Holiday Cottages with Wifi on the Isle of Wight

Pack your bags and head to the Isle of Wight. We have a range of 164 self-catering holiday cottages with Wifi primed and ready to welcome you. Stay up-to-date with all the latest news, events and reports and enjoy a slice of luxury. Each of our properties on the Isle of Wight has been personally inspected and fully equipped so your holiday is the best it can be. Read more

With so many attractions and events taking place across the Isle of Wight, the internet can be an excellent source of up-to-date information and news. Surf the net from the comfort of your home-from-home and stay in touch with friends and family, sharing pictures and anecdotes. At Classic Cottages we have a selection of 164 self-catering retreats with Wifi primed and ready for you. From rural retreats to sea view cottages to town hubs, you are sure to find the cottage of your dreams on the Isle of Wight. 

Cottages with Wifi on the Isle of Wight

Whether you are looking forward to a solo retreat, a family-friendly property or a spacious cottage for a group gathering with friends, our cottages with Wifi come in all shapes and sizes. It's great news if there is a four-legged member of your tribe too, as many of our cottages are dog-friendly. Priding ourselves on marketing the finest quality self-catering accommodation on the Isle of Wight, we handpick and personally inspect each cottage, making sure each is fully equipped with a complete inventory. Secure your dream holiday and book your favourite cottage today. 

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

164 Isle of Wight cottages with Wifi

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £385

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 decked area to the rear and outdoor seating so you can enjoy dining in the I...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £385

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £385

The Worsley Apartment

3682

1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.


Offering a high standard of accommodation, The Worsley Apartment is a ground floor apartment within Shanklin Villa, a beautifully converted Victorian building. With a separate kitc...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £385

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £479

The Cattle Byre

4535

2 bedroom, dog friendly self catering cottage near Brighstone.


The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £479

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £290

The Beach Retreat

3665

2 bedroom self catering cottage near the beach in Seaview.


This delightful compact seafront bungalow is located in a front row position with wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside, o...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £290

Need more time? Reserve any cottage for up to 24 hours before booking.

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

7 nights from £316

61 Drake Cottage

3565

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


The perfect bolthole for families in a quiet corner away from the road, 61 Drake Cottage is a comfortably furnished beach bungalow located in a small waterside development on the e...

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

7 nights from £316

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

7 nights from £334

Smugglers’ Run

3945

2 bedroom, dog-friendly holiday cottage with sea views in East Cowes, Isle of Wight


Smugglers' Run is a waterside property overlooking the River Medina and across to the sailing town of Cowes. It would suit a family or a couple in need of a little extra space. ...

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

7 nights from £334

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

7 nights from £343

Faithfull Cottage

3600

2 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...

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

7 nights from £343

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

7 nights from £360

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
  • Regret no pets
  • Changeover Sat

7 nights from £360

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

7 nights from £360

6 St Josephs

3846

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


6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, living-room and master bedroom! Ideally positioned between Bonchurch...

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

7 nights from £360

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

7 nights from £366

Seascape

3943

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


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

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

7 nights from £366

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