Holiday rentals in Duddleswell

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Duddleswell

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

1 of 1 pages1 / 1

Top guest favourite

A patio area is visible with table and bench seating, where two people are dining. Surrounding them, various alpacas graze in the meadow, with lush greenery and trees in the background. The wooden structure of The Lodge provides a rustic backdrop to the serene scene.

Farm stay in East Sussex

The Lodge at Spring Farm Alpacas

"The Lodge" is a beautifully finished self contained holiday let in the middle of a working alpaca farm with over 100 alpacas and llamas grazing in wildflower meadows surrounding The Lodge. The Lodge is fully equipped with modern facilities. Tastefully decorated, fully insulated and centrally heated, The Lodge is perfect for peace and tranquillity whilst maintaining every creature comfort. We have also added a patio with table and bench seating to better appreciate the surroundings and alpacas!

4.97 out of 5 average rating, 121 reviews

Top guest favourite

A comfortable sleeping area features a king bed with dark throw blankets and decorative pillows. Flanking bedside tables hold stylish lamps. Artwork adorns the walls, while a small window allows natural light to enter, providing a view of the outdoor greenery.

Guest house in East Sussex

Double room in detached annex

Self contained double room in our detached garden annex with private off road parking and EV charging nearby. Equipped with a king bed, TV, waterfall shower and separate WC, hair dryer, kettle and mini fridge. Outside space with table and chairs for al fresco dining! Located close to the Ashdown Forest with plenty of country walks. We are a 15 minute drive from Royal Tunbridge Wells and an hour from London and the East Sussex coast. We are on hand in the main house for your convenience.

4.95 out of 5 average rating, 139 reviews

Top guest favourite

The entrance area features a private courtyard with a set of metal bistro chairs and a small table. Lush greenery decorates the space, with potted plants placed around the outdoor area. The inviting door leads into the cozy retreat.

Cottage in Duddleswell

Hundred Acre Studio, an Ashdown Forest retreat

Hundred Acre Studio is a charming retreat down a private track on the Ashdown Forest. In the heart of Winnie the Pooh country, it is a perfect base for exploring the many pubs, beautiful walks, vineyards, heritage railway, and National Trust properties in the area. Close to the South Downs and the coast, as well as nearby Tunbridge Wells with its historic old town and weekly summer jazz nights. It is the ideal country getaway; private, quiet, and with everything you need for a break.

4.98 out of 5 average rating, 328 reviews

Guest favourite

The exterior of The Hideout is visible, showcasing large glass doors that provide a view of the interior. Surrounded by lush greenery, the space is framed by vibrant flowers and plants, highlighting its connection to nature. The wooden structure features a sloped roof, blending with the environment.

Cottage in East Sussex

The Hideout - in the heart of Ashdown Forest

The Hideout is located down a private drive, well off the road and right on Ashdown Forest. We are a five minute walk from Gills Lap which is a central walking hub on the forest. Dogs are welcome and there is a secure, enclosed courtyard garden. You can walk for miles from the gate and we provide maps and walking suggestions. Forest Row, a ten minute drive, provides good shops, restaurants and cafes. There is a great local pub, The Hatch Inn, which is walkable during daylight hours.

4.92 out of 5 average rating, 304 reviews

Guest favourite

The two-story country house is surrounded by lush greenery and colorful plants. Large windows invite natural light, while a set of steps leads to the main entrance. The expansive lawn offers a welcoming space to enjoy the outdoors.

Home in Waldron

Spring Farm Sussex

A charming six bedroom country house set in 9 acres of gardens, fields and woodland in the beautiful county of Sussex. The property has a tennis court, indoor heated swimming pool and snooker room. The property has three double bedrooms, a twin bedded room and two further bedrooms which can be configured as twin or double as required. There is a large lawn area as well as three large fields and woodland, in which you are free to amble around and appreciate the beautiful countryside.

4.91 out of 5 average rating, 143 reviews

Top guest favourite

A comfortable living area features a light grey sofa with green accent pillows facing a wall-mounted television. Two stylish floor lamps stand next to the windows, which provide views of the surrounding nature. The wood flooring complements the earthy tones of the brick wall.

Barn in East Sussex

Entire converted stone coach house

The Coach House is a newly converted, open plan space with very good internet connection in tranquil wooded location on the edge of the Ashdown Forest. It is adjacent to, but detached from the main house Fairstowe and is ideally suited for family occupancy or a couple. Guests have the freedom of having sole occupancy. A 2nd bedroom can be created by closing a multifold door where a single regular bed is provided for one guest and a single fold-out bed is available for a second.

4.94 out of 5 average rating, 127 reviews

Top guest favourite

The exterior of a stone barn is depicted, showcasing a sturdy construction with wooden accents. The building features multiple framed windows and a welcoming wooden door. A gravel area surrounds the property, under a clear blue sky.

Guest house in East Sussex

Modern barn in the heart of the Ashdown Forest

Our spacious 2 bedroom barn is situated in the heart of the Ashdown Forest and is a perfect base for a walking break. Seek out the locations of Pooh's adventures in AA Milne's books or explore the beautiful South Downs, a short drive away. Our barn is situated within the grounds of our family house. One well behaved dog is allowed. Please be aware we have sheep and other farm animals onsite so dogs must be kept under control at all times. EV charger available at extra cost

4.86 out of 5 average rating, 265 reviews

Top guest favourite

A sunny view of the property surrounded by lush greenery and vibrant shrubs. The gravel driveway leads to the barn, framed by well-maintained grass. A seating area with minimalistic chairs sits on the lawn, inviting relaxation amid a serene natural setting.

Barn in Nutley

The Forest Malthouse | Luxury Barn Retreat

Escape to The Forest Malthouse, a luxurious detached oak-framed barn dating from 1822, beautifully restored and nestled on the edge of the breathtaking Ashdown Forest. Designed exclusively for two, it offers soaring vaulted ceilings, elegant open-plan living and uninterrupted countryside views. Wake to birdsong, explore miles of ancient woodland from your doorstep, then unwind in complete peace and privacy after discovering the very best of Sussex.

4.97 out of 5 average rating, 225 reviews

Top guest favourite

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

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.

4.99 out of 5 average rating, 101 reviews

Top guest favourite

An inviting dining area features a round table surrounded by four white chairs. A decorative bowl is placed at the center of the table. Natural light floods the space through large windows and a skylight, reflecting on the rich wooden flooring.

Cabin in Crowborough

“Beautiful and cosy” converted barn

We are offering a beautifully converted barn, in a secluded spot about 150m from our house, at the bottom of the garden. There are two bedrooms and two bathrooms. We are happy to welcome a well-behaved dog. We are in the Wealden Area of Outstanding Natural Beauty, on the edge of the Ashdown Forest - Winnie the Pooh territory - and within easy travelling distance of Tunbridge Wells, Eastbourne, Glyndebourne, Lewes, Brighton and London.

4.95 out of 5 average rating, 425 reviews

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

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.

4.98 out of 5 average rating, 371 reviews

Guest favourite

A charming Coach House is depicted, featuring traditional brickwork and a sloped roof. Outdoor seating is provided on a stone patio, surrounded by lush green grass and flower beds. A clear blue sky enhances the serene atmosphere, while a small garden wall adds privacy.

Tiny home in Nutley

Garden Guest Suite Delightful rural setting

Small converted Coach House in our garden in a quiet village lane overlooking The Ashdown Forest. Beautiful walks, scenery and wild life. We are between East Grinstead and Uckfield, convenient for Lewes, Glyndebourne and Brighton. Six golf courses within 20 minutes drive. Village shop, pub and three restaurants within easy walking distance. Peaceful ambiance with outdoor seating and limited use of our garden.

4.83 out of 5 average rating, 103 reviews