Make Your Big Family Getaway Stress-Free
Planning a large family holiday can feel a little like organising a military operation — coordinating diaries, finding somewhere with enough beds, and making sure there’s something for everyone. But when it’s done right? It’s one of the most rewarding ways to spend quality time together.
Whether it’s a half-term escape, a summer seaside break, or a milestone birthday trip, a holiday with grandparents, cousins, siblings and kids all under one roof is a memory-maker. And here on the Yorkshire Coast, we’ve got the space, the scenery, and the holiday homes to make it all run smoothly.
To help you plan your next group getaway, we’ve rounded up our top 5 tips for booking a large family holiday — especially if you’re heading to Whitby, Filey, Hunmanby, or Bridlington.
The Top 5 Tips for Booking Your Big Family Break
1. Book Early – Especially for School Holidays
Large family properties get snapped up fast, particularly in peak seasons like summer, Easter, and October half term. To get your preferred dates and location, start planning well in advance — ideally 6 to 9 months ahead.
At Smart Estates Holiday Lets, we offer large group properties across the Yorkshire Coast, and many of our regular guests book their next trip the moment they return from the last one!
2. Choose a Property with Flexible Space
Think about sleeping arrangements. Will grandparents want a ground-floor bedroom? Do teenagers need their own space? Does anyone have mobility needs?
Our larger holiday lets are thoughtfully laid out, with multiple bedrooms, bathrooms, and open-plan living areas — ideal for gathering together and also giving people their own space when they need it.
3. Plan for Mealtimes
Cooking for a crowd? Look for homes with fully equipped kitchens, big dining tables, and maybe even BBQ areas. Eating together is part of the fun, so make sure your accommodation has what you need.
Of course, if you’d rather take a break from cooking, our team can recommend brilliant local pubs, fish and chip shops, or family-friendly restaurants nearby.
4. Pack for All Weather
Let’s be honest — this is the UK. Even in summer, the weather can be… flexible. Make sure everyone packs layers, waterproofs and comfy walking shoes. That way you can enjoy walks, beach days, and local attractions whatever the weather decides to do.
All of our holiday lets come with space to dry off and warm up, just in case you get caught in a Yorkshire shower!
5. Plan Just Enough (But Leave Room for Spontaneity)
When you’re holidaying with a big group, having a rough plan helps — maybe one big activity per day like a beach trip, a visit to the abbey, or a local farm park.
But don’t overschedule. Some of the best moments come from lazy mornings, seaside strolls, or a shared board game in the evening. With the right base, your group will have everything they need to relax and go with the flow.
A Big Holiday = Bigger Memories
It’s not always easy to get the whole family together, which is why making the most of these moments matters.
A big family holiday gives everyone a chance to reconnect, laugh, and make memories — away from work, homework, and routines.
And the Yorkshire Coast is the perfect setting. From sandy beaches to clifftop walks, fish and chips to fossil hunting, there’s something to keep all ages entertained.
Add in a spacious, comfortable holiday let, and you’ve got the perfect recipe for a trip to remember.
Where to Stay – Large Holiday Lets on the Yorkshire Coast
Finding the right place to stay is half the battle — and we’ve made it easy. At Smart Estates Holiday Lets, we specialise in large, family-friendly holiday homes in Whitby, Filey, Hunmanby, and Bridlington.
Here’s what makes our properties perfect for group stays:
Sleeps 8–14+ comfortably – with multiple bathrooms and flexible bedrooms
Big living spaces – perfect for family movie nights or games
Well-equipped kitchens – so mealtimes are a breeze
Outdoor space – ideal for kids and dogs to play
Central locations – walk to the beach, shops, or attractions
Pet-friendly options – because dogs are family too!
We know how important it is to keep things simple when you’re travelling with a big group — that’s why we’re on hand to help with any questions before or during your stay.
Start Planning Your Family Escape
Planning a large family holiday doesn’t have to be stressful. With the right destination, a little forward thinking, and a spacious holiday home to bring you all together, it can be your most memorable getaway yet.
Explore our group-friendly properties on the Yorkshire Coast and get your next family adventure in the diary today.
