Luxury Cottages for 4 People on the Isle of Wight
Enjoy a luxury island retreat and book a holiday cottage for up to four people on the Isle of Wight. There's room for you and three of your nearest and dearest, and many of our cottages are dog-friendly too. Browse through our selection of 126 available self-catering cottages and take a step closer to the holiday of a lifetime.Read more
Spending time with our friends and family is really important, but it's not always that easy to get together and catch up. Holiday cottages provide great neutral ground in beautiful settings, away from the distractions of everyday life. Spend time together in a luxury self catering cottage sleeping up to 4 people and rediscover yourselves.
Self Catering Cottages on the Isle of Wight for Four People
At Classic Cottages we pride ourselves on marketing only the finest holiday cottages on the Isle of Wight. Each one of our self catering cottages is personally inspected and fully equipped to ensure your total comfort. Take your time looking through our collection of 126 available holiday cottages and find the perfect one waiting for you.
We have 126 self catering cottages for 4 on the Isle of Wight
7 nights from £390
The Beach Retreat
36652 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
This delightful, stylish seafront bungalow is located in a front row position with wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside, ...
7 nights from £390
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10% off
26 Apr 2024 - 3 May 2024
£552.00£496.80
7 nights from £403
Hove To
37672 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
Hove To is one of a collection of bungalows located along the Seaview Duver. Situated on the corner, it benefits from a large decked-area on two sides with a lovely outlook over th...
7 nights from £403
7 nights from £403
Cockleshells
38152 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
Cockleshells is one of the charming Salterns bungalows situated along the Seaview Duver within a short walk to the Yacht Club and Seaview Village. The accommodation offers a double...
7 nights from £403
7 nights from £407
Sugar Beach
51022 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Seaview is a much sought-after charming village on the east of the Isle of Wight, and Sugar Beach is perfectly situated just a stone's throw from the beach and a short stroll away ...
7 nights from £407
7 nights from £428
Berry Cabin
52862 bedroom, dog friendly, self catering cottage in Seaview, Isle of Wight.
What a little cutie! Berry Cabin is a delightful bolthole for four guests and one well behaved doggy looking for some summer fun! Surrounded by Hersey nature reserve and countrysid...
7 nights from £428
7 nights from £442
Dairy Cottage
39122 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. Mattingly Farm is made up of three barns in total Da...
7 nights from £442
7 nights from £446
Faithfull Cottage
36002 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
Faithfull Cottage is a welcoming retreat situated within touching distance of St Helens village on the Isle of Wight, just a short stroll away from a gorgeous beach, RSPB Nature Re...
7 nights from £446
7 nights from £449
Orchard Cottage
39362 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farm's milking parlour, this delightful semi-detached cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural loc...
7 nights from £449
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £468
Fir Cottage
36022 bedroom self catering cottage near the beach in St Helens, Isle of Wight.
Located in a quiet lane a few steps from St Helens village green, Fir Cottage is a refurbished Victorian semi-detached house, complete with all modern amenities. A great holiday ba...
7 nights from £468
7 nights from £468
Oakham Cottage
35162 bedroom, dog friendly holiday cottage in a rural setting close to Godshill, Isle of Wight
Oakham Cottage can be found in the heart of the Isle of Wight, surrounded by rolling countryside and the perfect location for exploring all treasures this lovely Island has to offe...
7 nights from £468