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House holiday rentals in Chiddingstone

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Top-rated house rentals in Chiddingstone

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Guest favourite
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.

LocationValueNearby

4.84 out of 5 average rating, 159 reviews
Guest favourite
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.

ValueFamilyAccuracy

4.9 out of 5 average rating, 397 reviews
Top Guest favourite
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.

FamilyValueGetting around

4.98 out of 5 average rating, 123 reviews
Top Guest favourite
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!

LocationFamilyLong stay

4.98 out of 5 average rating, 129 reviews
Superhost
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.

ValueFamilyQuiet

4.89 out of 5 average rating, 285 reviews
Top Guest favourite
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

LocationFamilyHospitality

4.96 out of 5 average rating, 360 reviews
Top Guest favourite
Home in Frant

The White Cottage - Frant, Tunbridge Wells

A peaceful and stylish countryside escape, The White Cottage is a beautifully refurbished one-bedroom cottage in Frant, just two miles from Tunbridge Wells. Set within the High Weald Area of Outstanding Natural Beauty, it is an idyllic base for countryside walks and leisurely weekends. Frant offers two welcoming pubs, a village shop, beauty salon and café. The cottage is ideally placed for exploring The Pantiles, Hever Castle, Scotney Castle, Bewl Water, Bedgebury Forest and Lamberhurst.

LocationFamilyWalkability

4.92 out of 5 average rating, 100 reviews
Top Guest favourite
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.

FamilyValueCondition

4.98 out of 5 average rating, 147 reviews
Top Guest favourite
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.

LocationFamilyAccuracy

4.98 out of 5 average rating, 413 reviews
Top Guest favourite
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.
Home in Kent

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.

ValueFamilyOutdoor spaces

4.96 out of 5 average rating, 415 reviews
Top Guest favourite
The cottage features a traditional two-story design with a charming thatched roof and black timber framing. Lush greenery surrounds the property, while a well-maintained garden showcases colorful flower beds and an expansive lawn, inviting relaxation and outdoor exploration.
Home in East Sussex

Beautiful Countryside Cottage

Perfectly presented picture postcard cottage, on the edge of the Ashdown Forest, the inspiration for the Winnie-The-Pooh books and 3 minutes drive to the historic village of Hartfield for the village store, Pooh Corner tea rooms, pubs and farm shop. This is a great location to explore the Kent & Sussex countryside. The spa town of Royal Tunbridge Wells is a 20 minute drive and only 45 minutes to the South Coast. We are family friendly.

FamilyLocationPets

4.99 out of 5 average rating, 104 reviews
Guest favourite
The exterior of The Cottage is displayed, revealing a charming building surrounded by blossoming flowers and greenery. Natural light brightens the entrance, while a sign indicates that it is a residential area. A clear blue sky creates a welcoming atmosphere.
Home in Speldhurst

The George & Dragon Cottage

The Cottage at The George & Dragon is a cosy hideaway in the heart of Speldhurst, just outside Royal Tunbridge Wells. Tucked beside our 13th-century pub, this charming self-contained space blends rustic charm with modern comfort. Ideal for families, couples or solo travellers, it’s perfect for countryside walks, pub lunches, and peaceful evenings. A warm welcome, rich history, and a relaxing stay await you at The Cottage.

FamilyValueCondition

4.8 out of 5 average rating, 105 reviews

Popular amenities for Chiddingstone house rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top Guest favourite
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

LocationValueAmenities

4.96 out of 5 average rating, 314 reviews
Superhost
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.
Home in Camber

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

FamilyValueRiver

4.86 out of 5 average rating, 252 reviews
Guest favourite
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

FamilyLocationCleanliness

4.88 out of 5 average rating, 67 reviews
Superhost
Home in The Haven

Woodland Escape with Heated Pool

FamilyLocationOutdoor spaces

4.75 out of 5 average rating, 24 reviews
Superhost
The farmhouse is showcased with a brick facade, set in well-maintained gardens featuring neatly trimmed hedges and gravel paths. The building offers large window configurations and is framed by a variety of trees and bushes, creating a tranquil outdoor space.
Home in Charing

Dormestone Farm

FamilyLocationPool

5.0 out of 5 average rating, 3 reviews
Superhost
Home in East Grinstead

Little Rozel Retreat | Hot Tub, Swim Spa & Nature

LocationCleanlinessHot tub

5.0 out of 5 average rating, 7 reviews
Guest favourite
An indoor heated swimming pool is showcased, featuring azure blue tiles and a spacious wooden deck. Natural light is provided by skylights and large glass doors, while safety buoy rings are mounted on the walls, enhancing the area's functionality.
Home in Woodingdean

Brighton 4 bed home with private heated pool

ValueFamilyPool

4.85 out of 5 average rating, 33 reviews
Top Guest favourite
Home in Guestling Thorn

Retreat Swimming Pond+sauna | Sussex | Barnscapes

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 15 reviews

Weekly house rentals

Guest favourite
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

LocationFamilyCondition

4.94 out of 5 average rating, 108 reviews
Top Guest favourite
The exterior of a stone cottage is presented, featuring a balcony with a glass railing overlooking the river. Lush greenery surrounds the property, with a wooden jetty in the foreground, adding to the tranquil riverside setting.
Home in Maidstone

Riverside Cottage , Maidstone

ValueLocationQuiet

5.0 out of 5 average rating, 207 reviews
Top Guest favourite
Home in Outwood

The Barn

LocationFamilyIndoor spaces

4.94 out of 5 average rating, 133 reviews
Top Guest favourite
The exterior of a two-story brick house is shown, featuring a gabled roof and a small porch. Lush greenery surrounds the front, with a gravel pathway leading to the entrance. A parked car is visible in the driveway, contributing to a welcoming neighborhood feel.
Home in Oxted

Need somewhere to stay?

ValueFamilyIndoor spaces

4.82 out of 5 average rating, 119 reviews
Top Guest favourite
The open-plan lounge and dining area feature a high wooden ceiling with skylights, allowing natural light to fill the spacious room. A comfortable sofa is positioned near a wooden table, with a view of the fully fitted kitchen in the background, creating a welcoming living space.
Home in Pembury

Unique character, cosy & relaxing, good location.

LocationValueCheck-in

4.95 out of 5 average rating, 269 reviews
Top Guest favourite
Home in Chiddingstone

A luxurious country retreat with Jacuzzi hot tub

LocationDecorBathroom

5.0 out of 5 average rating, 60 reviews
Guest favourite
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

FamilyLocationBreakfast

5.0 out of 5 average rating, 35 reviews
Superhost
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

FamilyLocationKitchen

4.92 out of 5 average rating, 59 reviews

Private house rentals

Top Guest favourite
Home in Fordcombe

Stylish Country Cottage with private tennis court

FamilyLocationKitchen

4.99 out of 5 average rating, 73 reviews
Guest favourite
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

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 24 reviews
Superhost
Home in Tonbridge

Spacious & Serene Family Gem: Pets OK, Garden, Pkg

FamilyLocationKitchen

4.86 out of 5 average rating, 21 reviews
Top Guest favourite
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

LocationFamilyDecor

5.0 out of 5 average rating, 36 reviews
Top Guest favourite
Home in Surrey

Deep Well | Surrey Hills View Retreat

LocationOutdoor spacesHospitality

5.0 out of 5 average rating, 19 reviews
Guest favourite
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

ValueLocationIndoor spaces

4.93 out of 5 average rating, 70 reviews
Top Guest favourite
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.
Home in Oxted

Idyllic new build,2 bedroom cottage

FamilyLocationLong stay

4.94 out of 5 average rating, 62 reviews
Guest favourite
Home in Oxted

Stylish Happiness Home - Surrey

FamilyLocationCleanliness

4.9 out of 5 average rating, 40 reviews

Destinations to explore