Holiday cottages with indoor pools on the Isle of Wight
Who cares about the weather on the Isle of Wight when you've booked a holiday cottage with indoor pool. Everyone can enjoy themselves at their leisure so float away your worries and relax in style. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 3 luxury self catering cottages with indoor 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
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
Colwell Bay Cottages
7 nights from £1553.96 booking fees included
A holiday is a treat, time to get away and truly relax with no worries so why not float around on an indoor pool in Isle of Wight? If it's hot outside, shelter from the rays and cool down with a splash about or if it's dark and stormy weather, stay serene in the indoors. A Isle of Wight holiday cottage with an indoor pool lets you lounge in luxury no matter what the weather. It's the perfect way to keep the little ones constantly entertained too...