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Holiday Cottages In Maidstone To Rent

Home to the 'loveliest castle in the world', Maidstone is the historic jewel in Kent's gleaming crown, and a wonderful southeastern break. We’ve got plenty of holidays cottages in Maidstone that'll bring you close to not only the famous grandeur of Leeds castle, but Maidstone’s wonderful river passageways, country parks, museums and more. And if after a break away from the hustle and bustle, you can always immerse yourself in a world of hideaway Tudor houses and intimate gastro pubs, as Maidstone has it all.

Maidstone lives up to Kent’s ‘Garden of England’ nickname, with a scattering of beautifully manicured gardens, wild river valleys and age-old woodland. In love with England of the past, whilst still embracing the modern life of bustling high streets and high-adrenaline adventure parks, Maidstone is a diverse destination full of rustic and contemporary holiday cottages. If you want that bit-of-everything break, then Maidstone might just be the perfect spot!

Maidstone Cottages

Special Offers Available
D 'Arcy Spice

South East Kent Maidstone

S10325

D'Arcy Spice is a spacious and attractive lodge in the centre of a working fruit farm - and is named after an ancient variety of apple. Walk up the hill to the village - with three pubs - or visit the owners wonderful South American Paso Fino h...
Sleeps 6

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Hoplets Two

South East Kent Maidstone West Farleigh

S10439

S10439 is situated in lovely countryside in West Farleigh in Kent and is part of a row of converted cottages which have retained original features. This comfortable property offers walks across fields close to a river as well as the attractions...
Sleeps 2

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Innishfree

South East Kent Maidstone

S10457

Size: sleeps 4 in 2 bedroomsNearest beach: 24 milesNearest amenities: 0.5 milesPets: Not accepted at this property. Short Breaks: Available at this propertySmoking: No allowed at this propertyRooms: 2 bedrooms - 1 en-suite, sitting/dining/...
Sleeps 4

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Woolhouse Barn

South East Kent Maidstone Hunton

S167803

Stunning contemporary country home with extensive rural views perfect for a family get together.
Ground Floor
Entrance is into a hall, with a door leading into the main bedroom with en-suite shower room.
Open plan living roo...
Sleeps 5

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West View Cottage

South East Kent Maidstone

S41311

You may want to visit Eagle heights, one of the UK’s largest bird centres, or experience a track day driving experience.
This thoughtfully furnished boutique-style holiday cottage makes an ideal base in rural Kent, ‘The Garden of...
Sleeps 3

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Pilgrim Cottage

South East Kent Maidstone Hollingbourne

S167428

What a find in Hollingbourne. This delightful 1840’s beautifully furnished family cottage is close to Leeds Castle and just minutes from The Pilgrims’ Way footpath.
Ground Floor
Sitting room 1 seating 3, feature fireplace
Si...
Sleeps 6

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Keepers Cabin

South East Kent Maidstone

S105751

Keeper Cabin is a single-storey log cabin nestled on the owner’s working farm set in the picturesque Kent countryside.
These two detached, single-storey log cabins are nestled on the owner’s working sheep and pheasant farm in the...
Sleeps 4

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Church View - 24731

South East Kent Maidstone

S24498

Perfect for a couple and offering wheelchair access. Converted to a good standard, the adjoining Bearsted Barns reside in an Area of Outstanding Natural Beauty in the owner’s 3½ acres of grounds with access to a further 15 acres known...
Sleeps 2

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Stables - 24734

South East Kent Maidstone

S24494

With wheelchair access and all on the ground floor this barn makes a great base for touring The Garden of England.
Converted to a good standard, the adjoining Bearsted Barns reside in an Area of Outstanding Natural Beauty in the owner’...
Sleeps 2

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Clerys

South East Kent Maidstone Bearsted

S136874

From this spacious and elegant property, which lies on the edge of the North Downs, you can easily visit Canterbury or the coast at Whitstable.
Ground Floor:
Living room: With gas log-effect fire, and d...
Sleeps 11

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The Barn

South East Kent Maidstone

S25419

S25419 is a barn conversion in the village of East Farleigh just three miles from Maidstone. The cottage sleeps six people in one king-size double bedroom with en-suite shower, one twin with single (on request), one single bedroom and one cot room...
Sleeps 6

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The Summer House

South East Kent Maidstone

S123307
Sleeps 2

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FCH36328

South East Kent Maidstone

S42558
Sleeps 3

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FCH46953

South East Kent Maidstone Marden

S72450
Sleeps 15

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Bay Tree Cottage

South East Kent Maidstone

S10344

Originally a farm workers cottage which is now completely renovated to a high standard and sits in a wonderful rural location with great views. This property is attached to MD442 Weald View Cottage.Size: Sleeps up to 4, 2 bedroomsNearest ...
Sleeps 4

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Orchard Cottage

South East Kent Maidstone Chart Sutton

S10315

S10315, detached and in lovely countryside, is situated in the centre of a Kent orchard along a farm track near the village of Chart Sutton with its shop and restaurant/pub. This part of the Kent Weald is near Maidstone with access by train to ...
Sleeps 4

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Tudorhurst Cott

South East Kent Maidstone Staplehurst

S10444

S10444age, a detached cottage set in the owners' grounds yet with its own enclosed garden and patio, is close to the village of Staplehurst in Kent where there is a railway station giving access to London and the coast. There are many attractio...
Sleeps 6

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Lime Trees

South East Kent Maidstone

S10532

S10532 is a quality single storey converted farm building, furnished to the highest standard. However, it is most notable for what is outside - 2 acres of stunning grounds to be shared with the owners, a private walled courtyard in which to enj...
Sleeps 4

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The Hop Barn

South East Kent Maidstone Staplehurst

S10455

S10455 is a detached barn conversion located off a quiet country lane in the grounds of the owners' 16th century farmhouse. It has a spectacular living area with an entertainment centre, luxury bathrooms and bedrooms all with exposed beams...
Sleeps 4

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California Annexe

South East Kent Maidstone Staplehurst

S10540

S10540 has countryside views and is situated close to the owner's cottage in the small village of Hawkenbury in Kent. Only two miles away are Headcorn and Staplehurst, and there are many attractions including castles, Bluewater and Lakeside Sho...
Sleeps 4

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Fiddlers Green

South East Kent Maidstone Headcorn

S10394
This wonderful country house is an interior designers dream - fantastic decor, furniture and real wow! factor. Add to this the "dancing horses" in the dressage yard right behind the house - making this a very special holiday base.

...
Sleeps 8

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Willow Barn

South East Kent Maidstone

S10493

S10493 is located beside the River Medway in the village of Aylesford with its shop, two pubs that serve food and restaurant. Aylesford Priory, home to the Carmelite Order of monks since the thirteenth century, is not far outside the village, a...
Sleeps 2

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Thyme Lodge

South East Kent Maidstone Staplehurst

S10512

These five lodges - Basil, Thyme, Rosemary, Fennel and Anise were originally retreats for an ancient Order of Nuns and are now delightful holiday homes located in superb peace and tranquility in park-like grounds w...
Sleeps 3

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Fennel Lodge

South East Kent Maidstone Staplehurst

S10565

These five lodges - Basil, Thyme, Rosemary, Fennel and Anise were originally retreats for an ancient Order of Nuns and are now delightful holiday homes located in superb peace and tranquility in park-like grounds with fruit trees, shrubs and or...
Sleeps 2

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