Holiday Cottages for July on the Isle of Wight
Head to the Isle of Wight and book yourself into a luxury self-catering cottage this July. Our holiday cottages offer wide variety and consistent quality, so your holiday is the best it can be. Explore by day and return to your very own private retreat. At Classic Cottages we handpick all of our cottages to make sure the highest standards are maintained. Find your favourite today.
Fairs, festivals and events take place across the island. The skies are blue, the sun is bright and the seas are warming up. For something different, treat yourself to an island adventure this July and head to the Isle of Wight. Whether you are enjoying a solo retreat, family holiday with your clan or catch up with good friends, you can enjoy ultimate comfort and luxury in a Classic cottage. Across our portfolio of 81 self-catering cottages, we have dog-friendly properties, boltholes near the beach, even cottages with private swimming pools and hot tubs for you to soak your tired muscles at the end of day. Pour through our portfolio and rediscover an old favourite or try out a new, all of our cottages are handpicked onto our books. Secure yours today and look forward to a holiday to remember this July.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
81 self-catering cottages available in July on the Isle of Wight
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...
Price per week £599 - £900
2 St Josephs
35302 bedroom self catering apartment with sea views in Ventnor.
With sea views from the terrace, and fresh, modern décor throughout, 2 St Josephs is a holiday maker's home-from-home. This spacious ground floor apartment is ideally situated betw...
Price per week £602 - £959
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 October). 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!).
Trevessa
36872 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...
Price per week £612 - £939
2 Springfield Court
35292 bedroom self catering apartment near the beach in Seaview.
2 Springfield Court is an exclusive, ground floor apartment set within a gated development. Boasting eight acres of shared grounds, guests can enjoy use of the extensive grounds, h...
Price per week £662 - £1010
1 St Josephs
41832 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...
Price per week £700 - £900
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...
Price per week £725 - £867
Park Lodge Annexe
37202 bedroom, dog friendly holiday apartment near the beach in Shanklin.
Park Lodge Annexe is a beautifully presented lower ground floor apartment within walking distance to the Rylstone Gardens and the Chine. The cliff path is a minute stroll away, lea...
Price per week £511 - £837
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20% off
15 Sep 2018 - 22 Sep 2018
£428.04 £342.40
Red House
36482 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
A deceptively spacious semi-detached Victorian property, Red House has a lovely large kitchen with both a breakfast-bar and a separate dining-area from which the enclosed garden ca...
Price per week £511 - £959
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.
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...
Price per week £512 - £806
1 The Saltings
35103 bedroom self catering apartment near the beach in Seaview Isle of Wight.
1 The Saltings is a lovely three bedroom, lower ground floor apartment - perfect for those with young children and buggies - and it's just a hop, skip and a jump away from the pebb...
Price per week £513 - £735