Cottages sleeping 8 people on the Isle of Wight
Get 8 of you together for an adventure over to the island and stay in one of our holiday cottages sleeping 8 on the Isle of Wight. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 41 self catering cottages sleeping 8 on the Isle of Wight
7 nights from £667
Lucaya
36214 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
Welcome to Lucaya, a smart town house for eight set over three floors, a great space with a pretty enclosed rear patio and lawn, the ideal stay for a family looking for a seaside b...
7 nights from £667
7 nights from £819
Alcantara
35743 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Located just a short stroll away from the beautiful beaches of Seaview, Alcantara is a magical place for a holiday. With oodles of space, stylish interiors and classic furnishings,...
7 nights from £819
7 nights from £833
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 and do...
7 nights from £833
7 nights from £846
Pucks Oak
56984 bedroom, dog friendly holiday cottage with sea views in Seaview.
Within moments of the seafront at Seaview, with off-street parking and a lovely garden, semi-detached Pucks Oak is a great home-from-home to enjoy with friends and family. With the...
7 nights from £846
7 nights from £861
Garsdon
36044 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
This lovely bright and spacious detached house located on a quiet lane in Seaview is just a ten minute stroll from the beautiful beach at Seagrove Bay. With a charming large enclos...
7 nights from £861
7 nights from £878
Mallards
36275 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight.
Mallards is a spacious, three-storey Edwardian house in Seaview village and a much-loved family home. Enjoying a great location just yards from the seafront, it's the perfect choic...
7 nights from £878
7 nights from £888
St Albans House
39804 bedroom self catering cottage with sea views near Ventnor, Isle of Wight
This large detached house is situated in an elevated position as you enter the town of Ventnor, with the most breathtaking views from virtually every room. The beautiful tiered...
7 nights from £888
7 nights from £891
Tangle Cottage
56694 bedroom self catering cottage near the beach in Seaview.
Nestled at the end of Ryde Road, just a short walk from the beach and Seaview village, with off-street parking and a lovely large garden to the rear, semi-detached Tangle Cottage i...
7 nights from £891
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 £978
61 Solent View
40784 bedroom, dog friendly holiday cottage, with sea views in Seaview, Isle of Wight
On the outskirts of Seaview and within a few minutes' walk from Seagrove Bay, take in the stunning sea views from not one but two balconies. 61 Solent View is a wonderful holiday h...
7 nights from £978
7 nights from £1014
Tides Reach
38184 bedroom self catering cottage with sea views in Seaview, Isle of Wight
This wonderful, modernised family house is located along the Seaview Duver just a short walk from Seaview Village and the Yacht Club. Tides Reach has a stylish open plan living/din...
7 nights from £1014
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20% off
10 May 2025 - 17 May 2025
£1345.00 £1076.00
Imagine the excitement of getting everyone together for a ferry trip over the water to an island where you can all stay together in comfort and style. We'll book the ferry for you, don't worry, and have inspected all our handpicked properties on the island, to make sure they will exceed your expectations. Fresh linen and plenty of towels await, with a kitchen packed full of everything you'll need in a holiday home from home. Everyone is catered for and most importantly, everyone will have a comfy bed to sleep in. There's space for family and friends to enjoy time together without stepping on toes, including the dog, and there might even be the treat of a hot tub...
