Shepherds hut vacation 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.

Value · Location · Condition

Spacious luxury shepherds hut with woodburner

The Sheepcote, our brand new spacious shepherds hut, is based in the Kent High Weald Area of Outstanding Natural Beauty. It sits in its own south facing half acre garden with fruit trees, silver birch and a young oak tree. Outside there’s plenty of parking and an area with a bench, table and chairs where you can relax and enjoy the countryside, watch the buzzards fly overhead and in the evenings listen out for the soft hooting of our resident owls! Its the perfect place for a romantic break.

Location · Getting around · Hiking

Private, Indulgent Retreat+Hot Tub Tunbridge Wells

Hidden in a completely private meadow near Tunbridge Wells, this peaceful shepherd’s hut is designed for slowing down - wood smoke, dark skies, long evenings outside and uninterrupted quiet. No overlooking. No public access. Just your own secluded corner of countryside. • Scandinavian wood-fired hot tub • Designer interior with full sized double bed & rain-shower en-suite • Wi-Fi & wood-burning stove • Fire pit & star-filled skies • Free bubbly and relax! • 50 mins by train from London stations

Family · Location · Cleanliness

A gloriously secluded Shepherds Hut close to Lewes

Orchard Hut is a secluded and very private shepherd's hut fitted to a high standard, and situated in a gloriously peaceful meadow setting away from any road noise. The meadow is rich in wildlife and there are views to the South Downs that can be enjoyed from the hammock or the wood fired hot tub.The hut sits just outside the South Downs National Park, 3 miles from Lewes and 5 miles to Glyndebourne. There is direct access to a myriad of public footpaths with a good choice of stunning walks.

Location · Value · Nearby

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!

Value · Family · Pets

Shepherd's Hut with private tennis court

Spacious Shepherd's hut with a view from your bed of the Wye Crown in a designated AONB (area of outstanding natural beauty). Our location offers a mix of rural and town experiences, at the foot of the North Downs and the Pilgrim's Way for fantastic walks and cycle rides. One mile from the thriving village of Wye with pubs, great restaurants and shops for essentials. Further evening entertainment in nearby Canterbury (15 minutes by car or train) and wonderful beaches within easy reach.

Location · Value · Kitchen

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.

Family · Location · Check-in

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.

Value · Family · TV

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!

Value · Family · Wifi

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

Value · Location · Wifi

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

Location · Value · Sleep quality

Shepherds Hut in Harvel

Escape to The Shepherd’s Hut at Prickettshaw Farm, a cosy countryside retreat in the peaceful village of Harvel. Enjoy a private wood-fired hot tub, cosy wood-burning stove, its own fenced garden and all the comforts you’ll need. Set in AONB with excellent transport links. Direct trains at Meopham, Borough Green and Ebbsfleet take you direct to London in under 45 minutes.

Family · Location · Outdoor spaces