Rural Retreats on the Isle of Wight
Fall in love with our selection of rural retreats on the Isle of Wight. All of our self catering cottages are carefully chosen and personally inspected so that you can enjoy the best of the best. Be it a big cottage equipped for a large group or cosy retreat for two, you will be sure to find something that hits the spot. Browse our selection and let your imagination run wild.
The Isle of Wight, the UK's dinosaur capital, is an island with soaring chalky white cliffs and raw, devastatingly beautiful coastline. Known for its famous fossil hunting opportunities and seaside towns with brightly-coloured beach huts and seafront promenades, the Isle of Wight is a wonderful place for a rural retreat.
Whether you are looking for a cosy 1 bedroom cottage or sea view homes perfect for big groups, the choices are endless for an idyllic countryside getaway. Because we understand the importance of high quality accommodation, all of our self catering cottages meet exacting standards. All you have to do is choose your dream cottage and the rest will be taken care of for you.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
Discover our selection of rural cottages on the Isle of Wight
Curlew Cottage
35904 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
One of a handful of pretty pastel beach bungalows located in Salterns Village, Curlew Cottage is a small, exclusive development at the edge of Seaview that offers securew communal ...
Price per week £479 - £1499
Fernfield
36013 bedroom, dog friendly holiday cottage with sea views in Brook, Isle of Wight
This pretty detached cottage can be found on a quiet lane in Brook on the south west coast. With its large, mature garden overlooking adjacent farmland, and close proximity to mile...
Price per week £534 - £1299
We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
The Mission
37244 bedroom, rural self catering cottage near the beach near Ventnor, Isle of Wight
Located in the village of Chale, in an area of outstanding natural beauty, The Mission is a truly unique property well worth a visit. The current owners have lovingly restored this...
Price per week £725 - £1550
Hill Farm Barn
36094 bedroom converted barn with far reaching rural views in St Helens, Isle of Wight.
Hill Farm Barn is an immaculately presented and impressively converted 18th Century Threshing Barn standing in half acre of private grounds. Perched on a hilltop half a mile from a...
Price per week £995 - £2370
Cluniac Cottage
35844 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
This pretty attached Victorian cottage sits in the grounds of the Priory Estate and comes with use of its many diversions. With 70 acres of grounds to explore, plus a stunning priv...
Price per week £1013 - £2610
Bayside House
41784 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight
This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes walk to the water’s edge, a truly stunning holiday destination. The property...
Price per week £1375 - £2800
Yachtsman's Tower
41384 bedroom, rural self catering cottage with estuary views near Newport.
This superb property overlooks the River Medina from its corner plot in the exclusive Island Harbour development. Laid over four storeys the views across the River Medina are stunn...
Price per week £1400 - £2800
Barton Manor Farmhouse
35804 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
Barton Manor Farmhouse is a beautifully refurbished, 150 year old property set in the delightful grounds of the Barton Estate, adjacent to English Heritage's Osborne House, former ...
Price per week £1277 - £3120
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details in the post two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
The Priory Coach House
36795 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of wight.
This stunning converted coach house, benefitting from a fabulous location within the grounds of the Priory Estate, is an exceptional holiday home-from-home. The Priory Coach House ...
Price per week £1129 - £2760
Luccombe Chine House
37106 bedroom, rural self catering home near the beach in Shanklin, Isle of Wight.
Luccombe Chine House is a luxuriously finished spacious home offering six bedrooms, all en suite, and offering stunning views. The area is very secluded and accessed by a slightly ...
Price per week £1495 - £2995