you to the attractively landscaped, south-facing enclosed walled garden – a peaceful space with a gravel seating area and small lawn – perfect for those morning coffees or evening wind-downs.

The location of The Byre is just perfect and is a great base for a fabulous Yorkshire getaway.

Two bedrooms: 1 x double with TV, 1 x twin. Bathroom with bath, shower over, basin and WC. Ground floor basin and WC. Open plan living area with kitchen, dining area and sitting area.

Located in the town of Helmsley, this Grade II listed house is great for visiting Helmsley Castle and Duncombe Park.

If you’re looking for a getaway in the North York Moors National Park, look no further than Willow Cottage. Located in the vibrant and exciting market town of Helmsley, this charming two bedroom holiday home is just a stone’s throw away from the many restaurants, cafes, shops and bars on offer. Sleeping up to four guests, Willow Cottage is perfect for romantic retreats, family holidays and breaks with friends. Both dog and family friendly, the property boasts a traditional cottage feel and an enclosed garden with outdoor furniture. Willow Cottage is located in the beautiful town of Helmsley. The only market town in the North York Moors National Park, it is a charming place to stay and provides a fantastic base for exploring the countryside. The town has a bustling market square, specialist boutiques, Michelin-starred restaurants and even a microbrewery so you can really make the most of your staycation! You won’t find high street chains here, just independent stores selling everything from designer clothes, jewellery, homeware, books and gifts. When it comes to eating and drinking, you’ll have lots to choose from! Whether you would like fine dining, cosy tea rooms, fish and chips or just a quiet drink - Helmsley will have the perfect spot for you. There are also plenty of attractions on offer. Helmsley’s Walled Garden sits beneath the ruins of Helmsley Castle and spans 5-acres with vibrant flowers, vegetables and fruit growing throughout the season. You can also visit Helmsley Arts Centre and the National Centre for Birds of Prey. Willow Cottage is located just a short 3-minute stroll from Helmsley Market Place where you’ll find shops, restaurants and bars. The closest train stations to Helmsley are located in Thirsk and Malton. Both stations are roughly a 30-minute drive from the cottage. Malton train station has regular train routes to Scarborough, Leeds, York and Manchester and you can reach Manchester, London, York and Leeds easily from Malton. Helmsley also has great bus links. If you’d like to visit the North Yorkshire coast, hop on the 128 bus which travels to Scarborough with stops in Kirkbymoorside and Pickering along the way. The 31X bus route travels from York to Kirkbymoorside with stops in Shipton and Helmsley en route. Willow Cottage has a welcoming and homely living room. Featuring original beams and an exposed brick fireplace, there is a traditional and cosy feel. The ideal spot to snuggle up with your loved ones after a day of exploring, you can get comfortable on the sofa and turn on the flat screen TV to keep up with your favourite shows. The property benefits from a spacious open plan kitchen diner. Fully equipped, the kitchen includes a dishwasher, washing machine, fridge freezer, oven, hob, kettle, microwave, toaster and coffee machine. You can enjoy home cooked meals together at the dining table which has seating for four. Take the stairs up to the first floor and you’ll find two bedrooms and the family bathroom. The master bedroom features twin single beds which can be made up as twin beds if this is more suitable for your stay and the second bedroom is a double. Both bedrooms have a tranquil feel and premium bedding to ensure you have the best sleep possible. Modern and large, the family bathroom has a walk-in shower, bathtub, WC and basin. Outside you’ll find a fully enclosed garden with a patio, outdoor dining area and a garden arbour seat. A great place to soak up the sun during your stay, it’s an added bonus to Willow Cottage.

Two bedrooms: 1 x king-size, 1 x king-size (zip/link, can be a twin on request). Bathroom with bath, walk-in shower, basin and WC. Cloakroom with basin and WC. Kitchen/diner. Sitting room with woodburning stove. Snug

The Helmsley Retreat is a beautifully presented cottage, just a short stroll from the main market square of Helmsley within the North York Moors National Park.

A delightful haven on the fringes of the incredible North York Moors, offering friends and family a dreamy escape from the rhythm of everyday life.

A delightful, bijou holiday cottage tucked away in a quiet location in Helmsley, one of the prettiest and most visited market towns in Yorkshire. Perfect for small families

Experience history and comfort in this stunning 1887 Victorian railway carriage in Helmsley. Explore local charm, and create lasting memories. Book now!

A perfect base for couples to have a memorable Yorkshire staycation, locations don’t get much more perfect than The Nest! Just 50 metres from the market place.

This imaginatively converted Grade II listed former church offers cosy, welcoming and unique accommodation for couples looking for a lovely retreat on the outskirts of the beautiful North York Moors.

This holiday home boasts delightful walks, a cosy interior and many places to enjoy an evening out with friends - truly something for everyone to enjoy.

Beautifully finished throughout, this modern townhouse is the perfect venue for special celebrations with friends or family in popular Helmsley.

With four spacious, sunny bedrooms – able to sleep a total of eleven people – this property is best suited to larger groups and families.

This end-terrace cottage is located in Helmsley and can sleep five people in three bedrooms.

Escape to this charming Helmsley cottage, perfect for couples and small families. Enjoy two en-suite bedrooms, open-plan living, a patio, and proximity to Yorkshire’s stunning countryside.

This beautiful holiday property couldn’t be in a better location for exploring both the Yorkshire Coast and North York Moors National Park.

Escape to the picturesque charm of Helmsley, where a cosy holiday home awaits, offering tranquillity and easy access to the North York Moors.

We love the character of the property and the location is spot on for that perfect family holiday.

All ground floor. One double bedroom with en-suite shower, basin and WC. Kitchen. Sitting room with dining area and gas fire.

All ground-floor. Open-plan studio with kitchen, dining area and double bed. Shower room with walk-in shower, basin and WC

All-ground-floor. Two double bedrooms. Shower room with walk-in shower, basin, heated towel rail and WC. Open-plan living space with kitchen, dining area and sitting area with electric fire

Two bedrooms: 1 x double, 1 x twin. Ground-floor bathroom with bath, basin and WC. Shower room with shower, basin and WC. Kitchen/diner. Sitting room with open fire.

Newly renovated in 2022 this detached barn is in a secluded location within the countryside. It is a charming place full of Yorkshire character and in a wonderful destination to explore with families and friends. The location of the property means you are just 3 miles from the amenities of Kirkbymoorside offering a range of independent shops and a weekly market complemented by a selection of pubs and places to eat and 6 miles from the beautiful market town of Helmsley with the stunning Helmsley Castle and Rievaulx Abbey. The village of Harome with two well-known restaurants is close by. Cyclists will enjoy exploring the Kirkdale and Kirkbymoorside Cycle Route while the North York Moors National Park is a haven for walkers. Pickering (10.5 miles) is the base of the North York Moors Steam Railway a day out for all in the area. Castle Howard is only 9 miles away while York and the Yorkshire Coast are within a 27-mile radius. This thoughtfully furnished stone-built barn is situated beside the owners grounds and surrounded by peaceful farmland. Follow a pathway to your retreat. Internally the property retains many original features along with countless contemporary touches to give this a real high-quality feel. Step inside to the entrance where you will find a place to hang your coat and a bench to remove your shoes. Your feet will feel the warmth of the underfloor heating in this space. A delightful social open-plan living area showing off the original beamed ceilings and stone walls creates a place where you will spend the majority of your time. Here you have the kitchen lounge area and a large dining area with a view towards the garden and fields beyond. Perch on a bar stool whilst the chef of the group creates a delicious home-cooked dinner. The kitchen is generously equipped with every essential and more including a wine cooler to chill your bottle of fizz. The large dining table comfortably fits everyone around for mealtimes open up the wall to wall sliding doors on summer nights to the patio extending your space and making it excellent for entertaining. After dinner wind down on the comfy sofas and choose a movie to watch on the 65 Smart TV or connect your music to the soundbar. When it s time to retire venture down the hallway to one of the three bedrooms all with private en-suite facilities. Each room features a super-king-sized zip-and-link bed (which can be twins on request) and are individually and beautifully styled. Each room has a door leading to the patio where you can sit on a bench and enjoy a quiet morning brew. There is also a separate WC. Enjoy the views from the large garden and patio and enjoy your al fresco meal at the dining table outside. The garden has been thoughtfully landscaped with lots of floral interest all year round. You can also take a short stroll to see the onsite ponies and alpacas. Need to know: 3 bedrooms 3 zip and link super king size (can be made up as twins on request). 3 bathrooms 2 en suite shower rooms with WC, 1 en suite bathroom with bath, walk in shower and WC, and 1 separate WC. Induction electric hob, oven, fridge/freezer, combination microwave, wine cooler, dishwasher, washer/dryer. 65" Smart TV with sound bar. Underfloor heating. Large patio with dining table and seating, large lawn area. Superfast Broadband. Private parking for 3 cars. Regret no children under 5 years old. Shop 3 miles, pub 2 miles. There are 2 steps to the first bedroom and a step into the en suite, there is a further step to the other two bedrooms from the hallway.

Two bedrooms with TV: 1 x double, 1 x twin. Bathroom with bath, shower over, basin and WC. Open plan living area with Smart TV, kitchen, dining area and sitting area with electric fire.

This newly converted and beautifully presented Grade II-listed stone barn conversion rests on the owner s working farm of cattle and racehorses in Chop Gate. You ll be located within the beautiful North York Moors National Park which is equidistant between the market towns of Stokesley (10 miles) and Helmsley (9.5 miles). Immerse yourself in the stunning national park which has one of the largest areas of heather moorland in the UK. The tranquillity is beyond reproach and you ll find ample opportunity for scenic walks and cycle rides. Begin your journey with a hike along the Cleveland Way where the breathtaking vistas change from stunning moorland to coastal beauty the further you go. If you have the urge to discover some captivating local history visit the enchanting ruins of Rievaulx Abbey (8 miles) or get your fingers green at Helmsley Walled Garden. Helmsley itself is one of the most beloved market towns in the country so you should visit here at least once if nothing else to see the imposing Helmsley Castle. Savour local delicacies at inviting tearooms and traditional pubs or opt for a relaxing spa experience at nearby Ampleforth Abbey (14 miles). Upon entering the property you are immediately charmed by the exposed beams the open-plan living space and the elegant furnishings that await your arrival. Within this cleverly designed property you will find a generously equipped kitchen a dining area and a cosy lounge. The designated chef will be delighted with the superb facilities within the stylish kitchen hosting everything you will need to rustle up a romantic meal for two to either be enjoyed inside at the dining table or outside via the floor-to-ceiling bi-folding doors. From here you can appreciate the scenery of the shared landscaped garden outside. Retreat after a busy day exploring to the comfortable sofa and pick a movie to watch on the Smart TV. When the night draws in make your way to the luxurious king-size bedroom that features a high-quality mattress perfect for a restful night s sleep and a luxury en-suite bathroom with a freestanding slipper bath and a separate shower. Outside there is a shared garden wrapped around a large pond; throw down a blanket and sit in the tranquil setting for a romantic picnic. Need to know: 1 king size bedroom. 1 en suite bathroom with freestanding slipper bath, large separate shower and WC. Electric oven, ceramic hob, fridge/freezer, microwave and dishwasher. Smart TV. Selection of books and DVDs. Shared garden with pond and outdoor seating. Private parking for 1 car. Electric gated entrance. Shop 9.5 miles, pub 3 miles. This property can be booked alongside other properties that sleep a further 10 guests. Please contact us for details.

A cosy converted barn designed for couples set on the owner s working farm of cattle and race-horses this property is nestled in Chop Gate within the beautiful North York Moors National Park which is equidistant between the market towns of Stokesley (10 miles) and Helmsley (9.5 miles). A paradise for walkers immerse yourself in the stunning North York Moors National Park where verdant valleys and ancient woodlands await your exploration. Begin your journey with a hike along the Cleveland Way tracing the dramatic escarpment and offering breathtaking vistas. Discover the enchanting ruins of Rievaulx Abbey (8 miles) a window into medieval history and be captivated by Helmsley Walled Garden s vibrant blooms. Delight in a leisurely stroll through Helmsley itself a charming market town boasting quaint shops and the imposing Helmsley Castle. Savour local delicacies at inviting tearooms and traditional pubs or opt for a relaxing spa experience at nearby Ampleforth Abbey (14 miles). Step into the inviting open-plan living space with high beam ceilings and exposed stone walls where a well-equipped kitchen beckons you to create culinary delights. Share intimate meals at the charming dining table before sinking into the embrace of a cosy lounge where you can snuggle up and watch a movie on the Smart TV warmed by the underfloor heating. As the day fades retire to the bedroom complete with a contemporary en-suite shower room that promises relaxation. Enjoy your morning coffee outside in the open shared courtyard or sit on the bench to read a book. A scenic riverbank calls for romantic picnics amidst nature s embrace. Here every corner whispers serenity. Need to know: 1 king size bedroom. 1 en suite shower room with WC. Electric oven, ceramic hob, under counter fridge, microwave. 2 Smart TVs. Shared gravelled garden with river and outdoor seating. Private parking for 1 car. Electric gated entrance. Shop 9.5 miles, pub 3 miles. This property can be booked alongside other properties that sleep a further 10 guests. One of the properties has an interconnecting door linking this cottage. Please contact us for details.

Make yourselves at home in this charming Grade II-listed stone barn conversion which is set within the owner s working farm of cattle and racehorses. It lies in Chop Gate within the beautiful North York Moors National Park equidistant between the market towns of Stokesley (10 miles) and Helmsley (9.5 miles). Begin your journey in the national park with a hike along the Cleveland Way and admire the breathtaking vistas. Discover the enchanting ruins of Rievaulx Abbey (8 miles) a window into medieval history and be captivated by the Helmsley Walled Garden s vibrant blooms. Delight in a leisurely stroll through Helmsley itself a charming market town boasting quaint shops and the imposing Helmsley Castle. Or opt for a relaxing spa experience at nearby Ampleforth Abbey. Gather the family or some friends and base yourself at this lovely cottage with its tasteful decor spacious living areas and original features which include exposed stone walls and high beamed ceilings. This property is the perfect place to escape the hustle and bustle of everyday life sleeping four guests in luxury accommodation. The superb kitchen showcases traditional country-style units with everything you need to create home-cooked meals. The barn exudes quality throughout and features underfloor heating and a wood burner in the lounge to gather around after a memorable day out. At the end of the day climb the stairs to discover two lovely bedrooms an impressive super-king-size bedroom and a twin room. Start the day with a refreshing shower in the shower room before heading out for your next adventure. Outside there is a private raised patio garden with a small stream running along the boundary. A very tranquil and sheltered spot overlooking fields and moorland beyond; the perfect place to relax and unwind. Need to know: 2 bedrooms 1 super king size, 1 twin. 2 bathrooms 1 shower room with walk in shower and WC, 1 en suite shower room with WC. Electric oven, ceramic hob, microwave, fridge/freezer, washing machine, dishwasher. Underfloor heating. Wood burner (first basket of logs provided). Smart TV with Freeview, DVD, selection of books and DVDs. Private patio and furniture. Private parking for 3 cars. Shop 9.5 miles, pub 3 miles. Low, sloping ceilings on the first floor. Property is next to the River Seph where you can go fishing. This property can be booked alongside another property that sleeps a further 2 guests. Please contact us for details.. Please note, that there is an interconnecting door between this property and the adjoining property which will remain locked if the property is booked separately. This property is not suitable for wheelchair users due to limited space. This property does not accept children under 16 years old or infants.

This outstanding Grade II-listed stone barn conversion is set on one level within the owner s working farm of cattle and racehorses. It is nestled in Chop Gate within the beautiful North York Moors National Park equidistant between the market towns of Stokesley (10 miles) and Helmsley (9.5 miles). Immerse yourself in the stunning national park where verdant valleys and ancient woodlands await your exploration. Begin your journey with a hike along the Cleveland Way tracing the dramatic escarpment and offering breathtaking vistas. Discover the enchanting ruins of Rievaulx Abbey (8 miles) a window into medieval history and be captivated by the Helmsley Walled Garden s vibrant blooms. Delight in a leisurely stroll through Helmsley itself a charming market town boasting quaint shops and the imposing Helmsley Castle. Savour local delicacies at inviting tearooms and traditional pubs or opt for a relaxing spa experience at nearby Ampleforth Abbey. Escape to the epitome of luxury in this stone barn conversion a haven tailored for couples and families alike. Merging opulence with comfort this retreat boasts a high-quality interior that captivates the senses. The open-plan kitchen lounge and dining area create a space that effortlessly welcomes entertaining. Beneath lofty oak-beam ceilings unique light fixtures cast a warm glow while limestone underfloor heating envelops you in warmth in chillier months. The kitchen has superb attention to detail with polished granite kitchen worktops and integral appliances; sit at the breakfast bar with a drink in hand while the chef of the group creates a delicious meal. After dinner light the wood burner and sit back and relax on the sofa choose a movie to watch or stream some background music of your choice. Discover two bedrooms adorned with exposed stone walls and equipped with Smart TVs offering both privacy and entertainment. Two bathrooms await an en-suite bathroom in the king-size bedroom and a separate shower room. Step outside to a gravel courtyard adorned with seating that beckons for al fresco dining on balmy summer evenings perfect for making memories with families and friends. Need to know: 2 bedrooms 1 king size, 1 double. 2 bathrooms 1 en suite bathroom with shower over the bath and WC, and 1 shower room with WC. Electric oven, ceramic hob, American style fridge/freezer, dishwasher, washing machine and microwave. Wood burner (first basket of logs provided). 3 Smart TVs (in lounge and both bedrooms). Shared gravel courtyard with outdoor dining table and chairs. Private parking (electric gated entrance). Shop 9.5 miles, pub 3 miles.

Ground-floor apartment. Two bedrooms: 1 x king-size (zip/link, can be twin on request) with TV, 1 x twin (zip/link, can be king-size on request) with TV. Bathroom with bath, handheld shower, walk-in shower, basin, heated towel rail, and WC. Open-plan living space with kitchenette, dining area and sitting area with electric fire

Explore the gems of North Yorkshire and its stunning beaches and coastline walks, an ideal base for Family or friends wishing to explore the Yorkshire countryside.

Single-storey. One double bedroom with en-suite walk-in shower, basin, heated towel rail and WC. Open-plan living space with kitchen, dining area and sitting area with woodburning stove

All ground floor. Two double bedrooms (one with en-suite bath, shower over, basin and WC). Shower room with walk-in shower, basin and WC. Open plan living area with kitchen, central dining island and sitting area with woodburner.

This barn conversion is in the hamlet of Chop Gate, ten miles from Helmsley and sleeps four people in two bedrooms.

This ground floor barn conversion is located in the hamlet of Chop Gate between Helmsley and Stokesley in North Yorkshire and can sleep two people in one bedroom.