
House holiday rentals in Sissinghurst
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Top-rated house rentals in Sissinghurst
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Self-contained luxury annex
The Annex is a completely private part of our house for guests exclusive use, located in the historical Kentish village of Leeds, within walking distance to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle. The Kent show ground. 35 mins drive to Eurotunnel & 50 mins to Dover ferry port. 1 hour to London via train. The Annex has it's own private entrance, rear private patio area, sitting room/ fully equipped kitchenette, downstairs shower room/ large upstairs bedroom.
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1 Set Wood Barn, Tenterden
Kick back and relax in this calm, stylish space. Located at the end of a private lane, yet only a couple of miles from the centre of Tenterden. You will be staying on our farm where you are free to meet the sheep, pigs and even alpacas (they like chopped carrots!) Enjoy relaxing in the stylish kitchen/diner or sit out on the patio and hope to spot the deer in the neighbouring field.. There are plenty of places to visit nearby - Rye, Camber Sands, National Trust properties, steam trains, zoos.
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Little Appleby
Dog friendly Little Appleby is located in Egerton, rural Kent, the Garden of England. We are well placed for the tunnel with Folkestone, Le Shuttle 20 miles away. Egerton adjacent to Pluckley boasts many lovely country walks with huge Dering woods walkable from the listing and the villages of Goudhurst and Sissinghurst within 20 minutes. By car, Rye, Canterbury & Whitstable are within 40 minutes Ashford Designer outlet is 25 minutes away. The dog friendly restaurant and pub is a 5 minute walk.
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Jacks Cottage -
A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.
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*NEW* Perfect Location! Beautiful Cottage hideaway
Perfectly located for a short break, this beautiful fully renovated to a high standard Grade 2 listed cottage is a few minutes walk from 24 bars, pubs & restaurants in the popular market town of West Malling. We have a free parking space in town if required. Unfortunately steep narrow stairs means may not be ideal for the very young/old. 11 minute walk from train station to London, perfectly located for a weekend getaway. Supermarket, boutique shops, beauty salons & coffee shops await you!
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Stunning cottage overlooking Bodiam Castle
Lavender House is a beautifully restored period cottage in the heart of Ewhurst Green, with views over the iconic Bodiam Castle, one of the most photographed landmarks in East Sussex. Quirky cottage charm meets modern comfort throughout: bright, airy rooms, exposed character features and everything you need for a genuinely relaxing stay. Two generous outdoor spaces make the most of the sunshine, and the White Dog pub is literally 100 metres from the front - this property is one of a kind!
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Beach house in Dungeness
Beautiful Dungeness house right on the beach with ever changing views of the sea all year round. The house incorporates an original train carriage and the living space is open plan. The well equipped kitchen includes a generous dining table and chairs, which also looks out across the beach. There are two double bedrooms within the carriage as well as a shower room. An ideal place to explore Dungeness as well as discovering the wider area including Rye, Folkestone and the Romney Marsh.
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Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.
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Romantic Cottage near Kent Vineyards and Gardens
The barn is in the grounds of our 15th century house but nicely private. It’s decorated in modern rustic style, with underfloor heating and a wood burner. Outside is a fire pit for toasting marshmallows and stargazing before climbing into the king-size bed, dressed with soft Egyptian cotton. There's a walk-in rain shower and robes, books, DVDs, games, WiFi and a Smart TV. Tear yourself away to explore forests, gardens, vineyards, castles, and National Trust houses.
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Willow Cottage - Sleeps 4, Benenden Kent
We recently converted an outbuilding into a two bedroom house. The house is detached and purpose built. We aimed to create a space that was bright, airy and incorporated the gorgeous woodland and farmland around us. When you stay with us you can expect to be in a peaceful rural setting with stunning views which can be admired from either the patio or through the large bifold doors leading from the main living area. The Cottage is within our property.
ValueFamilyEV charging

Chill @ architect designed home with wild swimming
Skywood Barn is a tranquil and peaceful contemporary home, featuring a double height window in the main open plan space overlooking a pretty pond. The barn is secluded and views from the rest of the house are of fields and woodland surrounding the property. The deck down by the pond is the perfect spot to soak up the sun or take a cool dip. Gather around the fire pit at night to keep warm whilst having drinks or toasting marshmallows.
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The Yard Rye
The Yard is a two-bed interior-designed cottage in the citadel of the beautiful Cinque Port town of Rye. It is situated down a cobbled passageway next to a pretty tea room. PLEASE NOTE – The property can sleep up to two adults in the master bedroom and one child in the single, with a pull-out camp bed if needed for an extra child. We also have a travel cot for an infant. Please be aware we have a steep staircase.
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Popular amenities for Sissinghurst house rentals
House rentals with a pool

Jacobs Lodge - Beauport Holiday Park
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Whitstable | Sea View | Heated Pool | Games Room
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Sea 'n' Stars with Views, Decking, Wifi & Netflix
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The Manor Coach House
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The Old Stable
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Hastings Eco Retreat: Hot Tub & Swimming Pond
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Trinity House Cottage
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The Lighthouse, Kent Coast.
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Weekly house rentals

The Cowshed, Tunbridge Wells
LocationFamilyKitchen

Taylour House - Historic, unique, yet modern
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Biggin Farm bungalow
LocationFamilyNearby

Charming Cottage, free parking, in city walls.
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Bull Cottage, Sheffield Park
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Oast House near Battle
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Beachfront views of Rye Bay, with EV charger.
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14th-Century House in Rye's Historic Citadel
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Private house rentals

The Cart Shed @ East Stables (Independent Annex)
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Dog friendly country retreat near forest.
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The Beekeepers Barn
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Beach House in Dungeness Nature Reserve
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Ticehurst Charming Cottage Retreat
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Charming, tucked away cottage
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Delightful Georgian Town House
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Luxury Converted Groom’s Lodge 1 hour from London
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Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- The O2
- Emirates Stadium
- Tower Bridge
- Tottenham Hotspur Stadium
- Clapham Common
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben
- London Eye
- ExCeL London
- British Museum
- Primrose Hill
- Regent's Park
- St Paul's Cathedral





