Holiday Cottages with Wifi on the Isle of Wight
Pack your bags and head to the Isle of Wight. We have a range of 138 self-catering holiday cottages with Wifi primed and ready to welcome you. Stay up-to-date with all the latest news, events and reports and enjoy a slice of luxury. Each of our properties on the Isle of Wight has been personally inspected and fully equipped so your holiday is the best it can be. Read more
With so many attractions and events taking place across the Isle of Wight, the internet can be an excellent source of up-to-date information and news. Surf the net from the comfort of your home-from-home and stay in touch with friends and family, sharing pictures and anecdotes. At Classic Cottages we have a selection of 138 self-catering retreats with Wifi primed and ready for you. From rural retreats to sea view cottages to town hubs, you are sure to find the cottage of your dreams on the Isle of Wight.
Cottages with Wifi on the Isle of Wight
Whether you are looking forward to a solo retreat, a family-friendly property or a spacious cottage for a group gathering with friends, our cottages with Wifi come in all shapes and sizes. It's great news if there is a four-legged member of your tribe too, as many of our cottages are dog-friendly. Priding ourselves on marketing the finest quality self-catering accommodation on the Isle of Wight, we handpick and personally inspect each cottage, making sure each is fully equipped with a complete inventory. Secure your dream holiday and book your favourite cottage today.
138 Isle of Wight cottages with Wifi
New bookings can be placed for any holiday arriving on or after the 12th April for cottages in England and we are accepting Easter bookings at our properties in Wales, for those that can legally travel. COVID-19
7 nights from £368
6 St Josephs
38462 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch ...
7 nights from £368
7 nights from £369
2 Bermuda
35172 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
2 Bermuda is a lovely, neutrally decorated first floor apartment with wonderful views across the Solent, a balcony for al fresco drinks and a pretty garden. With both the beach and...
7 nights from £369
7 nights from £378
Faithfull Cottage
36002 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is set...
7 nights from £378
7 nights from £382
Quiet Corner Cottage
36462 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Quiet Corner is a modestly furnished, comfortable, semi-detached bungalow situated in the popular village of Bembridge, less than a mile from Bembridge beach. As its name suggests ...
7 nights from £382
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 £388
Dairy Cottage
39122 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. Mattingly Farm is made up of three barns in total Da...
7 nights from £388
7 nights from £388
Orchard Cottage
39362 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farm's milking parlour, this delightful semi-detached cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural loc...
7 nights from £388
7 nights from £395
Winkle Cottage
43952 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...
7 nights from £395
7 nights from £397
2 Bagwich Barn
35162 bedroom, dog friendly holiday cottage in a rural setting close to Godshill, Isle of Wight
A barn conversion in a rural setting, you'll enjoy a feeling of peace from the moment you step inside this lovely retreat, with its exposed beams and rustic decor. Sitting with...
7 nights from £397
7 nights from £402
Bagwich Barn Cottage
40552 bedroom, dog friendly self catering cottage in a rural setting close to Godshill, Isle of Wight
Bagwich Barn Cottage is located in a stunning setting within the grounds of the main house and with two other barns available for larger parties. A charming sun-room to the front o...
7 nights from £402
7 nights from £407
Blakes Barn
39072 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
If you are looking for a traditional cottage, look no further than Blakes Barn. Mattingly Farm is made up of three barns in total, Blakes Barn, Dairy Cottage (3912), and Orchard Co...
7 nights from £407

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency

Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.