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Holiday houses in Glaisdale

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Top-rated holiday rentals in Glaisdale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The stone cottage exterior showcases charming details, including a wooden door painted in soft blue. Flower pots filled with pink and white blooms adorn the entrance, enhancing the inviting appeal of the home. A small window is framed by additional greenery.
Cottage in Castleton
4.96 out of 5 average rating, 294 reviews

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

Guest favourite
A triangular window offers a panoramic view of the surrounding rooftops and the iconic abbey above. The scene includes bright blue skies and distant hills, with a subtle hint of coastal charm visible beyond the structure.
Loft in Whitby
4.89 out of 5 average rating, 790 reviews

Incredible Views, Cosy, Central Location, Whitby

The Crows Nest has undoubtedly one of the best views of Whitby from every window, and right in the centre of the town. A cosy loft apartment overlooking the harbour, the abbey and out to sea. Close to some amazing fish and chip shops, tearooms and everything central. A short walk to the beach.There is free on street parking with scratch cards that we provide in the W zones which are within a 5min walk from the flat. There is a pub directly opposite which at weekends you may experience some noise

Top Guest favourite
A stone bench is positioned on a grassy hillside, offering a panoramic view of rolling green valleys and distant hills under a partly cloudy sky. The landscape features patches of heather and a serene atmosphere, inviting moments of quiet reflection.
Cottage in Glaisdale
4.89 out of 5 average rating, 401 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.

Top Guest favourite
The exterior of Keepers Cottage is highlighted, featuring natural stone walls and a pitched roof. A decorative wooden wheel is positioned next to the entrance, and a small white chair is visible. The cobblestone driveway leads to a fenced area, providing access to the property.
Cottage in Egton Bridge
4.89 out of 5 average rating, 253 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.

Top Guest favourite
A sandy beach stretches towards a gently sloping hill, where white and red houses are nestled among greenery. The clear water reflects the sky's colors, and the coastline is framed by rocky formations, creating an inviting coastal view.
Home in Hinderwell
4.98 out of 5 average rating, 360 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

Top Guest favourite
A stone-built cottage features a rustic exterior with a traditional red-tiled roof. An inviting wooden door leads to the entrance, while large windows allow natural light to fill the interior. Two wooden wheels are positioned against the cottage, adding historical charm to the surrounding grassy area.
Cottage in Goathland
4.97 out of 5 average rating, 354 reviews

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.

Guest favourite
A scenic view of a rural road winding through a lush valley, framed by greenery and flowering bushes. Traditional cottages with chimneys are visible, nestled against rolling hills under a partly cloudy sky, creating a peaceful countryside atmosphere.
Cottage in Glaisdale
4.87 out of 5 average rating, 424 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

Top Guest favourite
A well-lit bedroom showcases a king-sized bed adorned with patterned bedding. A blue sofa is positioned nearby, complemented by soft cushions. Exposed wooden beams add rustic charm to the vaulted ceiling, while a stone feature wall enhances the room's character.
Cottage in Glaisdale
4.9 out of 5 average rating, 203 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.

Top Guest favourite
A wide expanse of golden fields stretches towards the horizon, framed by a wooden fence. Lush greenery and tall grasses populate the foreground, while patches of blue sky and scattered clouds fill the background, reflecting the tranquil beauty of the surrounding countryside.
Home in North Yorkshire
4.98 out of 5 average rating, 138 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.

Top Guest favourite
An open dining area is filled with natural light from skylights and large windows. A table set for dining is surrounded by several light-colored chairs. A view of a private deck can be seen through the patio doors, accompanied by vibrant floral arrangements on the table.
Cottage in Commondale
4.94 out of 5 average rating, 161 reviews

Winnow Cottage . in the Heart of the NY Moors

Winnow Cottage is set in the idyllic North York Moors National Park. Dating back to the 1800s, the cottage has an open plan living and dining area with a kitchen and two en-suite double bedrooms. Patio doors lead out to a private decked area with views of the moors. The cottage is dog-friendly, 2 dogs welcome and accessed via a 1/4 mile rough single bridle track. There are many walking and cycling routes from the cottage and it is well-situated for exploring beautiful North Yorkshire.

Top Guest favourite
A wooden balcony extends from the cabin, surrounded by lush greenery and tall oak trees. Sunlight filters through the leaves, creating a serene and natural ambiance. The dense forest provides a sense of seclusion, enhancing the retreat's peaceful atmosphere among the treetops.
Hut in Glaisdale
4.98 out of 5 average rating, 373 reviews

Crumbleclive Cabin

Crumbleclive is a beautifully restored 100 year old cabin set within the dramatic backdrop of Crunkly Ghyll. It was originally the ‘Gun Room’ for the local estate in the 1890s! 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!

Guest favourite
Barn in Moorsholm
4.97 out of 5 average rating, 125 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.

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