Shepherds hut holiday rentals in River Medway

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.

1920s Showmans living wagon,experience times past.

Set in the sussex countryside our beautiful showman's wagon is now resting. She has spent many years looking after showman travelling around the countryside housing show folk and fair ground people. Her history and that of the travelling community is a magical fascinating part of history. It is a privilege for us to own and gives us pleasure to be able to share with anyone who would like to stay. The garden and surrounding countryside are part of the charm of our wagon in summer and winter.

Cosy Hut with TV, Wifi. Amazing walks and pubs

Our wiggly tin hut is for two people (and of course a dog). It nestles in its own secure space within a pretty cottage garden in the centre of a pretty kent village Sleeping is on a very comfy memory foam double bed. There is an ensuite shower room, basin and wc, a small kitchen with 2 ring gas hob, butlers sink, fridge and combination microwave/oven. Outside there is a bbq and garden furniture. Great pubs locally, one just 1/2 mile away. Another 20 minutes walk. The walks are amazing!

Elegant Cosy Hideaway (The Clarence)

Extremely private hut set within 15 acres of wilderness to relax in the remotest part of Kent with direct access into the beautiful valley. Most guests visit us to shut the world out. However, we are also spoilt for things to do locally and have some terrific pubs/ restaurants. “We loved hearing the owl sending us to sleep” “this was without doubt the best place I've ever stayed! It was private, clean, warm, cosy..for the price paid it was a complete bargain" - Nicole, November 2024

Dark Skies Shepherds Huts - Skylark

Set in the tranquil foothills of the South Downs, Skylark shepherds hut offers you a luxury off grid escape. Located on a beautiful organic arable farm surrounded by nature with stunning views makes for a peaceful, relaxing break. Skylark is ideal for visiting one of the many attractions near by (including Charleston House, Rathfinny Wine Estate, Firle Place and the medieval village of Alfriston), a stopover on the South Downs Way, a weekend of walking or just some time out to relax.

Blackbird shepherds hut

Blackbird Shepherds Hut is nestled on a rural estate, away from the bustle of the South East, just an hour from London. A natural habitat for wilderness. The spectacular landscape, dark night skies and breath-taking wildlife provide a truly inspirational escape. It is a very special place, handmade by the owners and full of artistic charms which provide an idyllic setting for a weekend escape or simply to immerse yourself in nature and have time to hear the dawn chorus and the owls.

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.

Idyllic Shepherd's hut in a quiet secluded meadow

Cozy inside and with gorgeous views outside, if that sounds like a splendid mix, then set off for the high-weald area of outstanding natural beauty and a self-catering stay at Gabriel's Rest, a gorgeous little shepherd's hut set in a peaceful and tranquil corner of a Sussex meadow with its own little garden. This idyllic retreat is set at Pococksgate Farm. It's all very peaceful here, and a relaxing place to just chill out all by yourselves with no one else around you.

Luxury Shepherd’s Hut with idyllic views & hot tub

Come and enjoy our luxury shepherd’s hut with idyllic countryside views. Relax in our wood fired hot tub or enjoy some alfresco dining. Roast marshmallows on an open fire pit or simply relax and listen to bird song. Take a stroll over the fields with local footpaths right on your doorstep. We have beaches within 10 minutes drive, local pubs and near by historic sites such as Herstmonceux Castle and Observatory Science Centre, Battle Abbey, Pevensey Castle and many more.

Gordon's View Shepherd's Hut

Nestled in the High Weald AONB, between the two historic towns of Tenterden and Rye is our shepherd's hut "Gordon's View". Located on a quiet working farm our hut has beautiful uninterrupted countryside views and is situated in it's own field with peaceful surroundings that make it feel very private. The large patio doors opening onto the outside seating area, the wood burner and the underfloor heating all make for a comfortable stay at any time of the year!

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. Step straight onto public footpaths for scenic walks and traditional country pubs. The private hut features a log burner, fire pit/BBQ (logs provided free of charge) and a private hot shower. Chickens and bees nearby — very friendly! Jessops farm Studios runs art workshops, google: weekendarting

Double Shepherds Hut near Vineyards and Gardens

Welcome to The Fold, the World’s sexiest shepherds hut! It’s actually two huts joined in the middle, for twice the space. Highlights include a copper bath, wood burner (plus background heating), king size bed, TV and kitchen. The Fold is in its own field, ensuring privacy and peace, year round. This is an area of hop fields, orchards, vineyards, castles, gardens and cute medieval villages