Shepherds hut holiday rentals in Winchester

Find and book unique shepherd’s hut rentals on Airbnb

Quick stats about shepherd hut rentals in Winchester

  • Total holiday rentals

    Explore 30 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,790 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    10 of Winchester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winchester rentals

  • 4.9 Average rating

    Winchester stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated shepherd’s hut rentals in Winchester

Guests agree: these shepherd’s hut rentals are highly rated for location, cleanliness and more.

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Guest favourite
A charming shepherd's hut constructed of timber features a welcoming facade with light blue doors and decorative windows. The structure is surrounded by green grass and trees, creating a serene outdoor setting. A wood-fired hot tub is visible nearby, inviting relaxation.
Shepherd’s hut in Petersfield
4.97 out of 5 average rating, 195 reviews

The Good Shepherd Hut with wood-fired hot tub

The Good Shepherd Hut is nestled in a private paddock, in the South Downs National Park, in rural Hampshire. The oakcrafted design ensures a luxurious stay with a comfy double bed, free WiFi, log burner, sofa, kitchenette and ensuite. Outside is a fire pit BBQ, picnic table and wood-fired hot tub. A breakfast hamper, toiletries, robes and slippers are provided. Unwind as you soak in the hot tub, admiring the sunsets, views and clear starry skies. We can supply all wood for £50 for 2 nights.

Top guest favourite
A charming shepherd's hut is positioned in a serene paddock, showcasing a vibrant sunset in the background. Two light blue chairs are placed outside the hut, with an open view of the surrounding landscape. The sky is painted in shades of orange and gray, creating a peaceful atmosphere.
Shepherd’s hut in Freefolk
4.95 out of 5 average rating, 164 reviews

Tinkywinky’s Shepherds Hut

In the pretty hamlet of Freefolk you will find a charming secluded Shepherds hut set in 12 acres, and includes a hot tub & pizza oven, WiFi, gas hob, king size bed, sofa, dining table, toilet, shower, fridge freezer, stove, solar electricity and fire pit - it has everything you need. It overlooks our horses, sheep & chickens. A short walk will take you to the award winning Watership Down Inn & Bombay Sapphire distillery. The surrounding area boasts beautiful walks. Dogs & all Logs are free.

Top guest favourite
A shepherd’s hut sits on a wooden deck surrounded by lush green grass. Two doors are open, offering a glimpse of the interior. A large brown dog sits in the foreground, facing the hut, with open farmland stretching into the distance under a clear blue sky.
Shepherd’s hut in West Sussex
4.96 out of 5 average rating, 159 reviews

Stonemeadow Shepherd’s Hut, Chichester

Just you, a cosy space and a chance to rewind in pure tranquillity. Entering into Stonemeadow Shepherd’s Hut, you will find your own private escape surrounded by beautiful farmland. It is just a short drive to the centre of Chichester, close to Goodwood, gorgeous sandy beaches and the South Downs. Equipped with separate bedroom, with a kingsize bed, bathroom, full heating, TV and kitchenette with full sized fridge/with freezer, toaster, kettle & Nespresso coffee machine. Fire pit and bbq.

Top guest favourite
The exterior of the oak-clad Shepherd's Hut is highlighted by a inviting wood-fired hot tub nearby. A gravel pathway leads up to the hut, surrounded by lush greenery. Clear blue skies and scattered clouds create a pleasant outdoor ambiance.
Shepherd’s hut in Brockenhurst
5 out of 5 average rating, 169 reviews

Hut in the Forest

A charming oak Shepherd's Hut, situated on a 2 acre small holding in the heart of the New Forest. We run a brewery (PIG BEER) with beer garden on site. We play ambient music from 12pm up until 8:30pm in the summer. Check out @pigbeerco for current opening hours. We have an excellent farm shop and vineyard next door, and a good pub (The Filly) within 2 minutes walk. Setley is based 2 minutes drive outside of Brockenhurst. We're 20 minutes from Highcliffe Beach, and 5 minutes from Lymington.

Guest favourite
A charming outdoor area features a cosy wagon, wooden barn, and saloon-style seating. Flower pots add greenery, while a gravel path connects the spaces. The surrounding trees provide a natural setting, creating an inviting atmosphere for relaxation and enjoyment.
Shepherd’s hut in Medstead
4.95 out of 5 average rating, 800 reviews

Wagon in the Woods & Wine Barrel Hot Tub

A cosy wagon and a hot tub in a giant wine barrel! Nestled in the Hampshire countryside. Features inside include a double bed, trap-door bath, toilet, and large ‘wagon wheel’ window with stunning views. Outdoors is the Wild Cherry Barn with chiminea fireplace and a saloon seating area with pizza oven and campfire with BBQ grill. The Wagon in the Woods is a bespoke, self-contained little place in the country with a private woodland, ideal for those wanting a tranquil and restful getaway.

Superhost
A quaint shepherd's hut is positioned on wheels amidst a grassy area. The door is open, revealing a welcoming interior. Nearby, a chair provides a comfortable spot to relax while sheep graze in the background. The scene is set against a backdrop of rolling hills.
Shepherd’s hut in Cocking
4.83 out of 5 average rating, 530 reviews

Glamping shepherds hut South Downs

Welcome to our shepherds hut, for a touch of glamping in the heart of the South Downs National Park. Perfectly situated for walkers and cyclists as we are right on the South Downs Way and a short drive for Goodwood events. A cosy retreat with scenic views across the Downs, beautiful sunsets, starry skies and passing wildlife. There is a toilet and shower facility. A kettle, mini fridge and teas, coffees, milk, cereals are included in the hut. An electric heater keeps it nice an cosy.

Top guest favourite
A group of friendly alpacas roams in a grassy paddock surrounded by trees with fallen leaves. The handmade Shepherds Hut stands in the background, providing a charming retreat amidst nature.
Shepherd’s hut in Passfield
5 out of 5 average rating, 441 reviews

"Bumble" The Shepherd's Hut

This traditionally inspired, hand-made Shepherds Hut is nestled inside a paddock in the leafy county of Hampshire. It offers a tranquil retreat in a home away from home setting with a cosy open plan living space championed by the log burning stove. Enjoy cooking your own English Breakfast - of which eggs are graciously supplied by our chickens -amongst views and visits of our 17 strong Alpaca herd. Please let us know if you'd like to meet and feed the Alpaca - they'd like to meet you!

Top guest favourite
A charming green shepherd's hut sits on a wooden sun deck, surrounded by trees. Comfortable outdoor seating and an umbrella provide a relaxing space. A golf cart parked nearby offers additional convenience for exploring the surrounding 55-acre farm.
Shepherd’s hut in West Tytherley
4.98 out of 5 average rating, 218 reviews

The Burrow, off-grid Shepherd’s Hut on family farm

The Burrow is a luxury off-grid getaway, situated in a quiet spot on our 55-acre family farm. The perfect place to turn off your phone and reconnect with nature. A bespoke shepherd’s hut with artisan features. A king-size bed, log burner, solar-run with *USB charging* hand crafted kitchen with fridge/freezer, en-suite hot shower and composting loo. Enjoy relaxing on your sun deck with gorgeous views of the farm and surrounding woods, with the option of internal or outside dining.

Top guest favourite
The exterior of the Salt Hut features a darkly painted corrugated metal facade. A stable door is opened, showcasing indoor light. Steps lead up to the entrance, surrounded by greenery, potted plants, and a fire bowl nearby, creating a welcoming outdoor environment.
Shepherd’s hut in Hordle
4.97 out of 5 average rating, 215 reviews

New Forest Luxury Hideaway

Handcrafted from traditional materials, our luxury retreat blends industrial style with a modern twist. The Salt Hut is the perfect destination for a romantic getaway, time with a close friend or a solo adventure. A five minute drive to the centre of Lymington or the picturesque New Forest, and ten minutes away from the coastal village of Milford on Sea. You can discover the local area on foot using the network of countryside footpaths, one leads down to a great local pub, The Mill.

Top guest favourite
The shepherd's hut is nestled among greenery, featuring a light exterior and dark window frames. The entrance is adorned with flowing curtains, revealing glimpses of the contemporary interior. A small deck with chairs is positioned outside, surrounded by colorful wildflowers.
Shepherd’s hut in Winchester
4.96 out of 5 average rating, 423 reviews

Shepherd's Hut with Hot Tub near Winchester

Traditional shepherd's hut with a contemporary interior and private hot tub 3 miles from Winchester. En-suite shower, kitchenette, deck with table and chairs, bbq and brazier. The hut has a private location in the grounds of a country house. Guests can use the owner’s tennis court and heated outdoor pool (open May to end of September). Explore Winchester, Portsmouth, the New Forest and Hampshire’s beaches. This year-round retreat has a heated towel rail, electric radiator and WiFi.

Top guest favourite
Shepherd’s hut in Minstead
4.92 out of 5 average rating, 357 reviews

Rural Heaven

Within the THE NEW FOREST NATIONAL PARK welcome to our semi off grid sustainable home where you will find our shepherd's hut and the peace and tranquillity it provides. Amongst our newly planted saplings in our paddock you will have the wildlife and our 2 ponies for company. A warm, cosy, quiet, safe, space...read our reviews!!!! Sometimes surrounding yourself in nature is just what you need to give you balance. We look forward to welcoming you.

Top guest favourite
An outdoor area displays a cozy shepherd's hut alongside a hot tub. Seating is arranged around a fire pit, with logs positioned for gathering. Green grass and trees create a natural backdrop, complemented by a shaded seating area under a canopy.
Shepherd’s hut in Southampton
4.9 out of 5 average rating, 236 reviews

River Rose Retreat Shepherds Hut, view and hot tub

River Rose Retreat is a cute and cosy shepherds hut, located along side the stunning river Hamble, in the quaint village of Botley. The Shepherds Hut, which is within walking distance from Botley village and train station, has it's own garden with hot tub, seating area and fire pit, surrounded by trees whilst gazing out on to the river. Although we adore dogs ourselves, unfortunately no dogs are allowed.

Popular amenities for shepherd's hut rentals in Winchester

Destinations to explore