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 Fri

7 nights from £540

Buckland Cabin

4853

1 bedroom cabin near the beach in Seaview, Isle of Wight.


Tucked away just off the High Street in Seaview, this recently renovated and beautifully presented cabin is ideal if you are seeking a romantic hideaway for two. Step inside th...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £540

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

7 nights from £2000

Cara Cottage

4846

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


Welcome to Cara Cottage, a stunning detached property located in the heart of Bembridge village. This eye-catching holiday home with soft pink 'Spanish inspired' exterior is beauti...

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

7 nights from £2000

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

7 nights from £840

Daisy Cottage

4824

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


Daisy Cottage is a lovely cosy and welcoming mid terrace cottage nestled in the heart of Bembridge. Located in one of the most desirable areas to live in on the Isle of Wight, this...

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

7 nights from £840

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

7 nights from £1250

The Gate

4813

2 bedroom, dog friendly apartment near the beach in Freshwater, Isle of Wight.


Located a stone's throw from Freshwater Bay, The Gate is a superb newly renovated ground floor apartment by the sea. This simply wonderful retreat has been designed and decorated t...

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

7 nights from £1250

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

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

7 nights from £1622

Hillside

4789

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


A beautifully renovated house tucked away in The Close, just a few minutes from idyllic Seagrove Bay, Hillside is a truly wonderful place to base yourself on the Isle of Wight. Lig...

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

7 nights from £1622

  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £935

Old Bembridge House

4791

3 bedroom, dog friendly holiday cottage near the beach in Bembridge.


Tucked away on an unmade track just a few yards from the sea and Bembridge Yacht club, this wonderful Classic Cottage has all the makings of a perfect holiday idyll. Laid across th...

  • Sleeps 6
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £935

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

7 nights from £2184

Harbour View

4731

4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.


Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the ...

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

7 nights from £2184

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

7 nights from £800

Starboard Side

4736

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


This gorgeous and beautifully presented cottage is within walking distance of lovely Gurnard beach and has wonderful sea views from the first floor main bedroom. The owner of Starb...

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

7 nights from £800

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

7 nights from £850

The Tap Room

4699

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


If you are looking for a truly unique island getaway then look no further, welcome to The Tap Room. Set within Golden Hill Fort, a beautifully restored Grade 1 listed hexagonal for...

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

7 nights from £850

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

7 nights from £2200

Elmscott

4664

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


Welcome to Elmscott a beautifully appointed and luxuriously spacious retreat offering a wonderfully chilled out holiday experience, complete with heated pool within large, manicure...

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

7 nights from £2200

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

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