
Holiday houses in Five Hundred Acre Wood
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Top-rated holiday rentals in Five Hundred Acre Wood
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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.

Unique shipping container cabin in private woods
AS SEEN ON TV ! George Clarkes Amazing Spaces Season 12 episode 1. Evergreen cabin is set in it's own private woodland in the heart of the East Sussex Countryside. The Cabin is a two story shipping container home with enormous picture windows bringing the outside in. A free cooking fire pit in the woods. Hampers are avalable as optional extras. The book "playing it by ear" is avalable at all good independent bookshops. The optional extra of a wood burning hottub **(£85 with bag of logs)**

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.

‘The Water Snug’ Beautiful Floating Cabin
Romantic lake cabin for two, floating on our peaceful one-acre lake in ancient woodland. Relax by the cosy log burner, cook in the fully fitted kitchen, and wake to magical lake views from the bedroom. In spring, enjoy the woodland with bluebells and delicate flowers; summer brings long golden evenings over the lake, and autumn paints the trees in rich, vibrant colours. Step outside to gentle ripples, watch wildlife, or visit East Hoathly village with its café, shop, and pub just minutes away.

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.

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.

Pigeon Hole, Organic Vineyard stay with Pool.
Woodland Shepherds Hut situated at Coes Farm an Organic Vineyard and Orchard making Natural wines and cider, 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 organic vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Luxury architectural retreat/ East Sussex views
Oliveswood barn a self contained contemporary Architect designed Barn is a luxurious couples retreat, a detached structure surrounded by beautiful AONB countryside with outstanding views. Dog friendly. 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, great butcher, deli, 2 pubs and takeaways.

Country barn with beautiful views
Exclusive use of spacious fully-equipped barn with beautiful views of the South Downs National Park. Set in a quiet, rural location within walking distance of the historic village of Ripe, near Lewes, East Sussex. An ideal location for country walks and cycling with local restaurants and pubs nearby. Within easy reach of the coast, the towns of Lewes, Brighton and Eastbourne, Glyndebourne Opera House, Michelham Priory, and many other places of historic interest.

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.

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.

Luxurious hideaway in an area of natural beauty
‘The Old Cart Shed’ is, as the name contrives, a property fabricated from the structure of an original 19th century cart shed. Rebuilt entirely from the ground up, with only the interior, original wood-beamed structure and lime render walls to belie any relation to its former purpose, The Old Cart Shed is today, a self-contained, redesigned dwelling available for short or long-term rental.
Popular amenities for Five Hundred Acre Wood holiday rentals
Other great holiday rentals in Five Hundred Acre Wood

Stunning Coach House in Sussex

Luxury eco-home • Stunning rural views

Ye Olde Cottage – The Easy Stop Near Gatwick

Rox Studio

Luxury Spa Retreat: Sauna, Steam & Hot Tub

The Annex, How Green House, Hever

Counting sheep Shepard’s Hut 1

Waterfront Home With Hot Tub/Sauna
Destinations to explore
- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Marble Arch
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- Tottenham Court Road
- Kings Cross
- The O2
- Natural History Museum
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Camden Market
- Borough Market




