Holiday cottages for 2020 in Isle of Wight

 Ready for a 2020 adventure? With the new year almost upon us, now's a great time to be thinking about your 2020 holiday.Read more

Head to Cornwall, Devon, Somerset, Dorset, Sussex or the Isle of Wight for an incredible UK holiday in a gorgeous self catering cottage and make it a holiday to remember. And the plus side of booking now? You get to relax, safe in the knowledge that your dream holiday is already booked. 

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

We have 142 Self catering holiday cottages for rent in 2020

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £260

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


Located on the first floor of Shanklin Villa, a lovely Victorian property, this small studio apartment packs a punch despite its size. Enjoying beautiful sea views from its elevate...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £260

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £260

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


This contemporary studio apartment enjoys a great location in Shanklin. With modern decor and open plan living, it makes a cosy retreat for a couple looking for a coastal break. ...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £260

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

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £270

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


West Flatlet is situated right in the heart of Seaview village and is perfect for couples looking for a coastal break. This small but cosy and comfortable first floor flat sits at ...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £270

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £287

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


This charming one bedroom apartment forms part of a country house, set around a shared Spanish-style courtyard, just outside the bustling village of Bembridge. You can enjoy th...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £287

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £288

1 bedroom self catering cottage near Ventnor, Isle of Wight


Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space, well equipped throughout and extremely comfortable living room wit...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £288

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £303

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


This gorgeous top floor, one bedroom apartment has spectacular sea views over the rooftops across the Solent, and just a few minutes from Seaview village and the beach. Newly deco...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £303

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £320

1 bedroom, rural self catering cottage in Newport, Isle of Wight


This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the own...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £320

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £350

1 bedroom, dog friendly holiday cottage near 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
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £350

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £385

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


Sitting within a beautifully converted Victorian villa, The Cadogan Apartment offers a high standard of accommodation for a couple or lone traveller looking for a coastal break. Gu...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £385

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

7 nights from £316

2 bedroom self catering cottage near the beach in Seaview.


Located in a small waterside development on the edge of Seaview, 62 Buddleia Cottage is a pretty beach bungalow offering comfortable accommodation, for a couple or small family, in...

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

7 nights from £316

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