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 110 available self-catering cottages and take a step closer to the holiday of a lifetime. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 110 self catering cottages for 4 on the Isle of Wight
7 nights from £361
The Beach Retreat
36652 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Perfectly situated just a stone's throw away from Seaview beach, where you will discover beautiful views across the Solent, The Beach Retreat is located close to the village centre...
7 nights from £361
7 nights from £390
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 £390
7 nights from £408
Sugar Beach
51022 bedroom dog friendly 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 £408
7 nights from £418
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 £418
7 nights from £419
Berry Cabin
52862 bedroom, dog friendly, bolthole 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 £419
7 nights from £446
2 Bermuda
35172 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
Welcome to 2 Bermuda, a rather lovely first floor apartment nestled in the charming village of Seaview, with wonderful views stretching across the Solent - ideal for an unforgettab...
7 nights from £446
7 nights from £460
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 two miles distance of St Helens village on the Isle of Wight, as well as a gorgeous beach, RSPB Nature Reserve and the vill...
7 nights from £460
7 nights from £480
Solent View Cottage
43892 bedroom self catering cottage near the beach in Cowes, Isle of Wight.
This charming two bedroom cottage is situated in the pretty coastal village of Gurnard, just outside Cowes, home to some spectacular Solent views and a prime location to watch the ...
7 nights from £480
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 £493
Westhill View
48822 bedroom self catering cottage near the beach in Shanklin, Isle of Wight.
With the golden sands of Shanklin beach a short walk away, this lovely holiday home sits in the heart of town, perfect for traditional days by the seaside and within easy reach of ...
7 nights from £493
7 nights from £504
5 Sandpipers
35572 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Seaview is a gorgeous, much sought-after village on the eastern edge of the Isle of Wight and 5 Sandpipers is a beautifully furnished home, perfectly positioned on a quiet street j...
7 nights from £504
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 110 available holiday cottages and find the perfect one waiting for you.
