
House vacation rentals in Chiddingstone
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Top-rated house rentals in Chiddingstone
Guests agree: these houses are highly rated for location, cleanliness, and more.

Country Home on Ashdown Forest
(100th birthday of Winnie the Pooh very close to AA Milne's home & Pooh Bridge.) A Detached Rustic Arts & Crafts Country House built in 1928. Spacious bedrooms & 2 extensive reception spaces & large open-plan kitchen/diner/breakfast space. Acres of extremely private and tranquil Bluebell woodland & lawns in a peaceful and private wildlife location. Ideal for modest reunions and small groups, quiet getaways, walking, cycling & nearby country pubs. Near vibrant Forest Row & Royal Tunbridge Wells.
ValueLocationAccuracy
4.84 out of 5 average rating, 159 reviews
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.
ValueFamilyBreakfast
4.9 out of 5 average rating, 396 reviews
Taylour House - Historic, unique, yet modern
Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.
ValueLocationAmenities
4.98 out of 5 average rating, 123 reviews
*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!
FamilyLocationComfort
4.98 out of 5 average rating, 128 reviews
Amazing large pristine heated pool, country views
Unique eco sustainable guest house built in 2022 with stunning views over private fields lined with Oak Trees as well as views overlooking a private new pristine 17m swimming pool. The beautiful pool is heated from March 2026. Quiet location, country walks (close to National Park) and a local pub 1 mile away. Modern, new stylish interiors with a cosy wood burner (in Winter months) and a large patio, BBQ and fire pit outside (wood not included). Conveniently located 15 miles to Gatwick Airport.
LocationValueBathroom
4.89 out of 5 average rating, 285 reviews
Oast Farmhouse, Ide Hill, Hever, Edenbridge
The Oast House is on a private Tudor Estate. A listed mid-Victorian property has charming period features, a large garden and storage. It theoretically sleeps 10 but suitable for 7 if one prefers sleeping alone. Terrific for group bookings, cycling and triathlon participants, temp workers, golfers, extended families in area for special occasions, corporate charity rides, or bake off weekends! Perfect for visiting Tudor England all around beautiful West Kent. We are 35 mins from South London
FamilyLocationGetting around
4.96 out of 5 average rating, 358 reviews
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.
LocationFamilyCleanliness
4.98 out of 5 average rating, 147 reviews
Cosy Spacious House Town Tunbridge Wells Parking
A welcoming and spacious Victorian townhouse close to the centre with its bars restaurants and cafes and parks .Street parking (free) outside house in quiet road used only by residents. Fast unbreakable wifi. Three comfy large bedrooms, two relaxing reception rooms and a fab kitchen dining room. Downstairs sofa- bed . Modern bathroom power shower and downstairs cloakroom. Space to relax and newly upgraded wifi. Breakfast fresh coffee provided A home from home games books yoga stuff.
ValueLocationGrill
4.98 out of 5 average rating, 412 reviews
Bull Cottage, Sheffield Park
A beautiful, 16th century cottage in an area of outstanding natural beauty close to the village of Fletching in East Sussex. Very much a home from home, you can step into a little bit of history with its numerous period features including oak beams, wattle and daub walls and an inglenook fireplace. Cosy in winter and cool in the summer months, it is a great place to unwind and get away from it all, whilst also being on the doorstep of many local walks, pubs and attractions.
LocationFamilyBreakfast
4.97 out of 5 average rating, 108 reviews
Magical Rural Oast House
Salters Green Oast House is reputed be the smallest oast in Sussex where hops used to be dried for the farmer's ale. Situated down a narrow lane off the A267on a quiet and secluded 64 acre cattle farm, which you are free to explore (though the cattle currently winter nearby), it is 15 minutes from Tunbridge Wells and about 30 mins drive from Eastbourne and the wider coast. Historic villages of Rotherfield and Mayfield are 5 mins away by car with pubs, cafes and shops.
FamilyValueBathroom
4.92 out of 5 average rating, 113 reviews
The Cowshed, Tunbridge Wells
Our renovated and extended 1920's cowshed. is a cosy retreat, 1 mile from the historic Pantiles of Tunbridge Wells and mainline station where London can be reached in around 50 minutes. It sits on the Kent and East Sussex border in an Area of Outstanding Natural Beauty. With its wide range of eating places and shops, Tunbridge Wells is a great base from which to explore the beautiful Garden of England. The owners live alongside the Cowshed but respect your privacy.
LocationFamilyCheckout
4.96 out of 5 average rating, 414 reviews
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.
LocationValueCondition
4.94 out of 5 average rating, 107 reviewsPopular amenities for Chiddingstone house rentals
House rentals with a pool

The Old Stable
FamilyValueIndoor spaces
4.96 out of 5 average rating, 313 reviews
Spacious barn with pool ideal for exploring Kent
FamilyValueKitchen
4.86 out of 5 average rating, 229 reviews
Sea 'n' Stars with Views, Decking, Wifi & Netflix
ValueLocationNearby
4.86 out of 5 average rating, 252 reviews
Woodland Escape with Heated Pool
LocationFamilyGrill
4.75 out of 5 average rating, 24 reviews
The Old Granary
FamilyLocationNearby
4.88 out of 5 average rating, 66 reviews
Great Higham Oast and Cottages - Book now for 2027
FamilyLocationAmenities
4.94 out of 5 average rating, 33 reviews
Little Rozel Retreat | Hot Tub, Swim Spa & Nature
LocationViewAmenities
5.0 out of 5 average rating, 7 reviews
Hastings Eco Retreat: Hot Tub & Swimming Pond
LocationFamilyAmenities
5.0 out of 5 average rating, 19 reviewsWeekly house rentals

Oast House near Battle
LocationValueParking
4.93 out of 5 average rating, 143 reviews
The Barn
ValueFamilyQuiet
4.94 out of 5 average rating, 133 reviews
A luxurious country retreat with Jacuzzi hot tub
LocationLayoutOutdoor spaces
5.0 out of 5 average rating, 60 reviews
Beautiful rural barn
LocationFamilySleep quality
4.91 out of 5 average rating, 32 reviews
The Old Cowshed
LocationFamilyAmenities
5.0 out of 5 average rating, 33 reviews
Lovely cottage garden flat
FamilyLocationKitchen
4.92 out of 5 average rating, 59 reviews
The Stables
ValueLocationTV
4.95 out of 5 average rating, 56 reviews
Straw Barn
ValueLocationCleanliness
4.9 out of 5 average rating, 83 reviewsPrivate house rentals

Kelowna - Sussex 5-bed house
LocationFamilyGetting around
5.0 out of 5 average rating, 23 reviews
Stable Cottage
LocationFamilyAmenities
5.0 out of 5 average rating, 36 reviews
Idyllic new build,2 bedroom cottage
LocationFamilyTV
4.94 out of 5 average rating, 62 reviews
Tunbridge Wells and The High Weald, AONB.
FamilyLocationCheck-in
4.84 out of 5 average rating, 58 reviews
Archway Lodge
FamilyLocationCheck-in
4.98 out of 5 average rating, 44 reviews
Deerkeepers - Boutique rural cottage
FamilyLocationBathroom
5.0 out of 5 average rating, 69 reviews
2 bed Sevenoaks house, direct trains to London
LocationParksWifi
4.87 out of 5 average rating, 15 reviews
A charming Grade 2* listed 17th Century cottage
FamilyValueHospitality
4.93 out of 5 average rating, 70 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Goodwood Motor Circuit
- Victoria Park
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace
- London Eye
- Windsor Castle
- British Museum





