Places to stay in Whitby
Whitby isn’t just a seaside town—it’s a whole experience. Perched dramatically on the North Yorkshire coast, it’s a place where historic charm, quirky traditions, and stunning scenery collide. Think windswept cliffs, pastel beach huts, and the echoes of seafaring legends. Whether you’re here for the fish & chips, the folklore (hello Dracula!), or just to lose track of time by the sea, Whitby welcomes you with open arms.
At Smart Estates Holidays, we’re all about helping you make the most of your stay. We offer large, beautiful holiday homes in and around Whitby—ideal for families, friend groups, or anyone wanting a proper, unhurried Yorkshire escape. So, if you’re wondering where to stay in Whitby, you’re in the right place. Let’s dive into everything you need to know.
From Cottages to Clifftops: What Counts as a Stay in Whitby?
Whitby’s got options. And we don’t just mean B&Bs and hotels. This coastal gem has a whole world of holiday lets that give you more space, more comfort, and a more authentic experience.
Staying in a large holiday let means you get your own home-from-home, often with better value for money than booking multiple hotel rooms. Picture this: a converted fisherman’s cottage overlooking the sea, a grand period townhouse with space for ten, or a countryside barn with room to roam.
Smart Estates specialises in these kinds of stays—uniquely local, spacious, and full of charm. Our properties are chosen with care so that your holiday feels as relaxing as it does special.
Here’s what you can expect:
Private kitchens and dining areas (for fish & chip feasts or Sunday roasts)
Cosy lounges and fire-lit living rooms for evenings in
Gardens, patios, and even the occasional hot tub
Locations that put you within walking distance of Whitby’s best attractions—or tucked away if you prefer peace and quiet
Why a Holiday Let Beats a Hotel in Whitby Every Time
It’s not just about where you stay—it’s how you stay. Here’s why more and more holidaymakers are choosing holiday lets over hotels in Whitby:
More Space, Less Stress
No need to cram into one small room or live out of suitcases. Everyone gets their own bedroom, and there’s room to spread out and relax.
Freedom to Do Whitby Your Way
Wake up when you want, eat when you want, explore at your own pace. No breakfast times to race for or housekeeping knocking at 9am.
Live Like a Local
Head to the market, grab some Whitby crab, and cook up your own local delicacies in a fully equipped kitchen. Or skip the cooking and hit a nearby pub—we won’t judge.Perfect for Groups
Whether you’re gathering the family or celebrating something special with friends, large holiday homes keep everyone together under one roof. Way better than booking six separate rooms!
Pet-Friendly Options
Many of our properties are dog-friendly too, because we know your four-legged family members deserve a holiday just as much as you do.
Whitby’s Neighbourhoods: Where to Stay and What You’ll Love
Whitby may be compact, but its different areas each bring something unique to the table. Here’s a quick guide to help you pick the perfect base:
Old Town & Harbour
For history lovers and romantics.
Stay here if you want to wake up to the smell of sea air and the sound of gulls. Wander through narrow cobbled streets, browse independent shops, and enjoy a short stroll to Whitby Abbey via the iconic 199 Steps. Expect quirky holiday homes, exposed beams, and bags of character.
West Cliff & Seafront
For beach days and stunning views.
This is the classic Victorian seaside side of town. Here you’ll find larger houses ideal for big groups, often with sea views and easy access to the beach. West Cliff Beach is family-friendly, and there are beach huts to rent for the day. Fancy a donkey ride or a paddle? This is your spot.
Harbour-side & Quayside
For foodies and boat-lovers.
Watch fishing boats come in, take a ride on a replica of Captain Cook’s ship, and enjoy some of the best seafood in the country. Think Trenchers, The Magpie Café, and fresh fish straight off the boat. Our nearby lets put you right in the heart of the action.
Coastal & Moorland Edge
For walkers and those who like it quiet.
Stay slightly outside the centre and enjoy the best of both worlds: coastal trails, wide skies, and the North York Moors on your doorstep. It’s peaceful, scenic, and ideal for exploring the countryside—perfect if you love a long walk followed by a pub lunch.
Plan Your Perfect Whitby Getaway
Now that you’ve got the lay of the land, all that’s left to do is pick your perfect place to stay. Whether you’re chasing sea views, harbour charm, or countryside peace, Smart Estates Holidays has a large holiday let to match your style.
We’re proud to offer properties that are full of character, thoughtfully equipped, and perfectly located for making the most of Whitby. So go ahead—get excited. Your next holiday could be just around the corner (and down the 199 Steps).
