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. Read more

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 149 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

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

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £495

2 bedroom, dog friendly cottage near the beach in Godshill, Isle of Wight.


A barn conversion, in a rural setting, with a welcoming, rustic feel to it, 1 Bagwich Barn offers an ideal base in the middle of the The Isle of Wight, from which to explore north ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £495

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £495

2 bedroom, dog friendly holiday cottage near the beach in Godshill, Isle of Wight


A barn conversion in a rural setting, you'll enjoy a feeling of peace from the moment you step inside this lovely retreat, with its exposed beams and rustic decor. Sitting within t...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £495

We’ve been raising the standards of self catering holidays since 1977.

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £500

2 bedroom self catering cottage with sea views in Seaview.


North View is a wonderful holiday hideaway just on the outskirts of Seaview with sea views across the Solent from the kitchen/dining-room and first floor bedrooms. Set back from th...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £500

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £502

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £502

View
  • 20% off

    21 Dec 2018 - 28 Dec 2018

    £549.00 £439.20

  • 20% off

    28 Dec 2018 - 4 Jan 2019

    £549.00 £439.20

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £502

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, this delightful cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Located...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £502

View
  • 20% off

    21 Dec 2018 - 28 Dec 2018

    £549.00 £439.20

  • 20% off

    28 Dec 2018 - 4 Jan 2019

    £549.00 £439.20

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £525

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


6 St Joseph’s has stunning panoramic sea views, which you can sit and admire from the balcony, living room and master bedroom! Ideally positioned between Bonchurch and Ventnor this...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £525

View
  • 10% off

    29 Dec 2018 - 5 Jan 2019

    £694.98 £625.50

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £533

2 bedroom self catering cottage with sea views in Ventnor, Isle of Wight


Located in the cosmopolitan town of Ventnor in a Victorian town house, Seascape is a modern two bedroom apartment with spectacular sea views along the coastline. It offers contempo...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £533

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £543

2 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.


Quiet Corner is a modestly furnished, comfortable cottage situated in the popular village of Bembridge, less than a mile from Bembridge beach. As its name suggests it's tucked away...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £543

We are Gold accredited with the Green Tourism Business Scheme.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £550

2 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight


Bagwich Barn Cottage is located in a stunning setting within the grounds of the main house and with two other barns available for larger parties. A charming sun-room to the front o...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £550

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £554

2 bedroom self catering cottage near the beach in St Helens, Isle of Wight.


Fir Cottage is an attractive and contemporary conversion of a Victorian home, located right in the heart of St Helens. The village green (England's second largest) lies a few yards...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £554

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