Holiday Cottages with Wifi on the Isle of Wight

Holiday Cottages with Wifi on the Isle of Wight

Pack your bags and head to the Isle of Wight. We have a range of 134 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 134 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. 

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

134 Isle of Wight cottages with Wifi

Solent View 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 £480

Solent View Cottage

4389

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


This charming two bedroom cottage is situated in the pretty coastal village of Gurnard, just outside Cowes, home to some spectacular Solent views and a prime location to watch the ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £480

Faithfull Cottage is a 2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £483

Faithfull Cottage

3600

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


Faithfull Cottage is a welcoming retreat situated within two miles distance of St Helens village on the Isle of Wight, as well as a gorgeous beach, RSPB Nature Reserve and the vill...

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

7 nights from £483

Choose from our exclusive collection at the best prices with real time availability.

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

7 nights from £493

Westhill View

4882

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


With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £493

Blakes Barn is a 2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £504

Blakes Barn

3907

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


If you are looking for a traditional cottage, look no further than Blakes Barn. Mattingly Farm is made up of three barns in total, Blakes Barn, Dairy Cottage (3912), and Orchard Co...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £504

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

7 nights from £505

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, sitting-room and main bedroom! Ideally positioned between Bonchurch ...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £505

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

7 nights from £508

Fir Cottage

3602

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


Located in a quiet lane a few steps from St Helens village green, Fir Cottage is a refurbished Victorian semi-detached house, complete with all modern amenities. A great holiday ba...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £508

2 Bermuda is a 2 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £508

2 Bermuda

3517

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


Welcome to 2 Bermuda, a rather lovely first floor apartment nestled in the charming village of Seaview, with wonderful views stretching across the Solent - ideal for an unforgettab...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £508

10 Bayclose is a 2 bedroom self catering apartment with sea views in Freshwater, Isle of Wight
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £510

10 Bayclose

5159

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


Overlooking the gorgeous coastline at Freshwater Bay sits 10 Bayclose, a wonderfully homely apartment perfect for a family getaway to the seaside. With light and airy interiors, sn...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £510

We’re here to help you find your perfect place to stay 7 days a week.

Quiet Corner Cottage is a 2 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £518

Quiet Corner Cottage

3646

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


Bembridge is a much sought-after pretty village on the east of the Isle of Wight and Quiet Corner Cottage is a cosy semi-detached bungalow, perfectly situated just a mile from the ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £518

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 £549 *

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 £549 *

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