Family-friendly vacation rentals in City of Winchester

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!

We enjoyed our stay at Andy & Rosie's thanks to the great location and beautiful surroundings. We used it as a base for Goodwood, which was a short drive away. The local golf club being so close was also a bonus. The accommodation itself was well furnished and spacious and check in was made simple with the clear instructions and Andy's welcoming greeting on arrival.

Orchard Barn Spa is a peaceful retreat for those looking to escape the city. We stayed there with our four month old and Chris was very accommodating, providing a baby bath etc. It provides the perfect base to explore all that the new forest has to offer, has ample parking space, is very clean and sits in a private plot. Thanks again Chris for a great stay and for your great communication throughout our trip.

Amy’s cottage was very cosy! Great location with the Buddle inn nearby for a delicious dinner. The cottage was more than big enough for our family of five and we had a hugely restful and enjoyable stay. We’ll be back!

Beautiful, secluded weekend getaway! Saw lots of wildlife within the fields and the accommodation was lovely. Outside bath was extra special.

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

Definitely recommend Sam’s beautiful house. Immaculately kept garden with hot tub and huge trampoline which kept the children busy. All rooms with clean and had everything that we needed. Beds very comfortable and bathrooms were clean and showers etc all in good order. Thank you!

What a lovely place and lovely hosts. The bed was so comfortable we slept more than usual, unless it was the lovely relaxing hot tub that tired us. The welcome food and treats and wine was very generous and very welcome. It was a very quiet and relaxing area. We stayed for 6 nights and would highly recommended

Clutter free, clean , comfortable. Beautiful location Lovely hosts too !! That's why we keep coming back

We had a lovely time. Love the location. Perfect for walkers. Inside was light and airy. Bed was very comfortable. The animals were happy and friendly and the area has lots of wildlife. We enjoyed going for walks and visiting Hungerfords Elaine's for lunch. Look forward to visiting again.

We had the most wonderful relaxing holiday. I had always wanted to stay in a converted church and it did not disappoint. Everything supplied was of quality and we had everything we could possibly need. Everything was clean and the bed was comfortable. The gardens are beautiful and spent a long time wandering through them, sitting in the chair swing and enjoying the peaceful surroundings. Sarah was lovely, very helpful and accommodating. I would happily go back and would recommend to any couple looking for peace and relaxation in a wonderful setting.

Matthew's property was perfect for myself and 2 friends. It's lovely and full of character, as well as well stocked with everything we needed (including a hairdryer, fan for the warm nights and some toiletries that we forgot). We enjoyed chatting at the table overlooking the large well maintained and beautiful garden on the sunny evenings. It was easy to find, very central in the New Forest, off the high street in the lovely Beaulieu village. It was exactly what we were looking for. We constantly saw horses on our drive to and from the property which just felt magical. Definitely a place I'd come back to.

Wonderful house in a terrific, peaceful location. The house and gardens are idyllic, and we loved spending time in the hedged gardens in the evening sun after playing tennis. The house is within easy access of all the best landmarks of the New Forest and also bang on the coast. The interior of the house has great style and charm and is a great place to spend time in.

A lovely place to stay. Beautiful surroundings, friendly host and absolutely loved the addition of the ever friendly dog Seven, who we slightly fell in love with and greeted us every morning. Great location and the place had everything we needed for our stay. 2 lovely pubs in walking distance. We will def be returning to explore more the area. Breakfast was also fab and delivered to us on a tray.

Would highly recommend....amazing accommodation, great location and a friendly & welcoming host in Hilary. We'll certainly be back again!

We had such a wonderful stay at the cabin, in a beautiful peaceful location with lovely forests near by. It was fully equipped with everything we needed, very cosy with a comfy bed and an amazing shower. I would definitely recommend staying here.

We had an excellent week at this property. Lovely location, we enjoyed our walks down to the beach each day with our dog. Such a lovely buzz on the beach, very chilled. The open top bus from the site to Sandbanks and Poole was great. Our teenage daughter and her friend made use of this a couple of times to go shopping and explore a little on their own. We visited Corfe Castle, which was in a lovely place and parked on the Purbeck car park (rather than the actual Castle Car Park) which gave a lovely scenic walk through and passed over the Steam Railway. We visited Lulworth Cove and did the cliff top walk over to Durdle Door, which was an amazing site. Weymouth is beautiful, very sunny that day so perfect for a sea side resort. We took a look at the Beach Hut, in a great place, with a green area, Cafe and play park. Would work really well as a base for enjoying yourselves, especially if you have younger children. Great location and lots to see and do. Thank you

The views from Seascape are wonderful and added greatly to our holiday. From sunny breakfast on the deck to cosy evenings watching the sun set we found everything we needed and we felt at home straight away. The lodge was immaculate and Judith dealt quickly with the only issue we had when the oven had a fault, so our holiday was not impacted greatly. It's a 15 minute walk into Swanage with an uphill return or free 2 hrs parking next to the Co op if you spend £10 there. Altogether a perfect place to enjoy Swanage and explore the Isle of Purbeck.

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!

Highly recommended! Superb host. Thank you.

Catharine was an amazing host and Driftwood is absolutely beautiful in a perfect setting for our group get together. The hosts were fantastic and couldn’t do enough to help, even accommodating an earlier check in for us. Could not recommend this stunning home enough!

Such a find - we absolutely loved this airbnb! Firstly the design was amazing, looks like beach huts and yet the inside was so spacious and filled with light that it was like a hidden gem. Amazing amenities - pool, tennis court and beautiful walks on the doorstep. The area was so lovely and quiet and I could immediately feel myself relaxing the moment we arrived. The property has everything that you could possibly need, a little home away from home and I loved all the little design touches - you could really tell that so much care had been taken to make the space welcoming. Everything was super clean and Helen was a lovely host, always responsive and friendly! I absolutely loved the digital guidebook which was so useful for our stay, especially finding the best pubs and restaurants in the area. We hope to be back soon!

Hard to put into words……Tara’s place was amazing, it was a few days away for my girlfriend’s birthday and I had even asked Tara to put up some birthday decorations in time for our arrival which was a nice touch. I can’t fault this place or the host what an amazing experience thank you and we’ll be back again. Check out The White Lion pub great food and drink and only a 10 minute walk away

We had a wonderful stay at Ann’s caravan, the views were really breathtaking and the caravan had everything we needed for the weekend. Ann sent over very detailed guidance before we arrived and everything was super easy from our arrival to departure.