Vacation rentals in Medstead

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Top-rated vacation rentals in Medstead

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Guest favorite
Tiny home in Froxfield
4.82 out of 5 average rating, 131 reviews

Romantic OffGrid Cabin | Stargazing & Valley Views

Featured in The Guardian and The Times Top 10 UK Off-Grid Stays. Wake to sunrise over the South Downs in this secluded hilltop off-grid cabin overlooking the whole of the South Downs National park. Experience total serenity under star-filled skies with the warmth of a wood-burning stove enhancing the peaceful ambiance. Our off-grid cabin offers tranquility whilst still being close to cosy pubs, historic towns and scenic walks. Dog Friendly. It’s the perfect place to disconnect and recharge.

Superhost
A rustic cabin with a dark metal roof features wooden siding and large glass windows. An outdoor deck includes comfortable seating and a fire pit. The cozy hot tub, partially visible through curtains, invites relaxation, surrounded by greenery and the warm glow of evening lights.
Farm stay in Headbourne Worthy
4.96 out of 5 average rating, 364 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 favorite
Hut in Winchester
4.98 out of 5 average rating, 634 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 favorite
An open-plan living area with wooden flooring features a fully equipped sage green kitchen with a stove and overhead shelving displaying mugs. A cozy sleeping area is partially visible through a curtain, offering a view of the inviting bed framed by a window.
Cabin in Old Alresford
4.99 out of 5 average rating, 115 reviews

Luxury hut on the River Arle

The Arle Hut is a new interior designed spacious Shepherds Hut located in a quiet and private location on a farm, a 10 minute walk into Alresford, along the chalk steam river. There is a 2 person outdoor bath with hot water. The Arle hut is positioned on a tributary of the river Arle. Trout fishing can be arranged separately. It is the most peaceful of locations on the waters edge. All the home comforts one could ask for included. Home to Louis Pommery, English sparkling wine can be arranged

Guest favorite
An indoor space features a beautifully crafted wine barrel hot tub, surrounded by rustic wooden walls and beams. A cozy seating area with unique decor complements the intimate atmosphere. Natural light filters through framed artwork, enhancing the inviting environment.
Shepherd’s hut in Medstead
4.95 out of 5 average rating, 792 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 favorite
Tiny home in Overton
4.97 out of 5 average rating, 478 reviews

Tranquil Garden Studio Retreat

- Stylish Garden Studio, enjoy birdsong, wildflowers and stunning views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches, local gin, breakfast, fluffy towels - Fast WiFi, dedicated workspace & free parking - Dog-friendly, secure garden with resident, friendly dogs - Scenic walks from the doorstep - Escape from the city and immerse in nature - Close to Bombay Sapphire and Highclere Castle - Perfect for couples, dog owners and solo adventurers

Top guest favorite
An outdoor deck features a wooden table set for two with a folding chair and a cushioned seat. Double doors lead into the hangar, framed by a surrounding landscape of arable fields and wildflower meadows under clear blue skies.
Hut in Braishfield
4.99 out of 5 average rating, 384 reviews

The Hangar - countryside views, seclusion & peace.

The Farley Hangar is a peaceful space with far reaching views of Hampshire's woodlands and the Isle of Wight. Located on our family farm and private airstrip in the Test Valley. Winchester, Romsey and Stockbridge are just 20 mins away. On the doorstep of numerous cycle routes and footpaths including the Claredon Way (Sals-Win). King size bed & full-size bath with rain shower. From your private deck with log burner you will see various wildlife species and watch the stars at night.

Top guest favorite
Guesthouse in Exton
4.98 out of 5 average rating, 125 reviews

The Woodshed

The Woodshed is right in the heart of the South Downs National Park, between the villages of Warnford and Exton, a secluded and peaceful space surrounded by a working farm. The Woodshed has a view of Old Winchester Hill that is magic. Activities in the area include biking, hiking, and angling, and three of the best pubs in Hampshire are within a 5 mile radius. As we are a little distance from the main track, I am happy to come and collect guests from Exton if walking.

Guest favorite
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 in Ovington
4.97 out of 5 average rating, 162 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 favorite
Loft in Upper Wield
4.97 out of 5 average rating, 144 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
The exterior of the geo dome is showcased, featuring a distinctive structure with large, transparent panels. A wood-fired hot tub, partially surrounded by wooden decking, emits steam, indicating warmth. Lush greenery provides privacy, enhancing the tranquil atmosphere.
Dome in West Horsley
4.94 out of 5 average rating, 389 reviews

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

Guest favorite
Cottage in Privett
4.95 out of 5 average rating, 622 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!

Popular amenities for Medstead vacation rentals

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