November on the Isle of Wight
Across the Isle of Wight we have a collection of 92 self-catering cottages for November. Offering wide variety and consistent quality, you can spend your November break exactly the way you please surrounded by home comforts and modern luxuries. Pour through our available properties and let your imagination run wild, a dream retreat is just around the corner. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.92 cottages for November on the Isle of Wight
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 £1050
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 £1050
7 nights from £1561 *
Pepita
57195 bedroom, dog friendly holiday cottage with sea views in Seaview.
With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...
7 nights from £1561 *
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
From £85 per night
Sunrise and Stars
5672Dog friendly shepherds hut with a hot tub and use of pool, 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...
From £85 per night
7 nights from £744 *
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 £744 *
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 £714 *
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 £714 *
Choose our flexible booking option and have the ability to cancel anytime.
7 nights from £640 *
Driftwood
56132 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight.
Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as much as you do. Th...
7 nights from £640 *
Colwell Bay Cottages
7 nights from £1354
Whether you are looking for a novel way to spend Bonfire Night, hoping to make the most of the island's empty beaches or would like some serious rest and relaxation with your loved ones, we'll help you pave the way to an idyllic retreat. With autumn moving into winter and an atmospheric cheer in the air, you can look forward to lazy mornings, revitalising days out and evenings in in front of the fire. Browse through our available cottages and see what piques your interest. At Classic Cottages, we have learnt a thing or two about holidays over the years and understand the importance of accommodation in making or breaking your experience. That's why all of our properties are handpicked and personally inspected so your holiday is the best it can be. All you have to do? Enjoy.
