Isle of Wight Holiday Cottages

Setting off on holiday to the Isle of Wight often feels like you’re going on a grand adventure. Sit back and relax on a short ferry crossing and arrive on the Island to a world of nature, gorgeous scenery and plenty of fresh sea air. An Isle of Wight holiday is like no other, and we have a handpicked collection of gorgeous self catering holiday cottages for you to discover…Read more

 There’s plenty for you to do, whether you’re after the picture perfect sunset or an outdoor adventure. We’ve compiled an Isle of Wight Bucket List for you to take your pick of holiday adventures! Why not try something new? There’s kayaking, paragliding, sailing or coasteering for the adventurous, gentle coastal walks and plenty of family friendly attractions. And don't forget the many Isle of Wight festivals!

And as for accommodation, we have dog friendly cottages, cottages with a hot tub, beautiful homes perfect for a family gathering or gorgeous retreats for a romantic getaway. Find your perfect holiday cottage in the Isle of Wight here…

Check out our webcams in Ryde and Freshwater to see what awaits you.  

  

Bembridge beach and RNLI Lifeboat Station at sunrise

155 Luxury self catering cottages on the Isle of Wight

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £490

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 apartment found in a small development close to the village centre...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £490

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

7 nights from £963

Sea Lights

4967

2 bedroom self catering apartment 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. This handsome coastal ground floor apartment, comfortably sleeps four within ...

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

7 nights from £963

View
  • 20% off

    27 May 2022 - 4 Jun 2022

    £1662.50 £1329.60

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

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £688

Sunnyside

4960

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


Perfectly situated in the much sought-after village of Seaview on the Isle of Wight, Sunnyside is an appealing dog friendly holiday abode fully refurbished in 2021/22. It is set i...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £688

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £963

Valdora

4959

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


Perfectly situated in the heart of the charming village of Seaview, Valdora is a gorgeous holiday retreat, beautifully styled to offer the very best in contemporary living. Seaview...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £963

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £540

Oceanix

4900

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


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

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £540

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £450

19 Seaview Bay

4926

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


Escape to the delights of 19 Seaview Bay to enjoy a slice of stunning Island Coastline, a gentle stroll around the pretty local shops, relax with an afternoon tea at Seaview Hotel,...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £450

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

7 nights from £1261

Oystercatcher

4869

3 bedroom houseboat in Bembridge, Isle of Wight.


Set in picturesque Bembridge Harbour with far reaching views out to the Solent, Oystercatcher is a luxurious houseboat, beautifully furnished and just waiting to welcome you on boa...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

7 nights from £1261

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

7 nights from £473

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
  • Regret no pets
  • Changeover Fri

7 nights from £473

Our property managers are local experts who handpick perfect places to stay.

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

7 nights from £825

White Cottage

4892

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


Perfectly situated just a short drive from the delights of Ryde on the Isle of Wight, White Cottage is a beautifully furnished family holiday abode with a captivating garden to enj...

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

7 nights from £825

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1045

9 The Ruskins

4865

3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.


This delightful family holiday home can be found just a short stroll from the beautiful beaches of Bembridge and a wonderful array of traditional shops and restaurants. Light fille...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1045

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