Pet-friendly holiday rentals in Scarborough District

199 steps, Incredible location, beautiful cottage

The Shoemakers Cottage has undoubtedly one of the best locations in Whitby right at the bottom of the 199 steps tucked in a quiet alley off the cobbled street. A small but cosy romantic cottage over 3 floors close to the harbour, the abbey and very close to Tate Hill Beach. BBQ and picnic basket set provided. Romantic victorian freestanding bath in the main bedroom. Arrival is down the busy cobbled church street. Best location. On-street parking scratch card provided in the W zone 10min walk.

Blacksmith’s Barn - Cosy, Chilled & Dog Friendly.

Our beautifully converted barn is ideally located in the picturesque village of Ruston. Set within a stunning Grade II listed farmstead, just 50 metres from the edge of the North York Moors National Park & with easy access of coastal walks, beaches & market towns including Whitby, Pickering, Filey, Cayton & Malton. Stylishly & comfortably furnished, the ground floor is roomy & open plan with a wood burner & under floor heating. The mezzanine bedroom has a super comfortable King size bed & bath.

Cosy character cottage in heart of Pickering

31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, steam railway, the coast and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.

Cabin Retreat, with dog paddock and outdoor bath

Relax & unwind as you enjoy the views over field & forest from the patio. Just open the door and let your dog have fun in the fully fenced paddock. Explore the footpaths that lead through undulating landscapes almost from the door. Take a scenic drive to Whitby, Scarborough & dine out at the numerous places to eat. Call at the village shop for supplies as you return to The Cabin. At the end of the day relax in the quirky candlelit outdoor bath whilst watching the stars in the Dark Sky Reserve.

The Smithy at Cross Pipes, Goathland

The Smithy is a self contained stone built cottage situated on the edge of the beautiful North Yorkshire Moors. It was built in the 1800’s and was originally one of two blacksmiths serving the community of Goathland. The Smithy offers you a comfortable base to visit the local area. Spacious studio accommodation with a king sized bed in a recessed area, walk in shower and toilet, full kitchen facilities, wood burning stove, TV and Wi-Fi. There is an outside seating area and private parking.

Dalby Family Cottage, Bickley Rigg Farm

Nestled in a serene, private valley, our 150-year-old cow barn has been meticulously transformed into a charming retreat. The two-year renovation blends timeless character with modern comfort, featuring French-inspired decor, antiques, and intriguing curios that create a welcoming, intimate atmosphere. The open-plan kitchen, dining, and living area invites relaxed gatherings, perfect for family or friends. With no roads or foot traffic in sight, it’s a peaceful sanctuary to unwind in nature.

Goose End Cottage, North Yorkshire

Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

Delightful Barn with log burner near Pickering

A tranquil, 19th century converted barn with private garden and outdoor fire overlooking the local countryside. A short drive from Pickering and close to the Moors, Whitby and York, the barn is great for a relaxing break. Inside, you will find a renovated living area, with a wood burning stove, Smart TV and fully fitted kitchen complete with oven, fridge washing machine and dish washer, the barn offers everything you will need for a relaxing getaway in Yorkshire.

Boutique Fisherman's Cottage in Old Town

Shipmate's Cottage is a Grade II listed fully renovated terraced cottage. Located on the historic Quay Street, a quaint cobbled street directly behind South Bay and is one of the oldest properties in Scarborough. Step back in time to the heart of the fishing community, with tales of smugglers, pirates and secret underground tunnels running from the castle to enjoy a relaxing boutique experience at the heart of the panoramic scenery and cliffside views