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. 

Isle of Wight Ferry Booking 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

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £545

3 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...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £545

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £611

4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


This bright, spacious detached house, on a quiet lane is just a 10 minute walk from the beautiful beach at Seagrove Bay. Furnished to a high standard, with four good-sized bedrooms...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £611

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £682

5 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...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £682

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £689

4 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 ...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £689

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £724

5 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...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £724

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £750

4 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.


A spacious family home, 17 Sandcove Rise is located on a quiet cul-de-sac in the pretty village of Seaview. It would suit a large family or several couples or friends traveling tog...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £750

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £799

4 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...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £799

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £841

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight


With stunning sea views from not one but two balconies Solent View Road is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskir...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £841

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £850

4 bedroom self catering cottage near the beach in Seaview, Isle of Wight


This completely refurbished cottage is nestled at the end of Ryde Road, just a short walk from the beach and Seaview village. With off-street parking and a lovely large garden to t...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £850

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £852

4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Walnut Cottage is a real find if you're looking for a spot of luxury on holiday. Tucked away in central Seaview village Walnut offers spacious accommodation over two floors and an ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £852

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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