Cottages for Christmas and New Year 2025 in Isle of Wight
Get ahead of the crowd and treat yourself to a festive getaway in 2025. 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
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We've found 87 self catering cottages for Christmas and New Year on the Isle of Wight.
7 nights from £486
Seascape
59442 bedroom self catering apartment with sea views in Ventnor, Isle of Wight.
Located in the cosmopolitan town of Ventnor within a Victorian townhouse, Seascape is a modern two-bedroom, ground floor, apartment with spectacular sea views overlooking the bay. ...
7 nights from £486
7 nights from £1046
Maybury
59913 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Your dream coastal escape awaits in Seaview! Escape to elegant Maybury and stay in this beautifully styled home with sandy beaches and village amenities on your doorstep. This blis...
7 nights from £1046
7 nights from £805
Fenders
59873 bedroom, dog friendly cottage near the beach in Totland, Isle of Wight.
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. Tucke...
7 nights from £805
7 nights from £1058
Sun Lodge
58534 bedroom, dog friendly holiday cottage with sea views in Ventnor.
Step back in time and immerse yourself in the historic charm of Ventnor at this elegant Isle of Wight retreat with mesmerising sea views and generous spaces for a truly relaxing fa...
7 nights from £1058
7 nights from £648 *
48 Solent View
58283 bedroom self catering cottage with sea views in Seaview.
Just a short wander from the golden sands of Seagrove Bay and the quaint charm of Seaview village, this stylish holiday haven offers modern home comforts in an unbeatable location ...
7 nights from £648 *
7 nights from £721
Bentinck
57243 bedroom cottage near the beach in Ventnor.
With everything you could wish for on your doorstep for a blissful Isle of Wight holiday experience with family or friends, Bentinck is a great base to explore all that this Island...
7 nights from £721
7 nights from £1043
The Dairy
56313 bedroom self catering cottage near the beach in Seaview.
Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...
7 nights from £1043
7 nights from £930
Tangle Cottage
56694 bedroom self catering cottage near the beach in Seaview.
Nestled at the end of Ryde Road, just a short walk from the beach and Seaview village, with off-street parking and a lovely large garden to the rear, semi-detached Tangle Cottage i...
7 nights from £930
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £908
Inglefield
56374 bedroom, dog friendly holiday cottage near the beach in St Helens.
This beautiful home close to Bembridge Harbour is a space to enjoy with family and friends. From exploring the bays and beaches to the rolling countryside and historic castles, Ing...
7 nights from £908
7 nights from £730 *
Escape Away
56122 bedroom self catering cottage near the beach in Freshwater.
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 h...
7 nights from £730 *
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.
