Holiday Cottages for July on the Isle of Wight

Head to the Isle of Wight and book yourself into a luxury self-catering cottage this July. Our holiday cottages offer wide variety and consistent quality, so your holiday is the best it can be. Explore by day and return to your very own private retreat. At Classic Cottages we handpick all of our cottages to make sure the highest standards are maintained. Find your favourite today. 

Fairs, festivals and events take place across the island. The skies are blue, the sun is bright and the seas are warming up. For something different, treat yourself to an island adventure this July and head to the Isle of Wight. Whether you are enjoying a solo retreat, family holiday with your clan or catch up with good friends, you can enjoy ultimate comfort and luxury in a Classic cottage. Across our portfolio of 133 self-catering cottages, we have dog-friendly properties, boltholes near the beach, even cottages with private swimming pools and hot tubs for you to soak your tired muscles at the end of day. Pour through our portfolio and rediscover an old favourite or try out a new, all of our cottages are handpicked onto our books. Secure yours today and look forward to a holiday to remember this July.

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

133 self-catering cottages available in July on the Isle of Wight

4 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight


House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday, the h...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1100 - £1600

4 bedroom self catering cottage with sea views near Ventnor, Isle of Wight


This large detached house is situated in an elevated position as you enter the town of Ventnor with the most breath-taking views from virtually every room. The beautiful tiered gar...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1140 - £1836

4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Spread over three floors The Swallows really is a beautiful family holiday home. The ground floor is very fresh, light and modern and has bi-folding doors leading out onto the pati...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1143 - £1796

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight


With stunning sea views from not one but two balconies Solent View Road is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskir...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £1200 - £1887

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  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £1199.91 £959.93

4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.


A wonderful contemporary beach house, offering accommodation for eight, within a few minutes walk to the beach and Bembridge village. There is a spacious kitchen/diner with doors o...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1275 - £1900

3 bedroom self catering apartment with sea views in Shanklin, Isle of Wight.


Cromwell Apartment is a high end, beautifully presented, first floor apartment in a Victorian villa in Shanklin. Not your average beachfront apartment, the Cromwell comes with a de...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1395 - £1990

Our property managers are local experts who handpick perfect places to stay.

5 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight


The owners of 24 Sandcove Rise didn’t buy a television for the first few years of owning this property, as the sea views from the sitting-room made better viewing! Don’t panic, the...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £1683

4 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...

  • Sleeps 8
  • Regret no pets
  • Changeover Sat

Price per week £1800 - £2500

4 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...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £2000 - £2800

5 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


6 Seafield Terrace is a charming terraced cottage set in the pretty village of Seaview. With spacious accommodation spread over three floors, and the beach close at hand, it makes ...

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £826 - £1469

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