Holiday Cottages with Wifi on the Isle of Wight

Pack your bags and head to the Isle of Wight. We have a range of 161 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 161 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

161 Isle of Wight cottages with Wifi

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1375

4 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight


This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes walk to the water’s edge, a truly stunning holiday destination. The property...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1375

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £660

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


6 Seafield Terrace is a charming, spacious terraced cottage set in the pretty village of Seaview. It would ideally suit a large family, several couples or a group of friends travel...

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £660

  • Sleeps 9 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £718

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


Middle Lodge is a beautiful 1860s, stone-built, Victorian holiday home set in a mature enclosed garden on the edge of Ryde on the near-east side of the Island. It would be ideal f...

  • Sleeps 9 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £718

View
  • 10% off

    30 Mar 2019 - 6 Apr 2019

    £821.38 £739.24

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £810

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


2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £810

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £860

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


This is a three-storey house right in the heart of Bembridge village, just opposite the picturesque village church and a few minutes' walk from the shops and restaurants. The prope...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £860

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1302

4 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.


This impressive 150 year old Farmhouse sleeps nine and is the perfect location for a fabulous family gathering of all ages. In the breathtaking location of Barton Manor Estate, adj...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1302

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

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £699

5 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.


Creekside is a fabulous waterfront property that makes a wonderful choice of holiday home at any time of the year. This stunning detached house, set on the banks of Wootton Creek, ...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £699

View
  • 15% off

    22 Mar 2019 - 29 Mar 2019

    £822.82 £699.40

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £732

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


Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £732

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £891

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


Mariners is a beautiful beachfront property offering light, spacious, contemporary family accommodation. Tastefully refurbished in recent years, this modern property is spread acro...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £891

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £893

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


Swift Cottage is a gorgeous, comfortable Edwardian end-of-terrace property, spread over three levels with wooden flooring throughout the kitchen and dining area. The spacious dinin...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £893

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