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Holiday Cottages

Holiday Cottages in Sissinghurst, Kent

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Below are listings for holiday cottages in Sissinghurst and the surrounding area. You can add your listing to this category here.

Mill Cottage

Cranbrook, 2.5 miles from Sissinghurst
£550.00 - £910.00 (per week)

Mill Cottage, converted from a farm building with lovely views over a pond and paddocks, is situated on a working farm in Benenden, near Cranbrook in Kent. It is an ideal place from which to explore the attractions of a number of castles and gardens, including Sissinghurst, Scotney, Leeds and ... more

Dairy Cottage

Cranbrook, 3.9 miles from Sissinghurst
£390.00 - £665.00 (per week)

Dairy Cottage is a delightful holiday home, with its own pretty garden within the owners' grounds. It is tastefully decorated and well set out, providing an ideal space for families. Located close to both Benenden and Rolvenden, it is within easy reach of Hole Park, Scotney Castle, Smallhythe Place and National ... more

Courtyard Cottage

Tunbridge Wells, 7 miles from Sissinghurst
£313.00 - £600.00 (per week)

Golfers and gardeners dream - lovely little cottage in the heart of a country estate - once the brewery to the main house next door - with a golf course and acres of wonderful grounds to explore.Size: Sleeps 2, 1 bedroom Nearest beach: 21 miles Nearest amenities: 1 mile Pets: ... more

Amberstone Cottage

Ashford, 6.2 miles from Sissinghurst
£389.00 - £655.00 (per week)

This idyllic two-bedroom country cottage is attractively decorated throughout and is ideal for families looking to make the most of the properties rural location and the nearby local amenities. Maintaining period charm throughout, the cottage houses beautiful traditional features including an Inglenook fireplace in the living room, a roll top ... more

Honeysuckle Cottage

Ashford, 3.4 miles from Sissinghurst
£430.00 - £660.00 (per week)

Located in the grounds of a beautiful estate, Honeysuckle Cottage is a spacious and well presented cottage that is perfect for a countryside retreat. It is well equipped with everything that you could need, and has the added luxuries of a wood burning stove and a freesat TV. Here you are immersed in ... more

Violet Cottage

Cranbrook, 1.4 miles from Sissinghurst
£290.00 - £495.00 (per week)

Violet Cottage, situated at the end of a terrace in the heart of the market town of Cranbrook, is an ideal location from which to explore the attractions of the Kent Weald where there are gardens and National Trust properties to visit. There are restaurants, shops, pubs, bistros and cafes ... more

Orchard Cottage

Cranbrook, 0.5 miles from Sissinghurst
£395.00 - £690.00 (per week)

Orchard Cottage, detached and weatherboarded, is situated on the outskirts of the town of Cranbrook with its restaurants, pubs, variety of shops and leisure centre in Kent. The property is ideal for exploring the attractions of the area with Sissinghurst and Leeds Castles close by and the station at Staplehurst ... more

Wisteria Cottage

Cranbrook, 1.3 miles from Sissinghurst
£354.00 - £575.00 (per week)

Wisteria Cottage, on three floors, is situated near the Union Mill in Cranbrook in Kent, a few minutes from the High Street where there are restaurants, delicatessens, pubs and interesting shops. The cottage has its own secluded garden and garage and a few miles away are the Sissinghurst Castle gardens ... more

Smugley Cottage

Cranbrook, 4.2 miles from Sissinghurst
£283.00 - £540.00 (per week)

Smugley Cottage, a converted farm building, is situated in a peaceful location at the end of the drive to the farm, close to the village of Goudhurst where there are good restaurants, pubs, bakery and shops. There are lovely views of the Kent countryside and the use of the owner's ... more

Little Nut Cottage

Cranbrook, 0.8 miles from Sissinghurst
£360.00 - £560.00 (per week)

Located in the grounds of the owner's house is Little Nut Cottage - a spacious and well presented cottage that is perfect for a couple looking for a countryside retreat. It is well equipped with everything that you could need, and has the added luxuries of a wood burning stove ... more

Weavers Cottage

Cranbrook, 5.1 miles from Sissinghurst
£415.00 - £665.00 (per week)

Weavers Cottage is a charming weather boarded mid terrace cottage in the very pretty village of Rolvenden.  Within walking distance to the village and pub and with wonderful views of the church, which hosts a popular Farmer's Market every Thursday morning.  Within an easy drive to Tenterden and the coast.Size: ... more

Popes Row Cottage

Cranbrook, 6 miles from Sissinghurst
£317.00 - £605.00 (per week)

An 18th century terraced cottage in a small hamlet close to Scotney Castle.  Easy walking and cycling from the doorstep and surrounded by the beautiful Kentish countryside and this property welcomes pets.  It is close to Bewl Water and Bedgebury National Pinetum, Sissinghurst Castle, Tunbridge Wells and many more places of interest. ... more

Barclay Farmhouse Cottage

Ashford, 3.7 miles from Sissinghurst
£350.00 - £655.00 (per week)

This cosy two-bedroom country cottage close to the quaint village of Biddenden features bright and well presented interiors throughout. The private garden features an abundance of greenery, with the outdoor furniture making this an ideal spot for both alfresco dining and simply relaxing in the peaceful rural location. Inside, the ... more

Marigold Cottage

Cranbrook, 6.1 miles from Sissinghurst
£465.00 - £730.00 (per week)

Marigold Cottage is beautifully presented throughout with a lovely inglenook fireplace.  The cottage is set in the rural village of Rolvenden Layne which is not too far from Tenterden, with its bustling tree-lined high street full of shops and cafes.Size: Sleeps up to 5, 3 bedroomsNearest beach: 12 milesNearest amenities: 1 milePets: Allowed at this ... more

Quince Cottage

Tenterden, 6.2 miles from Sissinghurst
£434.00 - £780.00 (per week)

Lovely Georgian cottage in tree-lined Tenterden High Street - perfectly placed for all the great shops, restaurants and pubs in this popular town. There is even a leisure centre with swimming pool for the children at the other end of the High Street! Size: Sleeps 5 in 3 bedrooms Nearest ... more

The Old Cobblers Cottage

Cranbrook, 0.1 miles from Sissinghurst
£450.00 - £690.00 (per week)

This property is full of original beams and antique furniture and is perfectly located in the centre of Sissinghurst for visiting many famous gardens and castles.  The property has been beautifully furnished and has a wood burning stove in the sitting room and a separate snug TV room for listening ... more

Barn Cottage

Cranbrook, 5.7 miles from Sissinghurst
£621.00 - £960.00 (per week)

Character barn in central village location close to shops, pub, garage, tea rooms. Great family accommodation.Size: Sleeps 8Nearest beach: 14 milesNearest amenities: 0.5 milePets: No pets allowed at this propertyShort breaks: Allowed at this propertySmoking: Not allowed at this propertyLuxuries: DVD player SkyGeneral: Central heating, working wood fire and wall-mounted ... more

Penhill Cottage

Tenterden, 5.1 miles from Sissinghurst
£399.00 - £750.00 (per week)

If you can tear yourself from this peaceful countryside location, there is so much to explore locally including the coast at Hastings or Camber, golfing, castles such as Bodium and Leeds, gardens and shopping. Penhill Cottage is a traditional semi detached farm cottage with a delightful garden. Size: Sleeps up ... more

Pound Hill Cottage

Cranbrook, 2.7 miles from Sissinghurst
£315.00 - £510.00 (per week)

Pound Hill Cottage, a detached conversion of a barn on Pound Hill Farm, is situated in rural Kent close to the village of Frittenden which has a small shop and pub. It is a good place from which to explore the beautiful countryside of the Kent Weald with Sissinghurst gardens ... more

Bull Cottage

Cranbrook, 2.5 miles from Sissinghurst
£414.00 - £750.00 (per week)

Bull Cottage is a converted farm building with splendid views and is situated on a working farm in the countryside of Kent. There are many interesting and attractive towns to visit including Cranbrook as well as the beautiful gardens of Sissinghurst Castle and numerous other castles. Bewl Water Reservoir and ... more


Staplehurst, 2.4 miles from Sissinghurst

Ramsden Farm Cottage

Ramsden Farm Cottage
Benenden, 3.8 miles from Sissinghurst
£560.00 - £800.00 (per week)
01580 240 203
07960 335 547
Ramsden Farm Cottage


Staplehurst, 2.4 miles from Sissinghurst
01892 823 062

Freedom Holiday Homes

Cranbrook, 1.3 miles from Sissinghurst
01580 720 770

Country Farmhouse Holiday

Country Farmhouse Holiday
High Halden, 5.9 miles from Sissinghurst
£1,500.00 - £3,850.00 (per week)
01233 850 966
Country Farmhouse Holiday


Staplehurst, 2.4 miles from Sissinghurst
01892 823 062

Quince Cottage

Quince Cottage
Tenterden, 6.2 miles from Sissinghurst
£395.00 - £750.00 (per week)
07872 425 627
Quince Cottage


Staplehurst, 2.4 miles from Sissinghurst
01892 823 062

Cosy, Characterful, Holiday Cottage

Sandhurst, 5.7 miles from Sissinghurst


Staplehurst, 2.4 miles from Sissinghurst
01892 823 062

Bourne Farm Oast

Sandhurst, 6.1 miles from Sissinghurst
01580 851 071
07990 525 890

What's On in Sissinghurst?

  • Weight Loss Surgery - Free Open Event

    Saturday 23rd June @ 10:30am
    Location: Benenden

    Discover Elipse, the weight loss balloon you can swallow, and our range of bariatric procedures at our FREE Weight loss ... more

  • Bus Rally

    Sunday 24th June @ 10:00am
    Location: Tenterden

    Head to the Kent & East Sussex Railway on Sunday 24th June for a Bus Rally at Tenterden Station. During ... more

  • Dvorak Cello Concerto

    Sunday 24th June
    Location: Benenden

    Please come to this beautiful concert in aid of the Hospice in the Weald at Benenden School. We are thrilled ... more

  • Oberon's Cure

    Wednesday 18th July @ 7:30pm
    Location: Sandhurst

    The very popular Rude Mechanical Theatre Company will be coming back to Sandhurst Recreation Ground this summer on Wednesday 18th ... more


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