Holiday Cottages for July on the Isle of Wight

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 103 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 Our exclusive ferry discounts will make your island trip with Classic plain sailing.

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

The Stables  is a 2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £834

The Stables

4537

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


The Stables is light and airy throughout with two bedrooms, a king-size double and a twin. The open plan living-room with kitchen and dining areas is warm and inviting, with doors ...

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

7 nights from £834

The Pigsty is a 2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £834

The Pigsty

4538

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


The Pigsty is a detached barn with parking for two cars and two private seating areas alongwith a spacious communal area. There are two bedrooms, a double and a twin, each beau...

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

7 nights from £834

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

Spinnakers is a 2 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £869

Spinnakers

3659

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


A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, semi-detached Spinnakers is situated on a small private estate w...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £869

Winkle Cottage is a 2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £905

Winkle Cottage

4395

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


This gorgeous terraced cottage, situated in the Conservation Area of the old town of Cowes, is just a few minutes' walk from the centre of town, offering the perfect family holiday...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £905

1 St Josephs is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £932

1 St Josephs

4183

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
  • No pets
  • Changeover Sat

7 nights from £932

Lower Buoys is a 2 bedroom luxury apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £936

Lower Buoys

5457

2 bedroom luxury apartment near the beach in Seaview, Isle of Wight.


Looking for buried treasure and an Island adventure? Look no further than this superb ground floor, luxury apartment in a premier destination, in the heart of Seaview. Enjoy beachs...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £936

Pebbles is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £938

Pebbles

4398

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


This beautifully refurbished house is perfectly situated in the heart of Seaview Village, with a lovely patio area to the rear and outdoor seating so you can enjoy dining in the Is...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £938

2 St Josephs is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £938

2 St Josephs

3530

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


With sea views from the terrace and fresh, modern decor throughout, 2 St Josephs is a holiday maker's home-from-home. It is the perfect getaway for a small family, a couple or two ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £938

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Lucaya is a 4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £977 *

Lucaya

3621

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


Welcome to Lucaya, a smart town house for eight set over three floors, a great space with a pretty enclosed rear patio and lawn, the ideal stay for a family looking for a seaside b...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £977 *

1 Thatched Cottage is a 2 bedroom thatched, self catering cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £1002

1 Thatched Cottage

3508

2 bedroom thatched, self catering cottage with sea views in Seaview, Isle of Wight.


If the restorative power of the sea appeals to you, 1 Thatched Cottage with its uninterrupted views is an ideal holiday home. This 19th Century semi-detached property combines old ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £1002

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