Holiday rentals in Chiddingstone

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Top-rated holiday rentals in Chiddingstone

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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
An open-plan living area is visible, featuring a contemporary glass dining table with four chairs. Sliding patio doors lead to an outdoor terrace, framed by sunlight and natural views. The room displays a cozy seating area with a sofa and decorative artwork on the walls.
Cottage in East Sussex
4.95 out of 5 average rating, 121 reviews

Stylish Cottage, Glorious views, 4* Gold rated

Rated 4* Gold by Visit England. Rural retreat 1 hour from London. Modern detached cottage with private garden set in 4 acres of pasture & woods. Enjoy glorious views from both from inside and from patio and decking platform. Access to heath & bird hide overlooking 450 acre RSPB nature reserve. Woodburner & luxury underfloor heating throughout. 2 ensuite bedrooms with TV's, king & super king beds, living/dining area with 43" smart TV. 1.5 miles from Regency spa town of Royal Tunbridge Wells.

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.

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 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.

Top guest favourite
An aerial view showcases the unique geo dome structure surrounded by lush greenery. A wooden deck leads to an outdoor seating area, fire pit, and hot tub. The tranquil setting emphasizes a peaceful retreat in nature.
Dome in West Horsley
4.94 out of 5 average rating, 379 reviews

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

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 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
Bungalow in Kent
4.97 out of 5 average rating, 100 reviews

Luxury Spa Retreat: Sauna & Hot Tub

Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.

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, 351 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
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, 530 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.

Top guest favourite
A rustic building features a triangular roof and wooden exterior, framed by tall grasses and wildflowers. A large window and smaller upper window provide natural light. The surrounding greenery suggests a peaceful countryside setting.
Guest suite in East Sussex
4.96 out of 5 average rating, 291 reviews

Detached first floor central Hartfield studio

A perfect base for cycling trips and walks on the Ashdown Forest, this detached, self contained first floor studio has stunning, uninterrupted views of fields and wildlife from the living area. Enviably situated in the centre of Hartfield village, this accommodation is literally moments away from the famous Pooh Corner, a must for fans of AA Milne and Winnie the Pooh.

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