Sandown Cottages
A golden sand haven on the south coast of the Isle of Wight, Sandown offers a wonderful promenade and plenty for families to do. This part of the coast is popular for kitesurfing and other watersports. The sandy dog friendly beaches make this a great spot for dog lovers all year round so your four-legged friend can enjoy a break with you. Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
We have 96 self catering cottages in Sandown to show you...
7 nights from £599
25 Palmerston Road
35383 bedroom self catering cottage near the beach in Shanklin.
Welcome to 25 Palmerston Road, a delightful holiday home perfectly situated in the charming town of Shanklin and just a short stroll away from the golden sandy beach and a good sel...
7 nights from £599
7 nights from £493
Westhill View
48822 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.
With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...
7 nights from £493
7 nights from £834
10 Shanklin Manor
35113 bedroom, apartment with roof terrace near the beach in Shanklin, Isle of Wight.
This superb two-storey, first floor apartment dating back to 1863 is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the use of a la...
7 nights from £834
7 nights from £483
Faithfull Cottage
36002 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
Faithfull Cottage is a welcoming retreat situated within two miles distance of St Helens village on the Isle of Wight, as well as a gorgeous beach, RSPB Nature Reserve and the vill...
7 nights from £483
7 nights from £1226 *
Newclose Houseboat
52004 bedroom houseboat with sea views in Bembridge, Isle of Wight
Welcome aboard Newclose Houseboat, a beautifully restored contemporary houseboat located in picturesque Bembridge harbour on the Isle of Wight, just a short stroll away from the st...
7 nights from £1226 *
7 nights from £908
Inglefield
5637Dog friendly holiday cottage with 4 bedroom near the beach in St Helens.
This beautiful home close to Bembridge Harbour is a space to enjoy with family and friends. From exploring the bays and beaches to the rolling countryside and historic castles, Ing...
7 nights from £908
7 nights from £508
Fir Cottage
36022 bedroom self catering cottage near the beach in St Helens, Isle of Wight.
Located in a quiet lane a few steps from St Helens village green, Fir Cottage is a refurbished Victorian semi-detached house, complete with all modern amenities. A great holiday ba...
7 nights from £508
7 nights from £1499
Fortune
43364 bedroom, dog friendly holiday houseboat with sea views in Bembridge, Isle of Wight
Step on board this simply stunning houseboat situated in the picturesque Bembridge harbour, just a short walk from Bembridge village. The beautiful bright yellow door opens to a va...
7 nights from £1499
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 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!
7 nights from £1081 *
Oystercatcher
48693 bedroom houseboat in Bembridge, Isle of Wight.
Set in picturesque Bembridge Harbour with far reaching views out to the Solent, Oystercatcher is a luxurious houseboat, beautifully furnished and just waiting to welcome you on boa...
7 nights from £1081 *
7 nights from £551
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 £551
Sandown is perfect for families who love the coast; the golden sands make for lovely sunny days on the beach and with a play area just behind, you can keep little ones entertained when a winter chill sets in. The Sandown pier has a ton of amusements and arcades, including themed mini golf, so everyone can get involved and have some fun.
Although Sandown town centre is fairly quiet, along the coast there are plenty of restaurants and cafes to find something to eat. We recommend the Bandstand as it has a wonderful selection of menus throughout the day and an amazing panoramic view from Culver Downs right across the bay.
From Sandown, you can explore South Wight and West Wight. It’s a great location to get around the South and West parts of the island. In the south, it takes less than half an hour to drive to Shanklin and the journey to Ventnor isn’t much further. Just north of Sandown, you’ll find Yaverland where the beaches are slightly quieter. Further inland is Brading and more to the west you can visit the harbour villages of Bembridge, Seaview and St Helens for more dog friendly beaches and lovely places to eat.
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