Tiny house holiday rentals in City of Winchester

Find and book unique tiny house rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for City of Winchester tiny house rentals

Family-friendly tiny house rentals

Guest favourite
Place to stay in Hindhead
4.92 out of 5 average rating, 394 reviews

Tree Space~ a retreat bordering the South Downs

RosieRating, 5 stars2 weeks ago
Endless moment of magic! Tree Space has such a peaceful energy with the sound of birds and trees swaying a constant in the background. So comfy and cosy, would definitely suggest getting the fire pit although not sure why this is an additional charge. The surrounding area is stunning with endless walks and things to discover.
Guest favourite
Tiny home in Cowes
4.94 out of 5 average rating, 160 reviews

Seaside style cabin in central Cowes

JennyRating, 5 stars2 months ago
Melanie’s cabin was tucked away behind the main shopping strip in Cowes, only a few steps from the Red Jet ferry terminal. We had everything we needed and enjoyed our stay, we were only sorry it was the wrong time of year to enjoy the sun deck.
Guest favourite
Shepherd’s hut in Salisbury
4.95 out of 5 average rating, 856 reviews

Shepherd's Hut with large hot tub near Stonehenge

LauraRating, 5 stars2 weeks ago
An absolutely dreamy escape for two! complete with scenic views, and enough special touches to feel at home. Fiona made everything so comfortable and we look forward to coming back!
Guest favourite
Guesthouse in Funtington
4.94 out of 5 average rating, 342 reviews

Funtington village B and B - Cartbarn Sleeps 5

SarahRating, 5 stars1 month ago
Anthony was such a welcoming and generous host. The Cartbarn is a delightful - very well designed, immaculate and in the most beautiful and tranquil setting. Having a delicious, cooked-to-order breakfast delivered to the door each morning by Anthony was the icing on the cake!
Top Guest favourite
Chalet in Cowes
4.99 out of 5 average rating, 184 reviews

Car Ferry 25% discount book before 7th July

NicolaRating, 5 stars1 week ago
Right before I booked, I sent Fiona a query. She was very responsive and reached out many times before my stay. Fiona offers to pick you up from the Red Jet terminal and you honestly feel like you have met before. I got the earlier ferry than planned and Fiona happily picked me up. Fiona gave me all the information I needed in the drive to the cabin, about buses and the island. If you are coming without the car, the buses are so easy to use and this is from a non bus user at home. The app is easy to use and the journey planner is fantastic. You can get anywhere you need to go from Newport. The cabin itself was spotless with fantastic views of the Solent. The waves can be heard from the beach as you sit on the decking. Fiona and Derek are both very friendly. Fiona provides many extras that I didn't expect. She really has thought of everything. Cheese scones, breakfast items, tea and coffee. It's an easy 20 minute stroll to Cowes along the seafront, 5 minutes to Gurnard.
Top Guest favourite
Guesthouse in Kirdford
4.92 out of 5 average rating, 291 reviews

Private Annex with Hot Tub

ChloeRating, 5 stars2 weeks ago
Me and my partner had a wonderful mid-week retreat at Tracy’s Annex! Welcomed with a bottle of Prosecco, the place was just lovely. We had access to the hot tub and the heated pool which was just amazing! It felt totally private, we were never disturbed but always just a message away if we needed anything- Tracy has some fab recommendations and knows the area so well. The walks around are beautiful and the wildlife we saw was brilliant! There’s so much I could say but my real highlight was Tracy’s 2 golden labs, they’ll come and say hello when out in the garden and they are such love bugs! Totally made my day as a dog lover! Would stay again and would recommend to others. X
Superhost
Guesthouse in Midhurst
4.87 out of 5 average rating, 195 reviews

Private Lodge in beautiful rural setting

RonanRating, 5 stars4 weeks ago
We were looking for something peaceful and quiet and full of countryside atmosphere and found it here. The Lodge is just beautiful, with everything you would need for a peaceful getaway. Tanya was very friendly and helpful, recommended a few places like The Unicorn pub, which was a delight. The English countryside is second to none
Guest favourite
Barn in Bramshott
4.95 out of 5 average rating, 150 reviews

Self-contained studio hideaway, with home cinema

LeonaRating, 5 stars1 month ago
Myself, my partner and dog had a lovely 2 night stay at the Bothy. The location is very secluded but we managed to find it with no issues when we followed the instructions provided. There was an issue with electricity on arrival but Cathy was very responsive and managed to sort this promptly. She offered really great recommendations of things to do/places to eat whilst we were there. There are some lovely walks nearby which our dog absolutely loved! The huge garden was also perfect for her. Highly recommend and hope to come back again one day.

Tiny house rentals with a patio

Guest favourite
Cabin in Frensham
4.94 out of 5 average rating, 103 reviews

Eco Cabin near Frensham Great Pond

SimonRating, 5 stars1 day ago
Frensham is a beautiful, idyllic mix of lovely countryside and village life. The accommodation put us in a perfect spot for amazing walks, river dip on the way back from the lovely HollyBush pub, and early morning lake swim (along side my dog). What an absolute treat. Saw greenfinches and nesting wrens while relaxing in the pretty garden. Thank you. We love where you live.
Guest favourite
Guesthouse in Bosham
4.9 out of 5 average rating, 112 reviews

Charming Bosham Garden Lodge | Pass The Keys

SamRating, 5 stars1 week ago
Beautiful garden room, lovely furnishings, garden stunning you will not be disappointed this a 5star accommodation.
Top Guest favourite
Shepherd’s hut in Wiltshire
4.96 out of 5 average rating, 161 reviews

Hideaway in quintessential Wiltshire village

FrannyRating, 5 stars3 weeks ago
The most wonderful stay in the most beautiful little hut. From the moment I arrived I felt instantly relaxed. Emily has created the most perfectly peaceful space, inside and out. She is also a wonderful host & was able to help me with my forgotten item. Waking up to the sound of the birds, with the greenery outside the window was my favourite part. Emily’s hut is a delightfully comfortable space and the log burner keeps you very cosy in the evening. The village itself is also delightful to walk around, there is plenty to explore in the area and a great pub on the doorstep. The only downside was checking out.
Top Guest favourite
Tiny home in Downsway, Blackbridge Road
4.96 out of 5 average rating, 167 reviews

Tiny home-garden cabin near Freshwater Bay

JulieRating, 5 stars1 week ago
Well laid out tiny home in it’s own garden at the rear of the house. Good location for walking and exploring the coastal path. Great cafe around the corner with a local shop for supplies. Will definitely be back.
Guest favourite
Guesthouse in Bosham
4.94 out of 5 average rating, 158 reviews

Peaceful seaside stay in beautiful Bosham village

AnitaRating, 5 stars4 weeks ago
We had a wonderful stay in Emily's air BnB in Bosham .It was furnished to a very high standard ,spotless and very pretty with fresh flowers .The location was beautiful and quiet yet walking distance to two great pubs and harbour walks .Highly recommended .We will go again .
Top Guest favourite
Tiny home in Selsey
4.99 out of 5 average rating, 160 reviews

Holiday chalet in Selsey

RobertaRating, 5 stars2 weeks ago
Spotlessly clean and in general a lovely little chalet, we felt right at home and really cozy. It was easy to find and access. I will definitely book again.
Top Guest favourite
Tiny home in Hampshire
5 out of 5 average rating, 143 reviews

Unique stable conversion, log burner, rural view.

KarenRating, 5 stars2 weeks ago
We loved every minute of our stay at Foxtrot. Shelagh is such a lovely lady who has a fantastic eye for detail and really looks after her guests. We were expecting a small space and just needed a bed for a couple of nights, but it was so gorgeous that we didn’t want to leave. It was all so beautifully designed and tastefully done with absolutely everything we could possibly need. We woke up to see the sheep and birds through the patio doors and could sit outside or inside to watch them. We then discovered a pair of binoculars and ID guide and a book with bird calls to help us identify everything. Highly recommended in every aspect - not enough characters available to tell you everything - just stay and be delighted! Shelagh has a small pottery studio next door and makes the most beautiful mugs and jugs which are very reasonably priced and are for sale as well as for use in the cottage.
Top Guest favourite
Shepherd’s hut in Lymington
4.98 out of 5 average rating, 105 reviews

Hut 1 - Luxury New Forest Shepherd Huts.

NickRating, 5 stars1 week ago
A lovely hut in the New Forest, beside the local pub (which we didn’t actually try). A peaceful location! Really well appointed, luxurious hut, with v comfy bed and a lovely bathroom! What more could you want!

Tiny house rentals with outdoor seating

Top Guest favourite
Shepherd’s hut in West Tytherley
4.97 out of 5 average rating, 159 reviews

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

EmilyRating, 5 stars2 weeks ago
We had a really wonderful stay at The Burrow. The hut is beautiful, very well thought out with everything you need, all with its own place. The hut is in a peaceful location, with a calming view and felt very private. The weather was bad for most of our stay, but we felt very cosy in the hut, reading and painting, and enjoyed exploring the local villages. Rob and Jess were excellent hosts, very responsive over messages and arranged everything for us, including the delicious local produce boxes (would highly recommend!) despite our last minute booking. They’d thought through every detail, including providing towels to dry the buggy. We really appreciated their recommendations in the local area, which made our break even more relaxing as we didn’t have to put much thought into where we went. We enjoyed the Silver Plough, Pumphouse Bakes, Salt and Kimbridge Barn. Thank you very much for a very peaceful and relaxing stay.
Guest favourite
Shepherd’s hut in Hampshire
4.95 out of 5 average rating, 446 reviews

Ivy shepherds hut with hot tub

BenjimanRating, 5 stars5 days ago
It was nice a cost inside the Ivey shepherd huts host was helpful and there was some lovely biscuits left on the side a pint of milk and bottle of wine in the fridge the surrounding was nice and quite and u was left alone
Top Guest favourite
Cabin in Chichester
4.89 out of 5 average rating, 202 reviews

Self contained getaway near coast & South Downs

StephenRating, 5 stars1 day ago
The cabin is a perfect base for a short stay near Chichester. The garden is beautiful & we appreciated the option of sitting directly outside the cabin or elsewhere in the garden, depending on if we wanted sun or shade. With a bus stop at the end of the lane it makes it easy to get into Chichester without taking the car. We also made use of the pub a stones throw away for a nice meal, though we preferred the Berkeley Arms at Bosham. Elaine & Tony are very welcoming hosts, giving useful tips on the area. We would definitely recommend!
Top Guest favourite
Guesthouse in West Sussex
4.91 out of 5 average rating, 217 reviews

Private Lodge close to beaches and Goodwood

DanRating, 5 stars2 weeks ago
Angela was a great host. Clear instructions. Very helpful and communicative. The cabin was just what we needed. Somewhere local to Goodwood, well priced and somewhere to sleep. Would definitely stay again. Thankyou
Guest favourite
Guesthouse in Haslemere
4.92 out of 5 average rating, 626 reviews

The Piggery, Henley Hill

TaraRating, 5 stars3 weeks ago
This was our second stay at The Piggery and it was just as lovely as I remember. Our two dogs loved it too! Highly recommend the walk to the pub through the woods and also The Georgian in Haslemere is lovely for a meal (and dog friendly). I am sure we will be back, thank you for having us!
Top Guest favourite
Farm stay in New Forest, Hampshire
4.98 out of 5 average rating, 198 reviews

Granary Grain Store with Oak Beams

MichaelRating, 5 stars2 weeks ago
Thank you, we had a lovely stay in the Granary which is very cosy and is well kitted out with everything you need to be self catering. I booked a few days away for my husband's birthday and it proved an ideal spot to cycle around on the quieter roads with plenty of pubs on route! We would highly recommend it Thank you, Alana and Roger
Top Guest favourite
Cabin in Arundel
4.97 out of 5 average rating, 564 reviews

300m from South Downs Way Houghton, Stunning Views

NigelRating, 5 stars3 days ago
The cabin is wonderful. It was comfortable, cosy, clean and exactly as described on the App. The outside area was perfect with excellent views, great garden furniture and a lovely place to relax into the evening. Added touches, like the curtains being closed and the fan being on when we arrived to keep the cabin cool, were really nice as it was an extremely hot couple of days/nights. The chicken eggs left and then topped up in the fridge were delicious. Anna’s communication was spot on from start to end of the booking process and our stay. We would thoroughly recommend this place. You will not be disappointed. It’s a real gem.
Superhost
Tiny home in Froxfield
4.86 out of 5 average rating, 133 reviews

Remote Off-Grid Cabin. Views Over South Downs

AlexanderRating, 5 stars6 days ago
We had a wonderful stay at Tom’s cabin. The setting couldn’t be more beautiful and we thoroughly enjoyed using the fire-pit accompanied by champagne looking the view of the South Downs. The cabin was spotlessly clean and had all the amenities we needed for a very comfortable stay. We appreciated Tom providing a trolley to carry all of our stuff to the cabin. Wish we could have stayed longer!

Quick stats about tiny house rentals in City of Winchester

  • Total rentals

    10 properties

  • Nightly prices starting at

    $50 NZD before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

  • Local attractions

    Marwell Zoo, Southampton Common and Mayflower Theatre

Destinations to explore