January Cottages on the Isle of Wight
Escape to the Isle of Wight for some rest and relaxation this January. With the festive blur of Christmas and New Year behind and a fresh page ahead, why not treat yourself to something special. We have 115 self-catering cottages on the Isle of Wight, all primed and ready to welcome you in from the cold this January. Find your favourite today. Read more
Make the most of peaceful towns, empty beaches and quiet footpaths lacing their way across the countryside this January. Explore all the Isle of Wight has to offer, breathing in the fresh, crisp air and wrapping up against the cold sea breeze. Once you've had your fill and your cheeks are sufficiently rosied, find a romantic corner of a pub and enjoy local treats as the evening draws in. At the end of the day, return to your own private haven and snuggle into a comfortable sofa as an open fire warms the room. At Classic Cottages, we want your holiday to be the best it can be and handpick all of our properties onto our books. With each one personally inspected and fully equipped, we think of everything so you don't have to. All you need to do? Sit back, relax and enjoy.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
115 Isle of Wight cottages available for January
7 nights from £367
4 Carina
35522 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
4 Carina is a modestly furnished, first floor apartment in a converted house which offers a great value break for families or a couple. Centrally located and just yards from the sh...
7 nights from £367
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20% off
30 Mar 2019 - 6 Apr 2019
£439.74 £351.79
7 nights from £375
North View
41252 bedroom self catering cottage with sea views in Seaview.
North View is a wonderful holiday hideaway just on the outskirts of Seaview with sea views across the Solent from the kitchen/dining-room and first floor bedrooms. Set back from th...
7 nights from £375
7 nights from £377
2 Bagwich Barn
35162 bedroom, dog friendly holiday cottage in a rural setting close to Godshill, Isle of Wight
A barn conversion in a rural setting, you'll enjoy a feeling of peace from the moment you step inside this lovely retreat, with its exposed beams and rustic decor. Sitting within t...
7 nights from £377
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20% off
30 Mar 2019 - 6 Apr 2019
£398.56 £318.85
7 nights from £388
Blakes Barn
39072 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
If you are looking for a traditional cottage, look no further than Blakes Barn. Constructed from Island stone, the charm starts outside Blakes Barn with the beautiful brick work, t...
7 nights from £388
7 nights from £395
Spinnakers
36592 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, Spinnakers is situated on a small private estate within walking ...
7 nights from £395
7 nights from £403
1 Starboard House
35072 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in central Seaview and enjoys uninterrupted sea...
7 nights from £403
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 £403
Bagwich Barn Cottage
40552 bedroom, dog friendly self catering cottage in a rural setting close to Godshill, Isle of Wight
Bagwich Barn Cottage is located in a stunning setting within the grounds of the main house and with two other barns available for larger parties. A charming sun-room to the front o...
7 nights from £403
7 nights from £410
Gilmerton
36052 bedroom, dog friendly holiday apartment with sea views in Ventnor, Isle of Wight.
Gilmerton is a charming and spacious apartment, beautifully decorated, and located on the outskirts of the vibrant town of Ventnor. The house is built into the hill so this first f...
7 nights from £410
7 nights from £420
Vida Floating Home
36902 bedroom, dog friendly houseboat on the sea in Bembridge Harbour, Isle of Wight.
For a holiday with a difference this is it! Situated on a private pontoon in Bembridge Harbour, you will have fond memories of your time on this unique floating home for years to c...
7 nights from £420
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20% off
29 Mar 2019 - 5 Apr 2019
£478.95 £383.16
7 nights from £450
50 Solent View
41443 bedroom self catering cottage near the beach in Seaview, Isle of Wight
This is a wonderfully secluded property with a charming garden and spacious balcony, all within a few minutes from the idyllic Seagrove Bay in Seaview. There are several steps up t...
7 nights from £450