December Cottages in Isle of Wight

Refine your search to find the perfect December holiday on the Isle of Wight

Can't decide whose house will suffer the Christmas Day onslaught this year? Get everyone together in a holiday cottage this December and display the Aga-cooked turkey resplendent in the centre of the dining-table. Wake up to the South and West on a crisp December morning in the cosy warmth of a holiday cottage on the Isle of Wight. Or better still, see in the New Year with a holiday cottage get together to remember. We have hand picked 136 of the finest holiday cottages for December on the Isle of Wight.

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We have 136 self catering cottages available this December on the Isle of Wight

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


Little Tremore Cottage is a charming annexe situated in the historic village of Shorwell, surrounded by peaceful and idyllic countryside; this is the place to be for a romantic, re...

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

Price per week £220 - £429

2 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. Ma...

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

Price per week £220 - £429

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 + cot
  • Regret no pets
  • Changeover Fri

Price per week £230 - £405

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 the ev...

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

Price per week £260 - £383

  • 30% off

    22 Dec 2017 - 29 Dec 2017

    £383.00 £268.10

1 bedroom, dog friendly cottage near the beach near Old Freshwater, Isle of Wight.


If a quintessentially English cottage is what you're after for your holiday, look no further than Afton Lodge. Set in Old Freshwater, the lodge boasts a thatched roof, stable door ...

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

Price per week £288 - £519

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


Cornerstone East is a light and attractively decorated lower ground floor apartment, nestling underneath St Boniface Down. This one bedroom apartment, which is housed within a Grad...

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

Price per week £310 - £450

1 bedroom, dog friendly holiday apartment near the beach in Ventnor, Isle of Wight.


Cornerstone West is a pretty, lower ground floor one bedroom apartment set within a Grade II Listed building. Located just above Ventnor, at St Boniface Down, this charming propert...

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

Price per week £310 - £450

  • 20% off

    20 Dec 2017 - 27 Dec 2017

    £450.00 £360.00

  • 20% off

    27 Dec 2017 - 3 Jan 2018

    £450.00 £360.00

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

Price per week £345 - £605

2 bedroom, dog friendly apartment near the beach near St Helens, Isle of Wight.


This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £295 - £575

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


With an interesting history and dating from 1852, Trevessa was once a fishing cottage and overlooks the sea. The sitting-room, dining-room and both bedrooms have beautiful sea view...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £305 - £725

  • 20% off

    15 Dec 2017 - 22 Dec 2017

    £305.00 £244.00

  • 25% off

    22 Dec 2017 - 29 Dec 2017

    £725.00 £543.75

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