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House vacation rentals in Chiddingstone

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Top-rated house rentals in Chiddingstone

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An aerial view of a country house surrounded by lush greenery and rolling hills. The property is nestled within extensive woodland, showcasing a harmonious blend of nature and architecture. Fields stretch into the distance, indicating a tranquil rural setting.

Home in East Sussex

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.

4.84 out of 5 average rating, 157 reviews

Top guest favorite

The oak-framed cottage is set against a clear blue sky, showcasing solar panels on the sloped roof. A spacious lawn surrounds the building, and wooden patio furniture is visible on the sunlit terrace, inviting outdoor relaxation.

Home in Heathfield

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.

4.9 out of 5 average rating, 393 reviews

Top guest favorite

Home in Edenbridge

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.

4.98 out of 5 average rating, 119 reviews

The eco-friendly guest house is featured with a wooden facade, reflecting the blue sky. The view showcases a serene swimming pool, bordered by landscaped greenery, offering a tranquil outdoor space for relaxation.

Home in Cowfold

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.

4.89 out of 5 average rating, 281 reviews

Top guest favorite

A well-lit bedroom displays a spacious bed with a light-colored headboard and pastel pink pillows. The walls feature a soft green hue, complemented by rustic wooden beams. A cozy armchair and a storage unit with baskets are positioned beside a large window, providing a view of the outdoors.

Home in West Malling

*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!

4.98 out of 5 average rating, 128 reviews

A charming lounge area features a detailed brick fireplace with a black chimney hood as its focal point. Two comfortable sofas adorned with decorative cushions are situated around a glass coffee table, accompanied by a vase of fresh flowers. Artwork decorates the walls, enhancing the cozy ambiance.

Home in West Kingsdown

Serene Woodland Home with Countryside Views

Are you Active? Are you into Motor Sports, Super Bikes, Golf, Cycling and Rambling? Or just looking to enjoy some Peace, Quiet & Beautiful rural countryside? Forget all your worries in this Stylish & Serene Woodland Home. This Premium Property is located on a quiet road on the edge of the rural Kentish Countryside but also on the doorstep of Brands Hatch, London Golf Club, stunning Cycling & Walking routes plus historic Knole Park, Ightham Mote, Chartwell, Hever Castle, Penshurst and more.

4.87 out of 5 average rating, 102 reviews

Top guest favorite

The image captures an aerial view of a charming Tudor property surrounded by lush greenery. Two distinctive white-tipped oast houses are prominently displayed, along with neatly manicured gardens and open spaces. The serene countryside landscape extends into the background, showcasing rolling hills.

Home in Ide Hill

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

4.96 out of 5 average rating, 355 reviews

Top guest favorite

Home in Detling

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.

4.98 out of 5 average rating, 144 reviews

The two-story country house is surrounded by lush greenery and colorful plants. Large windows invite natural light, while a set of steps leads to the main entrance. The expansive lawn offers a welcoming space to enjoy the outdoors.

Home in Waldron

Spring Farm Sussex

A charming six bedroom country house set in 9 acres of gardens, fields and woodland in the beautiful county of Sussex. The property has a tennis court, indoor heated swimming pool and snooker room. The property has three double bedrooms, a twin bedded room and two further bedrooms which can be configured as twin or double as required. There is a large lawn area as well as three large fields and woodland, in which you are free to amble around and appreciate the beautiful countryside.

4.91 out of 5 average rating, 143 reviews

Top guest favorite

A cozy living room is featured, showcasing a dark sofa paired with a light-colored armchair. A bookshelf holds an array of books, while plants are arranged around the room. Natural light filters through sheer curtains, highlighting the soft carpet and decorative rug.

Home in Royal Tunbridge Wells

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.

4.98 out of 5 average rating, 410 reviews

Top guest favorite

The exterior of the oast house is framed by lush green grass and a surrounding apple tree. Its distinctive conical roof and brick structure highlight its historical architecture. The two-story building features a combination of wooden siding and large windows, allowing natural light into the interior.

Home in Mayfield

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.

4.92 out of 5 average rating, 110 reviews

Top guest favorite

The contemporary barn-style home is nestled among lush greenery, overlooking a serene pond. Large windows reflect the natural surroundings, and a wooden deck extends toward the water, equipped with an umbrella for shade. Reeds and wild plants frame the tranquil scene.

Home in Benenden

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.

4.95 out of 5 average rating, 106 reviews

Popular amenities for Chiddingstone house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

The exterior of a charming wooden building features a symmetrical facade with large windows and rustic wooden shutters. Planters with vibrant flowers decorate the entryway, while a brick seating area is paired with wrought iron chairs, inviting relaxation amidst the countryside surroundings.

Home in Horsmonden

The Old Stable

4.96 out of 5 average rating, 311 reviews

Home in Camden Town

2BR Victorian cottage w/ Garden near Camden Mkt

4.78 out of 5 average rating, 125 reviews

A view from the deck captures two children playing in the open space. Tall grass frames the yard, with a small tree situated prominently. A golden field stretches into the distance under a clear blue sky, creating a serene outdoor atmosphere.

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

4.86 out of 5 average rating, 250 reviews

An aerial view of the historic cottage is presented amidst lush greenery and woodland. The property features a combination of traditional and modern architecture, with a rectangular plunge pool situated alongside a spacious grassy area, seamlessly blending into the surrounding natural landscape.

Home in The Haven

Woodland Escape with Heated Pool

4.74 out of 5 average rating, 23 reviews

The exterior of a converted stone building is shown, featuring a mix of light stone and brick. Large windows allow natural light into the interior. The well-maintained grassy area is surrounded by trees, enhancing the peaceful setting. A gravel pathway leads to the entrance.

Home in Heron's Ghyll

The Old Granary

4.88 out of 5 average rating, 66 reviews

A two-story cottage features a combination of dark wood and brick exteriors, surrounded by greenery. Multiple windows allow for natural light, and a patio area with an umbrella is visible. The lush, tall grass in the foreground adds a touch of nature to the tranquil setting.

Home in Canterbury

Great Higham Oast and Cottages - Book now for 2027

4.94 out of 5 average rating, 33 reviews

Home in East Grinstead

Little Rozel Retreat | Hot Tub, Swim Spa & Nature

5.0 out of 5 average rating, 7 reviews

Home in Guestling Thorn

Retreat Swimming Pond+sauna | Sussex | Barnscapes

5.0 out of 5 average rating, 14 reviews

Weekly house rentals

The historic cottage is framed by lush greenery and stands beside a tranquil pond, reflecting the structure's charming façade. The surrounding landscape features tall grass and trees under a partly cloudy sky, providing a serene and picturesque setting.

Home in Sheffield Green

Bull Cottage, Sheffield Park

4.97 out of 5 average rating, 105 reviews

Top guest favorite

A renovated cowshed is showcased, featuring a blend of wooden elements and extensive windows. The structure is set against a backdrop of open fields, with a well-kept lawn and a gravel driveway in the foreground. The peaceful landscape contributes to a serene environment.

The Cowshed, Tunbridge Wells

4.96 out of 5 average rating, 411 reviews

The exterior of the barn conversion showcases a gravel courtyard surrounded by lush greenery and traditional black wooden siding. The structure features multiple windows, allowing for ample natural light, and a charming steep roof. The inviting entrance is framed by climbing plants.

Home in Hildenborough

Beautiful rural barn

4.9 out of 5 average rating, 31 reviews

Top guest favorite

Home in Chiddingstone

A luxurious country retreat with Jacuzzi hot tub

5.0 out of 5 average rating, 56 reviews

An open plan living area features a white sofa adorned with green cushions, complemented by a round coffee table. A vibrant green area rug covers the floor, while large windows allow natural light to fill the space. Dining table seating is arranged nearby with wooden chairs.

Home in Penshurst

The Old Cowshed

5.0 out of 5 average rating, 32 reviews

A spacious cottage is surrounded by well-maintained greenery and gravel pathways. The building features a combination of brick and textured walls, with a classic roof design. Sunlight gently illuminates the exterior during the day.

Home in Penshurst

Lovely cottage garden flat

4.92 out of 5 average rating, 59 reviews

The living area is designed for comfort, featuring a cozy seating arrangement with patterned sofas. A brick fireplace with a wood-burning stove adds warmth. A flat-screen television is positioned near a side table, while soft lighting from lamps creates a welcoming ambiance.

Home in Edenbridge

The Stables

4.95 out of 5 average rating, 55 reviews

Top guest favorite

A cozy bedroom features a spacious bed covered in a soft green blanket, with decorative pillows arranged at the head. Light flows in through patterned curtains, and a bedside lamp provides gentle illumination. Artwork is displayed on the walls, creating a relaxing atmosphere.

Home in Royal Tunbridge Wells

Cosy home in the centre of town

4.96 out of 5 average rating, 89 reviews

Private house rentals

A charming two-story home features a blend of brick and timber framing, surrounded by a well-maintained garden. Lush greenery lines the property, while the exterior is accentuated by large windows and a cozy chimney. Open space is available in the front yard for leisure.

Home in West Sussex

Kelowna - Sussex 5-bed house

5.0 out of 5 average rating, 23 reviews

Top guest favorite

A tranquil courtyard is highlighted by a koi pond with clear water and floating bubbles. Surrounding vegetation includes lush green plants and an ivy-covered stone wall. The cottage’s large windows are framed by natural greenery, allowing for a harmonious connection between the building and its environment.

Home in Langton Green

Stable Cottage

5.0 out of 5 average rating, 36 reviews

A charming row of 17th century cottages is displayed, featuring distinctive brickwork and traditional windows. The well-maintained front garden includes neatly trimmed lime trees, while a vibrant green door stands out against the brick facade. A clear blue sky complements the serene village scene.

Home in Groombridge

A charming Grade 2* listed 17th Century cottage

4.93 out of 5 average rating, 70 reviews

Top guest favorite

A detached, newly renovated property is presented in a natural setting, featuring light brick exteriors and dark framed windows. A simple black door is centered on the front, with a small potted plant at its base. Lush greenery surrounds the structure, providing a serene entryway.

Home in Sevenoaks

The Studio, Sevenoaks

5.0 out of 5 average rating, 25 reviews

A comfortable living area is presented with two orange sofas facing each other, with one featuring an armrest. A circular wooden coffee table is centered on a patterned rug. One corner includes a large flat-screen TV, while bean bags in blue provide additional seating.

Home in Bells Yew Green

Tunbridge Wells and The High Weald, AONB.

4.85 out of 5 average rating, 55 reviews

Home in Turners Hill

Archway Lodge

4.98 out of 5 average rating, 43 reviews

Home in Hildenborough

3 bedroom house in Hildenborough/tonbridge

4.71 out of 5 average rating, 146 reviews

Top guest favorite

The cart lodge features a rustic wooden exterior with a sloped roof and multiple windows. A spacious outdoor seating area with a wooden table and chairs is positioned in front, while glass sliding doors provide access to the interior.

Idyllic new build,2 bedroom cottage

4.93 out of 5 average rating, 61 reviews