Cottages for Christmas and New Year 2024 in Isle of Wight

Cottages for Christmas and New Year 2024 in Isle of Wight

Get ahead of the crowd and treat yourself to a festive getaway in 2024. 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 92 self catering cottages for Christmas and New Year on the Isle of Wight.

The Observatory is a 4 bedroom apartment with beautiful views in Seaview.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1200

The Observatory

5693

4 bedroom apartment with beautiful views in Seaview.


What a view! The most perfect seascape vistas will be found from this pretty apartment in the heart of the traditional seaside village of Seaview. This quirky home-from-home is the...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1200

Sunrise and Stars is a Dog friendly shepherds hut with a hot tub near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £100 per night

Sunrise and Stars

5672

Dog friendly shepherds hut with a hot tub near Ventnor.


Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by capti...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £100 per night

The Little Dairy Park Farm is a 2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £665

The Little Dairy Park Farm

5636

2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.


This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £665

Driftwood is a A dog friendly luxury retreat with private hot tub sleeping 4.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Driftwood

5613

A dog friendly luxury retreat with private hot tub sleeping 4.


Whisk yourself away to this pretty retreat on the glorious Isle of Wight, new to the portfolio this spring and perfect for couples, small families and four-legged companions who lo...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Escape Away is a A luxury retreat with private hot tub and use of swimming pool.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Escape Away

5612

A luxury retreat with private hot tub and use of swimming pool.


New to the Classic portfolio, very 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 you...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Tamarisk House is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2292

Tamarisk House

5516

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.


If you are seeking the ultimate coastal getaway with more than a little exclusivity, look no further than this luxurious retreat in Seaview overlooking the beautiful Solent on the ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2292

Halland Rise is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1250 *

Halland Rise

5500

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.


Introducing, Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lo...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1250 *

Firestone Lodge is a 4 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1486

Firestone Lodge

5494

4 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.


Set back from the road and only a short walk from the pretty tidal estuary at Wootton Creek, Firestone Lodge sets the scene for your luxury holiday with family, friends and your mu...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1486

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

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 £1608

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 £1608

Lower Buoys is a 2 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £825

Lower Buoys

5457

2 bedroom self catering apartment near the beach in Seaview, Isle of Wight.


Looking for buried treasure and an Island adventure? Look no further than this super ground floor, luxuxy apartment in a premier destination in the heart of Seaview. Enjoy beachsid...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £825

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