Cottages That Sleep Six on the Isle of Wight
We have 113 holiday cottages sleeping 6 people on the Isle of Wight, all hand-picked so you and your loved ones can enjoy a group getaway together. Whether you would like a rural retreat, a seaside bolthole with stunning sea views or a cottage with a swimming pool, our cottage collection has got you covered. Take a step closer to the holiday of your dreams and discover the perfect self catering cottage for you.
An Isle of Wight getaway shared with a big group of your nearest and dearest, what could be better? Across the Isle of Wight we have 113 luxury self catering cottages all sleeping up to 6 people. With ample space for everyone, you can enjoy the holiday of a lifetime with the ones you love most. You don't have to worry about dog kennels either as many of our cottages will be happy to welcome your four-legged friend too. Browse our hand-picked selection of cottages for 6 on the Isle of Wight and let the rest be taken care of for you. The most difficult choice will be which one to pick.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
We have 113 self catering cottages for up to six people on the Isle of Wight.
Bay View
38054 bedroom, dog friendly holiday cottage with sea views in St Helens, Isle of Wight
Bay View is a charming semi-detached house situated down a quiet leafy lane off the Green in the picturesque village of St Helens and aptly named due to the stunning views over St ...
Price per week £675 - £1525
24 Sandcove Rise
40585 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight
The owners of 24 Sandcove Rise didn’t buy a television for the first few years of owning this property, as the sea views from the sitting-room made better viewing! Don’t panic, the...
Price per week £710 - £1683
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 gard...
Price per week £715 - £1836
Eversley Apartment
35984 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Set within a converted Victorian villa, Eversley Apartment is a large, contemporary split level apartment. With modern furnishings, this property offers a luxury option for a coast...
Price per week £720 - £1850
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
The Mission
37244 bedroom, rural self catering cottage near the beach near Ventnor, Isle of Wight
Located in the village of Chale, in an area of outstanding natural beauty, The Mission is a truly unique property well worth a visit. The current owners have lovingly restored this...
Price per week £725 - £1550
Hillside
36114 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Hillside is a traditionally furnished Victorian holiday home located conveniently close to the pretty beaches at Seagrove and Priory Bay. Spread over four floors, there is enough s...
Price per week £729 - £1530
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, the h...
Price per week £750 - £1600
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...
Price per week £765 - £1675
The Swallows
36804 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Spread over three floors The Swallows really is a beautiful family holiday home. The ground floor is very fresh, light and modern and has bi-folding doors leading out onto the pati...
Price per week £765 - £1796
Cromwell Apartment
35893 bedroom self catering apartment with sea views in Shanklin, Isle of Wight.
Cromwell Apartment is a high end, beautifully presented, first floor apartment in a Victorian villa in Shanklin. Not your average beachfront apartment, the Cromwell comes with a de...
Price per week £795 - £1990
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.