Tiny house holiday rentals in Winchester

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Top-rated tiny home rentals in Winchester

Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Tiny home in Portchester
4.94 out of 5 average rating, 241 reviews

Ellerslie Lodge Barn private retreat Portchester

Gorgeous oak attic lodge, with a cosy feel. In a semi rural countryside setting Perfect for business or relaxing A private self-catering accommodation fully equipped kitchen with milk and hospitality pack . Free parking and Wi-Fi. 10 minutes from Q A Hospital. Very close to Junction 11 M27. 20 minutes to Portsmouth. A comfy double bed.With rainfall shower, complimentary toiletries. Walking distance to pubs. Fantastic views & sunsets from the balcony Access to cycle trails,walks & Coastal Path

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
An aerial view captures the serene landscape surrounding the property, featuring a winding driveway leading through open fields. Lush trees and greenery frame the scene, with a clear blue sky dotted with clouds above, providing a sense of tranquility and natural beauty.
Barn in Hampshire
4.95 out of 5 average rating, 497 reviews

Cow Shed - Barn

A spacious ground floor suite. Watch fiery sun sets & brown eyed cows walking past to drink. Enjoy outdoor & indoor dining. A super king bed allows for space and a good nights rest with a luxurious en-suite shower to invigorate. Peaceful location but not far from local town. Small but well equipped kitchen with essentials provided. If you need us we are on site but otherwise will leave you in peace to enjoy your stay. If the Cow Shed is full then look up the Hay Loft. Our first floor suite.

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 in Winchester
4.98 out of 5 average rating, 608 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
An outdoor seating area is presented under a large umbrella, featuring a round table set with flowers. A panoramic view of a lush green landscape is visible, with manicured hedges and trees across the horizon under a bright blue sky with scattered clouds.
Guest suite in Corhampton
4.99 out of 5 average rating, 344 reviews

Stunning studio, 5 minute walk to South Downs Way

Brand new annexe above triple garage with south facing balcony offering outstanding views over Corhampton Down, part of the South Downs National Park. The accommodation includes a shower room, sleeping area with double bed, sitting and dining areas, breakfast preparation corner. Off-street parking available. Short walk from the villages of Exton, Meonstoke and Droxford which have excellent gastro-pubs and are waypoints on the South Downs Way, the Wayfarer's Walk and the Monarch's Way.

Top guest favourite
The bedroom features a spacious bed dressed in soft grey bedding, complemented by decorative cushions. Light streams through the window, softened by sheer curtains. A bedside table with literature adds a functional touch, while a wall-mounted mirror enhances the overall brightness.
Home in Hampshire
4.96 out of 5 average rating, 715 reviews

Central Winchester 1 Bedroom Home with own parking

Welcome to your lovely detached one bedroom home in a quiet leafy private road on the edge of St Giles Hill - just above medieval Winchester and on the edge of beautiful the South Downs Way. Your self-contained home includes parking on the drive, a stylish double bedroom, shower room, living area (with full double-width sofa bed) incorpoating a full kitchen/washing machine. Its an easy 10 minute downhill stroll across the park (lovely for a sunset picnic) to historic Winchester.

Top guest favourite
The exterior of Garden Cottage is framed by a well-tended garden featuring flowering plants and a manicured hedge. A paved pathway leads to a cozy seating area, and large windows reflect the natural surroundings. A welcoming atmosphere is established by the combination of greenery and rustic wooden structure.
Tiny home in Soberton
4.96 out of 5 average rating, 318 reviews

Self-contained Garden Cottage in idyllic location

Nestled in the grounds of our home, River Dale Garden Cottage is the perfect self-contained retreat for 'getting away from it all'. Situated in the picturesque Meon Valley, within the South Downs National Park, Garden Cottage is just a minute’s walk to the chalk stream, River Meon and access to the Meon Trail (the dis-used Railway Line) - perfect for walking, cycling and horse riding. Centrally located for exploring the cities of Winchester, Portsmouth, Southampton or Chichester.

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, 254 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 image captures a standalone cabin nestled among trees, surrounded by greenery. A spacious gravel area in front features seating and an open-fronted shed. Steps lead up to the cabin, highlighting its private and tranquil setting within the landscape.
Tiny home in Winchester
4.96 out of 5 average rating, 208 reviews

“The Hay Wagon " Large Unique Space

"The Hay Wagon." Bespoke Large Cabin Style living space. Tucked away and Private. Wonderful views of fields and far reaching landscape. Named after the "John Deere" HayTrailer it was recently built on. This extra large ‘Hay Wagon' which stands alone, nestles under the tree line with spectacular landscape views. Added in the grounds is a spacious open fronted shed which enhances your entertaining space and includes an outside rainfall hot shower, seating, coffee table and BBQ.

Top guest favourite
A charming brick and flint building is surrounded by neatly trimmed bushes and a well-maintained garden. Two wooden chairs and a small table are set outside, inviting guests to enjoy the tranquil rural setting under clear skies.
Guest house in Winchester
4.97 out of 5 average rating, 550 reviews

Idyllic Hideaway Ham Green Cottage near Winchester

The Orchard Studio at Ham Green Cottage is a pretty brick and flint building tucked away in a corner of our truly English country garden. You are completely private. We are family-friendly and you can expect a comfortable stay and warm welcome. We are in a village close to the historic city of Winchester, however our setting is completely rural and quiet. We have a fantastic village pub or there are lots of places to chose from in Winchester itself - the best of both worlds!

Guest favourite
A charming garden stretches across the landscape, featuring lush greenery and a serene waterway. Two distinctive structures are visible: a traditional house and a converted mill, both surrounded by trees, creating a peaceful atmosphere by the River Meon.
Home in Hampshire
4.96 out of 5 average rating, 258 reviews

Romantic 17th Century Paper Mill on The Meon River

Enchanting converted 17th Century Paper Mill over the River Meon in Warnford, Hampshire. Quirky interior with original Japanese features. Trout anglers will have a ball. There are swans, herons, kingfishers and mallards and, if you're really lucky, you might see an otter. As you can see from the photo, the Mill is just by our cottage, but we're not always there so often you'd have the whole garden to yourself. My place is good for couples and solo adventurers.

Top guest favourite
The exterior of the charming guest house is illuminated by warm string lights. A private deck features a hot tub, surrounded by lush greenery. Cozy seating is provided nearby, enhancing the inviting atmosphere for a relaxing evening outdoors.
Tiny home in Soberton
4.94 out of 5 average rating, 288 reviews

The Guest House, Five Trees

The Guest House is a perfect rural get away. It is set in the classic English country garden of a 16th century thatched house in the Meon Valley. It has a private deck with a hot tub. The grounds contain a swimming pool and tennis court for guest use upon request. The pool is open in summer. The River Meon, multiple footpaths and a lovely local pub are within a few steps of the property. Use of pool, hot tub and tennis court are at your own risk.

Popular amenities for tiny home rentals in Winchester

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Quick stats about tiny house rentals in Winchester

  • Total holiday rentals

    Explore 20 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Wifi availability

    10 of Winchester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winchester rentals

  • 4.8 Average rating

    Winchester stays are highly rated by guests – averaging 4.8 out of 5!

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