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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

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Charming Maidstone Cottage

South East Kent Maidstone

S137698

Create memories you’ll never forget whilst staying at the 14th-century medieval hall, perfect for celebrations all year round.
Ground Floor:
Galleried entrance hall.
Drawing room/libr...
Sleeps 10

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Tasteful Maidstone Apartment

South East Kent Maidstone

S44913

A great country retreat. This romantic hideaway makes the perfect base for two in a peaceful and tranquil setting.

S44913 is a quaint and comfortable property adjacent to the owner’s home. Located in a rural area near Maidstone, ...
Sleeps 2

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Tasteful MAIDSTONE Rental

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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Inviting MAIDSTONE Rental

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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Tasteful Bearsted Cottage

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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Gorgeous Maidstone Rental

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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Exquisite MAIDSTONE Cottage

South East Kent Maidstone

S123307
Sleeps 2

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Inviting Maidstone House

South East Kent Maidstone

S42558
Sleeps 3

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Delightful Maidstone Apartment

South East Kent Maidstone

S24502

Enjoy unlimited free access to Leeds Castle during your stay within the grounds and children will love the playground and falconry display.
Indulge yourself in a unique holiday cottage experience within the 500-acre parkland estate at Leeds ...
Sleeps 6

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Quaint Maidstone Cottage

South East Kent Maidstone

S85946

With a train station within easy reach of this barn conversion, this is a great base from which to explore London and its attractions.
S85946 is a superb barn conversion located in the village of Boxley in Kent. This semi-detached, single-st...
Sleeps 4

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Adorable Maidstone Cottage

South East Kent Maidstone

S24506

A quiet rural retreat
Winners of a 2015 Visit England ROSE award for service excellence, the owners of S24506 have been recognised for truly going the extra mile for their guests.
S24506 at Tudor Barn is a detached, converted propert...
Sleeps 6

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Delightful Maidstone Cottage

South East Kent Maidstone

S24497

This 400 year old thatched holiday cottage, in the middle of a row of three, is set back from the road in the pretty village of Yalding, in the ‘Garden of England’ surrounded by apple orchards and hop fields. Yalding boasts one of the finest me...
Sleeps 4

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Splendid Marden House

South East Kent Maidstone Marden

S72450
Sleeps 15

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Charming Maidstone Cottage

South East Kent Maidstone

S24492

Part of a Kentish oast house and adjoining the owner’s home, this cosy holiday cottage, in an AONB, is in a tiny hamlet by the historic church of St Catherine Kingsdown. With direct access to public footpaths over fields and woodland. Doddingto...
Sleeps 4

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Adorable Maidstone Cottage

South East Kent Maidstone

S44380

S44380 is a quaint and comfortable, semi-detached annexe, attached to the owners’ home and located in the countryside of Trottiscliffe in Kent. Accessed by a rough track and boasting stunning views across the rolling hills, guests can enjoy a r...
Sleeps 3

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Beautiful Maidstone Apartment

South East Kent Maidstone

S24493

Part of a Kentish Oast House, this apartment has walking from the doorstep, as well as golf and fishing nearby.
This tastefully converted first floor apartment adjoins the owners home and is part of a Kentish Oast House. Walks abound from th...
Sleeps 3

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Attractive Maidstone Apartment

South East Kent Maidstone

S24505

Indulge yourself in a unique holiday cottage experience within the 500-acre parkland estate at Leeds Castle, referred to as ’The loveliest castle in the world’. It is set on two islands on the River Len in the heart of the county of Kent, renow...
Sleeps 6

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Stunning Maidstone Cottage

South East Kent Maidstone

S24509

S24509 has been converted from a 1930s bungalow to a contemporary dormer bungalow with conservatory. This detached holiday property, adjacent to the owners’ home, is located on the picturesque Isle of Sheppey. With views of the sea and a ...
Sleeps 7

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Captivating Maidstone Cottage

South East Kent Maidstone

S24488

Originally stables to the main farmhouse, this 16th-century Grade II listed property has been carefully converted to provide an ideal holiday base from which to explore the ‘Garden of England’. Set in the heart of the North Downs, surr...
Sleeps 6

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Luxury Maidstone Apartment

South East Kent Maidstone

S24500

With Leeds Castle literally on your doorstep and a free ticket included for guests you will want to return again and again!. Indulge yourself in a unique holiday cottage experience within the 500-acre parkland estate at Leeds Castle, referred to a...
Sleeps 6

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Beautiful Maidstone Cottage

South East Kent Maidstone

S24496

Within easy reach of a mainline train station with links to London or enjoy the tranquillity of the countryside in this conservation area.
This stylishly renovated, semi-detached holiday barn lies on the edge of a very pretty village on the ...
Sleeps 7

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Luxury Maidstone 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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Gorgeous Maidstone Cottage

South East Kent Maidstone

S40968

With its private garden, Lily’s Barn is ideally located for a countryside break and close to walking routes and an RSPB site.
This renovated barn, which is attached to the owner’s property, is at the end of a quiet lane, surround...
Sleeps 4

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Adorable Maidstone Cottage

South East Kent Maidstone

S24489

Enjoy a holiday in this unique property, formerly a water tower, with plenty of activities nearby, including walking and pony trekking.
Sympathetically converted to provide quality holiday accommodation with unique circular rooms, this spaci...
Sleeps 4

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