Holiday Cottages In Howardian Hills

Nestled within the grounds of a gorgeous country farmhouse, this delightful cottage welcomes solo adventurers and couples looking to balance exploration and relaxation. Enjoy the charming interiors and uncover the wild surrounds.

A perfect base for families, couples or friends to have a truly memorable Yorkshire staycation!

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.

This pretty cottage is nestled on the edge of the Howardian Hills, an Area of Outstanding Natural Beauty, and is close to York and the iconic Castle Howard.

Apple Tree Cottage is a lovely, stone-built, single-storey cottage located in Crambe, North Yorkshire, boasting open-plan living and an enclosed garden. York 12.6 miles; Scarborough 29.7 miles.

This beautiful barn conversion is an ideal rural retreat for guests seeking a place to relax and unwind, surrounded by stunning woodland, lush pastures and miles of rolling hills.

With ample opportunity for exploration, relaxation and plenty of luxury, this stunning property on the edge of the North York Moor provides guests with a lovely place to stay.

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

Main house: Four bedrooms: 1 x super-king-size (zip/link, can be twin on request) with basin, 1 x super-king-size with TV (zip/link, can be twin on request) with en-suite walk-in shower, basin, heated towel rail, and WC, 1 x double with TV and en-suite walk-in shower, basin, heated towel rail and WC, 1 x double. Bathroom with roll-top bath, shower over, basin, heated towel rail, and WC. Kitchen/diner. Living/dining room with multi fuel- burning stove. External annexe: one double mezzanine 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 electric fire and TV. Dishwasher and washing machine

St Gregory’s Cottage is a lovely, pet-friendly, single-storey cottage located in the village of Oswaldkirk, North Yorkshire, boasting a woodburning stove. Kirkbymoorside 10 miles; Thirsk 14.3 miles; Pickering 16.8 miles; York 23.9 miles.

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!

This ground-floor cottage rests in Harome near Beadlam, North Yorkshire and can sleep two people in one bedroom.

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.

6 Fairfax Close rests in Ampleforth, and can sleep four people in two bedrooms.

A spacious, white washed semi-detached property with lovely rural views.

The views from this designer house are spectacular! Each room placed perfectly to take advantage of its location. Easy access to York and the Coast.

Temple Hill View in Ampleforth, North Yorkshire, sleeps six guests.

Discover the perfect getaway in Slingsby, a cosy holiday home for families, friends, and couples. Enjoy modern amenities and explore the scenic Yorkshire countryside together.

All-ground-floor. Two bedrooms: 2 x double. Bathroom with bath, shower over, basin and WC. Kitchen. Dining room. Sitting room with logburner.

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.

Three bedrooms; 1 x king-size with en-suite bath, basin and WC, 2 x twin. Bathroom with bath, basin and WC. Ground-floor shower, basin and WC. Kitchen/diner. Utility. Sitting room with woodburning stove

Ideally situated for a couple looking to explore this beautiful part of North Yorkshire, this characterful cottage offers the perfect retreat.

Escape to this charming holiday cottage nestled amidst picturesque landscapes. Offering modern amenities it is the perfect base from which to explore the enchanting beauty of the surrounding countryside.

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

2 Beck Houses is a semi-detached house nestled in the hamlet of Menethorpe in North Yorkshire. Off-road parking. Smart TV. Pet-friendly. Private garden. York 15.8 miles; Scarborough 25 miles.

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.

A traditional style fully refurbished cottage in this pretty village resting on the edge of the Howardian Hills, set in the owners' grounds ideal for a couple or small family.

A pretty two-bedroom cottage, surrounded by farmland within the village of Crayke, the perfect Yorkshire getaway for families or friends.

"Located on the grounds of the owner's home, this lovely property is perfect for a peaceful hideaway for couples wanting to enjoy the stunning scenery of the Howardian Hills.

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

Stunning Howardian Hills are the back drop for this apartment, Hovingham and the market town of Helmsley are close by.