Isle of Wight Holidays in December

94 cottages available for December on the Isle of Wight

Dar View is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1671 booking fees included

Dar View

5458

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


If you are looking for a stylish, spacious, yet comfortable retreat which boasts a superbly sought-after location, welcome to Dar View. An exquisite 'New England' style holiday...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1671

Lazydays Hideaway is a 1 bedroom glamping Yurt with sea views and an outdoor bathtub near Ventnor, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £145 per night + £38 booking fees

Lazydays Hideaway

5381

1 bedroom glamping Yurt with sea views and an outdoor bathtub near Ventnor, Isle of Wight.


Welcome to Lazydays Hideaway, enjoying far reaching sea views across Reeth Bay and beyond and nestled on a hillside at the southerly point of the Isle of Wight. Whether you wan...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £145 per night

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Newclose Houseboat is a 3 bedroom houseboat with sea views in Bembridge, Isle of Wight
  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £1338 booking fees included

Newclose Houseboat

5200

3 bedroom houseboat with sea views in Bembridge, Isle of Wight


Welcome aboard Newclose Houseboat, a beautifully restored contemporary houseboat located in picturesque Bembridge harbour on the Isle of Wight, just a short stroll away from the st...

  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £1338

View
  • 10% off

    11 Jul 2026 - 18 Jul 2026

    From £2216.00 £1998.20 booking fees included

10 Bayclose is a 2 bedroom self catering apartment with sea views in Freshwater, Isle of Wight
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £610 booking fees included

10 Bayclose

5159

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


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, sn...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £610

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 *

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 £826 * 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 £826 *

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 £613 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 £613

View
  • 20% off

    11 Jul 2026 - 18 Jul 2026

    From £813.00 £663.00 booking fees included

  • 20% off

    18 Jul 2026 - 25 Jul 2026

    £863.00 £703.00 booking fees included

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 £600 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 £600

View
  • 20% off

    10 Aug 2026 - 15 Aug 2026

    £868.50 £707.40 booking fees included

Our guests rate us 4.8/5 on Feefo, the independent review site.

Valdora is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £809 booking fees included

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
  • No pets
  • Changeover Sat

7 nights from £809

Oystercatcher is a 3 bedroom luxury houseboat in Bembridge, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1183 * booking fees included

Oystercatcher

4869

3 bedroom luxury 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
  • No pets
  • Changeover Fri

7 nights from £1183 *

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