Christmas Cottages on the Isle of Wight
If you want to get away from it all this Christmas, head for the Isle of Wight. We've got 81 Isle of Wight holiday cottages available for Christmas to choose from. Whether you're bringing the whole family with you, or escaping for some peace and quiet, you can choose how many you want the cottage to sleep using the search options on the left. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 81 self catering cottages for Christmas on the Isle of Wight
7 nights from £1521 booking fees included
St Hubert's Lodge
60573 bedroom, dog friendly self catering cottage near Yarmouth.
Surrounded by tranquil countryside on the edge of the Isle of Wight National Landscape and close to the charming seaside island towns of Yarmouth and Cowes, St Hubert's Lodge is a ...
7 nights from £1521
7 nights from £1145 booking fees included
Grey Gulls
61594 bedroom dog friendly self catering cottage with sea views in Seaview.
This beautifully presented, semi-detached, three-storey townhouse is set in the sought-after village of Seaview, just a stone's throw away from stunning beaches with crystal clear ...
7 nights from £1145
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £869 booking fees included
Wickings
61013 bedroom, dog friendly holiday cottage near the beach in Ventnor.
Nestled in the sheltered seaside town of Ventnor, blessed with its own gentle microclimate, this wonderfully welcoming and peaceful retreat is perfect for relaxing, unwinding and s...
7 nights from £869
7 nights from £1007 * booking fees included
Little Field
61233 bedroom, dog friendly holiday cottage near the beach near Ryde.
Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space and modern living. Situated o...
7 nights from £1007 *
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £550 booking fees included
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 £550
7 nights from £869 booking fees included
Fenders
59873 bedroom, dog friendly cottage near the beach in Totland.
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 £869
7 nights from £1122 booking fees included
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 £1122
7 nights from £808 booking fees included
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 £808
7 nights from £1124 booking fees included
Pucks Oak
56984 bedroom, dog friendly holiday cottage with sea views in Seaview.
Within moments of the seafront at Seaview, with off-street parking and a lovely garden, semi-detached Pucks Oak is a great home-from-home to enjoy with friends and family. With the...
7 nights from £1124
7 nights from £712 booking fees included
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 £712
British Travel Awards 2025
Best company for UK holiday home rentals
First of all, if you're planning the Christmas roast, you'll be pleased to hear all our cottages come superbly equipped.
A Christmas getaway could be your best yet, if you hop on the ferry to make it feel like a holiday abroad - don't worry, we'll sort your ferry out for you. You can even bring your four-legged friends across for Christmas breaks with dogs. They'll love curling up by your feet in front of the woodburner and hoovering up any Christmas dinner crumbs.
Head in any direction and you'll soon hit the coast. From Cowes in the north to Niton on the southern tip, take in the whole island from east to west. Freshwater on the western tip is picture perfect, with Bembridge in the east having great access to the mainland. Wherever you land, this pretty island is the perfect place for a UK Christmas holiday.
Book your Christmas holiday accommodation sooner rather than later and get everyone organised in advance to make sure your UK Christmas holiday is everything you dreamed of and more.
