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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

    • Big Cottages - D 'Arcy Spice

    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...

  • Special Offers Available

    • Big Cottages - The Guard's House - 27988

    The Guard's House - 27988

    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

    • Big Cottages - Battel Hall - UKC3940

    Battel Hall - UKC3940

    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

    • Big Cottages - The Guards House, Leeds Castle

    The Guards House, Leeds Castle

    South East Kent Maidstone Broomfield and Kingswood Broomfield

    S167664

    Nestled within the grounds of the beautiful Leeds Castle in Kent sits this quaint holiday cottage. A wonderful base from which to build a perfect holiday with the family, in a fabulous, unique location.
    Services
    Includes free a...

  • Special Offers Available

    • Big Cottages - Tree Top Cottage

    Tree Top Cottage

    South East Kent Maidstone

    S167235

    Charming period cottage with panoramic views across the Weald of Kent. Feel on top of the world here.
    Ground Floor
    Sitting room, seats 6 guests on sofas and chairs, log burning fire with starter logs provided, double aspect win...

  • Special Offers Available

    • Big Cottages - The Barn

    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...

  • Special Offers Available

    • Big Cottages - FCH46953

    FCH46953

    South East Kent Maidstone Marden

    S72450

    Sleeps 15

  • Special Offers Available

    • Big Cottages - Fiddlers Green

    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.


    • ...

  • Special Offers Available

    • Big Cottages - Tudorhurst Cott

    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...

  • Special Offers Available

    • Big Cottages - Cradducks Oast

    Cradducks Oast

    South East Kent Maidstone Staplehurst

    S10353

    This gorgeous oast house, set within ten acres of grounds which includes paddocks, fields and orchards, has been converted with great style by the owners to provide wonderful accommodation for all the family - including...

  • Special Offers Available

    • Big Cottages - EARLS COTTAGE

    EARLS COTTAGE

    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

    • Big Cottages - JEFFERSON VILLA

    JEFFERSON VILLA

    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

    • Big Cottages - HUCKING COURT STABLE

    HUCKING COURT STABLE

    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

    • Big Cottages - THE GRANARY

    THE GRANARY

    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

    • Big Cottages - Battel Hall

    Battel Hall

    South East Kent Maidstone

    S167565

    It’s not everyday we get to live like a Lord and Lady, but a stay at S167565, a 14th century medieval manor house, will transport you back in time. Exquisitely refurbished with classic English interiors with an eclectic modern twist.
    Ser...

    Sleeps 10

  • Special Offers Available

    • Big Cottages - Battel Hall Oast

    Battel Hall Oast

    South East Kent Maidstone

    S167651

    Enjoy access to the wonderful Leeds Castle whilst staying at the oast, and enjoy the beautiful surrounding countryside.
    Services
    Wi-Fi
    Central heating. Stairs to First Floor
    Fully fitted kitchen with cooker, ...

  • Special Offers Available

    • Big Cottages - Battel Hall and Oast

    Battel Hall and Oast

    South East Kent Maidstone

    S167606

    It’s not everyday we get to live like a Lord and Lady, but a stay at Battel Hall, a 14th century medieval manor house, will transport you back in time. Exquisitely refurbished with classic English interiors and an eclectic modern twist.
    ...

    Sleeps 14

  • Special Offers Available

    • Big Cottages - Home Farm

    Home Farm

    South East Kent Maidstone Lenham

    S167679

    A gorgeous 600 year old farmhouse with many original features, four poster beds, a music room and cinema room - you’ll feel at home at S167679 as soon as you arrive.
    Ground Floor
    Sitting room with wood burner, TV and DVD player...

  • Special Offers Available

    • Big Cottages - Church Barn - Le Grande

    Church Barn - Le Grande

    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

    • Big Cottages - Little Barn

    Little Barn

    South East Kent Maidstone Headcorn

    S133324

    S133324 is a spacious conversion, decorated in a light modern style with wood flooring throughout the ground floor and fitted to the highest standards.  It offers very comfortable accommodation for groups of friends or families looking for...

  • Special Offers Available

    • Big Cottages - Pilgrim Cottage

    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...

  • Special Offers Available

    • Big Cottages - Keepers House, Leeds Castle

    Keepers House, Leeds Castle

    South East Kent Maidstone Broomfield and Kingswood Broomfield

    S167667

    Stylish and calming decor throughout the home invites you to relax, step on to the patio and unwind with a coffee and see if you can spot the resident peacock!. Ground Floor
    Hallway with space for coats and shoes
    Kitchen with AG...

    Sleeps 10

  • Special Offers Available

    • Big Cottages - Woolhouse Barn

    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...

  • Special Offers Available

    • Big Cottages - Knights Cottage - 27986

    Knights Cottage - 27986

    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 ...

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