Holiday rentals in Medstead

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Top-rated holiday rentals in Medstead

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Superhost
A rustic cabin with a dark metal roof and timber exterior is surrounded by trees. Smoke gently rises from a chimney. The front porch, featuring large glass doors, leads to a welcoming seating area. A pathway of stepping stones guides the way through the lawn.
Farm stay
4.96 out of 5 average rating, 378 reviews

A Unique Farm Retreat

There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

Top guest favourite
The Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
Hut
4.98 out of 5 average rating, 650 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Top guest favourite
Guest house
4.99 out of 5 average rating, 121 reviews

One bedroom cottage escape

Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.

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
5 out of 5 average rating, 451 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!

Guest favourite
The image captures a uniquely designed tiny home with vibrant green and wooden accents. A vintage yellow sports car is positioned prominently in front, while a spacious deck features comfortable seating and potted plants, creating an inviting outdoor area.
Hut
4.97 out of 5 average rating, 314 reviews

Lotus Car Spa & Horse Hut

Yes, that is a hot tub in a Lotus Elan! On the outskirts of Medstead village, in the corner of a field where shire horses once roamed, you’ll find a tiny home like no other. Once hauled to and fro for Polo and Shire shows, The Horse Hut has been lovingly transformed into a luxury holiday stay—while maintaining its horsey heritage. Whether you're soaking in the Lotus Spa or sitting back on the verandah, take in the beautiful vista of the Hampshire countryside and Hattingley Valley.

Top guest favourite
The exterior of a charming two-bedroom annexe is visible, featuring a well-maintained garden with lush green grass. A pathway leads to the entrance, framed by manicured shrubs and trees. The brick facade is complemented by large windows, allowing for natural light.
Guest suite
4.97 out of 5 average rating, 179 reviews

Quiet self-contained 4 guest annexe close to town

Lovely two bedroom annexe on a peaceful residential road in Alton, located just a short walk from the local amenities of this pretty market town including a Triple fff brewery pub and premium supermarkets. On the edge of the South Downs National Park Alton is surrounded by beautiful countryside ideal for cycling and walking. The house has it's own private entrance, driveway parking and fast wifi, kitchen, restful living room, bright airy bedrooms and a stylish shower room.

Top guest favourite
The spacious room features a plush bed dressed in crisp white linens, complemented by a soft green throw. A cozy armchair sits nearby, and a bedside table holds a stylish lamp. Natural light filters in through two windows, framed by subtle patterned curtains.
Flat
4.94 out of 5 average rating, 234 reviews

Stylish Barn in Rural Hampshire

Beautiful barn space in the heart of the Hampshire countryside situated on the edge of a village. On the first floor there is a UK Superking bed which can be split into twin beds at £15 extra cost, a table for two people and shower room. Breakfast items such as fruit, yoghurt, bread for toast, jams, honey, marmite are provided along with tea and 'real' coffee. ** Although there is a small kitchenette, there are no cooking facilities for hot food preparation **

Guest favourite
An A-frame structure is framed by trees and surrounded by blooming bluebells. Light filters through the open front, illuminating the interior where a seating area is presented. The natural setting offers a serene escape, with vibrant flowers in the foreground enhancing the tranquil scene.
Hut
4.97 out of 5 average rating, 180 reviews

The Glade at Ladyhill Vineyard near Winchester

Nestled on the edge of an ancient wood in South Downs National Park and with fantastic views over Ladyhill Vineyard and the Hampshire countryside The Glade has a cosy A-Frame to grab a good night sleep, a separate shower room with flushable loo to keep you fresh and a kitchen equip-for-easy glamping. Relax and admire the views, BBQ on the fire pit, spot deer and hare or stroll down the river Itchen to The Bush gastro pub. You’ll return home totally refreshed!

Top guest favourite
Loft
4.98 out of 5 average rating, 160 reviews

Lovely one bed flat with free parking on premises

A small but perfectly formed one bedroom flat in a rural location. The Annex has a small kitchen with hob, cooker and microwave. There is a table for eating. One double bed and a shower room. We have good broadband and there is parking on the property. The village has a great pub within walking distance and plenty of lovely walks. We are about 11 miles from Winchester and 3 miles from Jane Austen's Chawton. Our stairs into the flat are steep and narrow.

Guest favourite
Cottage
4.96 out of 5 average rating, 648 reviews

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

Inspired by Soho Farmhouse. A stylish converted barn set in the grounds of a Georgian Lodge within the South Downs National Park. Conveniently located close to the picturesque market towns of Alresford, Petersfield, Alton and historic Winchester, it is an ideal base to both explore Hampshire and kick back and relax in luxury. Take a look at the Barn on ‘Escape to the Country’ series 25, Episode 10 on iPlayer!

Guest favourite
A light-filled living area showcases a comfortable sofa draped with a blue blanket and decorative cushions. A small table sits beside the sofa on natural woven flooring. The bedroom is visible through sliding doors, featuring a bed with colorful linens and a window that allows for ample natural light.
Guest house
4.94 out of 5 average rating, 201 reviews

Stunning oak-framed "Loft House"

The "Loft House" was built in 2017 and has been freshly decorated to create a calm and stylish space. It is situated in a truly beautiful and tranquil rural location, and is a fantastic base to explore this lovely part of Hampshire. It is a cosy compact space so ideal for a couple or two adults, and could also accommodate up to two children. It is not suitable for more than two adults.

Guest favourite
A modern treehouse is displayed with a wraparound deck, featuring two chairs and a small table. Large glass doors reflect natural light while offering views of the surrounding trees. The structure is elevated, seamlessly blending with the wooded environment.
Treehouse
4.98 out of 5 average rating, 163 reviews

The Treehouse at Barrow Hill Barns

Sitting within a historic woodland, this secluded retreat has all the creature comforts of home whilst being immersed in nature on Barrow Hill Farm. The Treehouse’s bespoke design allows you to open one side of the lodge to welcome in the sights, sounds and smells of the bluebell wood that surrounds it. The roll top bath is perfect for romantic bathing, with the doors open or shut.

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