Holiday houses in Fylingdales

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Top-rated holiday rentals in Fylingdales

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Guest favourite
The interior of the Shepherd Hut displays rustic wood furnishings, including a cozy seating area made up of bench seating and a small table. A wood-burning stove stands against one wall, providing warmth. Light streams in through windows, illuminating the handmade decor and inviting atmosphere.
Shepherd’s hut in Whitby
4.92 out of 5 average rating, 156 reviews

Deer's Leap - Shepherds Hut in the meadow

Available April - October. Located in our meadow & close to woodland, our 2 off-grid (no electricity) Shepherd Huts sit side by side & share facilities. Deer's Leap and Hide & Sea huts each sleeps 2 provide a complete getaway & cozy retreat for camping with a difference. Campfire area with firepit, bbq & seating. Great experience for couples just wanting to escape & drop out for a while. Wake up to beautiful sunrises, peaceful surroundings & enjoy the great views over the moors & to the sea.

Guest favourite
The charming wooden cabin features a sloped roof with skylights, set amidst flourishing greenery. A stack of firewood is neatly arranged beside the entrance. A picnic table and colorful chairs provide outdoor seating options, creating an inviting atmosphere for relaxation.
Cabin in North Yorkshire
4.96 out of 5 average rating, 108 reviews

The Cabin at Shambala-Sauna now available to book!

The cabin is the perfect escape from the busyness and stress of modern life, set in an idyllic location at the bottom of a private track off the North York Moors. The cabin is the ideal place to cosy up by the fire, listen to a record and take in the beauty of the views and local wildlife. And if you need an anecdote to the autumn weather then there's nothing like our traditional Finnish sauna available for £10 pp p/h to stimulate the senses and relax the body- letting your worries fall away!

Top Guest favourite
A terrace features a round table set for two, accompanied by stylish woven chairs. A view of the lush green valley and surrounding trees creates a serene backdrop, while a small barbecue grill stands nearby on the stone surface.
Farm stay in Hartoft
5 out of 5 average rating, 154 reviews

Storey Corner - Where memories are made

Set on the side of a picturesque valley in the small hamlet of Hartoft Storey Corner is a private self contained wing of Storey House that makes for a relaxing, quiet, luxury retreat away from the hustle and bustle. Private Hot tub (new for 2026) Quiet location situated in the North York Moors national Park. An area of outstanding beauty and in the International Dark Skies area. Great for star gazing Perfect for couples Pickering, Whitby, Helmsley York and the coast are all within easy reach

Guest favourite
A cozy living room is highlighted by exposed wooden beams and natural light from the window. A comfortable sofa with colorful cushions, a vintage armchair, and a wooden cabinet are present. Shelves filled with books and a rug on the floor add warmth to the space.
Home in Robin Hood's Bay
4.85 out of 5 average rating, 179 reviews

Coach House Cottage a perfect seaside retreat

Coach House Cottage is an old Fishermans cottage above what used to be a stables and coach store (Now a dinosaur and fossil museum). Well situated, above the main street, in the lower part of Robin Hoods Bay it is moments from the beach, the dock, and the hustle and bustle of village life. The cottage is approached along cobbled alleys and/or up a series of stone steps. It is set in its own private back alley. Due to its location our much loved cottage is not for you if steps are an issue!

Top Guest favourite
Fields and rolling hills stretch into the distance under a clear sky, with scattered clouds casting soft shadows on the landscape. A wooden gate opens into the lush, green path leading towards open meadows, inviting exploration in the tranquil countryside.
Cottage in North York Moors National Park
4.99 out of 5 average rating, 652 reviews

Fully Fenced Dog Field, Sea Views & Forest Walks

Enjoy lazy mornings at Woodpeckers Cottage Silpho as you watch the sun rise over the sea from the sofa. Take your dog to the field (exclusively yours throughout your stay). Walk the footpaths through fields & forests to valleys with streams and hilltops with views. Drive to dog friendly beaches, picnic on the sand and breathe in the sea air. Return to the dog field for afternoon tea or a glass of wine, where a bench for two in a peaceful sun trap provides panoramic views of the setting sun.

Guest favourite
A cozy bedroom is illuminated by soft light from a unique ceiling fixture. A spacious double bed is dressed in a neutral-colored plaid cover, with neatly arranged towels at the foot. A decorative shelf and a mirror enhance the room's charm, while a window provides additional light.
Apartment in Robin Hood's Bay
4.74 out of 5 average rating, 301 reviews

dog friendly flat in the heart of Robin Hood’s bay

A lovely self catering holiday apartment,sleeps 2 and dogs are welcome. It’s situated above the lovely laurel inn pub. The kitchen/lounge area has WI-FI,recliner and easy chair,and a table and chairs. The bedroom has a quality double bed,hanging space and a smart t.v. Bedding and towels are provided. The bathroom has a shower,toilet,sink and a heated towel rail. ACCESSIBILITY- we are sorry to say that our rooms are not suitable for those with limited mobility,due to the steepness of stairs.

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, 135 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
Home in Cloughton
4.99 out of 5 average rating, 101 reviews

Stylish spacious country cottage

Relax in this newly refurbished calm, stylish space, set in acres of land on our Victorian property within the North Yorkshire Moors National Park. We are perfectly situated for an active or relaxing break, located for coast and country. The Cedars will delight you with luxury furnishings ensuring, you have a relaxing and memorable stay. The stylish spacious living space is upstairs in order to take advantage of the beautiful uninterrupted views across open countryside to the sea.

Top Guest favourite
The exterior of a charming stone cottage is presented, featuring a welcoming front door and a neatly arranged outdoor seating area. A circular table with four chairs sits on an artfully designed patio, complemented by potted flowers and lush green grass.
Cottage in High Hawsker
4.97 out of 5 average rating, 132 reviews

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.

Top Guest favourite
A rustic wooden carriage with a charming exterior sits amidst lush greenery. Windows are framed with simple curtains, and a small blue door provides access. A white bench is positioned on the porch, enclosed by a low wooden fence, and a field stretches peacefully beyond.
Train in Ravenscar
4.89 out of 5 average rating, 432 reviews

Kimberlina Carriage Ravenscar

The Kimberlina is a cosy, custom built, carriage located in Ravenscar, a beautiful coastal village situated on the Jurassic Coast National Park. The carriage is nestled in a field to the back of a working farm, surrounded by fantastic views and natural beauty, it is the perfect setting for a romantic getaway or relaxing evening following a days walk along the Cleveland Way. Children are welcome at the carriage and additional sleeping is available on the day bed in the living area.

Top Guest favourite
The exterior of a quaint cottage is visible, featuring a stone facade and a wooden door with decorative trim. Lush greenery, including climbing plants, adorns the entrance, which is framed by a low wooden fence. Colorful flowers add a touch of vibrancy to the surroundings.
Home in Robin Hood's Bay
4.94 out of 5 average rating, 104 reviews

Little house 100 yds from beach

Centrally located in the heart of Robin Hoods Bay, Little house was built in the 1600's and is the smallest proper house in the Bay. It has a living room / kitchen, a double bedroom with ensuite wet room. There is a small outside seating area where you can sit and watch the world go by. Approx 100 yards from the beach, this perfectly formed unique cottage is ideal for two. We offer parking space for small/medium sized car at owners risk.

Top Guest favourite
Shepherd’s hut in Scarborough
4.96 out of 5 average rating, 112 reviews

Luxury Shepherd’s Hut with Hot Tub & Valley Views!

When the hot tub begins to steam and the sky turns pink over the valley, the world feels miles away. Tucked into the Scarborough countryside with distant sea views, this luxury Scandinavian-style shepherd’s hut is made for slow mornings, outdoor cooking and cosy movie nights under the projector. End your evening by the fire pit, toasting marshmallows beneath the stars - a romantic escape designed for switching off together.

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