Isle of Wight Cottages for May Half-Term
Blue skies, warm sunshine and long days filled with whatever you please. May half-term holidays are an excellent way to welcome summer and slip into a relaxed rhythm. Gather the family, hop in the car and arrive at your own private retreat. With our self-catering cottages you can enjoy all the Isle of Wight has to offer from your very own home-from-home. Read more
Travel solo, have a romantic getaway, or take advantage of some true family time and have a half-term to remember. Our self-catering cottages offer an idyllic retreat from the chaos of everyday life, so welcome in the summer and kick back. Many of our cottages are dog-friendly too, which means no one gets left behind this May half-term.
Self-Catering Cottages on the Isle of Wight this May Half-Term
Whether you're planning a much-anticipated holiday or are looking for a spontaneous last-minute break to spend your May half-term on the Isle of Wight, we will help you to find the holiday cottage of your dreams. At Classic Cottages, we pride ourselves on marketing only the finest quality holiday cottages on the Isle of Wight. Each of our cottages is handpicked; personally inspected and fully equipped to ensure your holiday is the best it can be. Every step of the way, we offer help and support so that your whole experience is as smooth and relaxed as possible.
If you have any questions, don't hesitate to get in touch.
We have 45 May half-term cottages on the Isle of Wight
7 nights from £2232
West Ingle
36935 bedroom self catering home near the beach in Seaview, Isle of Wight.
A beautiful Edwardian house, brimming with charm and original features, with magnificent sea views from almost every room, the terrace and garden. The open plan kitchen/dining-room...
7 nights from £2232
7 nights from £737
Yardley
36972 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview. The beach and local shops are only a few minutes from your doorstep making this...
7 nights from £737
7 nights from £667
Grafton Cottage
35012 bedroom, dog friendly cottage in a rural setting close to Godshill, Isle of Wight.
Located in a tranquil rural setting and part of Bagwich House, this sympathetic barn conversion is set over two floors and is one of three holiday properties. A short drive from th...
7 nights from £667
7 nights from £946
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 the centre of Seaview village and enjoys uni...
7 nights from £946
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 £667
Oakham Cottage
35162 bedroom, dog friendly holiday cottage in a rural setting close to Godshill, Isle of Wight
Oakham Cottage can be found in the heart of the Isle of Wight, surrounded by rolling countryside and the perfect location for exploring all treasures this lovely Island has to offe...
7 nights from £667