Holiday rentals in Medstead

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Top-rated holiday rentals in Medstead

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Top guest favourite
A spacious bed with a floral headboard is flanked by two bedside lamps, providing soft illumination. The surrounding area features two area rugs and a bench draped with a checked blanket at the foot of the bed, creating a cozy and inviting sleeping environment.
Guest house in Hampshire
4.95 out of 5 average rating, 243 reviews

IMMACULATELY PRESENTED COUNTRY BARN FOR UP TO FOUR

This traditional style country barn is nestled in the beautiful Meon Valley within minutes of Jane Austen's home and surrounded by stunning Hampshire countryside that offers extensive walking and cycling routes, and some great pubs. Within a 20 min radius are the market towns of Alresford, Farnham, Petersfield and Winchester. The accommodation is very well presented, albeit a compact kitchen/living area, with a super king size bed in the spacious master bedroom which is accessed via a twin room.

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 in Headbourne Worthy
4.98 out of 5 average rating, 346 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 exterior of a charming oak-framed cottage is showcased, surrounded by a colorful garden filled with various flowers. A gravel path leads to a welcoming porch, framed by thriving greenery and rose bushes, inviting guests to explore the peaceful outdoor environment.
Guest suite in Old Basing
5 out of 5 average rating, 225 reviews

Rural Retreat. Comfort, style, views and garden.

Guest suite in wing of oak framed cottage. Situated in farmland between 2 picturesque villages, Old Basing and Newnham . Charming sitting room with log burner Spacious garden and terrace with covered verandah and furniture Simple DIY breakfast provided Private entrance King bed Great base for exploring country gardens and houses of Hampshire. Convenient for London, Winchester, Farnham, Windsor, Highclere Please note the location, vehicle required - 35 min walk to village and shops 2.5 miles +

Top guest favourite
An outdoor patio area is shown, featuring a small table and two wooden chairs positioned on a paved surface. The modern chalet design is highlighted by large glass doors that open into the interior space, surrounded by greenery and a neatly trimmed lawn.
Guest suite in Hampshire
4.91 out of 5 average rating, 100 reviews

Self-contained bright private chalet with garden

Private chalet with own entrance and bathroom. Lots of light. Modern building set at the bottom of a private garden, this lovely space is laid out like a studio flat - equipped with double bed, tv, shower room and toilet, internet and its own private entrance and private garden area with patio. Located in a residential area within 5 mins walking distance of Alton town. Easy access to the Watercress line, train station, flood meadows and a short walk to Chawton Village and Jane Austin's house.

Guest favourite
An aerial view captures a dark-stained tiny house situated on a grassy expanse, surrounded by rolling hills and lush greenery of the South Downs National Park. The sky above features scattered clouds, and the landscape reveals a serene and expansive countryside.
Tiny home in Froxfield
4.88 out of 5 average rating, 160 reviews

Off-Grid Cabin | View of South Downs National Park

A quiet hilltop Escape Off The Grid cabin with a widescreen view of the South Downs National Park. Set in a 10-acre field, the cabin is simple and cosy with a picture-window by the bed, a kitchen for slow breakfasts and sunset valley views. Ensuite hot shower. Footpaths from the door. Petersfield is 10 minutes for coffee and supplies. Recognised by The Guardian and The Times as one of the Top 10 Best UK Off-Grid Retreats (Dog Friendly), it’s the perfect place to disconnect and recharge.

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 in Medstead
4.99 out of 5 average rating, 256 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
An inviting living area features a textured tile floor and exposed wooden beams. A light blue sofa and a soft mauve armchair provide comfortable seating options. A wooden dining table and chairs are positioned nearby, along with a cabinet displaying white dishware. Natural light enters through multiple windows.
Barn in Shalden
5 out of 5 average rating, 249 reviews

The Stables at Warren Farm. Rustic charm

Warren Farm is 2 miles from Alton, which is famous for the Watercress Line steam railway and the home of Jane Austen. We are also on the edge of the South Downs National Park and within easy reach of Winchester and the Historic Dockyards and ferry terminals in Portsmouth. The Stables has it's own entrance from the beautiful garden room which adjoins our barn. There are country views and footpaths if you are feeling energetic! We look forward to welcoming you.

Top guest favourite
A compact living space is depicted, featuring a small kitchenette with modern appliances and a television in an alcove. Light enters through a window, brightening the light-colored walls and pale flooring. The design emphasizes an open and functional atmosphere.
Loft in Upper Wield
4.97 out of 5 average rating, 137 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
A spacious grassy area is seen from a small balcony, framed by greenery and trees. A playground structure and garden shed are visible in the background, while the sky displays soft, overcast lighting enhancing the serene countryside atmosphere.
Flat in Medstead
4.91 out of 5 average rating, 152 reviews

A Discreet Hampshire Downs Retreat for Quiet Stays

Set within the rolling Hampshire Downs, this thoughtfully designed annexe offers rare privacy, calm and refined simplicity. Evenings invite slow living beside your wood burner, while mornings begin beneath the luxury outdoor hot-water shower, immersed in countryside stillness. Designed as I like to travel myself, every detail is intentional, understated and quietly indulgent — a discreet retreat for guests who value space, quality and uninterrupted rest.

Guest favourite
Flat in Froxfield
4.88 out of 5 average rating, 209 reviews

The Studio @ Black Barn, Nr Petersfield.

Newly refurbished, ‘The Studio at Black Barn’ is an open plan self-contained private annexe with own parking right outside its own private entrance and garden. Your accommodation is on the ground floor of a family home, surrounded by countryside near Petersfield. Perfect for 1 or 2 adults to indulge in a relaxing mini break; also ideal for a fleeting overnight work visit and take advantage of the superfast broadband to work from Black Barn.

Guest favourite
A stylish barn exterior showcases a mix of wooden and brick elements. French doors open to a bright interior with a bed visible inside. Two deck chairs are positioned on the terrace, and a chiminea stands to the side, all set against a landscaped garden.
Cottage in Privett
4.96 out of 5 average rating, 586 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!

Top guest favourite
The exterior of the annex is presented, featuring a wooden facade with a tiled roof. A welcoming entrance with large glass doors is visible, surrounded by well-maintained greenery and a grassy area. Fields and trees can be seen in the background under a clear blue sky.
Guest house in Pamber End
4.97 out of 5 average rating, 159 reviews

Quiet self contained annex

Fully functional self contained annex for single occupancy (located in close proximity to family house) but in a quiet location with lovely views across fields and no disturbance from main residence. Secure off road parking with latest kitchen facilities for those that want to cook or a nice local pub/restaurant in walking distance for those that don't. (Unable to offer long term lets or double occupancy)

Popular amenities for Medstead holiday rentals

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