Cottages for Christmas and New Year 2026 in Isle of Wight
Get ahead of the crowd and treat yourself to a festive getaway in 2026. 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 86 self catering cottages for Christmas and New Year on the Isle of Wight.
Kingston Barns
7 nights from £2670.40 booking fees included
7 nights from £2888 booking fees included
St Andrews
46416 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.
Looking for a truly unique getaway? This beautiful, converted church offers an unforgettable Isle of Wight escape, blending historic charm with modern convenience. Perched in an el...
7 nights from £2888
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
7 nights from £2314 booking fees included
Redworth
45415 bedroom self catering home near the beach in Bembridge, Isle of Wight.
This impressive five bedroom house is located on Ducie Avenue, a charming unmade road leading to the beach, in the village of Bembridge. Located within a few minutes walk of the lo...
7 nights from £2314
7 nights from £2586 booking fees included
Cara Cottage
48465 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...
7 nights from £2586
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £1719 * booking fees included
Saye House
45734 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...
7 nights from £1719 *
7 nights from £1701 * booking fees included
Pitt Corner
36444 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is a roomy retreat, with plenty of space for the family to spread...
7 nights from £1701 *
7 nights from £1328 booking fees included
Orchard House
36414 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...
7 nights from £1328
7 nights from £1260 booking fees included
Creekside
35885 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
Aptly named and perfectly positioned on the banks of pretty Wootton Creek on the north coast of the Isle of Wight, Creekside is a gorgeous waterfront holiday home with delightful v...
7 nights from £1260
7 nights from £1114 booking fees included
Windy Ridge
44644 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...
7 nights from £1114
7 nights from £1230 * booking fees included
2 Little Cedars
35204 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...
7 nights from £1230 *
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.
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.
