Holiday houses in Five Hundred Acre Wood

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Five Hundred Acre Wood

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

%{current} / %{total}1 / 1
Guest favourite
A well-lit bedroom features a spacious bed dressed in soft linens and a dark throw blanket. A contemporary bedside table with a lamp and a small decorative item is positioned beside the bed. Large doors provide access to an outdoor seating area, enhancing the inviting space.
Guest suite in East Sussex
4.91 out of 5 average rating, 234 reviews

One bedroom Annex with private entrance & patio

This listing is a recently refurbished annex attached to the side of the main property. It comes with a private entrance, bathroom, patio outdoor seating area and small kitchenette including a microwave, kettle, toaster and full crockery set. An Air Fryer and Fridge is also available. Tea and coffee is provided with fresh milk and bottled water. Fruit juices are also provided. Only a 5 minute walk to Crowborough town, the location is perfect and also situated on the outskirts of Ashdown forest.

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
4.98 out of 5 average rating, 106 reviews

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!

Guest favourite
A frost-covered lawn is framed by a wooden fence, leading to a view of two charming houses nestled among trees. The scene is set under a clear blue sky, with colorful autumn foliage enhancing the landscape.
Cottage in East Sussex
4.96 out of 5 average rating, 179 reviews

The Cottage, Dovedale Farm, Crowborough, TN6 1UT

This beautifully presented two bedroom detached cottage is situated within close proximity of Crowborough Town Centre and approximately 7 miles from the vibrant heart of Tunbridge Wells with popular shops, bars and restaurants. This characterful property is set amongst 4 acres of mature landscaped gardens which encompasses a private fishing lake. Along with 2 double bedrooms, this separate annex also comprises its own courtyard garden, ample parking as well as stunning views of the garden.

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
4.97 out of 5 average rating, 192 reviews

Rural Retreat on the Ashdown Forest

THE FOREST MALTHOUSE on the Ashdown Forest is a luxurious, spacious, detached, 1 bedroom, converted barn dating from 1822 with wonderful views over the forest. The Vaulted Oak Framed barn offers guests an extremely high standard of countryside self-catering accommodation with endless walks on your doorstep & a large, open plan kitchen & living/dining room. In a quiet, rural setting, with secure gated parking it's an ideal base for walking, cycling, fishing, bird watching or simply relaxing.

Top Guest favourite
A serene view of a houseboat alongside a tranquil lake, surrounded by lush greenery and trees. A wooden sculpture resembling a horse is in the foreground, covered in moss. The sky is partly cloudy, suggesting a peaceful atmosphere.
Guesthouse in East Hoathly
4.94 out of 5 average rating, 123 reviews

‘The Water Snug’ Floating Lake Cabin

Sit back, relax and enjoy the ambience that will surround you in our stunning new one bedroom house boat. Situated near the pretty village of East Hoathly, East Sussex, set on our picturesque one acre lake. Feel at one with nature from inside the beautifully decorated interior, with log burner, fully fitted kitchen, modern toilet/shower room, double aspect bedroom, with windows that allow the outside in. East Hoathly has a pub, coffee shop and village shop a 10 min walk away or 1 min drive.

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
4.99 out of 5 average rating, 294 reviews

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.

Top 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
4.92 out of 5 average rating, 268 reviews

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.

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
4.94 out of 5 average rating, 110 reviews

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.

Guest favourite
An aerial view of a country house surrounded by lush greenery and rolling hills. The property is nestled within extensive woodland, showcasing a harmonious blend of nature and architecture. Fields stretch into the distance, indicating a tranquil rural setting.
Home in East Sussex
4.84 out of 5 average rating, 146 reviews

Country Home on Ashdown Forest

Detached Rustic Arts & Crafts Country House built in 1928 . Spacious bedrooms & 2 extensive reception spaces & large open plan kitchen/diner/breakfast space. Close to AA Milne's 'Pooh Bridge' (Winnie the Pooh). 2 acres of extremely private and tranquil Bluebell woodland & lawns in a peaceful and private wildlife location. Ideal for modest reunions and small groups, quiet getaways, walking, cycling & nearby country pubs. Near vibrant Forest Row & Royal Tunbridge Wells.

Guest favourite
Three friendly alpacas are positioned in a lush green field, basking in the sunlight. The animals exhibit varying fur colors: one is black, another is light brown, and the third is white. Surrounding trees and hedges create a natural backdrop.
Cabin in East Sussex
4.89 out of 5 average rating, 485 reviews

The Forest Den

Welcome to The Forest Den which has just been beautifully renovated offering a chic rural retreat. Forest Den is probably the closest accommodation to Pooh sticks bridge and set in the Heart of the Ashdown Forest with direct access into the famous 100 Acre Wood from AA Milne's Winnie the Pooh! Forest Den is a super cosy rural retreat offering a get away from it all lodge at the same time as offering all the creature comforts for a break. New for 2022… Alpacas!

Top Guest favourite
A wooden gate made of weathered timber opens to a gravel pathway, bordered by greenery. Beyond, rolling hills and trees are visible under a clear blue sky, creating a serene countryside atmosphere.
Barn in Friar's Gate
4.97 out of 5 average rating, 214 reviews

The Annex in the beautiful Ashdown Forest

The Annex, a luxury self contained barn studio conversion is located in Ashdown Forest. With a high quality en suite thermostatic power shower, and secure private parking area, The Annex offers an extremely high standard of countryside living. With a luxurious sofa bed, single pull out bed and sumptuous White Company bed linen and towels, there is everything you need to immerse yourself in a calm environment, exuding interior designed soft furnishings.

Top Guest favourite
A spacious garden is depicted, featuring well-maintained grass and clusters of vibrant yellow daffodils in bloom. A white building with multiple windows is visible, surrounded by trees and dense shrubs, creating a peaceful outdoor environment.
Apartment in Upper Hartfield
4.93 out of 5 average rating, 137 reviews

Self-contained studio close to Pooh Bridge

Lovely light 1st floor studio flat. Totally self contained with off road parking. Very comfortable king size bed, large living space, kitchen (with fridge & cooker, kettle, toaster), shower/loo and TV. About 500m from both Pooh Bridge as well as an excellent pub. Tea, coffee etc plus welcome pack of cereals, bread, milk and butter will be awaiting your arrival. Use of garden area. Friendly host with equally friendly spaniel.

Popular amenities for Five Hundred Acre Wood holiday rentals