
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.

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

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.

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.

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.

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.

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.

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.

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.

“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.

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!

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.

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
Family-friendly tiny home rentals

The Tool Shed nestled in idyllic countryside

Funtington village B and B - Cartbarn Sleeps 5

Chestnut Shepherds Hut

Log cabin. Quiet, private, cosy + breakfast

Cosy cabin in Annie’s meadow

River Rose Retreat Shepherds Hut, view and hot tub

The Garden Room, West Cowes

Cosy Den in idyllic village
Tiny home rentals with a patio

Delightful self contained let in a village setting

The Nook - Castle Views! Cosy 1 Bed with Parking

Eco Cabin near Frensham Great Pond

Charming Bosham Garden Lodge | Pass The Keys

Hideaway in quintessential Wiltshire village

Tiny home-garden cabin near Freshwater Bay

Peaceful seaside stay in beautiful Bosham village

Hut 2 - Luxury New Forest Shepherd Huts.
Tiny home rentals with outdoor seating

The Shepherd’s Hut

Cosy Hygge Hut Hideaway all mod cons - rural idyll

Pine Lodge - Headlands Farm

The Burrow, off-grid Shepherd’s Hut on family farm

The Good Shepherd Hut with wood-fired hot tub

Detached and romantic cottage with hot tub.

Salt Cabin - Luxury Romantic Retreat by the Sea

Shepherds Hut & Summer House Haxton nr Stonehenge
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $110 SGD | $112 SGD | $127 SGD | $139 SGD | $144 SGD | $149 SGD | $163 SGD | $163 SGD | $155 SGD | $128 SGD | $130 SGD | $128 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
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!
Destinations to explore
- Smoking-friendly rentals Winchester
- Hotel rooms Winchester
- Rentals with outdoor seating Winchester
- Rentals with a washing machine and dryer Winchester
- Fitness-friendly rentals Winchester
- Townhouse rentals Winchester
- Pet-friendly rentals Winchester
- Waterfront rentals Winchester
- Flat rentals Winchester
- Family-friendly rentals Winchester
- Barn rentals Winchester
- Rentals with breakfast Winchester
- Rentals with a hot tub Winchester
- Cabin rentals Winchester
- Rentals with a patio Winchester
- House rentals Winchester
- Rentals with beach access Winchester
- Apartment rentals Winchester
- Shepherd’s hut rentals Winchester
- Private suite rentals Winchester
- Rentals with an EV charger Winchester
- Rentals with a firepit Winchester
- Bungalow rentals Winchester
- Serviced apartment rentals Winchester
- Bed and breakfasts Winchester
- Guest house rentals Winchester
- Rentals with pools Winchester
- Rentals with a fireplace Winchester
- Rentals with lake access Winchester
- Cottage rentals Winchester
- Tiny house rentals Hampshire
- Tiny house rentals England
- Tiny house rentals United Kingdom
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Highclere Castle
- Winchester Cathedral
- Twickenham Stadium
- Chessington World of Adventures Resort
- Kimmeridge Bay
- Thorpe Park Resort
- Bournemouth Beach
- Goodwood Racecourse
- Highcliffe Beach
- Worthing Pier
- West Wittering Beach
- The Tank Museum
- Wentworth Golf Club
- Southbourne Beach
- RHS Garden Wisley
- Poole Quay
- Things to do Winchester
- Things to do Hampshire
- Art and culture Hampshire
- Things to do England
- Entertainment England
- Wellness England
- Sightseeing England
- Sports activities England
- Art and culture England
- Food and drink England
- Tours England
- Nature and outdoors England
- Things to do United Kingdom
- Food and drink United Kingdom
- Entertainment United Kingdom
- Sports activities United Kingdom
- Wellness United Kingdom
- Tours United Kingdom
- Nature and outdoors United Kingdom
- Sightseeing United Kingdom
- Art and culture United Kingdom




