Tiny house vacation rentals in City of Winchester

Find and book unique tiny house rentals on Airbnb

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Popular amenities for City of Winchester tiny house rentals

Family-friendly tiny house rentals

Guest favorite
Place to stay in Hindhead
4.92 out of 5 average rating, 388 reviews

Tree Space~a cosy, Surrey retreat under the Trees

JosieRating, 5 stars2 weeks ago
Had a beautiful personal retreat at Treespace. The space is thoughtfully and tastefully put together and has a good feeling about it. Slept well and enjoyed doing nothing much at all but gazing at the trees and listening to the birds. Very comfy and restorative. Worth paying for the extra little touches. Visiting therapists list was excellent. Recommend a treatment with Emma from Nama Mama if you can. Nicola was an excellent host.
Guest favorite
Tiny home in Cowes
4.95 out of 5 average rating, 158 reviews

Seaside style cabin in central Cowes

MatthewRating, 5 stars1 month ago
Peaceful location in middle of town with access to everything in Cowes. Melanie responded to texts straight away and was extra friendly and helpful. Would highly recommend a visit.
Guest favorite
Barn in Warfield
4.91 out of 5 average rating, 806 reviews

Delightful small converted barn

ChimaRating, 5 stars1 week ago
We had an absolutely delightful stay! The place was pleasant and just as cozy and comfortable as we had hoped. Bronwen went above and beyond to be warm and helpful, making us feel truly welcome from start to finish. It was the perfect home away from home and we wouldn’t hesitate to stay there again. Highly recommended for anyone looking for a hassle-free and inviting getaway.
Guest favorite
Farm stay in Ringwood
4.85 out of 5 average rating, 322 reviews

Cabin in The New Forest

CatherineRating, 5 stars1 week ago
It was our second stay in the Cabin, the Cabin was spotless and has everything you need for a pleasant stay, the surrounding was beautiful with trees around and direct access to the forest . We loved looking at the window from the bed in the morning and watch the birds coming to feed from the bird feeder hanging on the tree opposite the window. So relaxing. We enjoyed having a coffee on the decking outside the bedroom and admired the giant trees and also a glass of wine in the evening. We enjoyed the fire pit, getting together around the fire always makes forever memories. The garden area all around the Cabin is safe , our pet dog loved the space and most of all our teenage son who has learning disabilities could walk around safely and talking aloud to himself without us having to worry about his safety or disturbing anyone . If anyone is in our situation the Cabin will give you all you need to relax . Amber is very friendly,answered question promptly, thank you for the gifts
Guest favorite
Guesthouse in Christchurch
4.88 out of 5 average rating, 376 reviews

The Studio B&B Luxury Garden Room

ReubenRating, 5 stars2 weeks ago
Lovely place, everything you need for a good value stay. Host was super helpful and recommended us a couple of places to go which was super helpful. Perfect for us as a place to stay on our road trip
Top guest favorite
Shepherd’s hut in Tilshead
4.95 out of 5 average rating, 448 reviews

Shepherds Hut close to Stonehenge

AmyRating, 5 stars1 week ago
I had a lovely stay at Frank’s hut in Tilshead. It felt peaceful and private but Frank was a very responsive and helpful host. The hut itself was immaculate and cleverly designed to maximise space, with comforts like a nearby shower and underfloor heating. Added touches like brownies and breakfast tray were great. I fell asleep listening to rain on the roof and woke up to sheep and birdsong - bliss! Would love to return and explore the area more.
Superhost
Shepherd’s hut in Guildford
4.82 out of 5 average rating, 235 reviews

Countryside Shepherd’s Hut 40mins from London

TobyRating, 5 stars3 days ago
What a beautiful cabin/shepherds hut and location. I booked a solo weekend getaway and travelled by train from London, getting a taxi from Woking. All easy. Hosts came to say hello and were super friendly and welcoming. I went on a couple of nice walks but could have easily hung around the cabin all weekend. Perfect for solo getaway or as a couple. Thanks
Top guest favorite
Tiny home in Soberton
4.94 out of 5 average rating, 251 reviews

The Guest House, Five Trees

LydiaRating, 5 stars2 weeks ago
Me and my partner had the best time at Tara’s place, it was peaceful and so beautiful. Tara was very helpful and lovely when we checked in and her dog is very friendly. It was very clean and homely, the hot tub was ready for us as soon as we got there and it was as exactly as described. We had so much fun, thank you Tara!

Tiny house rentals with a patio

Guest favorite
Shepherd’s hut in Ashley Heath
4.95 out of 5 average rating, 353 reviews

Cosy Shepherd's Hut with wood-fired hot tub

JoeRating, 5 stars4 days ago
Amazing place to stay for a spontaneous getaway. Very peaceful within the woodland and the hosts were lovely! Wood fired hot tub is the perfect treat at the end of the day. Looking forward to staying again.
Top guest favorite
Shepherd’s hut in Wiltshire
4.96 out of 5 average rating, 155 reviews

Hideaway in quintessential Wiltshire village

AntaraRating, 5 stars1 week ago
We had a wonderful time at Emily’s shepherd’s hut. The hut itself was beautiful and had everything we needed, as well as a lovely wood burning stove, a comfy bed and lots of natural light and ambiance. The area around the Airbnb is beautiful and very peaceful. Emily was so responsive and friendly and even picked us up and dropped us off at the station! We will be visiting again very soon 🥰
Guest favorite
Guesthouse in Bosham
4.95 out of 5 average rating, 151 reviews

Peaceful seaside stay in beautiful Bosham village

IanRating, 5 stars1 week ago
We had a great stay at Emily’s place. The property was excellent and just a short walk from local pubs/restaurants.
Top guest favorite
Tiny home in Selsey
4.99 out of 5 average rating, 146 reviews

Holiday chalet in Selsey

alexRating, 5 stars2 weeks ago
Super little place. Absolutely spotless. We were 2 kids and 2 adults and it was big enough. We didn't spend to much time there but when we did it was clean and comfy. Would use again if we were coming back to the area.
Top guest favorite
Condo in Bournemouth
5 out of 5 average rating, 256 reviews

Secret Gem Garden Flat with Private Luxury Hot Tub

AntonyRating, 5 stars1 week ago
Very happy we stayed here. The hosts were extremely proactive and friendly and the accommodation was A1. Really cosy, high end furnishings and very welcoming. Hot tub was amazing too! Property was near to a number of local beaches and towns by car and very close to shops and restaurants. Will be back for sure!
Guest favorite
Farm stay in Headbourne Worthy
4.98 out of 5 average rating, 305 reviews

A Unique Farm Retreat

RosaRating, 5 stars3 weeks ago
The Granary offered a weekend of total relaxation following my birthday. The home matches the beautiful photos and oozes charm and comfort. The cabin was easy to find and the instructions sent over were very clear. I was welcomed with a lovely hamper with local treats as well as a welcome book with lots of recommendations. I was delighted to spend time reading in the mezzanine, sitting on the patio listening to the sounds of the birds, taking a sunset dip in the hot tub and stargazing at night. My only note is that prior to my arrival, I had enquired about the additional perks however, this was not followed up on. It was slightly disappointing but did not take away from my experience. All in all, I had a fantastic time and would be delighted to return!
Guest favorite
Farm stay in England
4.9 out of 5 average rating, 106 reviews

Ower Farm Wagon Between Corfe Castle & Studland

IanRating, 5 stars1 week ago
We had a lovely short stay at Kevin’s where we were looked after well and always felt very welcome and comfortable, the little oak lined beach is a real treat for some peaceful time if you go exploring. The farm itself has interesting buildings and nooks and crannies, with nature and pets never far away. We were greeted each day with a peacock call and a freshly cooked breakfast with fresh coffee-bliss! Thank you Kevin and team, see you again. Ian and Jo
Top guest favorite
Cabin in Normandy
4.99 out of 5 average rating, 153 reviews

Woodland Hideaway

TimothyRating, 5 stars3 weeks ago
We booked this place to visit various family members which were all located in Surrey and Hampshire. As we had a young Springador with us it was essential that there was a garden and the owners of the lodge very kindly have the whole garden available and she certainly made use of it. The walks from the door were very easy to follow and were various lengths and abilities so there’s something for everyone. On arrival there was a delightful homemade marmalade cake waiting for our attendance. That was and still is being dutifully attended to and that really was quite exceptional. The hosts were friendly and approachable and provided extra chairs for us as our son visited us one of the evenings. I wouldn’t hesitate to recommend a stay at this Woodland Hideaway.

Tiny house rentals with outdoor seating

Top guest favorite
Hut in East Dean
4.98 out of 5 average rating, 108 reviews

The Cabin (5 mins from Goodwood & the South Downs)

TobyRating, 5 stars2 weeks ago
Absolutely loved my stay at Linda’s this weekend. Such a beautiful location, and absolutely perfect for accessing goodwood. Linda was extremely welcoming and helpful. I really hope I’ll be able to book another stay as it really was perfect. Many thanks
Top guest favorite
Guesthouse in Dorset
4.98 out of 5 average rating, 120 reviews

Cosy Shepherd Hut with Courtyard Garden

MandyRating, 5 stars1 week ago
Beautiful shepherds hut in a very peaceful location. The small kitchen area is really well equipped and the bed was so comfortable I slept very well. I may treat myself to an Emma mattress if they are that comfy. I didn't see my host but I didn't need to as she had given me clear instructions about check in and I had no problems during my stay. I am looking to move to the area and was there to look at a house and visit friends in Verwood so the location was great.
Superhost
Shepherd’s hut in Wiltshire
4.91 out of 5 average rating, 111 reviews

The Shepherd’s Hut

IsabellaRating, 5 stars1 week ago
We had a wonderful few days stay at the shepherd's hut. The hut is so beautifully and thoughtfully designed, and super well equipped with everything you could need! It was so cosy, a perfect little respite. Would highly recommend! Thanks for everything!
Guest favorite
Shepherd’s hut in West Sussex
4.9 out of 5 average rating, 145 reviews

West Sussex Shepherds Hut

Laura-LouiseRating, 5 stars1 month ago
Sarah was a lovely host and greeted us on arrival, she was knowledgable about the area and local pubs and walks. We had a lovely overnight stay
Top guest favorite
Shepherd’s hut in Fair Oak
4.99 out of 5 average rating, 230 reviews

Chestnut Shepherds Hut

KatieRating, 5 stars2 weeks ago
Goodness, where to begin - absolutely beautiful hidden gem! The moment we arrived Debbie was waiting outside to meet us, she took the time to show us how things worked, gave us all the information we might need and settled us in. We stayed as a family of four just as a little escape during the half term and it was simply perfect! The hut was beautiful both inside and out, Debbie has really thought of all the lovely little touches that really make it feel like a special place, like heated blankets on the bed (which we’re incredibly comfy!) and a hamper of treats for us to enjoy - including some Easter eggs for the children too! The children loved playing football in the field, exploring in the woods and collecting firewood as well as roasting marshmallows on the fire pit and tucking in to a BBQ cooked in the shelter. We loved every moment of our stay and wouldn’t hesitate to return!
Guest favorite
Tiny home in West Sussex
4.92 out of 5 average rating, 149 reviews

Private Orchard Cabin nr West Wittering & Goodwood

GillRating, 5 stars1 week ago
Well designed cozy space hidden away at the end of a magical garden. We absolutely loved it. James was welcoming and friendly and his little dog greeted us warmly as well.
Guest favorite
Shepherd’s hut in Old Windsor
4.92 out of 5 average rating, 13 reviews

Cosy Luxury Shepherd’s Hut near London & Windsor

DariaRating, 5 stars1 week ago
We had the best time! The little hut is very beautiful and the interior shows how much thought the hosts have put into it. There was nothing more we could ask for. Everything in the little home was perfectly arranged, with much attention to aesthetics and comfort. The surroundings are also beautiful and calming, looking out of the window onto the fields at sunrise and relaxing by the fire at dusk brought the feeling of serenity we so longed for a weekend. We were lucky to see the deer herds on our forest walk and to have been visited by the resident barn owl after dark! Excellent communication with the hosts, nice pubs and nature walks nearby. Perfect getaway, especially if you don’t want to travel far from London!
Top guest favorite
Shepherd’s hut in West Sussex
4.93 out of 5 average rating, 152 reviews

Heated shepherd's hut overlooking open countryside

SophieRating, 5 stars1 week ago
Fab little one night stay for exploring surrounding countryside and coast. Particularly loved the 10 min walk through fields to the pub!

Quick stats about tiny house rentals in City of Winchester

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Marwell Zoo, Whiteley Shopping Centre, and Mayflower Theatre

Destinations to explore