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. Read more
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
7 nights from £250
Grace Cottage
42091 bedroom, dog friendly holiday cottage near the sea near Ventnor, Isle of Wight
This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. Laid over on...
7 nights from £250
7 nights from £271
Sea Song
39401 bedroom self catering apartment near Ventnor, Isle of Wight
Sea Song is an attractive one bedroom, first floor apartment overlooking beautiful communal gardens and surrounded by woodland on the southernmost tip of the island. Perfect for ro...
7 nights from £271
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £281
Berryl Mead View
39061 bedroom self catering cottage near Ventnor, Isle of Wight
Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space, well equipped throughout and extremely comfortable living room wit...
7 nights from £281
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10% off
6 Jul 2019 - 13 Jul 2019
£470.05 £423.05
7 nights from £300
Little Barn Retreat
41871 bedroom, rural self catering cottage in Newport, Isle of Wight
This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the own...
7 nights from £300
7 nights from £320
6 Sandlands
35612 bedroom, rural self catering apartment near the beach in Ryde.
6 Sandlands is a modest top floor apartment with a large, open plan living area, just a stroll away from Ryde's wonderfully sandy beaches, the canoe lake and the children's sand pa...
7 nights from £320
7 nights from £330
Sea Thrift
39412 bedroom, rural self catering apartment near Ventnor, Isle of Wight
Situated on the south coast of the Island, Sea Thrift is a pleasant ground floor apartment set in the ground of lovely gardens. With two delightful double bedrooms, both with en su...
7 nights from £330
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15% off
28 Jun 2019 - 5 Jul 2019
£470.14 £399.62
7 nights from £340
Faithfull Cottage
36002 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is set...
7 nights from £340
7 nights from £357
The Stables
40372 bedroom, rural self catering cottage near the beach in Brighstone, Isle of Wight
Nestled in the stunning countryside on the south west coast of the Island with far reaching sea views over the Military Road, this gorgeously converted barn is the perfect holiday ...
7 nights from £357
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15% off
28 Jun 2019 - 5 Jul 2019
£595.00 £505.75
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.
7 nights from £357
The Coach House
40382 bedroom, rural self catering cottage near the beach in Brighstone, Isle of Wight
One of two beautifully converted barns right in the heart of the Island's Area of Outstanding Natural Beauty. Equipped and decorated to a high standard mixing the charming features...
7 nights from £357
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10% off
5 Jul 2019 - 12 Jul 2019
£595.00 £535.50
7 nights from £364
Dairy Cottage
39122 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farms milking parlour, Dairy Cottage is a light and airy ground floor cottage with plenty of charm throughout. With a double bedroom with pleasant views across the f...
7 nights from £364