Dog friendly cottages in South England with an enclosed garden.
Love your dogs and think your holiday wouldn’t be complete without them by your side, then this list of South England cottages with enclosed gardens is for you. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 35 dog friendly cottages with enclosed gardens in South England.
7 nights from £585 *
The Laundry
56502 bedroom, dog friendly self catering cottage near Polegate.
This retro-style retreat is the perfect place to relax, recharge and reconnect. It sits in the picturesque downland village of Jevington within the South Downs National Park, just ...
7 nights from £585 *
7 nights from £672 *
Daisy Cottage
48242 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Daisy Cottage is a lovely cosy and welcoming mid terrace cottage nestled in the heart of Bembridge. Located in one of the most desirable areas to live in on the Isle of Wight, this...
7 nights from £672 *
7 nights from £714 *
Escape Away
56122 bedroom, dog friendly self catering cottage near the beach in Freshwater.
Close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base yourself for a peaceful and relaxing h...
7 nights from £714 *
7 nights from £714 *
Driftwood
56132 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight.
Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as much as you do. Th...
7 nights from £714 *
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7 nights from £763 *
Underwood Cabin
49953 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
Nestled next to St Hubert's Lodge surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful rural retreat, perfectly situated on the edge of the Isle of ...
7 nights from £763 *
7 nights from £934 *
Sea Lights
49672 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.
Situated close to the beating heart of world-famous Cowes, lies the pretty coastal village of Gurnard, where you will find this handsome coastal ground floor pet-friendly apartment...
7 nights from £934 *
7 nights from £1159 *
Saye House
45734 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...
7 nights from £1159 *
7 nights from £558
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 small single. It has two private outdoor seating areas, the rear enclosed garden can only be ...
7 nights from £558
7 nights from £356
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 £356
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£328 off
4 Apr 2026 - 11 Apr 2026
From £684.00 £356.00
7 nights from £503
Weald View Cottage
52842 bedroom self catering cottage near Maidstone.
Perfectly situated in the heart of the Kent countryside, this pretty semi-detached cottage with spectacular views across the Kent Weald is ideally located for walkers, couples and ...
7 nights from £503
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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 in South England.
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.