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.
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 19 self catering cottages in Cowes to show you...
The Bird House
39552 bedroom self catering cottage near the beach in Cowes, Isle of Wight
Just a five minute walk from the heart of Cowes and Sheppard's Wharf, The Bird House is a charming cottage which combines modern living with period features bringing character and ...
Price per week £425 - £1400
35 Cross Street
35502 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 has a sunny, enclosed courtyard. Built at the turn of the century, and decorated...
Price per week £303 - £680
Don’t miss out; reserve your favourite 2019 holiday cottage for just £30
Reserve your 2019 holiday
Our portfolio gets better year after year, with all the old favourites and some stunning new additions, so get in there quick and reserve your preferred dates for only £30.
Pick a place close to the coast for that year-round holiday vibe, or book a holiday townhouse to be close to every convenience. Escape to the country for peace and quiet or take to the moors for walks through wide open spaces, we’ve got plenty of holiday cottages for you to choose from for next year.
Reserve next year's holiday in advance to give you peace of mind and put off paying your deposit till after this summer (5th November). That way you know your preferred dates are yours for the choosing and you can get on with enjoying the rest of this year's holiday (before looking forward to the next!).
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 ...
Price per week £500 - £1050
Harbour View
39182 bedroom self catering apartment with sea views in Cowes, Isle of Wight
This stylish and under stated first floor apartment offers you spectacular views across Cowes Harbour and over The Solent to the main land, with a contemporary interior all located...
Price per week £655 - £2500
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...
Price per week £1578 - £2885
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 - £648
Solent View
39472 bedroom self catering cottage near the beach in Cowes, Isle of Wight
Solent View is an immaculately presented seaside villa just metres away from the sea shore of Gurnard. Each room has been thoughtfully decorated to make you feel relaxed and the op...
Price per week £520 - £1750
Turnstone
38283 bedroom self catering cottage in East Cowes, Isle of Wight
Turnstone is a beautifully designed, newly built town house situated overlooking the River Medina on the north coast of the island and within walking distance of Osborne House. Fro...
Price per week £495 - £1015
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.
1 Barton Lodge
35023 bedroom, dog friendly cottage near the beach in East Cowes, Isle of Wight.
This truly lovely holiday home, with a wood-burner, is a great choice whatever the season. 1 Barton Lodge is a beautiful property which has been lovingly restored with your comfort...
Price per week £544 - £1190
Barton Manor Lake Cottage
35812 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
Barton Manor Lake Cottage is a stylish, 100 year old lakeside property, oozing with character and offering spacious, single-storey accommodation on the Barton Manor Estate. Set wit...
Price per week £515 - £1040