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...
7 nights from £600
Winkle Cottage
43952 bedroom self catering cottage near the beach in Cowes, Isle of Wight.
This gorgeous terraced cottage, situated in the Conservation Area of the old town of Cowes, is just a few minutes walk from the centre of town. Offering the perfect holiday destina...
7 nights from £600
7 nights from £389
9 Crown Court
41693 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 ...
7 nights from £389
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 £1643
Solent Heights
39465 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...
7 nights from £1643
7 nights from £334
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. It would suit a family or a couple in need of a little extra space. ...
7 nights from £334
7 nights from £430
Solent View Cottage
43892 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...
7 nights from £430
7 nights from £564
Barton Manor Lake Cottage
35812 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...
7 nights from £564
7 nights from £1330
Barton Manor Farmhouse
35804 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. In the breathtaking location of Barton Manor Estate, adj...
7 nights from £1330
7 nights from £365
Spring Tide
36602 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...
7 nights from £365
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £770
Creekside
35885 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, ...
7 nights from £770
7 nights from £610
Lucaster
43073 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...
7 nights from £610