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.
We have 72 Isle of Wight cottages with enclosed gardens
7 nights from £293
Berryl Mead View
39061 bedroom self-catering cottage near Ventnor, Isle of Wight
Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space. It is well-equipped throughout and has an extremely comfortable li...
7 nights from £293
7 nights from £495
The Cattle Byre
45352 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...
7 nights from £495
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 £378
Faithfull Cottage
36002 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is set...
7 nights from £378
7 nights from £382
Quiet Corner Cottage
36462 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Quiet Corner is a modestly furnished, comfortable, semi-detached bungalow situated in the popular village of Bembridge, less than a mile from Bembridge beach. As its name suggests ...
7 nights from £382
7 nights from £388
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 £388
7 nights from £388
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 £388
7 nights from £407
Blakes Barn
39072 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
If you are looking for a traditional cottage, look no further than Blakes Barn. Mattingly Farm is made up of three barns in total, Blakes Barn, Dairy Cottage (3912), and Orchard Co...
7 nights from £407
7 nights from £413
Newlands Cottage
36373 bedroom rural self catering cottage near the beach in St Helens, Isle of Wight
Newlands is a charming detached cottage located just off the green, in the picturesque village of St Helens. Its location is very peaceful yet within walking distance of the villag...
7 nights from £413
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 £416
1 Bagwich Barn
35012 bedroom, dog friendly cottage in a rural setting close to Godshill, Isle of Wight.
A barn conversion, in a rural setting, with a welcoming, rustic feel to it, 1 Bagwich Barn offers an ideal base in the middle of the The Isle of Wight, from which to explore north ...
7 nights from £416
7 nights from £425
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 freshly decorated, refurbished Victorian semi-detached house, complete with all modern amenities....
7 nights from £425