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 104 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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

104 Isle of Wight cottages with Wifi

1 Harrow Cottages is a 1 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £422 booking fees included

1 Harrow Cottages

4642

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


This charming first floor apartment is in Nettlestone, just up the hill from Seaview and within walking distance of the beach. Surrounded by countryside there are lovely views from...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £422

Grace Cottage is a 1 bedroom holiday cottage close to the sea near Ventnor, Isle of Wight
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £570 booking fees included

Grace Cottage

4209

1 bedroom holiday cottage close to the sea near Ventnor, Isle of Wight


This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. For the envi...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £570

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Oceanix is a 1 bedroom, dog friendly holiday apartment with sea views in Ventnor.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601 booking fees included

Oceanix

4900

1 bedroom, dog friendly holiday apartment with sea views in Ventnor.


A beautifully located top floor apartment in the heart of Ventnor, Oceanix provides the perfect seaside getaway for your next Isle of Wight holiday. The property has been though...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601

18 Seaview Bay is a 1 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £614 booking fees included

18 Seaview Bay

4996

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


Perfectly situated in the much sought-after village of Seaview on the Isle of Wight, 18 Seaview Bay is a charming, sunny apartment found in a small development, close to the villag...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £614

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Underwood Cabin is a 3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £827 * booking fees included

Underwood Cabin

4995

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


Nestled next to St Hubert's Lodge surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful rural retreat, perfectly situated on the edge of the Isle of ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £827 *

Sea Lights is a 2 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £998 * booking fees included

Sea Lights

4967

2 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.


Situated close to the beating heart of world-famous Cowes, lies the pretty coastal village of Gurnard, where you will find this handsome coastal ground floor pet-friendly apartment...

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

7 nights from £998 *

Stargazers' Retreat is a Luxury Yurt for 5 with sea views and outdoor bathtubs near Ventnor, Isle of Wight.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

From £223 per night * + £53 booking fees

Stargazers' Retreat

5125

Luxury Yurt for 5 with sea views and outdoor bathtubs near Ventnor, Isle of Wight.


Welcome to Stargazers' Retreat, a heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight with blissful views of Reeth Bay and beyond. Situated ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

From £223 per night *

Seascape is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £530 booking fees included

Seascape

5944

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


Located in the cosmopolitan town of Ventnor within a Victorian townhouse, Seascape is a modern two-bedroom, ground floor, apartment with spectacular sea views overlooking the bay. ...

  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £530

The Cattle Byre is a 2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £634 booking fees included

The Cattle Byre

4535

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


Tucked away in a peaceful rural setting on the west side of the island, The Cattle Byre is a beautifully converted barn that blends rustic charm with modern comfort. Perfect for a ...

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

7 nights from £634

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

7 nights from £462 booking fees included

The Beach Retreat

3665

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


Perfectly situated just a stone's throw away from Seaview beach, where you will discover beautiful views across the Solent, The Beach Retreat is located close to the village centre...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £462

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

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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 104 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.