Pet Friendly Holidays Yorkshire Moors

If peace and tranquillity be the order of the day, then look no further. Nestling in the stunning Esk Valley, these holiday properties have been lovingly converted from 200 year old farm buildings and are situated just across the courtyard from the owners’ farmhouse which dates from the 12th century. Converted from a former granary, The Granary (ref W41008) occupies the first floor of a detached barn conversion, with views towards Castleton Rigg. Stylish and delightfully furnished, retaining many original features with a vaulted ceiling, low beams and solid oak floors. The Carthouse (ref W41503) is spacious and occupies the ground floor of the detached barn conversion, whilst The Byre (ref W7733) is an attractive single storey, detached property with a multi-fuel stove in the living room, and offers wonderful views over the dale. They are all tastefully furnished and decorated and offer excellent holiday accommodation. Ideally situated in the beautiful North York Moors National Park, a scenic drive along the country roads takes you to the historic port of Whitby. The area abounds with smugglers coves and quaint fishing villages untouched by the passing years. An excellent base for exploring the surrounding area, with the Yorkshire coast and Heartbeat country both easily accessible. Walking is available direct from the door, with fishing and riding nearby. Castleton is 1 mile away with all amenities including supermarket, bank and post office. A magical part of the world at any time of the year. Properties W41008, W41503 and W7733 can be booked together for larger parties. Shops, pub and restaurant 1½ miles.

Peacefully located in the centre of the delightful market town of Helmsley, this traditional stone built cottage-style property enjoys a contemporary interior, high specification finishes and private parking for one car. The impressive open plan living area has a cosy wood burner that is perfect for chilly evenings, and on a warm summer’s night, open the French doors that lead out to an enclosed patio garden, and relax with a large glass of wine and your favourite book. Luxury extras include, a Sonos surround sound system, and both bathrooms having inbuilt televisions!
On the doorstep are award-winning eateries, gastro pubs and numerous interesting shops and boutiques. Helmsley boasts an Art Centre with live events and film programmes, 5 acres of beautiful walled gardens set beside the backdrop of the castle ruins and Duncombe Park, a country estate and home to the International Centre of Birds of Prey. During the summer months there is an open-air swimming pool.
The surrounding areas offer wonderful walking and cycling. The Cleveland Way starts out from Helmsley and the first part of this leads to the magnificent ruins of Rievaulx Abbey. Nestled close to the North Yorkshire Moors, Helmsley is well placed to enjoy all that Yorkshire has to offer including the famous steam train which departs from Pickering, 13 miles away, and transports visitors through stunning scenery to the ancient fishing port of Whitby. Flamingo Land and ‘Go Ape’ in Dalby Forest appeal to all ages and the spectacular coastline is within an hour’s drive. Days out can be enjoyed at the great houses of Castle Howard and Nunnington Hall. The vibrant, medieval city of York, 24 miles, is steeped in history and brimming with attractions, including the iconic Minster and the National Railway Museum. Shop, pub and restaurant 50 yards.

This is a great destination all year round, a marvellous choice for those who enjoy the great outdoors or simply want a relaxing holiday with peace and fresh air, but with many delights to discover in the local area.
Tranmire Cottage is beautifully furnished throughout, with an authentic country charm. Careful attention to detail means it is both very well-equipped and comfortable. It also has the most fabulous freestanding roll top bath with a rain shower over - a grand feature, and great for relaxing in after a day out.
The cottage sleeps six in three bedrooms, with up to three dogs welcome to join you; there are many delightful walks nearby you and they will love. The owners provide route suggestions as well as walking maps and books, and a guide packed with information about the area.
Throughout the ground floor there is underfloor heating, ensuring the large reception area can be used for drying as well as storing outdoor gear if necessary. The living room also has a large range with an open fire, great for cosying up in the winter months. This room bathed in light from the large sash window with window seat, which looks out into the lawned garden and secure paddock beyond, which is shared with the neighbouring owners. There is a dedicated seating area and BBQ within the garden, so that guests can make the most of sunny afternoons during their stay. You can collect eggs from the hens which are kept in a large enclosed paddock.
The quintessential country kitchen is ideal for creating home-cooked meals using these eggs or other fresh local ingredients from the many farm shops in the area. Savour time together around the dining table, planning the events for the days ahead over dinner.
Up on the first floor you have the most incredible master bedroom featuring that bath, as well as a king-size bed and a separate ensuite room with a toilet and washbasin. There is then also a double bedroom as well as a twin bedroom, both with wardrobes and drawers and served by a family bathroom which has a bath with shower over. All rooms have radiators or heated towel rails. Each bedroom is beautifully themed and named after different nearby dales: Rosedale – just to the North, the heart of the moors, Farndale – renowned for the blankets of daffodils that stretch out along the river through the spring, and Ryedale – which makes up the Vale of Pickering to the south.
Within Lastingham there is a historic church, several holy wells, and a village hall where community events, all open to visitors, are held. The Blacksmith’s Arms is extremely popular with locals and travellers alike for the quality and value of their food. Dogs are welcome in their large beer garden which has shelters and heaters, and a wood-fired pizza oven.
Lastingham is two miles from Hutton-le-Hole, creating a popular circular walk. That picturesque village has a deli/bakery, pub, teashops, craft workshops and the Ryedale Folk Museum. Nearby are the market towns of Helmsley, Kirkbymoorside and Pickering - all with attractive market squares, independent shops and quaint tea rooms. Malton, Yorkshire’s Food Capital, is only half an hour away, with regular markets and festivals.
The heritage steam railway from Pickering passes through Goathland and Grosmont on its way to Whitby – all great for a stop. English Heritage properties nearby include the castles at Pickering and Helmsley, the superb Rievaulx Abbey and Wheeldale Roman Road. Castle Howard, Eden Camp, the National Centre for Birds of Prey, and the National Trust’s Nunnington Hall are also popular attractions within easy reach.
Less than an hour away you have the incredible Yorkshire Coastline to discover, with picturesque villages and towns, golden sandy beaches and hidden coves to explore. Saltburn-by-the-Sea, Whitby, Robin Hood’s Bay and Scarborough all make for a fabulous day out during your stay. Those travelling from further afield may also want to take the opportunity to visit York.

Nestled below Scarborough Castle in the heart of the Old Town lies this charming 1712 cottage steeped in history and fantasy, a captivating blend of historical allure and modern comforts, peacefully located near key attractions and amenities. Once the holiday residence of the Bishop of York, The Anchor is also celebrated in a series of nine books, written by a former resident, as the home of the fictional character Agnes, a 300 year old very practical and friendly white witch, and her one eyed one eared cat, Marmaduke who time-travel through the ancient old town walls in the cellar, with stories of piracy and smuggling unfolding around them. Read all about their adventures on the bookshelves!
The property has been completely renovated in 2023, retaining original features such as the exposed beams, wooden ship style walls and support beams reclaimed from old ships. Step inside to a warm, nostalgic sanctuary. The ground floor features a living room with a decorative fireplace adorned with nautical touches. The adjoining dining room leads to a modern shaker-style kitchen finished to a high specification with integrated units, beckoning you to create delicious meals using fresh, local ingredients. The first floor houses a bathroom and two bedrooms; a spacious twin room and a kingsize room offering stunning bay views. The second floor hosts another twin room with sea views and an en-suite shower room, accessible via the bedroom or the games room, complete with a games table, board games, and a massage chair with glimpses of the castle walls. Each room promises a restful sleep with luxury mattresses and pillows. Wake up to the soothing sound of seagulls, heralding another day of seaside bliss. The enclosed courtyard at the back offers outdoor seating creating a private patio for relaxation. The Anchor is more than a destination; it’s a special experience, perfect for romantic getaways, family retreats, or solo adventures. This coastal haven promises a unique escape.
From The Anchor, a 4-minute stroll down the hill leads to the South Bay beach. Within easy walking distance are restaurants, wine bars, pubs and shops, as well as the castle and North Bay beyond. The route along the cliff top is part of the Cleveland Way walk ending in Filey. Scarborough boasts two very famous theatres: The Stephen Joseph Theatre, which is home to most of Alan Ayckbourn’s premiéres, and the open-air theatre, one of the largest open-air theatres in Europe.
The Anchor is a great base to visit the East Coast, with Robin Hood’s Bay and Whitby to the north, and Filey and Flamborough Head to the south. The RSPB bird sanctuary at Bempton Cliffs is a short drive away where in nesting season you can watch the puffins perched on the cliffs. York, an hour’s drive or a direct train ride from Scarborough, is a must-visit medieval city with its rich history, museums, and beautiful minster. Conveniently, the nearby Scarborough Market Hall is just a 5-minute walk away.

Completely renovated throughout in 2022, this property has been lovingly furnished to ensure you have a pleasurable stay. Set over three floors, with lots of quirky original features evoking this property’s historical past.
Stepping inside, you are welcomed into the cosy living room, complete with a multi-fuel burner, where you can unwind around the crackling flames in an evening. Adjoining the living room you have a well equipped kitchen, this room has lots of character with a large range cooker centre stage. The kitchen conveniently leads through to a raised dining room with a long table where you can all gather over meals, raising a toast to a holiday to remember. The enclosed patio is at the rear of the property, with seating to enjoy the sun. Upstairs on the first floor are two double bedrooms. The front master bedroom overlooks historic Princess Street. In the rear bedroom, the quirky feature in this room are the steps leading to nowhere, they were once the original stairs in the property, now used as shelves for ornaments and books. On this floor there is also a shower room plus a house bathroom. Follow the stairs up to the second floor and here you will find a further two bedrooms, a twin as well as a smaller room with an additional bed for added flexible sleeping, with Smart TV.
Just a short stroll and you are on the lively South Bay. You can walk from here all the way along the promenade to the quieter North Bay. The two bays have lovely, large sandy beaches making them perfect for your family holiday. You are also near to Scarborough Castle as well as restaurants and the funfair on the seafront. Peasholm Park is wonderful to discover, you can hire pedaloes and rowing boats to go around the lake and see the stunning oriental gardens. Scarborough is famous for its theatres. There is an outdoor theatre which stages concerts by some of music’s big names, and then there is the Stephen Joseph Theatre which is famous for the premieres of Alan Ayckbourn’s plays.
The Alpamare waterpark is great for all ages, with its fantastic wave pool and waterslides, as well as a large heated outdoor infinity pool. Keep younger children entertained with the ’splash and play’ area. For adults there is a spa where you can relax and be pampered. The heated outdoor pools are warm enough to enjoy through all the seasons. Further along the coast you have Filey, Flamborough, Robin Hood’s Bay and Whitby to discover, all fabulous for days out. For nature lovers you have the RSPB reserve at Bempton Cliffs, the North Yorkshire Moors National Park as well as the wonderful Dalby Forest which is laced with walking & cycle trails. Beach 250 yards.

This is a detached property encircled by a very pretty, welcoming garden, tucked away down a peaceful side road with the benefit of still being easy walking distance to the town. There is a shared gravel driveway leading to gated parking for one car outside the house.
Inside is a large modern kitchen complete with large Aga which also has a gas stove and oven extension as well as underfloor heating and a large dining table perfect for entertaining. The kitchen opens out through glass doors on one side to a private courtyard with patio furniture and on the other to the enclosed garden. It is well-equipped for all your culinary needs. This leads through to the most fabulous open plan living area with three arched glass doors facing the garden, bathing the room in light. Comfortable sofas are in front of the TV and the wood burning stove, there is a large dining table which is also great for enjoying meals together. Off the kitchen is a separate utility room which includes a washing machine, sink, and overhead drying rack and off there, a toilet and hand basin. Upstairs you have three good size bedrooms with the master boasting an en suite shower . There is a zip and link twin room which can be made up as a king bed on request as well as another double bedroom. There is also a separate family bathroom. Outside there is a rustic games room , separate from the house, with a football table for guests to enjoy, which opens out into the enclosed gated parking area.
Helmsley is where the Howardian Hills and the North York Moors National Park collide, offering some of the finest views and countryside around. Helmsley is also a paradise for walkers where the Ebor way, Cleveland Way and Inn Way meet. With a great reputation for its hospitality, Helmsleys market square is a meeting point for locals, walkers and cyclists alike. This beautiful Yorkshire town has many independent shops, cafés and eateries including a Michelin star restaurant in the nearby village of Harome 2 miles away, castle ruins, a walled garden and café, Bird of Prey centre, microbrewery and two abbey ruins. There is also an award winning spa. The stately home of Duncombe Park is just a short walk away, as is the open air swimming pool which is a popular attraction in the summer months. The east coast towns of Scarborough, Filey and Whitby are within easy reach as is the historic city of York.

In a great location for exploring the surrounding countryside as well as the nearby coast. Benefitting from designated off road parking, step from the car parking bay into the wonderful enclosed private garden. South facing and basking in the sun, with outdoor seating beneath the wooden pagoda. Stepping inside, the generously sized kitchen/dining room has an authentic country feel, completed with a bespoke wooden topped island. It is very well equipped and ideal for whipping up home cooked meals to delight the family. The living room is bright and welcoming, with glass bi-folding doors leading out into the garden. Here you have comfortable seating for you all together around the wood burner. The ground floor is completed with a separate toilet as well as a coat cupboard for jackets and walking boots. Up on the first floor you have three bedrooms. The first is a double bedroom as well as views over the garden, the second bedroom has twin beds and the third bedroom is the master with a kingsize bed as well as a modern en-suite shower. There is also a family bathroom which has the option of a bath as well as a separate shower cubicle.
Pickering is a wonderful base for exploring the North Yorkshire Moors and the nearby coastline. Pickering itself is a pretty market town, with a medieval castle. Box Tree Cottage is only steps away from the town centre with an abundance of amenities, including a selection of traditional pubs, restaurants and independent shops. The heritage steam train winds its way from Pickering over the rolling heather, through valleys and over hills to many picturesque villages all the way to Whitby. The North York Moors is a haven for walkers with many trails to explore and an abundance of wildlife. Dalby Forest is wonderful to explore in all seasons, with woodland walks as well as cycle trails. There are many wonderful attractions as well as places of natural beauty all within easy reach, making this an ideal base to discover.

This is a great choice for families as well as friends looking to explore the historic coastal town of Scarborough, which has been delighting visitors for hundreds of years. Set over three floors, this property is a great size.
On the ground floor at the front you have the living room, and a hallway leads you through into the dining room, with a well-equipped adjoining kitchen. At the back of the property, there is an enclosed patio area with a seating area as well as a lockable shed which can be used for cycle storage, or for other outdoor equipment such as paddle boards. Up on the first floor, you have a double bedroom as well as a bunk bedroom with a single bed over a sofa/double bed. There is a family bathroom which has a bath with a shower over. On the second floor you have a family room under the eaves, this is a spacious room with a double bed as well as a small single bed, and even a sofa up here where you can unwind with a good book. With the choice of many beds this property is flexible for different families as well as friends travelling together. The owners also provide two small dogs bowls and a dog towel. The property is perfect for a car-free holiday as everything is within walking distance. The cemetery at the end of the road is also ideal for quick dog walks.
Here in Scarborough there are many attractions which draw guests from around the UK to this beautiful part of the coastline. The town is a 5-minute walk and both beaches are within ¾ miles. A short stroll and you are on the North Bay where there is the sealife centre, here you can find out more about the coastal and see the rescued seals. You can walk from here all the way along the promenade from the quieter North Bay to the livelier South Bay. It is a lovely flat walk so great for all ages to have a stroll along the seafront. The two bays have lovely, large sandy beaches making them perfect for your family holiday. Peasholm Park is also close by, where you can hire pedalos and rowing boats to go around the lake and see the stunning gardens.
Scarborough is famous for its theatres; there is an outdoor theatre which stages concerts by some of music’s big names, and then there is the Stephen Joseph Theatre which is famous for the premieres of Alan Ayckbourn’s plays. The Alpamare waterpark is great for all ages, with its fantastic wave pool and waterslides, as well as a large heated outdoor infinity pool. Keep younger children entertained with the splash and play area. For adults, there is a spa where you can relax and be pampered. Further along the coast you have Bempton, Flamborough, Filey and Bridlington in the south, as well as Whitby and Robin Hood’s Bay to the north. Plus inland you have the North Yorkshire Moors National Park. So you are surrounded by areas of natural beauty in all directions. You are sure to find something here that everyone will love. Beach 1 mile.

Sunnyside is a beautiful characterful cottage, set over three floors, which has been lovingly furnished and decorated to welcome you on a very special break to the seaside. Situated on the west side of Whitby, which boasts the idyllic beach stretching to Sandsend, Sunnyside is just beside a popular street which has many independent shops and bars, including a famous bakery. There is also a micro pub which serves the locally distilled Whitby Gin, as well as local beers, ales and ciders to enjoy.

This is an ideal choice for anyone who wants to immerse themselves in an authentic stay in Whitby, as everything is within walking distance. Stepping inside, the snug living room at the front of the cottage has an electric fire with comfortable seating for five, plus a characterful rocking chair. The open-plan kitchen/dining room looks out onto a well-presented, enclosed yard. Wind down in an evening as you plan the events for the days ahead over indulgent desserts, as well as a glass of something special, either around the dining table or out in the evening sun, surrounded by the twinkling fairy lights. You have the added convenience of a utility room, which can be used as a laundry room after sandy days at the beach. Upstairs on the first floor you have a modern bathroom and two double bedrooms, both beautifully furnished with a vintage twist evoking the cottage’s past. The master bedroom has a TV and a chaise longue, ideal for lounging with a good book. On the top floor you have a twin bedroom under the eaves, with Velux windows and original beams, which is decorated in a nautical theme.

Take advantage of the golden beach stretching from Whitby to Sandsend, which forms part of the stunning Yorkshire and Cleveland Heritage Coast, home to towering cliffs, rocky shores, steep wooded valleys, sheltered bays and sandy beaches. It is a coastline of dramatic views, with the highest point on the east coast of England found at Boulby, near Staithes, where the cliffs are a mighty 200 metres high. Photographic villages and tranquil bays are dotted along the coast.

In Whitby itself, there is plenty to keep all ages entertained. Take the 199 steps to Whitby Abbey, which is said to be the inspiration behind Bram Stoker’s novel, Dracula, or explore the myriad of curio shops. Famous for its fish and chips, Whitby has many award-winning seafood restaurants, as well as trendy bars along the harbour side. Further afield is the North York Moors National Park, which you can explore on the heritage steam train which departs from Whitby station, and see some stunning scenery. Alternatively, explore the traditional seaside town of Scarborough, the medieval walled city of York or the theme park and zoo at Flamingo Land. Pub 1 mile.

Everard is a welcoming two bedroomed holiday home on The Flask Holiday Park in Fylingdales moors, just outside Robin Hood’s Bay. Here you are in the perfect position to enjoy some of the many delights along the coastline, with plenty of options for days out to remember.
Inside the lodge you have a beautifully presented open plan living area, with a country cottage feel. The modern kitchen is fully equipped, with everything you could hope for to create family meals to share. There’s a dining table as well as a large corner sofa in front of the electric fire, with a TV. Here you can unwind together in an evening, cosy and snug with a board game or a tasty late supper. There is a double sofa bed in the living area that can be used for an additional two guests on request. There are two bedrooms, a master double bedroom with an en-suite toilet, plus a twin bedroom which can be pushed together as a double on request, then completed with a shower room.
The Flask Holiday Park is peaceful and family friendly with beautiful sea views, a laundrette, a small shop as well as an onsite bar and restaurant.
The holiday park is in an area of outstanding natural beauty. For cyclists the Cinder Trail is nearby and there are plenty of walking routes and coastal paths nearby for walking enthusiasts. The lodge is 5 miles from the centre of Robin Hoods Bay, further along the coast you will find Whitby, Staithes, Runswick Bay and Saltburn to the North and Ravenscar, Scarborough and Filey to the south. For children there is Flamingoland theme park, as well as Alpamare Waterpark and the Sea Life Centre.
One large dog or two small dogs are welcome to join you on your stay, there are lots of fabulous walks as well as dog friendly beaches for them to enjoy, and a lot of the pubs and cafes in this area are dog friendly. Beach 5 miles.
This lodge can be booked together with The Endeavour (UK37771) to accommodate up to 12 guests.