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
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...
We have 50 self catering cottages sleeping 8 on the Isle of Wight
7 nights from £548
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 £548
7 nights from £555
Fernfield
36013 bedroom, Rural holiday cottage with sea views in Brook, Isle of Wight
This pretty detached cottage can be found on a quiet lane in Brook on the south west coast. With its large, mature garden overlooking adjacent farmland, and close proximity to mile...
7 nights from £555
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £571
Lucaya
36214 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
A smart town house, with well presented accommodation for eight set over three floors, Lucaya offers a great space with a pretty enclosed rear patio and lawn for an extended family...
7 nights from £571
7 nights from £586
Crowsteps
37364 bedroom self catering apartment near the beach in Seaview.
Crowsteps is on the first and second floor of a semi detached property tucked away in Seaview. Boasting a stunning roof terrace with far reaching views over the Solent, where you c...
7 nights from £586
7 nights from £589
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...
7 nights from £589
7 nights from £657
Middle Salterns
36314 bedroom, self catering cottage near the beach in Seaview, Isle of Wight.
Middle Salterns is a pretty, end of terrace Edwardian property in the heart of Seaview, simply decorated and arranged over three floors. There are two double bedrooms and a bunk-ro...
7 nights from £657
7 nights from £683
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 breath-taking views from virtually every room. The beautiful tiered...
7 nights from £683
7 nights from £687
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 £687
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.
7 nights from £750
Mallards
36275 bedroom 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 £750
7 nights from £770
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...
7 nights from £770