Holiday cottages by a sandy beach on the Isle of Wight
The shores of the Isle of Wight offer a variety of beaches and coves to explore. As the island is so compact, no matter where you choose to stay you’ll be in close proximity of stretches of golden sands.Read more
When it comes to classic beaches, South Wight really is the place to be. Miles of sand stretch out across the shoreline, dotted by the odd cafe and pier along the way. These beaches are lined with a classic seaside promenade too, meaning you can enjoy the views across the Channel all year round. These beaches are also dog friendly at certain times of the year. The expansive stretches of sand are perfect for pooches who like to stretch their legs. The seaside walk between Shanklin and Sandown gives picturesque views of Shanklin and Shanklin Chine on a calm day. When the wind picks up the waves crash against the walk way making for spectacular photos, just make sure you stay well away from the water’s edge.
Catch the tide at the right time and Ryde has some lovely beaches to make the most of. These almost disappear when the tide comes in so you need to catch them quick. After a walk on the beach, hop on to the steam railway for an adventure around East Wight. Leaving the car at home for the day will give you a sense of freedom in experiencing a different way of getting around.
Freshwater Bay on the west of the island has some sandy spots. When the tide goes out the beach is sand below the water mark. It’s supposedly the most beautiful bay on the island but we’ll let you decide that for yourself. Surrounded by the rugged, desolate charm of an Area of Outstanding Natural Beauty, this part of the island is perfect for walkers. There’s plenty of inland jaunts and coastal routes to stomp along. All you’ll need is a good pair of boots.
The close proximity of the Isle of Wight to London makes the island ideal for a weekend short break. Take a break from the big smoke to feel the sand between your toes and the wind whipping through your hair. Visit for a Valentine’s weekend with your beau or pack up the kids and head south for a summer holiday to remember.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
We have 174 self catering cottages by a sandy beach on the Isle of Wight.
3 Windsor House
35482 bedroom self catering apartment near the beach in Ryde.
With spectacular views of the Solent, 3 Windsor House is a neutrally decorated second floor apartment with simple, modern furnishings, just yards from the beach and a short walk in...
Price per week £374 - £795
North View
41252 bedroom self catering cottage with sea views in Seaview.
North View is a wonderful holiday hideaway just on the outskirts of Seaview with sea views across the Solent from the kitchen/dining-room and first floor bedrooms. Set back from th...
Price per week £375 - £825
1 Thatched Cottage
35082 bedroom thatched self catering cottage with sea views in Seaview.
If the restorative power of the sea appeals to you, 1 Thatched Cottage, with its uninterrupted views is an ideal holiday home. This 19th century property combines old world charm w...
Price per week £379 - £939
Newlands Cottage
36373 bedroom rural self catering cottage near the beach in St Helens, Isle of Wight
Newlands is a charming detached cottage located just off the Green, in the picturesque village of St Helens. Its location is very peaceful yet within walking distance to the villag...
Price per week £383 - £725
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details in the post two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
8 Appley Sands
35702 bedroom self catering apartment with sea views in Ryde.
8 Appley Sands is a spacious, purpose built, top floor apartment overlooking the Solent and the award-winning beach at Appley. With en suites to both bedrooms, and comfortable, mod...
Price per week £385 - £840
Westbourne Cottage
36943 bedroom, rural self catering cottage near the beach in Seaview, Isle of wight.
Westbourne Cottage is a pretty, pastel-coloured, holiday cottage, located in the picturesque Seagrove Bay. The single level accommodation (ideal for less able guests) is lightly de...
Price per week £390 - £795
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 £395 - £867
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 £401 - £900
22 Seaview Bay
35332 bedroom holiday apartment with sea views in Seaview, Isle of Wight.
22 Seaview Bay is an impressive two-bedroom waterfront apartment, set over two floors in the prestigious Seaview Bay development. It would suit a family with children able to navi...
Price per week £403 - £870
Vida Floating Home
36902 bedroom, dog friendly houseboat on the sea in Bembridge Harbour, Isle of Wight.
For a holiday with a difference this is it! Situated on a private pontoon in Bembridge Harbour, you will have fond memories of your time on this unique floating home for years to c...
Price per week £412 - £878
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.