Pickering Dog Friendly Cottages

Pickering dog-friendly cottages aren’t hard to find. Between the four major towns of Scarborough, Whitby, Helmsley, and Malton is the southern terminus of the North Yorkshire Moors Railway. Pickering, known as the gateway to the North York Moors National Park, is a civil parish resting within an area of old stone cottages, a picturesque location that is a trendy choice for people with pooches. 

Dog Friendly Cottages
in Pickering

Sleeps 4
2 Bedrooms
Pets Yes
Bathrooms 1

This beautiful north York stone-built mid-terraced cottage on the edge of the ancient market town of Pickering is Grade II listed and retains most of its original features. Exposed beamed ceilings, stripped wooden floors, wood burner and original doors give this two double bedroomed home an authentic North Yorkshire feel.  

Sleeps 2
1 Bedrooms
Pets Yes
Bathrooms 1

Cherry Tree Cottage has been refurbished to an excellent standard; this delightfully dinky cottage for two hasn’t lost any of its historical charms. Outside there is a courtyard for al fresco dining for a breath of North Yorkshire air. There is a mezzanine double room and bathroom overlooking the sitting area with a wood burner and an eat-in kitchen with a farmhouse table. 

Sleeps 2
1 Bedrooms
1 Pets Welcome
Bathrooms 1

Stunning dog friendly accommodation with wooden floor, open beams and front west facing patio with furniture. Outside facilities include a garden bench for two and a summerhouse with a table and chairs. You are just a 10-minute walk to Coniston Water for a great day out. 

Sleeps 5
3 Bedrooms
Pets Yes
Bathrooms 2

Dating back to the 1600s, this traditional North Yorkshire cottage, which is more like a stunning detached barn, is in a quiet part of Pickering and has space in bucket loads. It sleeps five in its three bedrooms, with the main a double en suite. Downstairs there is a sitting room, eat-in modern kitchen and, a conservatory overlooking the enclosed established garden, which is perfect for BBQing. 

Sleeps 4
2 Bedrooms
Pets Yes
Bathrooms 1

With the Moors Steam Railway station directly opposite, this stone terraced cottage is an ideal base for those wanting to explore the local natural beauty by retro rail. It has two bedrooms, a double and a single upstairs. Downstairs there is a sitting room and dining room, and the galley kitchen leads to an enclosed courtyard garden. 

Sleeps 6
4 Bedrooms
Pets Yes
Bathrooms 2

This North York Moors stone cottage has been lovingly decorated throughout. Sleeping six, upstairs there are three bedrooms, a double; single and an adult bunk; and downstairs there is a sofa bed in the snug. There is a bathroom upstairs and a shower room on the ground floor. Outside, the patio gives way to a generous piece of lawn, ideal for a playful pooch—great open plan living space and off-road parking. 

Sleeps 2
1 Bedrooms
1 Pets Welcome
Bathrooms 1

This romantic natural stone cottage’s front door leads directly into a cosy sitting room with a wood burner. Through one of the original doors, you will find a staircase that leads up to a cosy bedroom and bathroom. The separate kitchen with a table for two has access to the rear lawned garden with space for alfresco dining. 

Sleeps 4
2 Bedrooms
Pets Yes
Bathrooms 2

Both double bedrooms en-suite in this period cottage are en suite and it has a well-arranged downstairs layout. The sitting room has an inglenook open fireplace and dining snug for four. In the separate kitchen that looks out to a raised courtyard, you will be greeted with welcome treats such as homemade lemon drizzle cake and fresh farm eggs. 

Sleeps 6
3 Bedrooms
Pets Yes
Bathrooms 2

This spacious stone cottage sleeps six in three bedrooms comprising a family room with a double and one single bed; a double bedroom; and a room for one. There is a bathroom with a freestanding tub upstairs and a ground floor shower room. The open-plan kitchen-diner leads out to a garden with a summerhouse and room for outdoor meals 

Sleeps 7
4 Bedrooms
Pets Yes
Bathrooms 2

Just three miles from the market town of Pickering, on the edge of the North York Moors National Park, this immaculate dormer bungalow sleeps eight in its four bedrooms, two of which are in the eaves. To the rear, there is a paved area equipped for meals al fresco and an expansive lawn complete with a summer house at the bottom of the garden. 

Sleeps 6
3 Bedrooms
Pets Yes
Bathrooms 1

Based in the historic market town sitting overlooking a village green, this cottage has been decorated to a high standard. It offers comfortable three bedroom accommodation. Separate from the large sitting room, there is ample space for six around the rustic country kitchen table and the boot room with a WC leads out to the garden. This cottage offers spacious accommodation. 

Sleeps 4
2 Bedrooms
Pets Yes
Bathrooms 2

This detached stone cottage has two ground floor bedrooms comprising a double bed and en-suite shower and a kingsize. The bathroom has underfloor heating, and the sitting room is on the first floor. You may be convinced you are in a delightful unspoilt village, yet; the town centre is just a few minutes walk away. If previously viewed properties join the ‘no list’, this one is sure not to disappoint. As far as cottages in Pickering go, this one is a real winner. 

Sleeps 2
1 Bedrooms
Pets Yes
Bathrooms 1

With hens on the lawn and sheep and cattle in the adjoining fields, this is a rural retreat for two on the edge of the North York Moors National Park. The nearby market town of Kirkbymoorside lies between Pickering and Hemsley and is only 25 miles from historic York.You can expect fresh eggs and an expanse of lawn for your pet to romp about on.

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Activities & Things To Do

Flamingo Land

Fido need not fret because he won’t be left out of this family day out. Dogs are allowed in Flamingo Land, a theme park and zoo, just outside Pickering. With seven themed areas and an active play zone for the younger set, you are going to need a full day to enjoy it all.

Visit the Lost Kingdom’s plains, where lions and other predators roam and let the kids enjoy the wacky world of Splosh. There are eight extreme rides for thrill-seekers, including the Mumbo Jumbo, the world’s steepest drop.

Beck Isle Museum, North Yorkshire

For an insight into Pickering's fascinating history and local life through the ages, visit the Beck Isle Museum housed in a stately building beside the beck. Recreations of period shops filled with produce from days of yore are accurate to the T.

Paws are not permitted inside but take it in turns to be the designated canine chaperone because pooches are permitted in the pretty courtyard. Take a walk along the beck and feed the ducks until it’s your turn to experience the delights of this independent museum.

Steam Train it to the Coast across the York Moors National Park.

Many dog-friendly cottages in the portfolio are opposite the North Yorkshire Moors Railway Station, where you can board a steam train for a trip to Whitby. You will travel through parts of the breathtaking North York, marvelling at the breathtaking scenery before arriving at the iconic seaside town.

There are several stations where you and your dogs can disembark, the most popular being Goathland, otherwise known as the “Harry Potter stop” because it was used in the first film as Hogsmede Station.

The Best Pet Friendly Holiday Cottages in Pickering

To ensure you and Fido find the perfect beautiful North York Moors holiday, we have listed our top picks of the best dog-friendly cottages in Pickering.

Whether it is walking on the North York Moors, mountain biking in the natural beauty, sitting back and watching the world go by on a steam train or, having tea in the market town’s Middleton Post Office Tea Parlour, you are going to be in for a treat. You can’t visit North Yorkshire without sampling a pint from Black Sheep Brewery or the North Yorkshire Brewery.

A short drive to the stunning coastline where Robin Hoods Bay and Whitby await this beautiful location of farms cluster is one of the largest cottage providers to rival even the likes of the Lake District. 

About Holidays In Pickering With Dogs

This destination is no ordinary market town deep in Heartbeat countryside; its natural beauty, local market towns, traditional shops, tea rooms, local village greens, nearby coastal attractions and, idyllic setting make it the perfect location for some of our favourite properties for you and your pooch… Pickering is a popular market town, a peaceful haven (except for extremely busy market days) full of surprises for your family and Fido included. Not only is it a traditional trainspotter’s heaven, its drawcard includes the Dalby Forest, host of world championship mountain biking, just half an hour’s drive away.

North Yorkshire has a small market town or picturesque village on every turn, most having withstood modernity ravages, and Pickering is up there with the best. The dog-friendly accommodation in Pickering plays tribute to this preservation of days gone by with almost all of the cottages made of North Yorkshire stone and retaining most of their original features.

In keeping with the historic feel, with the North Yorkshire Moors Railway Station in its midst, this market town has more than 100 traditional shops and independent outlets. It maintains that magical balance of old and new in its different quarters, joined by cobbled streets and rises. It has a traditional market every Monday too and a monthly farmers’ market. Nearby Thornton le Dale is well worth a visit too.

Just 10 miles north-east of Pickering is a gem in the North Yorkshire Crown – Dalby Forest that is great for walks, mountain bike trails for the whole family and even a summer music festival, Forest Live, organised by the Forestry Commission of North Yorkshire.

For a right royal day out with Rover, a visit to Pickering Castle has to be on your list. This splendid North Yorkshire edifice has fabulous views over the North York Moors National Park. Rising above the market town, it is a great spot for hounds that like hill climbing.  

The Last Word

If you are looking for holiday ideas, a week away with the North York Moors on your doorstep means plenty of days out with your dogs. And it’s okay too if you want to chill in your dog-friendly cottage’s courtyard or garden, having sundowners, a BBQ or, your cup of morning coffee.

Beautiful countryside beckons and it is best to make your base in the very gateway to the North York Moors, whether it’s a picture-perfect cottage near Thornton le Dale or a barn with a hot tub and wood burner and private parking, which are a professional property manager partners dream, Pickering, a historic market town that keeps on giving offers rest easy group holidays for family, friends and your beloved pooch.   

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