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 5 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 5 luxury self catering cottages with pools to rent on the Isle of Wight
7 nights from £777 * booking fees included
Escape Away
56122 bedroom, dog friendly 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 £777 *
7 nights from £777 * booking fees included
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 £777 *
-
20% off
21 Aug 2026 - 28 Aug 2026
From £1173.95 £951.76 booking fees included
Our guests rate us 4.8/5 on Feefo, the independent review site.
Feefo ratings
Our latest feedback on Feefo:
Colwell Bay Cottages
7 nights from £1553.96 booking fees included
7 nights from £1215 booking fees included
Shore House
37783 bedroom self catering cottage with sea views in Seaview, Isle of Wight
Perfectly located in the charming village of Seaview on the Isle of Wight, with wonderful Solent views and the luxury of a private heated swimming pool, Shore House is a delightful...
7 nights from £1215
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £800 booking fees included
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 £800
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.
