Isle of Wight holiday cottages

Our exclusive collection of cottages on the Isle of Wight have been handpicked and inspected by our team of island experts. Home to some of the best coast and countryside in Britain, the Isle of Wight is perfect for a romantic break for two or a family gathering with dogs and all. For a sneak peek of what awaits you on the island, check out our new <webcams in Ryde and Freshwater.

Showing :

106 cottages

Nights
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 14
  • 21
  • 28
Arrival Date
People
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 8
  • 10
  • 12
Location
  • Central Wight
  • Island Harbour
  • Merstone
  • Newport
  • East Wight
  • Bembridge
  • Fishbourne
  • Ryde
  • Sandown
  • Seaview
  • St Helens
  • Wootton
  • North Wight
  • Cowes
  • East Cowes
  • Gurnard
  • Whippingham
  • South Wight
  • Godshill
  • Shanklin
  • Ventnor
  • West Wight
  • Brighstone
  • Brook
  • Freshwater
  • Freshwater Bay
  • Totland
  • Yarmouth

  • Sleeps 4

    Bay View

    Freshwater

    From £748 a week

    Perched above the stunning Freshwater Bay, this elegant contemporary apartment offers breathtaking views of the scenic coastline and the ultimate spot for refreshing seaside dips. Beautifully desig...

  • Sleeps 10 dogs allowed

    Creekside

    Wootton

    From £1157 a week

    Aptly named and perfectly positioned on the banks of pretty Wootton Creek on the north coast of the Isle of Wight, Creekside is a gorgeous waterfront holiday home with delightful views and stylish int...

  • Sleeps 4

    10 Bayclose

    Freshwater

    From £547 a week

    Overlooking the gorgeous coastline at Freshwater Bay sits 10 Bayclose, a wonderfully homely apartment perfect for a family getaway to the seaside. With light and airy interiors, snug bedrooms and a fa...

  • Sleeps 6 dogs allowed

    Little Field

    2.7 miles W of Ryde

    From £755 a week

    Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space and modern living. Situated on the north coast of...

  • Sleeps 12 dogs allowed

    St Andrews

    1.1 miles SW of Yarmouth

    From £2727 a week

    Looking for a truly unique getaway? This beautiful, converted church offers an unforgettable Isle of Wight escape, blending historic charm with modern convenience. Perched in an elevated position, you...

  • Sleeps 6 dogs allowed

    Lucaster

    1.2 miles E of Wootton

    From £510 a week

    This gorgeous, cosy, former coastguard's cottage sits in a peaceful setting in Fishbourne and is just a few yards from the sea and the welcoming local pub. Lucaster is perfectly placed for a relaxing ...

  • Sleeps 4 dogs allowed

    Driftwood

    Freshwater

    From £714 a week

    Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as much as you do. There is so much to se...

  • Sleeps 4 dogs allowed

    Escape Away

    Freshwater

    From £714 a week

    Close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base yourself for a peaceful and relaxing holiday. Near Colwell...

  • Sleeps 6 dogs allowed

    Fenders

    Totland

    From £788 a week

    Your memorable Isle of Wight coastal escape awaits at Fenders, a beautifully appointed single-storey retreat, situated just moments from the picturesque beach at Totland Bay. Tucked away in a peaceful...

  • Sleeps 8 dogs allowed

    House of Logs

    Totland

    From £673 a week

    House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday and dog-friendly, the hous...