Cottages for Christmas and New Year 2021 in Isle of Wight

Get ahead of the crowd and treat yourself to a festive getaway in 2021. Enjoy a walk on the beach, along the cliffs, or up on the moors before tucking in to your Christmas roast, welcoming in the New Year, or just settling in for a night in front of a roaring fire. Choose from our selection of luxury holiday cottages in Isle of Wight.Read more

Whichever direction you choose to walk off the excess, you'll come across a sea view. Imagine Santa's sleigh glinting across the horizon on a clear Christmas night, harbours glowing with colourful fairy lights and plenty of pubs to stop in for a hot toddy before heading home to your holiday cottage for Christmas.

Spend New Years Eve on the island and watch from a chosen vantage point as the place comes alive with firework displays. Stay in and enjoy the comfort and quality of your holiday cottage - perhaps celebrate in style on a New Year hot tub break? Bubbles in the bubbles under the stars is a great way to ring in the New Year.

Stay on the Isle of Wight for a Christmas and New Year to remember - and don't worry, we'll sort the ferry ride out for you.

We've found 132 self catering cottages for Christmas and New Year on the Isle of Wight.

  • 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 £896

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 on one of the most desirable locations to live in on the Isle of Wight, ...

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

7 nights from £896

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

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

7 nights from £600

Temperance

4812

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


Just a few minutes' walk from idyllic Freshwater Bay, Temperance is a real gem. A stylish and spacious first floor apartment, unwind into blissful island life where just a short wa...

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

7 nights from £600

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

7 nights from £1200

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 £1200

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

7 nights from £1350 *

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 £1350 *

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

7 nights from £1100

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 £1100

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

7 nights from £2100

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 £2100

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

7 nights from £725

East View Cottage

4727

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


Nestled at the end of a quiet unmade track, East View Cottage has lovely views across the neighbouring fields and has a large private garden. There is gated access at the front wit...

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

7 nights from £725

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

  • 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 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1250

Timbuktu

4655

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


Located in Fairy Road in Seaview, Timbuktu is a bright and airy house with plenty of space for a wonderful family holiday on the Island. With a secure gated entrance from the stree...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1250

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