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
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.
We have 97 self catering cottages in Sandown to show you...
7 nights from £1804
Windy Ridge
44644 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...
7 nights from £1804
7 nights from £1568
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 £1568
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £827
Dickens Cottage
35914 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
This light, beautifully presented holiday home offers quality accommodation with wooden floors, whitewashed walls and interesting prints and furnishings lending splashes of colour ...
7 nights from £827
7 nights from £1149
61 Solent View
40784 bedroom, 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 £1149
7 nights from £651
1 Thatched Cottage
35082 bedroom thatched self catering cottage with sea views in Seaview, Isle of Wight.
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 wi...
7 nights from £651
7 nights from £428
Berry Cabin
52862 bedroom, dog friendly, self catering cottage in Seaview, Isle of Wight.
What a little cutie! Berry Cabin is a delightful bolthole for four guests and one well behaved doggy looking for some summer fun! Surrounded by Hersey nature reserve and countrysid...
7 nights from £428
7 nights from £1187
2 Little Cedars
35204 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...
7 nights from £1187
7 nights from £407
Sugar Beach
51022 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Seaview is a much sought-after charming village on the east of the Isle of Wight, and Sugar Beach is perfectly situated just a stone's throw from the beach and a short stroll away ...
7 nights from £407
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 £1359 *
Halland Rise
55004 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Introducing, Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lo...
7 nights from £1359 *
7 nights from £505
6 St Josephs
38462 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch ...
7 nights from £505
