Holiday cottages with pools on the Isle of Wight
Complete your holiday to the Isle of Wight with the added luxury of a swimming pool. Whether you choose indoor or outdoor, you’ll wonder how you enjoyed your past holidays without one. We have 10 holiday cottages with pools to enjoy on the Isle of Wight. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 10 luxury self catering cottages with pools to rent on the Isle of Wight
From £93 per night
The Stables
56511 bedroom, dog friendly holiday cottage close to the beach, near Ventnor.
Welcome to The Stables, a romantic getaway for two! Close to the seaside town of Ventnor, with its beautiful beachfront, you can explore this corner of the Island and then retreat ...
From £93 per night
From £110 per night
Farm Cottage
57182 bedroom, dog friendly cottage near Ventnor.
For those looking for a peaceful and calming cottage then look no further than Farm Cottage, it's set in the delightful grounds of the owners' home and has been furnished with care...
From £110 per night
From £85 per night
Sunrise and Stars
5672Dog friendly shepherds hut with a hot tub and use of pool, near Ventnor.
Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by capti...
From £85 per night
7 nights from £640 *
Driftwood
56132 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight.
Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as much as you do. Th...
7 nights from £640 *
7 nights from £714 *
Escape Away
56122 bedroom self catering cottage near the beach in Freshwater.
Close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base yourself for a peaceful and relaxing h...
7 nights from £714 *
Colwell Bay Cottages
7 nights from £1354
7 nights from £780
The Drey
51393 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Located in the grand building that is Springfield Court, guests staying in this lovely holiday home can take full enjoyment of the grounds during their stay. Comfortably furnished ...
7 nights from £780
7 nights from £1152
Shore House
37783 bedroom self catering cottage with sea views in Seaview, Isle of Wight
A seaside sanctuary, Shore House is a beautifully decorated three-storey house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...
7 nights from £1152
7 nights from £596
3 Springfield Court
35473 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
With a comfortable interior, an unbeatable location, manicured grounds and the beach within easy reach, 3 Springfield Court has it all. This delightful holiday home would suit a fa...
7 nights from £596
7 nights from £722
Apt 1 Springfield Court
35752 bedroom self catering apartment near the beach in Seaview.
Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. It would suit a small family or a couple in n...
7 nights from £722
The ultimate family friendly holiday needs a swimming pool. Splash around with the kids on rainy days to tire them out or get into the routine of an evening swim for everybody. If you’re on holiday with a big group this is a lovely way to gather everyone together to catch up. Get the kids to entertain themselves by practicing handstands, playing games in the water and fetching heavy objects from the bottom of the pool. They’ll spend hours bobbing up and down, giving you some time to relax with a good book while watching them enjoy the waters.
A romantic couples holiday can be made by a pool. Relax by the poolside together, spending mornings gliding through the calm waters before heading back to your holiday cottage only a stone’s throw away to enjoy breakfast together. A pool will get you out of the cottage without needing to hop in the car saving you the stress of trying to navigate an area you might not be familiar with.
Whatever you’re looking for from your holiday on the Isle of Wight, a pool gives you an extra option for something to do without having to leave your cottage.
