Cottages for large groups on the Isle of Wight
Gather your nearest and dearest friends and family for a holiday to remember, with one of our 45 holiday cottages for large groups on the Isle of Wight.Read more
Treat your group to an Isle of Wight holiday in one of our large luxury holiday homes. You have so much choice for large group accommodation on the island that choosing just one might be difficult. Browse through our collection of properties that sleep 8 or more, including our Isle of Wight sleeps 16 cottages and those with extra space for relaxing and catching up. To make things easier, we'll even book your ferry for you.
There's plenty to do on the island whether you're visiting with family or friends. Everyone will love exploring the many beaches around Seaview and Bembridge or blowing away the cobwebs with long walks across the Tennyson Downs. Find a cosy pub for lunch or dinner afterwards and try some local island produce.
Our large properties to rent on the Isle of Wight sleep all the people you'd love to bring together for your next holiday. We include everything you need for your holiday: a fully equipped kitchen, comfortable beds and a roaring fire. Get your group holiday off to a great start.
Our exclusive ferry discounts will make your island trip with Classic plain sailing.
Choose from 45 self catering cottages for a group on the Isle of Wight.
7 nights from £1200
The Observatory
56934 bedroom apartment with beautiful views in Seaview.
What a view! The most perfect seascape vistas will be found from this pretty apartment in the heart of the traditional seaside village of Seaview. This quirky home-from-home is the...
7 nights from £1200
7 nights from £1146
The New House
40254 bedroom self catering cottage in Godshill, Isle of Wight
Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...
7 nights from £1146
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 £1084
61 Solent View
40784 bedroom, 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 £1084
7 nights from £1050
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 £1050
Bagwich House
7 nights from £1016
7 nights from £1014
Tides Reach
38184 bedroom self catering cottage with sea views in Seaview, Isle of Wight
Tides Reach is a wonderful, modernised family house along the Seaview Duver just a short walk from Seaview Village and the Yacht Club. Tides Reach has a stylish open plan living/di...
7 nights from £1014
7 nights from £947
Alcantara
35743 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Beautifully decorated in neutral tones throughout, Alcantara is a well-presented, spacious property offering flexible family accommodation in the heart of Seaview. This detache...
7 nights from £947
Mattingley Farm
7 nights from £898
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
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 £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
