Holiday rentals in Penshurst

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Top-rated holiday rentals in Penshurst

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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, 114 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.

Top guest favourite
Home in Edenbridge
4.98 out of 5 average rating, 119 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.

Top guest favourite
A bright living room area is shown, featuring a dark sofa with decorative pillows and a wooden coffee table. A dining space is provided with a blue tablecloth on a round table, surrounded by chairs. Natural light enters through large windows, accentuating the wooden furniture.
Apartment in Royal Tunbridge Wells
4.96 out of 5 average rating, 232 reviews

Self-contained flat in our home, great value

More than just a room, our stylish top-floor flat offers a comfy, private living space inside our family home. Accessed via our main hall, the flat has its own private door separating it from our living area below—the perfect base for your stay in Tunbridge Wells. To help you settle in, we provide a light breakfast starter kit (tea, coffee, milk, bread, butter & jam) for your first morning. Gluten-free or plant-based alternatives are available on request—just let us know before arrival.

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, 183 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
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, 58 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
5.0 out of 5 average rating, 32 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.

Superhost
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
4.9 out of 5 average rating, 31 reviews

Beautiful rural barn

Escape to the picturesque Kentish countryside and enjoy a charming stay at our beamed barn conversion. Perfect for families or friends, this unique holiday destination offers the ideal blend of rustic charm and modern amenities. When the weather is fine, take advantage of the spacious garden to enjoy a barbecue on the terrace. On colder days, cozy up indoors in front of the large wood burner or challenge your companions to a game of pool in the well-equipped games room.

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
4.9 out of 5 average rating, 164 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.

Superhost
A contemporary studio is depicted, featuring large glass sliding doors that provide views of the surrounding greenery. A sculptural piece is placed centrally on a concrete pedestal in the foreground, complementing the natural landscape and creating an artistic focal point.
Tiny home in Hever
4.82 out of 5 average rating, 236 reviews

The studio in Hever

Escape to a peaceful private studio surrounded by countryside and woodland, moments from Hever Castle. Designed for two, with a king-size bed, fully equipped kitchen, private bathroom, fast Wi-Fi and your own garden. Explore beautiful walks, historic villages and country pubs, then return to relax in nature. Dogs are welcome, and guests can also book a private pottery experience at our on-site pottery studio, subject to availability

Superhost
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
4.99 out of 5 average rating, 101 reviews

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.

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
4.8 out of 5 average rating, 100 reviews

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.

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, 433 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.

Popular amenities for Penshurst holiday rentals