Vacation rentals in Five Hundred Acre Wood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Five Hundred Acre Wood

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Barn in Friars Gate

4.97 out of 5 average rating, 200 reviews

The Annex is in the beautiful Ashdown Forest

The Annex on Ashdown Forest is a luxury self contained small barn studio conversion. With a high quality en suite thermostatic power shower, secure private parking area. The Annex offers an extremely high standard of countryside accommodation. Luxurious sofa bed in October 21, single pull out bed, sumptuous duvets and pillows, White Company bed linen, towels, small fridge with complimentary Nespresso and teas all to be enjoyed in a calm environment that exudes interior designed soft furnishings

Mar 3 – 10

G$26,872 GYD per night

Guest favorite

Place to stay in Wadhurst

4.99 out of 5 average rating, 466 reviews

An Architectural retreat with incredible views.

The self contained contemporary Architect designed Barn is a luxurious couples retreat, located next to the owners home and surrounded by beautiful AONB countryside with outstanding views. Close to many famous houses and gardens ,Sissinghurst Castle, Great Dixter, Chartwell, Batemans and Scotney Castle. The Spa town of Royal Tunbridge Wells is a 20 minute drive away. Wadhurst our nearest village has 2 small supermarkets, a fantastic butcher, deli, 2 pubs and takeaways. Follow us on IG @allibnb

Oct 3 – 10

G$33,616 GYD per night

Guest favorite

Cabin in East Sussex

4.86 out of 5 average rating, 347 reviews

Forest Den

Welcome to The Forest Den set in almost 1 and a half acres 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!

Mar 14 – 21

G$21,999 GYD per night

Guest favorite

Cottage in East Sussex

4.95 out of 5 average rating, 129 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.

Sep 7 – 14

G$38,885 GYD per night

Guest favorite

Farm stay in Kent

4.99 out of 5 average rating, 343 reviews

Traditional Log Cabin On The Lake

Private cosy traditional log cabin on the lake, surrounded by beautiful countryside. Lovely peaceful get away from it all in an area of natural outstanding beauty, yet just ten minutes drive from Royal Tunbridge Wells, with all the culture, bars, restaurants and shops. The pretty village of Lamberhurst has lots of pubs to offer, with top quality food and local ales. Trains to London are 1 hour from Frant station. Nearby attractions include Scotney Castle, Bewl Water and Bedgebury Pinetum.

Oct 7 – 14

G$32,745 GYD per night

Guest favorite

Barn in Nutley

4.97 out of 5 average rating, 145 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.

Dec 25 – Jan 1

G$34,986 GYD per night

Guest favorite

Barn in Ashdown Forest

4.95 out of 5 average rating, 108 reviews

Delightful cosy country cottage in Ashdown Forest

Spring Farm Cottage offers you a relaxing cosy retreat, with secure gated parking, set in beautiful surroundings in the Ashdown Forest's 6500 acres- an area of outstanding natural beauty with amazing heathland views, endless walks, ideal for nature lovers and bird watchers. The cottage is luxuriously fitted with everything you need for a comfortable and relaxing stay. A welcome pack of semi-skimmed milk (or your choice) juice, various teas, coffee and cereals and snacks will be provided.

Jun 5 – 12

G$31,613 GYD per night

Guest favorite

Guest suite in East Sussex

4.95 out of 5 average rating, 106 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. There is also a small fridge too. 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.

Oct 22 – 29

G$24,562 GYD per night

Guest favorite

Cottage in Rotherfield

4.96 out of 5 average rating, 128 reviews

Delightful cottage in High Weald farm setting

The Old Kennel is in the High Weald AONB. A delightful self contained cottage set next to the farmhouse (shared drive). The charm here is the tranquillity of the countryside surroundings on our working beef farm. Set apart from the workings of the farm to allow quiet enjoyment. With glorious morning to early evening sun the garden benefits also from shade if needed. The space is ideal for a couple. A mezzanine for 2 children, steep access & restricted height, suitable only for some.

Jan 1 – 8

G$23,679 GYD per night

Guest favorite

Cottage in Duddleswell

4.99 out of 5 average rating, 240 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.

Jun 26 – Jul 3

G$23,282 GYD per night

Guest favorite

Cottage in East Sussex

4.91 out of 5 average rating, 191 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.

Nov 24 – Dec 1

G$30,341 GYD per night

Guest favorite

Guesthouse in Buxted

4.95 out of 5 average rating, 681 reviews

Stunning Studio Barn, Buxted

Our chalet-inspired studio barn, with vaulted ceilings and oak beams, is light and airy in the summer and beautifully warm and cosy in the winter, with underfloor heating throughout. It is completely self-contained, with a separate entrance from the adjacent family house. With a sumptuous superking bed (or two twins), sofa bed, unlimited fast WiFi and HDTV, you are assured of a relaxing and welcoming stay in a family-friendly setting in the East Sussex countryside.

Jan 8 – 15

G$29,474 GYD per night