Vacation rentals in Medstead

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Top-rated vacation rentals in Medstead

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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, 341 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.

Guest favorite
A charming cottage with traditional brickwork and wooden shutters is displayed along a quiet street. The structure features a sloped roof with prominent chimneys, and nearby vehicles are parked along the road. A few trees and clouds are visible in the background.
Cottage in Chawton
4.92 out of 5 average rating, 136 reviews

Farthings - genuine Austen charm cottage & garden

Renovated in June 2019, the house is a real haven, ideally located in the heart of Chawton village and surrounding Hampshire. Farthings was built circa 1700 for the workers of the Squires big house, which is now the Jane Austen Library in the centre of Chawton. The writer's home, now a museum, is directly opposite the house and it's said that Austen family members stayed in Farthings when they ran out of room. They certainly smoked hams for Squire Knight's guests in the inglenook fireplace.

Guest favorite
A cozy living area features a light grey sofa positioned to face a television displaying Netflix. A modern wood-burning stove adds warmth to the space, while a door with multiple glass panels leads outside. Light hardwood flooring completes the inviting atmosphere.
Apartment in Medstead
4.91 out of 5 average rating, 147 reviews

The Annexe @ Mandalay Lodge

Kick back and relax in this calm, stylish space. Nestled in the heart of the Hampshire Downs, The Annexe at Mandalay Lodge is the perfect place to unwind. Set next to the main house, the Annexe provides a quiet, tranquil space with a cozy double bed, open plan kitchenette a bathroom with shower & outdoor hot water shower. Stunning views over the countryside from your balcony provides a perfect backdrop for your relaxing stay. There is a Sauna on site bookable for an extra fee, just request.

Guest favorite
A casual living space features a sectional sofa with vibrant cushions, a small dining table with seating integrated beneath it, and a television mounted on the wall. A fruit bowl sits centered on the table, while a framed picture adds interest to the area.
Farm stay in Beech
4.93 out of 5 average rating, 227 reviews

Kate’s cottage

Located in one of the most beautiful counties in the UK you are surrounded by wonderful countryside. You're free to roam amongst our menagerie of super friendly pet hens, ducks, pigs and our Highland calves. In addition we have our extensive collection of historic vehicles from the Iron Curtain Museum. Woodland walks are close by. Alton Town is just a mile away. Dogs are very welcome but need to be on the lead on the farm. Our two dogs, Mary and Joseph are kept in our private area.

Top guest favorite
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, 251 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.

Guest favorite
A charming thatched cottage is framed by a white picket fence, surrounded by vibrant garden flowers. The distinctive curved roof and upper window are highlighted against a clear blue sky, emphasizing the cottage's historic character and inviting setting.
Cottage in Ropley
4.91 out of 5 average rating, 127 reviews

Historic 16th Century thatched cottage, Hampshire

Right in the middle of Jane Austen country, this famous chocolate box 16th Century Grade II listed cottage, the oldest house in the village, is chocca-block full of history. It was home to the Archbishop of Canterbury, Queen Victoria's right-hand man, who not only christened and crowned the Queen but then went on to marry her Prince Albert. Set in the a picture-perfect Hampshire village full of thatched cottages and surrounded by gorgeous walks it is the perfect country retreat!

Top guest favorite
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, 245 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 favorite
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 favorite
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, 576 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 favorite
An open studio layout showcases a double bed with patterned bedding and large windows allowing natural light. A dining table with chairs is positioned in the center, complemented by a wicker chair and a television. Light wood flooring and exposed beams add an airy feel.
Guesthouse in Medstead
4.89 out of 5 average rating, 397 reviews

Self Contained Garden Studio

A fabulous space in an oak-framed garden studio independent to our home with double bed, large shower room and tea and coffee making facilities, microwave and mini fridge. Within walking distance of the Watercress Line and less than 10 minutes drive to Jane Austen's House. We are also well placed for walks from the doorstep and the ancient and beautiful city of Winchester is just a 20 minute drive away.

Top guest favorite
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.
Guesthouse in bugmore hill
4.93 out of 5 average rating, 171 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 favorite
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 in Ramsdean
4.99 out of 5 average rating, 141 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.

Popular amenities for Medstead vacation rentals

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  2. United Kingdom
  3. England
  4. Hampshire
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