Holiday houses in Penshurst

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Top-rated holiday rentals in Penshurst

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Top Guest favourite
A shepherd’s hut is positioned in a grassy area, with wide doors open to the exterior. An alpaca is seen grazing on the lawn, surrounded by lush greenery under a clear blue sky. Outdoor seating is visible nearby, inviting relaxation in nature.
Shepherd’s hut in East Sussex
4.99 out of 5 average rating, 136 reviews

The Woolly Retreat - Alpaca Shepherds Hut.

Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

Guest favourite
A charming outdoor area features light wooden seating arranged near potted plants. The backdrop showcases a brick wall with rounded arches and decorative elements, complemented by well-maintained greenery. Soft sunlight illuminates the space, enhancing the tranquil atmosphere.
Tiny home in Rotherfield
4.94 out of 5 average rating, 107 reviews

The Orangery, Organic Vineyard stay with pool.

The Orangery is a studio space situated at Coes Farm an organic vineyard and orchard making natural wines and ciders and 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. We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

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, 104 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
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
4.93 out of 5 average rating, 106 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.

Guest favourite
A charming shepherd's hut is nestled in tall grass, featuring open double doors that reveal a well-equipped kitchen. Outside, two individuals are seated comfortably, enjoying their surroundings. The wooden hot tub is visible nearby, surrounded by greenery.
Shepherd’s hut in Kent
4.98 out of 5 average rating, 161 reviews

Private Meadow Retreat + Hot Tub - Tunbridge Wells

Hidden in a completely private meadow near Tunbridge Wells, this peaceful shepherd’s hut is designed for slowing down - wood smoke, dark skies, long evenings outside and uninterrupted quiet. No overlooking. No public access. Just your own secluded corner of countryside. • Scandinavian wood-fired hot tub • Designer interior with full sized double bed & rain-shower en-suite • Wi-Fi & wood-burning stove • Fire pit & star-filled skies • Free bubbly and relax! • 50 mins by train from London stations

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 East Sussex
4.97 out of 5 average rating, 115 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
The garden cabin exterior is showcased with a vibrant blue facade, featuring two large windows complemented by decorative flower pots. A paved terrace area is visible, furnished with a table and chairs. Lush greenery surrounds the cabin, enhancing the outdoor space.
Guest suite in Kent
4.95 out of 5 average rating, 255 reviews

Garden Cabin

Lovely garden cabin, quiet location with outside space. Views looking over a beautiful park. Self check in, access via side of the house. Your own private garden area with table & chairs, fire pit & BBQ. Fully equipped kitchen includes oven, 4 ring hob, fridge & freezer, microwave, coffee machine. Double bedroom with en-suite bathroom. FREE on street parking. Short walk into town where there are lots of bars/restaurants. Great local pub 5 minutes walk with garden & plenty of outside seating.

Top Guest favourite
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
4.96 out of 5 average rating, 333 reviews

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

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, 171 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 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, 140 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.

Guest favourite
Shepherd’s hut in Kent
4.93 out of 5 average rating, 115 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, just off the B2027 near Hever and Penshurst. Step straight onto public footpaths for scenic walks and traditional country pubs. The private hut features a log burner, fire pit/BBQ (logs provided) and a private hot shower. Chickens and bees nearby — very friendly! Jessops farm Studios runs art workshops, google: weekendarting

Top 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
4.95 out of 5 average rating, 411 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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Kent
  5. Penshurst