Holiday cottages for 2021 in Isle of Wight
Ready for a 2021 adventure? With the new year almost upon us, now's a great time to be thinking about your 2021 holiday.Read more
Head to Cornwall, Devon, Somerset, Dorset, Sussex, Isle of Wight, Pembrokeshire or Kent with Classic in 2021. We have a portfolio of properties ready and waiting for you to start planning your next self catering holiday. Why not now and then relax later, knowing you've got your holiday for next year sorted.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
We have 22 Self catering holiday cottages for rent in 2021
7 nights from £563
2 Shanklin Manor
43492 bedroom self catering apartment near the beach in Shanklin, Isle of Wight
A large and impressive building, Shanklin Manor is on the outskirts of Shanklin Old Village and within easy reach of all the amenities and the beach, making it a fabulous holiday d...
7 nights from £563
7 nights from £715
The Shute
43993 bedroom dog-friendly self catering cottage with sea views near Ventnor, Isle of Wight.
This gorgeous cottage, set in the breathtaking location of St Lawrence, has a large patio and unrivalled sea views. A truly magical place to sit and enjoy the scenery, the seaward ...
7 nights from £715
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 £868
No 51
43373 bedroom self catering cottage near the beach in Bembridge, Isle of Wight
Upon opening the door of this most elegant and stylish home you will be in holiday heaven. The hallway leads you right through the house to an enclosed and well designed garden wit...
7 nights from £868
7 nights from £429
Lanthorn Cottage
42873 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight
Located in a quiet side street just off the village green in St Helens, this cosy cottage offers great accommodation with a good sized garden, spacious decking and outdoor seating ...
7 nights from £429
7 nights from £1800
Belgrove House
42435 bedroom self catering cottage near the beach in Bembridge, Isle of Wight
This is an absolutely stunning detached house situated along Ducie Avenue, a private unmade road leading to the beach, in the charming seaside village of Bembridge. Within a few mi...
7 nights from £1800
7 nights from £621
House of Logs
42254 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight
House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday, the h...
7 nights from £621
7 nights from £398
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 £398
7 nights from £308
The Sail Loft
41071 bedroom self catering apartment with sea views in Seaview, Isle of Wight
This gorgeous top floor, one bedroom apartment has spectacular sea views over the rooftops across the Solent, and is just a few minutes from Seaview village and the beach. The Sai...
7 nights from £308
We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
7 nights from £863
61 Solent View
40784 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight
With stunning sea views from not one but two balconies, 61 Solent View is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskirt...
7 nights from £863
7 nights from £746
The Haven
40443 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight
A simply gorgeous three bedroom property just off St Helens' green on the eastern side of the Isle of Wight, The Haven is just a short walk from the coast and a ten minute stroll t...
7 nights from £746