House holiday rentals in City of Winchester

We were looking for somewhere in the New Forest area to celebrate our wedding anniversary with family. This house was perfect for us all, 8 adults and 5 grandchildren. The house is in a beautiful, quiet location which is exactly what we wanted. The house has everything you need and more, fully fitted kitchen with massive island and dinning table. All rooms were spotless as well as the many toilets and bathrooms. We stayed in the master bedroom which is very tastefully decorated. The swimming pool was a big bonus, perfect size and depth for our Grandchildren and very warm. It also had a padlocked gate to keep the little ones out when playing in the garden. Our host Katie was brilliant from start to finish keeping us updated on the stay and very responsive to messages. She provided a welcome food pack of sausages, bacon, bread and essentials which was really appreciated. Katie even took the time to let our grandchildren help her feed her horses. Can’t wait to return!

We stayed at Sam’s place to celebrate my husbands birthday. From the start Sam was responsive, friendly, answered questions and gave some fab advice. When I made a request she did everything she could to make it happen. The caravan itself is in a lovely peaceful part of the park with easy walking distance to the woods for the dog to have a run and also to the beach where we wandered to the pub and then back for an ice cream. Sam clearly explained how everything worked, where everything was & what she was doing to make things perfect for her guests. Her guide for things to do was really helpful so our days were filled and never dull. I would call this caravan a proper family home, it does everything it’s suppose to so you can just relax and enjoy your holiday. When I had some sad family news, Sam went out of her way to make sure we were ok and that we didn’t need to rush out the caravan on check out, so if you want a proper family home from home that does what it says - visit here! 🩷

We hired this for a few days with family to celebrate my nans 70th birthday. Absolutely beautiful house and gardens and the facilities are amazing. We live locally so knew about the area but loved having a swimming pool, tennis courts and snooker table for all of us to enjoy. The lounge was bigger than we thought and comfortably sat all of us. We also received a helpful guide a few days before our stay which gave us all the information we needed. Overall a really lovely stay, thank you!

We had the most wonderful stay at this lodge on the beautiful Isle of Wight. Tucked away in a peaceful caravan park just a stone’s throw from the sea, it offered the perfect mix of relaxation and seaside charm. The location couldn’t be better—waking up to the beautiful sea view and being able to stroll down to the beach in just minutes was absolute bliss. The on site pool and playground were the perfect end to a day exploring for our kids, all the staff here were friendly, helpful and couldn’t do enough to help. The accommodation itself was spotless, stylish, and incredibly comfortable. Everything we needed was there, from towels, a well-equipped kitchen to cozy beds and a lovely lounge area with the most stunning uninterrupted sea views . It felt more like a boutique coastal retreat than a lodge! Can’t recommend this place highly enough—whether you’re after a romantic escape, a quiet solo retreat, or a family break by the sea, this gem has it all. Thank you Rob :)

Our time in Rosie’s caravan was truly enjoyable. The space was spotless and well-organized, making it feel immediately welcoming. The shower had excellent pressure and consistently hot water, which was a real treat. We had no issues with the TV reception, and everything worked smoothly. The king-size bed was incredibly comfortable, complemented by soft, supportive pillows. The kitchen was impressively well-equipped—everything we needed was right at our fingertips. Rosie herself was a fantastic host—warm, quick to respond, and full of helpful local tips that really enhanced our trip. We will come back again!

Cedar House is simply stunning. Beautiful gardens and surroundings, very comfortable and spacious property with everything you need. The pool and spa are a delight and I couldn't recommend highly enough. Kelly as a host is great as well, good at responding and clear with information, nothing was too much trouble. Overall, a brilliant place, would definitely recommend.

A beautiful house in a lovely location. Fresh air holidays were quick with all communications and very helpful when i had questions. This house had everything we needed and was fabulous for a family break for 9 of us

We had a lovely stay at Eden Cottage. The cottage had everything we needed with some thoughtful little extras in the kitchen and bathroom. Our little Frenchies sniffed their way around the enormous secure grounds and the pool was a real treat too! We checked out and drove just 30mins down to the coast and had a great walk in the sunshine watching all the kite surfers at Hayling Island followed by a giant ice cream! Thanks again Kevin & Debbie 😊 x

Lovely house right in the centre of town yet surprisingly peaceful. We came by train and it was a very easy walk from the station and straight forward to find and get in. Kitchen was very well equipped. Unfortunately the weather wasn't nice enough to use the garden but great to have the outdoor space. Beds very comfortable. Considering coming back again later in the year.

The photos looked good but in person this listing was even better. Lots of space, clean and homely. Very close to a wedding venue (The Barn at Avington) that we attended over the weekend which was super helpful too. Felt very safe, and a lovely location, garden and grounds. Jonathan’s communication was brilliant and we were even able to check in a little earlier which was super helpful too. Thank you for a fuss free, friendly stay. We would definitely consider staying again if we wanted to visit Winchester.

A fabulous stay, cosy yet spacious; hosts were lovely, very accommodating, and welcoming. We will definitely stay again! Bliss!

The cottage is the most stunning location by the river. We stayed for 3 days everything was as described and we would definitely stay again. Paula is a great host and always responded quickly with any queries.

We had a fantastic stay during May half term with the kids - the house is stunning, even better than the photos and the view is spectacular. The house has a very high -end finish to it and had everything you could wish for in terms of amenities. We look forward to visiting again sometime soon

This was a lovely place to stay whilst we were working in the area

Fantastic place to stay. Even though we didn't see Naomi we had regular contact with her and she was very helpful and responsive even when I lost the check in details. Great location,brilliant local bars. We can highly recommend this as a great place to stay. A1.

Wow ! What a beautiful rural place ! So cosy , super clean, well designed , the interior is stunning and everything you need within the lodge ! Great location near bishops Waltham that has nice independent shops cafes and pubs and only 20 min drive to Winchester and paultons park! Lots to do in the area but feels like you’re in the middle of nowhere so peaceful ! The lodge is very insulated so it did get hot over the nice weekend but Jackie was super quick to give us some fans for the room- she went above and beyond to make sure we was comfortable during our stay, would definitely recommend, thanks Jackie !

We only stayed at The Annex for two nights while attending a nearby friend's birthday party so we didn't explore local places/restaurants but it was ideal for our requirements. It is quite a concealed entrance to the property so we missed it first time round but, once inside, we were warmly greeted by Sara and very impressed with our lovely accommodation. We immediately felt at home and both had excellent nights' sleep in our separate double bedrooms with Duck Down Duvets and Pillows. Bliss!! We would definitely recommend The Annex at Capers Lane and hope to return again one day.

We had a picture perfect stay at Guy’s gorgeous home in Exton. The home features beautiful bedrooms and bathrooms, two separate living spaces, an ideal kitchen and the backyard is stunning with loads of space, a trampoline that backs up to horses and blooming wild flowers. It is one of our favorite Airbnb properties to date.

Lovely village location, quiet with access to a good pub and walking from the front door. Perfect location for exploring the countryside. House clean, well-equipped and spacious enough for 6 people. Good social space particularly. Lovely views out back. Loved the welcome cake and wine - very thoughtful. Would recommend!

What a great place for family to stay. Jade was extremely helpful and really responsive. She even went out of her way to purchase a vacuum cleaner for the property as one was needed. Thank you.

We really enjoyed our stay! We appreciated the amount of space and privacy it offered us. Everything was nice and clean & well decorated. It's in a great location to explore Winchester without the need for a car if you don't have one. We were aware that it was next to a bar-and that did get a bit noisy at times-something to keep in mind if you are sensitive to that. The master bedroom was most affected by the noise as it borders it the most. It wouldn't deter me from booking again but it is important to note. We hope to stay again on future travels to the area!

Echoing other reviews, this is an absolutely stunning place. I totally fell in love with it - so unique, full of character, beautifully done up, and with everything needed for a stay. Such fun being lulled to sleep by the sounds of the sea. Thanks for a truly fab stay.

We stayed at this property for two nights before a cruise from Southampton. The location in the centre of Winchester is amazing! Everything is very close by and accessible. The property suited our needs perfectly having a well stocked kitchen, a large dining area, a comfortable living room. The parking space is excellent, even for a large car - safe and off road plus there is use of a garage too. There are two bathrooms - one en-suite - which are modern and spotlessly clean. The beds are COMFY! Three large King beds with superb mattress toppers. There is also a single bedroom. The hosts are absolutely brilliant! Really communicative and they went extra mile to ensure we were happy and comfortable. We will definitely be staying in this property again - highly recommended!

We loved our stay at this adorable townhome in Winchester! It’s close to the train station and just a short walk to the town centre (maybe 15 minutes through the centre to the cathedral). Inside, the townhome is spacious, meticulously clean and comfortable, and charmingly decorated. We had everything we needed for a very enjoyable stay. Sarah was very responsive when I needed help with a minor thing, and she made sure we were comfortably settled. Wish we could’ve stayed longer!