Getting the whole crew together for a proper break is brilliant, but finding a place that actually fits everyone is often the biggest hurdle. If you’re planning a big birthday, a family reunion, or just a massive catch-up with friends, we’ve got you covered. Imagine having your own private pool to splash about in whenever you fancy, without having to share it with anyone else. It’s the ultimate way to level up your holiday.
Why pick a house with a pool for your group
Let’s be honest, nothing says 'we’re on holiday' quite like having your own pool to jump into. Whether you’re racing the kids, hosting a makeshift water polo match, or just floating about with a drink in hand while the rest of the group chills on the poolside loungers, it’s a total game-changer. Our Isle of Wight swimming pool cottages are picked specifically because they offer enough space for everyone to relax, eat, and play without feeling like you’re living on top of each other.
Planning your big getaway
We know that when you've got 10, 20, or more people involved, you need a big kitchen that can handle a feast and a lounge that isn't just three sofas shoved together. Our properties are all about the 'together time' factor. You'll find long dining tables where you can actually fit everyone in for dinner, and plenty of space for board games or movie marathons once the sun goes down. Plus, with a pool on-site, you’ve got built-in entertainment that keeps everyone happy from breakfast until bedtime.
Popular spots for your island adventure
The island is a fantastic choice for a group getaway because there’s so much to do. If you’re looking to be near the action or tucked away in a quieter spot, you’ll find plenty of characterful houses in Ventnor, Ryde, Cowes, or Sandown.
Each of these spots has its own vibe, so whether your group wants to explore the coastal paths, head into the local pubs, or just stay put and enjoy the facilities at your holiday home, you’re in a great position. It’s all about making memories without the stress of trying to organise transport or meeting points for a massive group.
Everything you need for a stress-free trip
We’ve made sure that our collection includes homes with all the practical bits that make a big group holiday work. We’re talking big gardens for those afternoon BBQs, games rooms to keep the competitive ones busy, and many of our homes are dog-friendly, too, so nobody has to miss out. Finally getting everyone in one place is something worth celebrating, so why not do it in style with a dip in your own private pool? Take a look at our current availability and start getting the group chat excited.