Cottages with Enclosed Gardens on the Isle of Wight
Have your own little bit of the Isle of Wight marked out just for you with a holiday cottage that has an enclosed garden. If you have children in your party or would like to bring your canine chum to a dog-friendly cottage, then our enclosed-garden properties may hold the key. Pour through our available cottages and let your imagination run wild. A dream holiday is just around the corner. Read more
A holiday cottage with an enclosed garden can provide a sanctuary for your week away, or just provide peace of mind when the children are running around with the dog. Defying all but the most resolute escapees, our cottages with enclosed gardens will help to rein in adventurous legs. Sit back and relax and watch as your loved ones play in a private idyll. Our luxury cottages provide a real home-from-home on the Isle of Wight.
Isle of Wight Cottages that have an Enclosed Garden
Combining home comforts with modern luxuries, our self-catering holiday cottages on the Isle of Wight provide the perfect base to explore the island. Handpicked and personally inspected, each of our properties is of the finest quality around. At Classic Cottages, we want your whole experience to be as relaxed and easy as possible, and will always go the extra mile to ensure your holiday is the best it can be.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
We have 60 Isle of Wight cottages with enclosed gardens
7 nights from £592
Shore House
37783 bedroom self catering cottage with sea views in Seaview, Isle of Wight
A seaside sanctuary, Shore House is a three-storey beautifully decorated house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...
7 nights from £592
7 nights from £595
Primrose Cottage
36453 bedroom self catering cottage near the beach in St Helens, Isle of Wight
Primrose Cottage is a fully modernised and beautifully furnished Victorian three bedroom cottage situated just off the green in St Helens and offering everything you might need for...
7 nights from £595
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 £600
Merivale
42404 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
This lovely, light and spacious detached house located on Fairy Road in Seaview, just a short stroll from the seafront, makes a fantastic base for a wonderful holiday on the Isle o...
7 nights from £600
7 nights from £637
Raleigh Cottage
36473 bedroom self catering cottage near the beach in Seaview.
In a quiet position within a secluded courtyard in the village of Seaview, Raleigh Cottage is the perfect blend of old-world charm and contemporary comfort. It would suit a family ...
7 nights from £637
7 nights from £663
The Haven
40443 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight
A simply gorgeous three bedroom property just off St Helens' green on the eastern side of the Isle of Wight, The Haven is just a short walk from the coast and a ten minute stroll t...
7 nights from £663
7 nights from £546
Dickens Cottage
35914 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
This light, beautifully presented holiday home offers quality accommodation with wooden floors, whitewashed walls and interesting prints and furnishings lending splashes of colour ...
7 nights from £546
7 nights from £700
Seagrove House
42513 bedroom self catering apartment with sea views in Seagrove Bay, Isle of Wight
In the most spectacular location just a few metres from Seagrove Bay, this two-storey apartment is in a prime holiday location with a large decked balcony to admire the stunning se...
7 nights from £700
7 nights from £510
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. This detached property has a ground floo...
7 nights from £510
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 £545
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 £545
7 nights from £559
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 £559