Cottage vacation 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.

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.

Batty Barn Harwood Dale

Batty Barn is a barn conversion on a working farm close to Scarborough. Harwood Dale is a rural setting, set in the National Park.The cottage is suitable for couples, solo adventurers, business travellers, families (with kids), and we do accept a well behaved dog at the property. The cottage sleeps 4. There is a king size bed in bedroom 1 which has an en-suite bathroom, the second bedroom has two single beds. A travel cot & highchair are available on request. Fully self catering accommodation.

Keepers Cottage Egton Bridge

Keepers Cottage is part of the Old Mill, and is a highly commended cottage located at Egton Bridge, which is a North York Moors National Park conservation area, on the coast to coast path near to the coastal town of Whitby and ideal for exploring the moors, the Yorkshire Coast, including Scarborough, Bridlington, Sandsend, Runswick Bay and Robin Hoods Bay. In addition Malton, Pickering and the City of York. North York Moors is officially designated as Dark Skies Reserve right on our door step.

Spacious character historic cottage

Our 17th Century, characterful Yorkshire longhouse provides a spacious, retreat, and a fantastic base for family and friends to meet up with plenty of opportunities for days out in the surrounding North York Moors. The house is in the vibrant market town of Pickering with it's famous heritage railway. Pickering has a cafes, restaurants and pubs along it's bustling high street and a weekly market selling fresh, local produce. 7+2 guests (sofa bed in the snug for 2 guests at an extra charge)

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.

Runswick Bay - Top Gallant - with great sea views

Top Gallant and is down in the Bay. We have a great veranda with amazing views. WiFi and a Smart TV which includes Netflix and Prime Video. Bedding and towels provided. We provide a free parking pass for the (“Homeowners car park). 3 nights minimum booking. The booking includes a bottle of wine. No Pets. The property is not suitable for anyone with mobility problems due to steps and a spiral staircase. Check in 3pm. Check out 11.00 am. I charge no cleaning fee but please leave tidy.

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.

The Den, beautiful 2-bedroom Cottage

The Den is a beautifully decorated terraced cottage on a working farm, in the village of High Hawsker between Whitby and the beautiful Robin Hood's Bay. The quaint village of Hawsker is a perfect spot for people wishing to enjoy the natural beauty of the North York Moors, the stunning Yorkshire coastline and the Cinder Track which runs from Hawsker down to Robin Hood's Bay. Also perfect for exploring the bustling fishing town of Whitby which is just a couple of miles down the road.