Holiday rentals in Glaisdale

Cheerful & Quaint 18th Century cottage

Pretty cottage situated on the village green in the heart of Castleton village. Open fire for creating a cosy night in & perfect for exploring the beautiful North Yorkshire Moors. Castleton is lucky to have two great pubs The Downe Arms with fabulous food and atmosphere right across the road and The Eskdale which serves lovely ‘fine dining food’ but also lovely just for a drink. There’s the Old Chapel Tearoom, a Londis & ‘Off the Scale’ shop We are also along the Esk Valley train line to Whitby

NY Moors' peaceful retreat - Great Fryup, Lealholm

Avenue House, in the North York Moors National Park, is a self-contained cottage - 2 bedrooms (1 double bed and 2 single beds), shower room, dining/kitchen, utility, living room. Dbl futon in living room. Oven, induction hob, fridge, microwave, air fryer, toaster, washing machine. Wood burning stove to enjoy, large TV and Roku. A walkers/cyclists' paradise, wildlife aplenty, or just relax. Near the Yorkshire coast, Whitby, NYM steam railway & mkt towns of Pickering, Kirkbymoorside and Malton.

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.

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

Hollin Hall GT FryupDale, North York Moors Whitby.

Cottage style annexe, 4 comfortable rooms, Own entrance Kitchenette, Belfast sink Kettle toaster combination microwave (oven/grill/microwave) Single Ring Hob Slowcooker larder fridge pots cutlery Complimentary Breakfast Cereals Tea Coffee Sugar. Fresh eggs from our hens Downstairs shower room/toilet washbasin towels Snug lounge /log burner, please bring your own logs/kindle. DVD player/movies Upstairs bedroom/double bed WiFi An ETA for guests Check-In is needed the day before arrival

Picturesque Cottage in Stonegate, Lealholm

Set in the heart of the North Yorkshire Moors, on the outskirts of the charming village of Lealholm. 2 Hilltop Cottage is a characterful, rural retreat, ideal for those wanting to explore the beautiful surrounding countryside. Lealholm (approx 1 mile away) offers a village shop, pub, cafe and train station. Places to visit nearby include: Whitby, Runswick Bay (Britains best beach 2020), Dalby Forrest with miles of cycle routes and Grosmont the home of the North Yorkshire Moors railway.

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.

Hillock's Farm Cottage, luxury

Welcome to our outstanding luxury holiday cottage nestled in the charming village of Moorsholm, Cleveland. This outstanding barn conversion offers a serene escape for couples seeking tranquility and comfort. As you step into this exquisite retreat, you're greeted by the spaciousness of the open plan layout, featuring a magnificent fully equipped kitchen, dining area, and beautiful living room with large fire place. The expansive design creates a sense of freedom and relaxation.

Acorn's Rest

Acorn's Rest is a stylish luxury retreat in the heart of the North York Moors, nestled in the picturesque village of Glaisdale. Beautifully designed with elegant interiors, a cosy log burner and a stunning master suite featuring a freestanding roll-top bath, it’s the perfect place to unwind. Ideal for walkers, explorers and dog lovers, with breathtaking moorland scenery on the doorstep, Acorn's Rest offers a relaxing escape where comfort, style and adventure come together.

Farm Cottage with Stunning Views.

Nestled in the heart of the North Yorkshire Moors on our 100 acre Jacob Sheep Farm, close to the villages of Danby (3.9 miles) and (Castleton 3.7 miles) We are nothing like a hotel but instead offer quirky, comfortable, open plan, home from home accommodation in a tranquil setting. Arriving on foot, it is fully equipped with everything you might need. Close to Danby Castle wedding venue. We welcome all family pets and have plenty of fields for off lead exercise.

Crumbleclive Cabin

NOW REOPENED - SEPTEMBER 2026 Crumbleclive is a beautifully restored 100 year old cabin set within the dramatic backdrop of Crunkly Ghyll. The Cabin has a balcony overlooking the gorge with the River Esk rapids visible at the bottom. Surrounded by Oak trees you will feel amongst the treetops as birds gather on the branches around you and fly through the gorge below. It is perfect for couples wanting a romantic getaway to recharge the batteries!

Fantastic grade II listed penthouse apartment

This spacious and airy penthouse apartment has gorgeous views across the Esk Valley Situated 3 miles from Whitby in the picturesque village of Sleights, this stylish and comfortable penthouse apartment enjoys fabulous countryside views from every window and sits on the very edge of the North York Moors National Park. There is private off-road parking for 2 cars and the bus stop and mainline railway station are within very easy walking distance.