Holiday houses in Penshurst

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Top-rated holiday rentals in Penshurst

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Chiddingstone
5 out of 5 average rating, 46 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
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
4.9 out of 5 average rating, 378 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.

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, 109 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
Barn in Penshurst
4.92 out of 5 average rating, 25 reviews

Luxury Barn with 10 per HotTub on Private Estate

Escape to your own private countryside haven with 7.5 acres of stunning formal gardens, this luxury converted barn offers a peaceful retreat perfect for families, friends, or special gatherings. Unwind in the large 10-person mosaic hot tub with panoramic views over the Kent hills, or explore the grounds with trampoline, swings, and hidden woodland paths. Inside, you’ll find a warm and welcoming home-from-home with 5 spacious bedrooms, a fully equipped kitchen, and cosy, elegant interiors.

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, 178 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.

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
4.93 out of 5 average rating, 56 reviews

Lovely cottage garden flat

Relaxing cottage garden flat in village centre. Nestled next to the Church with country views and very close to the famous Penshurst Place. Ideal for attending a wedding. Set in beautiful Kent countryside and with marvellous walks. We are happy to welcome your well behaved dogs. The town of Tunbridge Wells with its lovely Pantiles, restaurants and theatre, along with Hever Castle are close at hand. The village boast three pubs with the Leicester Arms a stones throw away.

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
5 out of 5 average rating, 27 reviews

The Old Cowshed

Relax in the Kent countryside surrounded by original paintings inspired by the natural world. Architect designed and artist owned, this is a unique haven an hour from London. White interiors with original mid century furniture, with splashes of colour in a converted cowshed. Outside you have access to miles walks of walks on your doorstep, including to the excellent local pubs. Perfectly placed for Penshurst Place, Hever Castle and the many other delights Kent offers.

Guest favourite
A charming stone cottage is shown with a sloped roof and light blue window frames. Neatly trimmed hedges and small conifer trees are visible in the garden area, contributing to the inviting outdoor space. A wooden door serves as the main entrance.
Tiny home in Kent
4.91 out of 5 average rating, 152 reviews

The Old Apple Store

A lovely renovated old apple store in Kent. Featuring a pretty double bedroom and mezzanine floor with futon. Guests have their own garden to enjoy in the summer or a wood burner inside to cosy up to in winter. Situated in the countryside, a short drive to Tunbridge Wells. There are a huge range of activities and sights nearby including the lovely Penshurst Place. There are also so many fantastic places to eat and drink giving guests a lot of options to keep busy.

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, 361 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.

Guest favourite
The exterior of a single-story annex features a warm wooden front door framed by rows of windows. Brickwork complements the natural landscaping, which includes flowering shrubs and a variety of greenery. A small bench sits beside the entrance, inviting relaxation.
Guest suite in Langton Green
4.94 out of 5 average rating, 427 reviews

Little Stonewall’s Guest Suite

A newly refurbished self-contained annex in the heart of Langton Green. Available for short stays and longer lets (1 / 2 / 3 months). Village green and popular countryside pub a mere 400 metres away, this is an ideal location for a countryside getaway. And with Royal Tunbridge Wells’ shops and restaurants 2.5 miles away, you really will be able to experience the best the area has to offer. Parking available on site.

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
4.93 out of 5 average rating, 132 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

Guest favourite
A wooden bee hive is situated on a grassy area, surrounded by lush greenery and trees. The open plan home is visible in the background through expansive glass doors, blending naturally with the tranquil outdoor setting.
Cottage in Langton Green
4.91 out of 5 average rating, 345 reviews

Contemporary rural retreat near London.

The Hive in Langton Green is an open plan contemporary structure set in peaceful countryside but easily accessible from London and all the London Airports. Beautiful South coast is one hour away. Historic castles, vineyards of Sussex, Royal Tunbridge Wells Spa town is a short drive or even a walk away. The house is in a rural setting with great walks and some excellent pubs along the way.

Popular amenities for Penshurst holiday rentals

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  4. Kent
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