Cottages in Maidstone
Nestled within the heart of Kent (often referred to as The Garden of England), Maidstone is a fantastic base for a self catering holiday close to London. Whisk yourself away for a short break and spend a few blissful days exploring this beautiful town and its idyllic surroundings. Hop on a charming boat trip along the River Medway, explore Maidstone museum, and indulge in some retail therapy at the open air shopping centre, Fremlin Walk. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 4 self catering cottages in Maidstone
7 nights from £613 booking fees included
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 £613
7 nights from £538 booking fees included
Bloomsbury Cottage
61861 bedroom, dog friendly self catering cottage in Wadhurst.
For a digital detox head to the beautiful countryside of the High Weald National Landscape to stay at this unique timber-cladded barn that offers a peaceful escape just moments fro...
7 nights from £538
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 £525 booking fees included
Sawmill Cottage
44251 bedroom, dog-friendly self-catering cottage in Royal Tunbridge Wells.
On the site of the 18th Century sawmill and on the common across the road from The Pantiles, Sawmill Cottage is ideally suited for couples wishing to explore the Royal Spa town of ...
7 nights from £525
7 nights from £1136 booking fees included
Dunks Cottage
60744 bedroom, dog friendly self catering cottage near Cranbrook.
Overlooking the village green of Sandhurst, Kent, in the beautiful High Weald National Landscape (Area of Outstanding Natural Beauty), this wonderfully spacious, semi-detached cott...
7 nights from £1136
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Show properties within 20 miles of Maidstone
There are many wonderful day trips nearby, too. Sip award-winning wine at Balfour Winery, gawp at the beauty of Leeds Castle, and stretch your legs (and admire the scenery!) with a walk in the Kent Downs. If the coast is calling, head to the vibrant town of Whitstable for delicious seafood and plenty of traditional seaside charm.
