January Cottages on the Isle of Wight
Choose from 145 holiday cottages for a January escape, refine your search to find the perfect January holiday on the Isle of Wight.
Clear, crisp landscapes, twinkling with frosty diamonds that crunch underfoot as you explore the deserted coast path. What better way is there to start off a year than booking a holiday cottage on the Isle of Wight for January? You and your dog are free to roam all the sandy beaches before collapsing back in your cosy cottage, warming the cocoa on the Aga and your toes in front of the open fire. We have hand picked 145 of the finest holiday cottages for January on the Isle of Wight for you.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
We have 145 self catering cottages available to rent in January on the Isle of Wight
The Crows Nest
36702 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
The Crow's Nest is a second floor apartment of a Victoria property in the historic village of Seaview. Simply furnished but with wonderful views over the village rooftops to the So...
Price per week £295 - £475
Trevessa
36872 bedroom, dog friendly holiday cottage near the beach in Ventnor, Isle of Wight.
With an interesting history and dating from 1852, Trevessa was once a fishing cottage and overlooks the sea. The sitting-room, dining-room and both bedrooms have beautiful sea view...
Price per week £314 - £745
Smugglers’ Run
39452 bedroom, dog-friendly holiday cottage with sea views in East Cowes, Isle of Wight
Smugglers' Run is a waterside property overlooking the River Medina and across to the sailing town of Cowes. Watch the boats sail by from the privacy of the balcony off the living-...
Price per week £321 - £514
Sea Thrift
39412 bedroom, rural self catering apartment near Ventnor, Isle of Wight
Situated on the south coast of the Island, Sea Thrift is a pleasant ground floor apartment set in the ground of lovely gardens. With two delightful double bedrooms, both with en su...
Price per week £323 - £518
Dogs go free on holidays starting between 29th June to 5th July.
Treat your four legged friend to a holiday
Holidays starting between 29th June to 5th July 2018 inclusive will have the cost of the dog(s) removed from their final payment on checkout.
Does not apply to bookings already made.
Faithfull Cottage
36002 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is set...
Price per week £333 - £572
6 Pier View Court
35592 bedroom self catering apartment near the beach in Ryde.
6 Pier View Court, perfectly located right on the seafront at Ryde, is a modern, well presented second floor apartment, tastefully decorated and furnished to a high standard. Relax...
Price per week £344 - £619
6 St Josephs
38462 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
6 St Joseph’s has stunning panoramic sea views, which you can sit and admire from the balcony, living room and master bedroom! Ideally positioned between Bonchurch and Ventnor this...
Price per week £345 - £709
Yardley
36972 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview, and just a short walk from the beach and shops. Delightfully renovated, this co...
Price per week £347 - £625
2 Bermuda
35172 bedroom self catering apartment with sea views in Seaview.
2 Bermuda is a lovely, neutrally decorated first floor apartment with wonderful views across the Solent, a balcony for al fresco drinks and a pretty garden. With both the beach and...
Price per week £348 - £598
The Stables
40372 bedroom, rural self catering cottage near the beach in Brighstone, Isle of Wight
Nestled in the stunning countryside on the south west coast of the Island with far reaching sea views over the Military Road, this gorgeously converted barn is the perfect holiday ...
Price per week £350 - £724
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details in the post two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!