Family-friendly holiday rentals in City of Winchester

We had a great stay here. George was very responsive and helped with local recommendations. He was there to meet us when we arrive and give us a quick overview of the property and hot tub instructions. The property is clean and has all you would need. The hot tub is great and the beach is only 5 mins away. Would definitely stay again.

Really enjoyed our stay at Andy and Rosie's. The house is in a great location and we really enjoyed having the large field out front to play games in. Andy was very responsive to any questions and gave se great eating out recommendations. Highly recommend this accommodation.

We had a fab 3 nights in the Safari Tent. It was clean and was exactly as described. The instructions for lighting the stove were very handy. Mel was a great host and responded to any queries we had. We will defo be booking again.

Absolutely brilliant place. Nicola was a fantastic host. Breakfast was a lovely touch and very appreciated. Would highly recommend to anyone ! And the hot tub was a brilliant facility to have :) Would 100% stay again !!!

So nice to unwind, listen to the birds and decompress. Exactly what was needed with our hectic lives and schedules. Loved the quiet location and that our dogs could walk around the golf course and woods. Only recommendation we would make is a little freshen up and updating in some areas, like sealant around the bath (which was great by the way after a long day!) Having milk when we arrived was well appreciated, if there was a complimentary starter pack of some small jams/butter and scones - I'd give you 5* here! But a great stay nonetheless. Really comfortable.

We had a great stay at Maria and Marks - thank you! The cabin was homely and comfortable and we all enjoyed the hot tub! The location is fantastic and we appreciated the recommendations Maria provided! Visiting Moors Valley and getting the ferry over the Mudeford Spit / Sandbank for the beautiful beaches were our highlights!

We had a great stay over new years. We were two small families and found the space to be ideal. We ate at the local pub twice during our stay which served good quality food. It was a nice break

We loved our stay in the Annex. It was very cozy and the grounds were beautiful with lots to do. We brought our dog with us and he loved the fenced paddock and field across the road. Our daughter loved the kids play area and we also had great fun on the massive trampoline! Runner ducks and peacocks in the garden! Winchester was a 20 min drive. All-in-all a brilliant few days!

Spacious three bedroom 2nd floor appartment. Lift located next to appartment front door. One parking space which can be seen from living room window. Lots of extras in appartment- eg shampoo, conditioner, shower gel, toilet roll, hand soap etc which was a great addition. Further free parking around the corner on Derby Road. 10 min walk to Boscombe beach. Would thoroughly recommend and look forward to a return trip

We had such a wonderful stay, so much so we didn’t want to leave. Hilary was such a welcoming host and the cottage was so beautiful. Our whole family loved the cottage and we definitely want to come back. There’s so much to do in the area too. There’s lots of toys at the cottage for kids, including bath toys and a really cute outdoor kids dining table. Once the kids were in bed it was also so lovely and cosy for the adults. The pianos were also a great touch, we loved playing them and teaching the kids how to play. We would recommend the stay to everyone.

Had a lovely time with our 4 month old and wanted somewhere outside of Bournemouth where it’s more peaceful and this didn’t disappoint. The apartment was spotless and everything was to a very high standard, including all provisions you’d need plus more… Jonathan has literally thought of everything and gone the extra mile to make it a home from home. Would 100% stay here again and recommend to anyone wanting to stay in the area.

This house is lovely and was perfect for a short stay for us 4 adults. The beds were comfortable and the kitchen well equipped and homely. An easy walk into the centre of town made for a very pleasant evening stroll along the canal.

What a beautiful stay we had, the lodge was clean, welcoming and cozy. We felt at home straight away. It was just so Peaceful and there's something extremely relaxing hearing the animal sounds around you. Definitely a place to come to unwind. We got here just fine and If you follow Tony's directions you will find the location no problem. We love the natural wood look at the lodge, the beds are really comfy and coming with bedding and towels is a massive plus, saves all that extra luggage. Not to mention the little package on the table. Thank you 😁 We loved the animals so much! The horses are adorable! They always come over to you for some love and the horse with one eye is such an attention seeker so so adorable. All the animals are so friendly and very welcoming. I'll miss the horses 😁 also tony popped by to say hi which was lovely with his 2 dogs one of which would visit daily as if he's checking you are alright 😂 thank you Tony and the animals for letting us share your home ❤️

Nicks place was great. We stayed for a week whilst waiting to move into our new home and we felt right at home. Nick gave great instructions and the house was a nice place to stay

We had a lovely time staying at the cottage. The cottage was a great base for our exploring round the Isle of Wight. I can imagine the decking area is lovely in the summertime. Lots of space out the back for our dog to run around outside. The rooms were good size and clean and the kitchen well stocked with utensils and cooking items. Gail was very helpful and responsive and we are very grateful!

This was our third stay at Valerie’s that’s how much we like this accommodation. We love Purbeck and visit regularly and always try and stay at Valerie’s place (not always available as it seems very popular). The accommodation is perfect for us and is warm and comfortable. Well equipped kitchen and nice peaceful location within Swanage, although only a short walk into town and its facilities. Never a problem to park.

Highly recommended. The accommodation was perfect. Views were stunning! The weather was beautiful, which showed the area at its very best. The walks from the doorstep via the nature reserve to the coastal path are something special. Judith, the host couldn't have been more helpful. Look forward to returning sometime soon.

If you are looking for a home from home or an upgrade from home, this is the place to stay. Arrived from Melbourne and immediately settled into the joy of living in the countryside. Although too cold to enjoy the pool, we did use the tennis court and shot some hoops. We walked to Old Thorns Golf and Country Club and can recommend Katie's Coffee bar. It's an easy walk amongst stunning scenery. We walked back via the Foley Estate from the Deers Hut pub. Liphook is so lucky to have not one but two stunningly beautiful golf courses. If their is a heaven on earth, we must have stayed in its guest house!

The caravan had everything we needed and was really well stocked. Perfect play to stay with our dog and very reasonable priced. It was sited in a lovely peaceful part of the park with bridle paths accessed easily nearby. Excellent communication with Emily, and we were even able to check in early which was fab. Thank you so much Emily!

We spent a fabulous Easter weekend at Driftwood Cottage. Catharine was an excellent host and was extremely easy to deal with. The house is spacious, modern, and very well equipped. The use of the kayaks was a bonus we hadn’t really considered beforehand but turned out to be a real highlight. The location is amazing. Right next to the ferry terminal but you wouldn’t know it when you’re at the house. The views up the creek at stunning. Highly recommended.

My family had a wonderful stay during Easter holidays. Everything about our stay was very easy due to Helen’s fantastic instructions and online guide. We all loved using the pool, it was clean and warm. Sharing the pool with the other holiday let was no bother as the pool was plenty big enough for everyone. The village and setting itself is beautiful and so close to many amenities. The children have already asked to come back!!

My family and I have just returned from a 4 night stay at The Oaks and we all wished we could have stayed longer. The house is well equipped, clean and tidy. There was plenty of room for 7 adults and 1 infant. The bedrooms were comfortable with fresh linen. I particularly booked this accommodation for the outside pool and this didn't disappoint. A perfect size pool for us and we enjoyed sitting around the garden and pool area. Beautiful Sobo beach is walking distance from the house and there are many good places to eat and drink nearby. We enjoyed a birthday celebration lunch at The Captains club restaurant which we would highly recommend, great food and attentive staff. A big thank you to Maggie And Peter for a great airbnb property.

Tara is such a wonderful and lovely host. Her place is 10/10. Super cozy and clean with fabulous jacuzzi🥰🥰🥰🥰 will deffo come back again xx

Another lovely weekend break at The Barn. It's a perfect space for our group of friends to catch up and chill out. Always spotless and clean. We lucked out with the weather and the pool and tennis court got some good use. We had a lovely 6 mile walk around the Surrey Hills with the beautiful Abinger Hatch pub a half way point. Daniel was very welcoming and friendly and accessible to answer our queries. Kitchen is well stocked with utensils and crockery but we forgot cling film and foil, so bring some if you think you will be using it. There is a lovely outdoor seating area and dining table which was a lovely afternoon sun trap. All in all a perfect stay and we will be coming again next year!