Isle of Wight Holiday Homes for Every Kind of Escape
Close to Cowes marinas, Ventnor coastal walks and the Isle of Wight countryside. Family breaks, dog-friendly stays, coastal retreats and sailing getaways — all personally managed for a relaxed, home-from-home experience. Spring & summer dates are booking quickly — plan your escape early.Whether you're planning a family holiday, a coastal escape or time on the water in Cowes, start here.
Our Isle of Wight holiday cottages are located in Cowes and Wroxall near Ventnor, giving easy access to sailing events, coastal walks, beaches and countryside attractions across the island.
Isle Getaway Escapes offers a small collection of thoughtfully managed self-catering holiday homes on the Isle of Wight. Each property is individually styled and suited to a different type of stay, from central Cowes bases to quieter countryside retreats in Wroxall, all designed for comfort, flexibility and easy, owner-led stays.
Choose between central Cowes for sailing and town stays, or a quieter countryside base in Wroxall (near to Ventnor) for walking, relaxation and longer breaks.
Browse all available properties and find the perfect fit for your stay.
Each of our self-catering properties is suited to a different type of stay, whether you’re looking for a central town base or a quieter countryside setting. Explore the options below to find the best fit, or use the links above to narrow your choice by location or stay type. Our properties are located in Cowes and Wroxall (near to Ventnor & Shanklin) on the Isle of Wight.
Clevelands Country HouseWroxall countryside stays near Ventnor & coastal walks5 Bedrooms•2 Bathrooms•10 Guests
Hunter Heights Loft – Near Ventnor, Isle of WightWroxall countryside stays near Ventnor & coastal walks1 Bedroom•1 Bathroom•2 Guests
Dubarry Downs Annexe – Hot Tub, Isle of WightWroxall countryside stays near Ventnor & coastal walks1 Bedroom•1 Bathroom•2 Guests
Jersey Cottage, CowesCowes self-catering accommodation near marinas4 Bedrooms•2 Bathrooms•8 Guests
- Owner-managed self-catering accommodation on the Isle of Wight
- Clear, honest property descriptions and layouts
- Friendly local support, including help with Isle of Wight ferry bookings
Some of our Wroxall countryside stays welcome dogs when booked direct. Please see our dog-friendly stays page for full details and suitability.
“Everything was exactly as described — warm, comfortable and very well equipped. Communication was excellent and we felt genuinely looked after throughout our stay." Elena
Full guest reviews are available on each individual property page.
Ventnor, Shanklin & the South Coast
Explore coastal paths, hidden coves and relaxed seaside villages along the island’s south coast. Our Wroxall cottages are just minutes from Ventnor beach, Steephill Cove and the traditional seaside town of Shanklin, including the famous Shanklin Chine.
