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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

    • Last Minute Cottages - Charming Maidstone  Cottage S137698

    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

  • Special Offers Available

    • Last Minute Cottages - Tasteful Maidstone Apartment S44913

    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, ...

  • Special Offers Available

    • Last Minute Cottages - Tasteful Maidstone Rental S10457

    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/...

  • Special Offers Available

    • Last Minute Cottages - Inviting Maidstone Rental S10325

    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...

  • Special Offers Available

    • Last Minute Cottages - Tasteful Bearsted Cottage S136874

    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

  • Special Offers Available

    • Last Minute Cottages - Gorgeous Maidstone Rental S25419

    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...

  • Special Offers Available

    • Last Minute Cottages - Exquisite Maidstone Cottage S123307

    Exquisite MAIDSTONE Cottage

    South East Kent Maidstone

    S123307

  • Special Offers Available

    • Last Minute Cottages - Inviting Maidstone House S42558

    Inviting Maidstone House

    South East Kent Maidstone

    S42558

  • Special Offers Available

    • Last Minute Cottages - Delightful Maidstone Apartment S24502

    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 ...

  • Special Offers Available

    • Last Minute Cottages - Quaint Maidstone Cottage S85946

    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...

  • Special Offers Available

    • Last Minute Cottages - Adorable Maidstone Cottage S24506

    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...

  • Special Offers Available

    • Last Minute Cottages - Delightful Maidstone Cottage S24497

    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...

  • Special Offers Available

    • Last Minute Cottages - Splendid Marden House S72450

    Splendid Marden House

    South East Kent Maidstone Marden

    S72450

    Sleeps 15

  • Special Offers Available

    • Last Minute Cottages - Charming Maidstone Cottage S24492

    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...

  • Special Offers Available

    • Last Minute Cottages - Adorable Maidstone Cottage S44380

    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...

  • Special Offers Available

    • Last Minute Cottages - Beautiful Maidstone Apartment S24493

    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...

  • Special Offers Available

    • Last Minute Cottages - Attractive Maidstone Apartment S24505

    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...

  • Special Offers Available

    • Last Minute Cottages - Stunning Maidstone Cottage S24509

    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 ...

  • Special Offers Available

    • Last Minute Cottages - Captivating Maidstone Cottage S24488

    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...

  • Special Offers Available

    • Last Minute Cottages - Luxury Maidstone Apartment S24500

    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...

  • Special Offers Available

    • Last Minute Cottages - Beautiful Maidstone Cottage S24496

    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 ...

  • Special Offers Available

    • Last Minute Cottages - Luxury Maidstone Cottage S41311

    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...

  • Special Offers Available

    • Last Minute Cottages - Gorgeous Maidstone Cottage S40968

    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...

  • Special Offers Available

    • Last Minute Cottages - Adorable Maidstone Cottage S24489

    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...

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