Holiday houses in Chiddingstone

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Top-rated holiday rentals in Chiddingstone

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Top Guest favourite
Home in Chiddingstone
5 out of 5 average rating, 50 reviews

A luxurious country retreat with Jacuzzi hot tub

A unique and luxurious retreat set alongside a historic 13th Century Wealden hall house Your private countryside haven- a beautifully designed contemporary hideaway for two offers rare privacy and indulgence. Nestled in one of the most magical and peaceful corners of Kent. Heritage meets luxury, where the charm of medieval England blends effortlessly with refined comfort. Surrounded by rolling Wealden countryside and some of the finest traditional pubs in the country. Relax and unwind in style.

Top Guest favourite
An outdoor hot tub is situated on a wooden deck, surrounded by lush greenery. A seating area with a light-colored chair offers a comfortable spot to relax. Large sliding glass doors lead into the retreat, allowing for seamless indoor-outdoor access.
Shepherd’s hut in Chessington
4.99 out of 5 average rating, 198 reviews

Lavish Retreat & Champagne 30mins Taxi from London

The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

Top Guest favourite
Two wooden lounge chairs are positioned on a stone patio, offering views of the expansive greenery and rolling hills in the distance. Lavender plants line the edge of the patio, enhancing the serene rural setting.
Cottage in Sevenoaks Weald
4.99 out of 5 average rating, 112 reviews

Quiet luxury rural cottage with fantastic views.

Rare, peaceful and spacious newly built cottage with private garden, comfortably sleeps 6. On Greensand AONB escarpment, with spectacular uninterrupted views over the Kent countryside. Rural retreat 2 miles south of Sevenoaks, half an hour by train to London Bridge. On private road. Own access and parking. New kitchen with light and airy dining and sitting area. WiFi. Very private south facing garden and patio. Fantastic walks to local pubs, national trust, great cycling. Use of tennis court.

Guest favourite
The entrance reveals an open-plan living area featuring a modern kitchen with wooden cabinetry and a breakfast bar. A sofa is positioned in the corner, complemented by a wall-mounted TV above. Exposed wooden beams add character to the ceiling, enhancing the feeling of space.
Guesthouse in East Sussex
4.91 out of 5 average rating, 116 reviews

4* Gold Contemporary barn - perfect to explore SE

Rural retreat 1 hour from London, 5 minutes from Regency spa of Tunbridge Wells. Perfect base for couples to explore South East England , or for business guests. Detached barn with luxury underfloor heating. Beamed living room with glorious views over valley. Private garden with BBQ and seating areas. Access to private bird hide overlooking 450 acre RSPB reserve + views 12 miles to west. 1 bedroom (king bed with memory foam mattress) en-suite wetroom, living/dining area with smart TV, kitchen.

Top Guest favourite
Home in Edenbridge
4.98 out of 5 average rating, 110 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.

Guest favourite
A charming wooden lodge is nestled among lush green trees, featuring a sloped roof and welcoming wooden deck. Large windows allow natural light to fill the interior, and the entrance opens directly into a spacious and inviting living area. Surrounding greenery enhances the tranquil setting.
Cabin in Wadhurst
4.98 out of 5 average rating, 133 reviews

Goldcrest Lodge Wadhurst

Goldcrest Lodge is a peaceful hideaway within secluded woods on the 140 acre historic estate of Wadhurst Castle. It is designed to blend in to its woodland setting, yet is bright and spacious with modern luxuries - perfect for a romantic break, a restful escape or for reconnecting with nature. It has a double bedroom (5' bed) with huge picture window, a central main room with sofa bed leading to a kitchen area and separate shower room beyond. Decking and private screened bath. Dog friendly.

Top Guest favourite
A tranquil outdoor area is surrounded by rustic wooden walls and beautiful greenery. Comfortable seating is arranged around a table, with pots of plants adding color. Wisteria drapes elegantly from above, creating a serene setting that is inviting for relaxation.
Barn in Chiddingstone Causeway
4.97 out of 5 average rating, 182 reviews

Charming barn conversion in the Kent countryside

Barneta is the annex of a converted barn and is set in an idyllic spot on a sheep farm in the heart of the Kentish countryside but only 10 minutes drive from Hildenborough train station with trains to London and the South Coast. All the amenities of Royal Tunbridge Wells are 20 minutes drive away. It is an excellent base for walking and there are many places of interest to discover such as Penshurst Place, Chiddingstone and Hever Castles with fantastic local pubs along the routes.

Guest favourite
The interior features a vaulted ceiling with exposed wooden beams and intricate stained glass details. Natural light fills the space, highlighting the contrast between the rustic wood and modern design elements. A circular structure is visible, contributing to the open and airy atmosphere.
Barn in Plaxtol
4.98 out of 5 average rating, 173 reviews

Unique luxury self-contained oast house

Huge loft style Kentish roundel conversion. Situated on a farm set back from the road it is beautifully peaceful, with circular jacuzzi bath, projector, screen, all mod cons. Amazing walks & pubs from the doorstep, perfect for a country retreat, yet only 30 miles from London. Huge King size circular bed. Reynolds spa is 15 mins away. The house recently featured in Mr Bates v The Post Office, & the roundel was the actors green room.

Top Guest favourite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 366 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Top Guest favourite
Tiny home in Kent
5 out of 5 average rating, 13 reviews

The Pool House, How Green House, Hever

Unique, modern, contemporary self contained small house in the historic Hamlet of Hever in Kent. This open plan living space is the perfect get away for a romantic stay for couples with the added luxury of a large private heated swimming pool between May - September. The location is ideal if you are visiting the popular historic sights, playing golf, hiking, cycling or just want to chill. This is an adult only property.

Guest favourite
The Shepherds hut is elevated on a wooden platform, accessible by a narrow set of stairs. The exterior features a rustic corrugated metal design, with two windows allowing natural light. A small porch includes wooden chairs and surrounding greenery adds to the tranquil setting.
Shepherd’s hut in Chiddingstone
4.94 out of 5 average rating, 147 reviews

Cosy Shepherd’s Hut Tucked Away in a Apple Orchard

This memorable place is anything but ordinary. Enjoy a peaceful shepherds hut glamping stay in the Kent countryside. Step straight onto public footpaths for scenic walks and traditional country pubs. The private hut features a log burner, fire pit/BBQ (logs provided free of charge) and a private hot shower. Chickens and bees nearby — very friendly! Jessops farm Studios runs art workshops, google: weekendarting

Top Guest favourite
A spacious interior of the barn features high wooden beams and large windows, allowing ample light to illuminate the area. A long dining table is placed centrally, surrounded by chairs. A comfortable sofa and various lamps create a cozy seating arrangement, enhancing the overall atmosphere.
Barn in Kent
4.88 out of 5 average rating, 546 reviews

Beautiful 18th century barn.

Welcome to our beautiful, unique 18th century barn! The property is complete with a large open space, bathroom and mezzanine level double bedroom. Underfloor heating. Wood burning stove. A piano. We can put a double and single mattress downstairs for large families. Children under 10 are free. Wifi. Private parking and entrance. Seating area outside and garden to share.

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