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 81 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

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

2 bedroom, dog friendly holiday apartment with sea views in Ventnor, Isle of Wight.


Gilmerton is a charming and spacious apartment, beautifully decorated, and located on the outskirts of the vibrant town of Ventnor. The house is built into the hill so this first f...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £599 - £900

2 bedroom self catering apartment with sea views in Ventnor.


With sea views from the terrace, and fresh, modern décor throughout, 2 St Josephs is a holiday maker's home-from-home. This spacious ground floor apartment is ideally situated betw...

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

Price per week £602 - £959

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

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


With an interesting history and dating from 1852, Trevessa was once a fishing cottage and overlooks the sea. The sitting-room, dining-room and both bedrooms have beautiful sea view...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £612 - £939

2 bedroom self catering apartment near the beach in Seaview.


2 Springfield Court is an exclusive, ground floor apartment set within a gated development. Boasting eight acres of shared grounds, guests can enjoy use of the extensive grounds, h...

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

Price per week £662 - £1010

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


With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...

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

Price per week £700 - £900

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


If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in central Seaview and enjoys uninterrupted sea...

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

Price per week £725 - £867

2 bedroom, dog friendly holiday apartment near the beach in Shanklin.


Park Lodge Annexe is a beautifully presented lower ground floor apartment within walking distance to the Rylstone Gardens and the Chine. The cliff path is a minute stroll away, lea...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £511 - £837

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  • 20% off

    15 Sep 2018 - 22 Sep 2018

    £428.04 £342.40

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


A deceptively spacious semi-detached Victorian property, Red House has a lovely large kitchen with both a breakfast-bar and a separate dining-area from which the enclosed garden ca...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £511 - £959

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

2 bedroom self catering cottage at Island Harbour, near Newport.


Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £512 - £806

3 bedroom self catering apartment near the beach in Seaview Isle of Wight.


1 The Saltings is a lovely three bedroom, lower ground floor apartment - perfect for those with young children and buggies - and it's just a hop, skip and a jump away from the pebb...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £513 - £735

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