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 $77 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
The exterior of a charming shepherd's hut is showcased, featuring a wooden facade with large windows and a welcoming front door. A small patio area with two black wicker chairs and a glass table is set against a landscaped garden, surrounded by greenery and blooming flowers.
Shepherd’s hut in Hampshire
4.94 out of 5 average rating, 482 reviews

Rivermead Hut Retreat

Set within the South Downs National Park with extensive countryside views our wonderful Shepherds Hut retreat has everything for the perfect getaway. Inside a custom-crafted interior complete with solid wood floors, double glazed windows, a double bed with high-quality linen, kitchenette with hob, full-sized fridge and an en-suite bathroom with toilet and luxury shower. Enjoy the lovely setting of this secluded romantic spot. Relax in the hot tub in the sun or under the stars. Private parking.

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
4.94 out of 5 average rating, 163 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
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, 796 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.

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, 217 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, 212 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
Two rustic buildings are nestled within a lush green landscape, featuring a traditional shepherd's hut and a granary. Mature trees provide a natural backdrop under a clear blue sky, with wooden decking connecting the two structures.
Shepherd’s hut in Rogate
4.99 out of 5 average rating, 109 reviews

Fyning Granary and Shepherd's-Hut

Quirky farm building linked, via wooden decking, to a shepherds-hut. Set within the garden of a C16th Manor Farmhouse, tennis court and country walks directly from the door, safe parking year round. The buildings are let together as one, they are calm and comfortable with raised sleeping areas so most suited to agile guests/families with older children. Rustic and rural space bordering working farmland with plenty of resident wildlife located within the South Downs National Park.

Top guest favourite
The exterior view of the shepherd's hut reveals a charming entrance with white double doors opening onto a cozy interior. Potted flowers adorn the entryway, and wooden steps lead to the doorway, surrounded by greenery and trees in a peaceful setting.
Shepherd’s hut in Minstead
4.98 out of 5 average rating, 168 reviews

New Forest Large Shepherd's Hut with Stables

Beautiful, large Shepherd's Hut (20' x 12') in your own peaceful, private space between the garden & the fields - perfect to explore the New Forest. Bring your walking shoes, bikes & horses. Beautiful place for artists, yoga and meditation. There's a stream for you to go and sit by and you can often see deer in the fields next to you. Sit by the firepit and listen to the owls. More ponies, cattle, donkeys wander down the lane past the house than cars. An idyllic escape.

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