January Cottages on the Isle of Wight

Choose from 137 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 137 of the finest holiday cottages for January on the Isle of Wight for you.

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

We have 137 self catering cottages available to rent in January on the Isle of Wight

2 bedroom, dog friendly apartment near the beach near St Helens, Isle of Wight.


This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £295 - £575

2 bedroom, dog friendly holiday cottage near the beach in Cowes, Isle of Wight.


35 Cross Street is a cute end of terrace townhouse with accommodation spread over three floors and a sunny, enclosed courtyard. Built at the turn of the century and decorated with ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £295 - £303

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £305 - £314

  • 20% off

    15 Dec 2017 - 22 Dec 2017

    £305.00 £244.00

  • 25% off

    22 Dec 2017 - 29 Dec 2017

    £725.00 £543.75

2 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-...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £313 - £533

2 bedroom self catering cottage near the beach in Seaview.


A beach bungalow with nautical decor, single-storey Salty Towers is part of a small, discreet development of similar properties located on the outskirts of Seaview. Comfortably fur...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £320

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


Number 9 has an open plan living-room with wood-burning stove for cosy nights in and door opening out to a decked area for the warmer nights. There is seating on the decking to rel...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £325 - £595

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Number 17 is located at the end of the development looking out to the shared communal grounds and Seaview Nature Reserve. There is a downstairs twin bedroom with a walk-in shower a...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £325 - £550

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


23 Tollgate Cottages is a comfortably furnished beach bungalow located in a small, gated waterside development on the edge of Seaview within walking distance to the shops and cafes...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £325 - £351

2 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...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £330 - £344

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farms milking parlour, Dairy Cottage is a light and airy ground floor cottage with plenty of charm throughout. With a double bedroom with pleasant views across the f...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £331 - £543

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