Dog friendly cottages on the Isle of Wight with an enclosed garden.
Love your dogs and think your holiday wouldn’t be complete without them by your side, then this list of Isle of Wight cottages with enclosed gardens is for you.Read more
As the saying goes, dogs are not our whole lives, but they make our lives whole. If you can’t bring yourself to leave your canine companion behind this holiday, fear not, as we have the perfect selection of luxury dog-friendly cottages for your break on the Isle of Wight.
All of the cottages in this list have enclosed gardens, so that you can enjoy some peace of mind. With a little extra privacy for yourself, and extra security for all but the very best of Houdini’s, you can enjoy your holiday within your very own sanctuary.
Whether you decide to head out for moorland strolls, coast path crawls or fun-filled days on the beach, you can return, put your feet (or paws) up and relax in your very own home-from-home.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
We have 31 dog friendly cottages with enclosed gardens in Isle of Wight.
7 nights from £340
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 £340
7 nights from £358
Quiet Corner Cottage
36462 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Quiet Corner is a modestly furnished, comfortable cottage situated in the popular village of Bembridge, less than a mile from Bembridge beach. As its name suggests it's tucked away...
7 nights from £358
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20% off
20 Dec 2019 - 27 Dec 2019
£687.76 £550.21
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 £364
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. The double bedroom with pleasant views across the fa...
7 nights from £364
7 nights from £364
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 £364
7 nights from £377
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 Isle of Wight, from which to explore north to s...
7 nights from £377
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20% off
21 Dec 2019 - 28 Dec 2019
£679.47 £543.57
7 nights from £388
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. Constructed from Island stone, the charm starts outside Blakes Barn with the beautiful brick work, t...
7 nights from £388
7 nights from £395
Spinnakers
36592 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, Spinnakers is situated on a small private estate within walking ...
7 nights from £395
7 nights from £550
Fairlawn
43242 bedroom, dog friendly holiday apartment with sea views in Seaview, Isle of Wight
This exceptionally spacious and tastefully decorated apartment is laid out over two floors with the sitting-room on the first floor to take full advantage of the wonderful sea view...
7 nights from £550
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £600
The Blue Beach House
43122 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
Beginning its life as accommodation for troops during the First World War, The Blue Beach House has undergone many transformations in its time until its present day status as a cha...
7 nights from £600
7 nights from £631 *
61 Solent View
40784 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...
7 nights from £631 *