House holiday rentals in Glaisdale

Photographers House Staithes

Photographer’s House offers seaside charm and creative inspiration in the heart of Staithes. This light-filled former artist’s studio has sweeping views over the village and garden, and is moments from the beach, cafés and coastal walks. Immaculately clean, with professionally laundered linen, it’s perfect for spontaneous getaways and last-minute bookings. Enjoy the World Cup on our new 55-inch Smart TV with superfast fibre broadband, and make joyful memories in this enchanting fishing village.

The Boiling House, Beckside

Boiling House is a truly unique, beck side property located in Staithes. The original building has been an integral part of village fishing heritage for many years. Where the log burner now sits, the original boiling tanks sat, a real piece of history. It benefits from double height ceilings, to create a real feeling of space, and is split level with only three steps between floors. As the only property in the village with french doors opening onto the beck side, it really is a place to savour.

Hinderwell/Runswick bay peaceful escape

Refurbished spacious 3 bedroom house ideal for romantic breaks or getaway with the family. Looking over fields with access to the Cleveland Way. 2 minute drive to Runswick bay, 5 minute drive to quaint seaside village of Staithes. Whitby is a 12 minute drive Great/regular coastal bus service Very quiet location New kitchen/bathroom Off street parking 2 cars Pubs, butchers, fish n chips, supermarket all nearby 150Mb internet Pets welcome - dog friendly/safe enclosed yard to the rear No smoking

Gorgeous country cottage, Nawton near Helmsley

A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.

The Town House

This family and dog friendly three storey town house in the centre of Kirkbymoorside gives easy access to shops, pubs, the local market and childrens play area, and a 1 minute walk finds you in open fields with public footpaths. Stroll around the outskirts of town or head off on foot to explore the moors, woodlands and villages. The coast, Dalby and Cropton forest, North York Moors National Park, Pickering steam railway, Flamingoland, Malton and the city of York are in easy driving distance.

Beautifully Renovated Cottage next to Beach

Bay Tree Cottage is located in a peaceful location a stones throw away from the beach and the Cod & Lobster with the other village amenities only a short stroll away. The spacious cottage has been fully renovated throughout to a high standard. It features a wood burning stove, a great outside area and the sea views from the master bedroom are breathtaking. It is suitable for couples & families alike, ideal for both relaxing or a more energetic break, for example walking the Cleveland Way.

Cosy 2 bedroom river/coastal retreat. Heated pool.

Relax with the family at our peaceful cosy cottage. A short 30 minute scenic walk into central whitby over the cinder track or a 4 minute drive or taxi ride. Visit a bustling town during the day but have a peaceful night sleep in this quiet part of whitby. Access to the on site indoor swimming pool which is open from 15th feb 2026 until November 2026(one time fee£10/£20), laundrette (one time fee of £10), playpark and swings right outside the back door. Pet friendly Travel cot available

Summerfield Bungalow

Summerfield bungalow is located just outside the village of Hawsker, midway between Whitby & Robin Hood’s bay. The bungalow is private, detached, not overlooked & is spacious, bright with stunning views from every window. From the front you can see Whitby Abbey and harbour, from the side there’s a lovely view of All Saints church approx 20 metres away & from the rear there are uninterrupted views of the Yorkshire countryside. The gardens extend to around a third of an acre and are secure.

Warm comfortable cottage,sea view from rear garden

Built 1710 this former fully restored fisherman’s cottage, has the benefit of rear door access to our owned grass area ( the 3 adjoining “ second home” cottages have the right of access)overlooking the Bay, with our own picnic bench.Coal (supplied)and log stove with gas central heating ( Nest system). Sleeps 4. Double bedroom and twin bedroom. Bed linen and towels provided.Wi-Fi. 2 smart TVs. Parking Permit for the 2 top village car parks (free 1/11-28/2) SUNDAY checkout 4pm not 10.30am.

Hawthorn Cottage - delightful and welcoming

Hawthorn Cottage is a tastefully decorated cottage on a working farm in the small village of High Hawsker, mid-way between the quaint and beautiful Robin Hood's Bay and the bustling fishing town of Whitby with its historic abbey. This is the perfect spot for exploring the natural and stunning beauty of the North York Moors and the Yorkshire coastline, with the Cleveland Way coastal path and Whitby to Scarborough cycle path (Cinder Track) passing close by.

The best views in Staithes?

A beautifully-presented, quirky cottage enjoying some of the best views in the village. Light and airy, it has been refurbished to a high standard - offering a stylish and cosy retreat in the heart of Staithes old town. It also has its own private garden. Guests love the stunning upstairs lounge, with uninterrupted views across the harbour. The cottage is warm and cosy, with electric heaters upstairs and underfloor heating and a log burner downstairs.

McGregors Cottage

McGregors Cottage sits in a desirable position in the gorgeous little fishing village of Sandsend. Located just 2.5 miles up the coastline from the historical town of Whitby. With stunning sea views from the cottage, a short 2 minute walk to the sandy beach and a popular local pub serving quality food & drink all day. This hidden gem brings you every little bit of paradise and is the perfect place to create happy memories with family and friends.