Tiny house holiday rentals in City of Winchester

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Popular amenities for tiny home rentals in City of Winchester

Family-friendly tiny home 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 stars1 week 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.
Top guest favourite
Home in Aldbourne
4.96 out of 5 average rating, 263 reviews

The Barn at Myrtle Cottage

RobRating, 5 stars2 weeks ago
Lynn is a great host. Very friendly and accommodating. The property is in a lovely village with a thriving community and there are walks from the house.
Guest favourite
Guest house 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
Guest house in Kirdford
4.92 out of 5 average rating, 290 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
Guest house 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 home 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 starstoday
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
Guest house 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 stars6 days 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
Guest house in Bosham
4.94 out of 5 average rating, 158 reviews

Peaceful seaside stay in beautiful Bosham village

AnitaRating, 5 stars3 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, 142 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 home rentals with outdoor seating

Guest favourite
Shepherd’s hut in Hampshire
4.95 out of 5 average rating, 446 reviews

Ivy shepherds hut with hot tub

BenjimanRating, 5 stars4 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
Shepherd’s hut in Petersfield
4.97 out of 5 average rating, 171 reviews

The Good Shepherd Hut with wood-fired hot tub

AlexRating, 5 stars3 weeks ago
This was our second time at the hut and it was as magical as we remembered. We spent our wedding night here and returned for our anniversary. The details are so thought out and you don’t want for anything.Angela is friendly and super responsive. We will be back again and can’t wait!
Top guest favourite
Guest suite in Salisbury
4.95 out of 5 average rating, 250 reviews

Self contained annexe

KATHRYNRating, 5 stars1 week ago
Penny (and Mark) are very welcoming, helpful hosts. The Annexe has everything you could want and is very comfortable. The garden and summerhouse are delightful to relax in after visiting all the attractions in the area. The location is quiet, but has a regular bus service that runs past the front door, so you don't need to use a car to get into the City, which is a great advantage!
Top guest favourite
Cabin in Chichester
4.89 out of 5 average rating, 201 reviews

Self contained getaway near coast & South Downs

CharlesRating, 5 stars3 days ago
Elaine and Tony were very welcoming, the communication was great. We felt very relaxed in their garden cabin, which was well appointed, comfortable and very clean. It was lovely sitting out looking at their beautiful garden. We can recommend The Old House at Home pub in Chidham for great food and friendly atmosphere which is a half hour walk away in the countryside. We would recommend a stay at Elaine and Tony's cabin.
Top guest favourite
Guest house 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
Guest house 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
Superhost
Tiny home in Froxfield
4.85 out of 5 average rating, 131 reviews

Remote Off-Grid Cabin. Views Over South Downs

MelissaRating, 5 stars2 weeks ago
A wonderful experience! The parking coordinates make arriving at the parking spot easy and the map in the brochure shows how to walk to the cabin. The lockbox code enabled access and it felt very cosy and homely from arrival. For such a tiny place there is plenty of storage. I had read about the electric cool box (fridge) in reviews and had packed all fridge items with cool packs. I found it kept everything lovely and cool for the two days. The shower was great! water hot with good pressure. Loved the provision of a stove top coffee maker and utilised this a lot. The large window behind the bed is amazing and invites you to daydream looking at that beautiful view! We had exceptional weather and spent a lot of time outside. There is a stake in the ground with long lead so your fury friend can meander or pick their favourite spot to lay and you get shade beside the unit for them in the afternoon. Note there is another unit 75m away but it did not detract from our stay. Would re-book!

Quick stats about tiny house rentals in City of Winchester

  • Total rentals

    10 properties

  • Nightly prices starting at

    ₹2,596 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, Southampton Common and Mayflower Theatre

Destinations to explore