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.

Location · Family · Parks

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 · Bathroom · Hiking

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!

Location · Family · Walkability

The Stanhope

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

Location · Value · Hiking

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.

Value · Location · Getting around

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.

Family · Value · Solo travel

Indulgent, Secluded, Private+HotTub TunbridgeWells

A completely private shepherd’s hut set in its own secluded meadow - no neighbours, no overlooking, just uninterrupted countryside and your own wood-fired hot tub. Designed for quiet escapes, slow mornings and evenings under the stars. Just 50 minutes from London, but it feels a world away. • Scandinavian wood-fired hot tub • Designer interior with full sized double bed & rain-shower en-suite • Wi-Fi & wood-burning stove • Outdoor fire pit & star-filled skies • Free bubbly + relax

Value · Location · Quiet

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.

Family · Value · Nearby

Shepherds hut, wonderful views, alpacas&hot tub!

Looking for a romantic countryside escape with a few unusual neighbours! Our cosy shepherd’s hut sits beside a fenced field where our four, new but friendly alpacas live, so you’ll have some very charming company during your stay (possibly a few sheep!). Spend your days hiking, visiting Brighton/Eastbourne, or simply relaxing on a deck chair with a glass of Prosecco. With peaceful surroundings, birdsong and clear starry skies! ***NEW SUPER DUPER HOT TUB FITTED!!!***

Value · Location · Check-in

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!

Family · Value · Nearby

The Sett, Organic Vineyard stay with Pool.

Coes Farm offers 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 which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Family · Value · Access

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

Location · Family · Heating