Tiny house holiday rentals in Winchester

Find and book unique tiny home rentals on Airbnb

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

A wooden lodge features a sloped roof with two dormer windows, surrounded by lush greenery. A small balcony with railing is visible, framed by trees, offering a glimpse of the sky. The warm tones of the wood blend harmoniously with the natural setting.

Tiny home in Portchester

4.95 out of 5 average rating, 278 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

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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 in Headbourne Worthy

4.96 out of 5 average rating, 375 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.

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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, 649 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.

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Guest favourite

A rustic courtyard is surrounded by greenery, featuring a charming wagon with a yellow door and a teepee structure. An outdoor fire pit is set on stone paving, complemented by wooden chairs for seating. The scene is bright and inviting with clear blue skies.

Tiny home in Medstead

4.97 out of 5 average rating, 404 reviews

Wagon & The Wigwam Hot Tub

Cosy countryside wagon and a hot tub in a wigwam! Wagon & The Wigwam is a magical, hidden retreat in nature. Set in a private, rustic courtyard in the Hampshire countryside, step into a small world of creative comforts, featuring a sunken hot tub under a teepee! Rustic relaxation at its very best. Lovingly crafted to create a truly unique and relaxing space. Gaze up to the heavens from the Wagon's star lounge or look out across the fields from the Wigwam hot tub while the fire blazes.

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Top guest favourite

The curved structure of The Farley Hangar is set amidst open fields, flanked by a solitary tree providing shade. A clear blue sky enhances the sense of tranquility, while the landscape offers a peaceful rural atmosphere.

Hut in Braishfield

4.99 out of 5 average rating, 400 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.

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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, 349 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.

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Superhost

Tiny home in Froxfield

4.86 out of 5 average rating, 184 reviews

Hilltop Cabin |Picture-Window Views of South Downs

In The Guardians Top 10 Best UK Off-Grid Retreats Escape to a romantic off-grid cabin overlooking the rolling hills of the South Downs. Designed for slowing down and reconnecting with nature, the cosy tiny home has a wood burner, king-size bed, ensuite shower and simple kitchen. Large windows frame beautiful countryside views, perfect for sunrise coffee and stargazing at night. Enjoy peaceful walks from the cabin and visit nearby villages and pubs around Petersfield. Pet friendly.

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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

4.98 out of 5 average rating, 369 reviews

Stunning studio, 5 minute walk to South Downs Way

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.

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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, 588 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!

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Top guest favourite

A triangular-shaped cabin features large glass doors that invite natural light, framed by a wooden facade. A small patio area with a table and two chairs is situated in front, surrounded by neatly trimmed hedges and a lush green landscape.

Hut in Winchester

5.0 out of 5 average rating, 274 reviews

Nature’s Nook Cosy Couples Woodland Cabin Hursley

Nature's Nook offers guests the perfect rural escape. You will be treated to spectacular views across the Winchester countryside and wildlife right outside your doorstep. Nature's Nook is perfectly located, nestled on the edge of a bluebell woodland with country walks just minutes away and the historical city of Winchester a short drive away. Curl up on the sofa with a book, sit outside by the fire pit, whilst enjoying a drink, or just relax and admire the stunning scenery!

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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, 241 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 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.

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Guest favourite

A charming black wooden structure features white paneled doors and windows. A small potted tree is positioned near the entrance, while gravel creates a neat pathway leading to the door. Surrounding greenery adds a touch of nature to the setting.

Guest suite in Winchester

4.89 out of 5 average rating, 208 reviews

Beautiful guest suite in Hampshire

Set in the grounds of a Grade II listed thatched cottage on the edge of Kings Worthy village, our annex is beautifully decorated and comfortable. With its own entrance and small private outdoor area, this property combines rural charm and handy local amenities (bus stop just outside to central Winchester and fantastic local pub just a two minute walk away). Tea and coffee are provided as well as breakfast cereals, bread/butter and fruit jams.

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