
House holiday rentals in Chiddingstone
Find and book unique houses on Airbnb
Top-rated house rentals in Chiddingstone
Guests agree: These houses are highly rated for location, cleanliness and more.

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.

Unique character, cosy & relaxing, good location.
The Studio sleeps 4 and is situated to the left of the main house in a quiet secluded setting. The brick paved drive provides ample parking. The accommodation is bright, light and spacious with an open-plan lounge and dining area, a breakfast bar, fully fitted kitchen, two large characterful double bedrooms, (additional single bed on request), a bathroom with bath and shower unit. Two private patio areas, rear patio giving direct access to a large garden for you to explore, relax and enjoy.

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.

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.

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 with a self check in. Street parking outside house in quiet road used only by residents (no permit needed). 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.

*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!

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

Country Home on Ashdown Forest
100th birthday of Winnie the Pooh very close to AA Milne's home & Pooh Bridge. 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.

The Barn
Boutique Barn in quiet rural location, separate to main house, with off-street parking and own entrance. Very comfortable accommodation with living/dining room, separate kitchen with combination microwave oven and a ceramic hob for preparing simple meals and coffee machine. Situated in excellent location surrounded by National Trust land with its excellent country walks. Local pubs for all-day dining within easy distance. Easy access to Gatwick Airport and Redhill mainline train station.

Amazing house with sea views in Leigh-on-Sea
Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.

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.

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.
Popular amenities for Chiddingstone house rentals
House rentals with a pool

Jacobs Lodge - Beauport Holiday Park

Sea 'n' Stars with Views, Decking, Wifi & Netflix

Spring Farm Sussex

The Old Stable

Hastings Eco Retreat: Hot Tub & Swimming Pond

The Old Granary

Little Rozel Retreat | Hot Tub, Swim Spa & Nature

Spacious barn with pool ideal for exploring Kent
Weekly house rentals

The George & Dragon Cottage

Stable Cottage

Beautiful Countryside Cottage

Idyllic new build,2 bedroom cottage

A luxurious country retreat with Jacuzzi hot tub

Countryside Cottage with stunning views and tennis

A deluxe home to explore Sussex and beyond

Hay Barn
Private house rentals

Deep Well | Surrey Hills View Retreat

Self contained chalet annexe -Adults only-

Cosy home in the centre of town

Quiet modern house in Kent countryside

Luxury 2 Bed Barn Conversion near Ashdown Forest

Ticehurst Charming Cottage Retreat

Deerkeepers - Boutique rural cottage

Beautiful rural barn
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
- Goodwood Motor Circuit
- Clapham Common
- Thorpe Park Resort
- South Downs National Park
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben
- London Eye
- Windsor Castle
- ExCeL London





