Isle of Wight Holiday Cottages
Setting off on holiday to the Isle of Wight often feels like you’re going on a grand adventure. Sit back and relax on a short ferry crossing and arrive on the Island to a world of nature, gorgeous scenery and plenty of fresh sea air. An Isle of Wight holiday is like no other, and we have a handpicked collection of gorgeous self catering holiday cottages for you to discover…Read more
There’s plenty for you to do, whether you’re after the picture perfect sunset or an outdoor adventure. We’ve compiled an Isle of Wight Bucket List for you to take your pick of holiday adventures! Why not try something new? There’s kayaking, paragliding, sailing or coasteering for the adventurous, gentle coastal walks and plenty of family friendly attractions. And don't forget the many Isle of Wight festivals!
And as for accommodation, we have dog friendly cottages, cottages with a hot tub, beautiful homes perfect for a family gathering or gorgeous retreats for a romantic getaway. Find your perfect holiday cottage in the Isle of Wight here…
Check out our webcams in Ryde and Freshwater to see what awaits you.
165 Luxury self catering cottages on the Isle of Wight
7 nights from £840
Daisy Cottage
48242 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Daisy Cottage is a lovely cosy and welcoming mid terrace cottage nestled in the heart of Bembridge. Located on one of the most desirable locations to live in on the Isle of Wight, ...
7 nights from £840
7 nights from £600
Temperance
48121 bedroom, dog friendly apartment near the beach in Freshwater, Isle of Wight.
Just a few minutes' walk from idyllic Freshwater Bay, Temperance is a real gem. A stylish and spacious first floor apartment, unwind into blissful island life where just a short wa...
7 nights from £600
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 £1200
The Gate
48132 bedroom, dog friendly apartment near the beach in Freshwater, Isle of Wight.
Located a stone's throw from Freshwater Bay, The Gate is a superb newly renovated ground floor apartment by the sea. This simply wonderful retreat has been designed and decorated t...
7 nights from £1200
7 nights from £1350 *
Hillside
47895 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
A beautifully renovated house tucked away in The Close, just a few minutes from idyllic Seagrove Bay, Hillside is a truly wonderful place to base yourself on the Isle of Wight. Lig...
7 nights from £1350 *
7 nights from £1100
Old Bembridge House
47913 bedroom, dog friendly holiday cottage near the beach in Bembridge.
Tucked away on an unmade track just a few yards from the sea and Bembridge Yacht club, this wonderful Classic Cottage has all the makings of a perfect holiday idyll. Laid across th...
7 nights from £1100
7 nights from £800
The Shack
47302 bedroom, dog friendly holiday cottage with sea views in Cowes, Isle of Wight.
The perfect holiday hideaway The Shack, overlooks the waters of the Solent so you can start the day sitting on the front deck with your morning coffee admiring the wonderful view. ...
7 nights from £800
7 nights from £1680 *
Harbour View
47314 bedroom self catering cottage with sea views in Ryde, Isle of Wight.
Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the ...
7 nights from £1680 *
7 nights from £725
East View Cottage
47272 bedroom self catering cottage near the beach near Freshwater, Isle of Wight.
Nestled at the end of a quiet unmade track, East View Cottage has lovely views across the neighbouring fields and has a large private garden. There is gated access at the front wit...
7 nights from £725
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.
7 nights from £800
Starboard Side
47362 bedroom, dog friendly holiday cottage near the beach in Cowes, Isle of Wight.
This gorgeous and beautifully presented cottage is within walking distance of lovely Gurnard beach and has wonderful sea views from the first floor main bedroom. The owner of Starb...
7 nights from £800
7 nights from £1250
Timbuktu
46554 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Located in Fairy Road in Seaview, Timbuktu is a bright and airy house with plenty of space for a wonderful family holiday on the Island. With a secure gated entrance from the stree...
7 nights from £1250