
Tiny house vacation rentals in Winchester
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Top-rated tiny house rentals in Winchester
Guests agree: these tiny house 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.

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.

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.

“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!

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!

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 Winchester tiny house rentals
Family-friendly tiny house rentals

The Tool Shed nestled in idyllic countryside

Cosy self contained studio. New Forest.

Log cabin. Quiet, private, cosy + breakfast

Salt Cabin - Luxury Romantic Retreat by the Sea

River Rose Retreat Shepherds Hut, view and hot tub

Private Annexe in Overton, Hampshire

The Garden Room, West Cowes

Cosy Den in idyllic village
Tiny house rentals with a patio

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

Unique stable conversion, log burner, rural view.

Hut 1 - Luxury New Forest Shepherd Huts.
Tiny house rentals with outdoor seating

Tree Space ~ cosy retreat in the Surrey Hills

Cosy Hygge Hut Hideaway Chichester Harbour & RSPBs

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.

Luxury lodge in idyllic riverside setting

Lynbrook Cabin and Hot Tub, New Forest

Granary Grain Store with Oak Beams
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$17,989 GYD | G$18,198 GYD | G$20,708 GYD | G$22,591 GYD | G$23,427 GYD | G$24,264 GYD | G$23,427 GYD | G$23,636 GYD | G$24,055 GYD | G$20,917 GYD | G$21,126 GYD | G$20,917 GYD | 
| 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 vacation rentals
Explore 20 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at G$8,367 GYD per night before taxes and fees

Verified guest reviews
Over 2,680 verified reviews to help you choose

Wi-Fi availability
10 of Winchester vacation rentals include wi-fi 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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- New Forest national park
 - Paultons Park Home of Peppa Pig World
 - Oxford University
 - Goodwood Motor Circuit
 - Stonehenge
 - Bournemouth Beach
 - Windsor Castle
 - Hampton Court Palace
 - Boscombe Beach
 - Chessington World of Adventures Resort
 - Winchester Cathedral
 - Highclere Castle
 - Kimmeridge Bay
 - Thorpe Park Resort
 - Twickenham Stadium
 - West Wittering Beach
 - Goodwood Racecourse
 - Highcliffe Beach
 - Southbourne Beach
 - Worthing Pier
 - The Tank Museum
 - Wentworth Golf Club
 - RHS Garden Wisley
 - Poole Quay