
Holiday houses in Glaisdale
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Top-rated holiday rentals in Glaisdale
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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
4.96 out of 5 average rating, 299 reviews
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.
4.89 out of 5 average rating, 404 reviews
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.
4.89 out of 5 average rating, 254 reviews
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
4.98 out of 5 average rating, 361 reviews
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
4.87 out of 5 average rating, 426 reviews
The Cake Store
Enjoy this spacious and newly converted barn with beautiful original old beams located approx 15 minutes on foot (uphill ) from the scenic village of Lealholm. An ideal place to stay if you are a wedding guest at either Danby Castle or Egton Manor. On the ground floor is a large open plan living room with kitchen leading to the bedroom with en-suite bathroom with walk-in shower. A bespoke glass and oak staircase leads to a mezzanine with comfortable sofa and views across to the Esk Valley.
4.99 out of 5 average rating, 100 reviews
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.
4.9 out of 5 average rating, 207 reviews
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.
4.98 out of 5 average rating, 141 reviews
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.
4.97 out of 5 average rating, 127 reviews
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.
4.88 out of 5 average rating, 8 reviews
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.
4.99 out of 5 average rating, 592 reviews
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!
4.98 out of 5 average rating, 373 reviewsPopular amenities for Glaisdale holiday rentals
Other great holiday rentals in Glaisdale

Athelas, self catering cottage
5.0 out of 5 average rating, 21 reviews
Ivy Cottage in North Yorkshire Moors
5.0 out of 5 average rating, 31 reviews
Sandfield House
5.0 out of 5 average rating, 28 reviews
1 Grosmont Farm Cottage, Nr Whitby Yorkshire Coast
4.96 out of 5 average rating, 23 reviews
Beautiful Cottage - Spectacular Views
4.97 out of 5 average rating, 88 reviews
The Dovecote in Rosedale, NY
5.0 out of 5 average rating, 71 reviews
Cosy Stone Cottage | North York Moors near Whitby
4.96 out of 5 average rating, 28 reviews
House, Goathland. October midweek 4 nights for 3.
5.0 out of 5 average rating, 35 reviewsDestinations to explore
- Yorkshire Coast
- Flamingo Land Resort
- Filey Beach
- Durham Cathedral
- Beamish the Living Museum of the North
- Fountains Abbey
- Harewood House
- Bempton Cliffs
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- York University
- York Minster
- Scarborough Beach
- National Railway Museum
- Teesside University
- Peasholm Park
- Bridlington Spa
- Newcastle University
- Durham University
- Saltburn Beach
- Kynren
- Blue Dolphin Holiday Park - Haven
- Richmond Castle





