Cowes Cottages

The main event on the Isle of Wight, Cowes is the place to be for up and coming restaurants, shops and cafes. A sailing haven at the north tip of the island, the town offers up plenty to see and do for water-loving visitors and land-lubbers alike. The ferry from Southampton docks here so you’ll more than likely catch a glimpse of the town on your way through and hopefully will come back for more.Read more

A lot of visitors to Cowes will come for Cowes Week: a weeklong sailing jaunt around the island, playing host to the biggest names in the sailing world and some beautiful yachts to admire and aspire to. Cowes benefits from sitting at the mouth of the River Medina, there are plenty of boats travelling backwards and forwards through its waters. Find a quiet spot to sit and watch or get out in the action by hiring your own. 

A short hop across the river on the ferry gets you to East Cowes, the quieter sister of Cowes and home to Queen Victoria’s summer home, Osborne House. Perfect for a family day out exploring the fascinating history of one of Britain’s longest reigning monarchs.

Just south from Cowes you’ll find Newport. As the island’s biggest town, Newport has a whole host of things to do; shopping, eating, drinking, there are some amazing new places to visit. Cowes is a great location to visit the smaller towns of Seaview, Bembridge and St Helens to the east of the isle

We have 13 self catering cottages in Cowes to show you...

New bookings can be placed for any holiday arriving on or after the 4th July 2020. COVID-19

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

7 nights from £395

2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.


This gorgeous terraced cottage new to our portfolio for 2020 is situated in the Conservation Area of the old town of Cowes, is just a few minutes walk from the centre of town. Offe...

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

7 nights from £395

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £389

3 bedroom self catering cottage with sea views in Cowes, Isle of Wight.


Right in the heart of the bustling sailing town of Cowes, 9 Crown Court offers great accommodation with a stunning roof terrace boasting uninterrupted views across the rooftops to ...

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £389

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1643

5 bedroom self catering cottage near the beach in Cowes, Isle of Wight


A truly amazing, contemporary home with views directly out to sea in the popular sailing town of Cowes. Offering exceptional quality throughout the whole home, this is a superb bas...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1643

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

7 nights from £334

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. It would suit a family or a couple in need of a little extra space. ...

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

7 nights from £334

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

7 nights from £430

2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.


This charming two bedroom cottage is situated in the pretty coastal village of Gurnard just outside Cowes, home to some spectacular Solent views and a prime location to watch the m...

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

7 nights from £430

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £564

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


Steeped in history Barton Manor is of great significance to the Isle of Wight’s heritage, situated adjacent to Osborne House and part of the original estate. The grand driveway lea...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £564

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  • 10% off

    17 Jul 2020 - 24 Jul 2020

    £1140.00 £1026.00

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1330

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


This impressive 150 year old farmhouse sleeps nine and is the perfect location for a fabulous family gathering of all ages. Set in the breathtaking Barton Manor Estate, it is adjac...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1330

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £365

2 bedroom self catering cottage at Island Harbour, near Newport.


Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £365

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £770

5 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.


Creekside is a fabulous waterfront property that makes a wonderful choice of holiday home at any time of the year. This stunning detached house, set on the banks of Wootton Creek, ...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £770

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £610

3 bedroom, dog friendly holiday cottage near the beach in Fishbourne, Isle of Wight


This charming and characterful coastguard cottage is situated in Fishbourne just a few metres from the sea and The Fishbourne pub, the perfect holiday location! Suitably convenient...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £610

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