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 43 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.
Choose from 43 self catering cottages for a group on the Isle of Wight.
7 nights from £1752
Barton Manor Farmhouse
35804 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
This impressive 150 year old farmhouse sleeps eight and is the perfect location for a fabulous family gathering for all ages. Set in the breathtaking Barton Manor Estate, it is adj...
7 nights from £1752
7 nights from £1859
Bayside House
41784 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight
This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes' walk to the water’s edge, a truly stunning holiday destination. The pro...
7 nights from £1859
7 nights from £1932
Tamarisk House
55164 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
If you are seeking the ultimate coastal getaway with more than a little exclusivity, look no further than this luxurious retreat in Seaview overlooking the beautiful Solent on the ...
7 nights from £1932
7 nights from £1030
6 Seafield Terrace
35625 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
6 Seafield Terrace is a charming, spacious terraced cottage set in the pretty village of Seaview. It would ideally suit a large family, several couples or a group of friends travel...
7 nights from £1030
7 nights from £1157
Creekside
35884 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
Creekside is a fabulous waterfront property that makes a wonderful choice of holiday home at any time of the year. This stunning detached house, set on the banks of Wootton Creek, ...
7 nights from £1157
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
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 £1111
Orchard House
36414 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...
7 nights from £1111
7 nights from £1390
Mountbatten Garden Apartment
36354 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.
Mountbatten Garden Apartment is a fabulous apartment stylishly furnished with four en suite bedrooms and comes with a private courtyard including a six person hot tub. Vibrantly de...
7 nights from £1390
7 nights from £1415
Seacrest House
36535 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.
This stunning three-storey holiday home is in the enviable position of being only a few minutes' stroll from the beach and also the centre of Ryde town. Built in the early part of ...
7 nights from £1415
7 nights from £1560
Pitt Corner
36444 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is a roomy retreat, with plenty of space for the family to spread...
7 nights from £1560
