Shepherds hut holiday rentals in Winchester

Find and book unique shepherd’s hut rentals on Airbnb

Top-rated shepherd’s hut rentals in Winchester

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

1 of 1 pages1 / 1

Top guest favourite

A wooden hut features a light wood exterior accented by dark hardware, positioned on stilts amid trees. A wooden deck with a sturdy railing surrounds the entrance, which includes a set of steps leading to double glass doors. Natural light highlights the surroundings.

Shepherd’s hut in Timsbury

Lakeside Shepherd Hut in Secluded Woodland Setting

Enjoy a restful break from a busy life, back in nature's arms. Stop look and listen to the wind blowing through the trees, the light glistening off the water and let the world go by. The hut is comfortable with modern facilities for short or long stays. Set in the countryside, in a wooded area which is surrounded by fields, beside Fairbourne Lake covering 4.8 acres. There is a further 3.2 acres of woodland on private land, to wander at your leisure. All not far from Romsey and the Test Valley.

4.99 out of 5 average rating, 102 reviews

Top guest favourite

The exterior of the Shepherd’s Hut features double doors that open onto a gravelled patio area. Two chairs and a small dining table are positioned under the soft evening light, complemented by a partially fenced garden, enhancing the comfortable outdoor space.

Shepherd’s hut in Bracklesham Bay

1 min to Beach, warm, charming, spacious

Beautiful, spacious Shepherd’s Hut with kitchenette, en-suite shower & toilet. 1 minute walk to Bracklesham beach. 8 minutes walk to Rewild beachside sauna Off-street parking on drive. Close to shops and cafes and a 5 minute drive to the beautiful sandy beach at West Wittering. Chichester, the South Downs and Goodwood are a short drive. Warm and well-insulated with radiators. TV with Netflix Watch stunning sunsets on the beach and then come back to fall asleep to the sound of the waves.

4.99 out of 5 average rating, 311 reviews

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

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.

4.94 out of 5 average rating, 520 reviews

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

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.

4.95 out of 5 average rating, 179 reviews

Guest favourite

Shepherd’s hut in Owslebury

Cosy Shepherd's hut - Hensting Valley Park

Come and stay in our cosy shepherd's hut, and enjoy a free bottle of Prosecco! - Complimentary with every stay! Enjoy the sounds of nature when you stay in our unique space, right in the heart of the Southdowns national park, with beautiful countryside walks, and stunning views on your doorstep. Situated near to the picturesque village of Owslebury, where you will find the wonderful Ship Inn - great for eating & drinking. We are 3 miles from Marwell Zoo, and 5 miles from Historic Winchester.

4.86 out of 5 average rating, 107 reviews

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

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.

4.95 out of 5 average rating, 816 reviews

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

"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!

5.0 out of 5 average rating, 455 reviews

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

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.

4.97 out of 5 average rating, 230 reviews

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

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.

4.96 out of 5 average rating, 428 reviews

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

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.

4.98 out of 5 average rating, 177 reviews

Guest favourite

A charming shepherd's hut is set amidst lush greenery, surrounded by a wooden fence. A stone pathway leads to the entrance, with outdoor seating and a wood-fired hot tub visible on the gravel patio, inviting relaxation in a serene environment.

Shepherd’s hut in Bramdean

Forty Acres Shepherds Hut

Our luxury bespoke extra large Shepherds Hut has been fitted to an exceptionally high standard, fully equipped in a private location in the heart of Bramdean, an area of outstanding natural beauty, deep in the Hampshire countryside. Immerse yourself within the peace and quiet of a woodland overlooking beautiful fields with local wildlife. Forty acres has everything you need to stay comfortably and is particularly suited for nature lovers.

4.99 out of 5 average rating, 99 reviews

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

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.

4.9 out of 5 average rating, 243 reviews