Family-friendly holiday rentals in Old Windsor

We had a wonderful Christmas week at Flagpole Cottage. The hosts' home was clean, welcoming and extremely well-equipped. We had everything necessary for preparing family feasts, having a wood fire, plenty of bathrooms and comfortable beds. Robin and Francine even left a beautifully decorated real Christmas tree for us the enjoy (and put our presents under), a very thoughtful touch. We enjoyed the hot tub and trampoline (we were lucky with the weather, cold but not rainy) as well as the local walks to pubs. We bought our Christmas turkey (ordered in advance) at the fabulous Flower Farm shop, which is nearby and is a great source for all things edible. Robin and Francine's guide to local amenities and activities is thorough and quite useful. Robin was very attentive and open to queries but everything was so clearly laid out we didn't really have any questions. One last thing - the gardens are exceptional - even in December! I was in awe - especially the topiary. The old yew trees! xx

Reggie is by far one of the most attentive, helpful, and kind hosts I’ve ever encountered. His exceptional hospitality truly exceeded my expectations and made my stay unforgettable. I was genuinely surprised—in the best way—by how thoughtful and accommodating he was. Thank you so much, Reggie!

Great area of London for restaurants and markets. Easy access to Tube at Algate East and other rail at Liverpool Station. Val’s place was homey and clean and lots of room. Kitchen really well equipped. Views of the skyline beautiful, especially at night. A wonderful place to stay in the eastern end of London.

This was my second visit to Carol-Anne's beautiful flat, and it definitely won't be the last. I love everything about it. Minutes from the Northern Line and with an abundance of little shops minutes down the road, I felt at home and could easily get anywhere in or out of London. Clean, beautifully decorated, and on a lovely quiet street. I couldn't have been happier and hated to leave.

Our short stay at Debbie’s flat was so good! She let us pay £10 per each hour before check in time which was so worth it as we arrived with 4 kids in the morning so it was nice to check in around 11 and get our bags settled so we could spend the rest of the day exploring! The flat was so cute and free of clutter, comfortable, and such easy walking distance from Kings Cross so it was very easy to get around. The neighborhood was quiet and safe and we would honestly want to stay there again if we make our way back to London! Thank you so much for everything!

Absolute lovely place in a quiet area of London. The flat is exactly as described and it has everything you need for a short or long stay. Totally recommended, would love to come back!

Great unit that was close to transportation. Unit was in a safe area. Unit was clean and well equipped. Our host Brett was easy to get ahold of and represented the unit accurately. Would highly recommend.

We had a wonderful stay at this beautiful house, cozy yet spacious and with an amazing garden. It was the perfect spot to celebrate a birthday, enjoy the sunshine, relax in the hot tub, and gather around the firepit and BBQ. Keith and Jean were very welcoming and kindly showed us around, even though we arrived late. A fantastic place, we highly recommend it!

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

Amazing London flat! BEST check in (with John) we’ve ever had at Airbnbs- he is amazing & u will want him to stay & socialize after he aptly explains home features & mini instructions! Public transit is close & walkable from flat which is in a beautiful, quiet neighborhood Highly recommend staying here if you want to explore London!

A very nice flat, full of charm and well connect to the rest of London. A very nice guest. We recommend both !

We enjoyed our 12 day stay at Linda's. We were well prepared in advance, and everything involved in getting checked in went very smoothly. We were very comfortable and slept well. Linda and her husband were friendly and helped us get oriented locally. The kitchen worked out extremely well for us to prepare most of our meals, and that helped us with some dietary issues. We would highly recommend Linda's place. It is a great balance between a quiet country place, yet close to shopping and restaurants in Cobham and Esher. We hope to be back again!

The Dairy …… was so peaceful - surrounded by lush gardens ….. well appointed kitchen and bedrooms …… we had a lovely stay …… Thankyou Beth

Hannah was attentive to our last minute needs. Apartment is in a great location next to the park and walking distance of Kingston town Center.

The Annexe at the house is easy to locate and once there the tranquility of the surroundings is very obvious. It is very relaxing after a long car journey. It was lovely to sit by the stream for our afternoon tea. The description and photographs of the outside areas do not really reflect the reality. Wonderful setting immaculately maintained. Inside the property is exceptionally clean and welcoming, both bedrooms and bathrooms are spacious with good storage. Jenny is friendly and very welcoming but was not at all intrusive making useful suggestions about places to eat mentioning local pubs and a highly rated local farm shop if required. Overall an excellent stay which is well worth repeating. We would absolutely recommend this property to others (but not too many as it would be nice to keep it to ourselves)

Had another great stay at the eco lodge. Ideally placed outside Wallingford in lovely countryside and convenient for the Ridgeway and associated places. The eco lodge is private with its own parking and despite the roasting weather the week we were there, it kept a comfortable temperature inside. lovely big bed, excellent space to relax and with it's own kitchen and bathroom and all the amenities you could want. Kunzi the owners friendly cat is on hand to meet and greet and the field adjacent the front of the lodge is alive with wildlife. It's a great place to relax or use as a base for exploration. Recommend Wallingford and Henley on Thames for exploration and the Ridgeway for great walking and scenic views.

How to start?? I would highly recommend Charles' place! When you get there and go up the stairs, you might think it's not going to be good. However, when you open the door you'll be taken back as to how beautiful his place is!! I felt right at home! Charles had wine, milk, OJ, bread and eggs. The sleigh bed was not only comfy but so pretty. He had great darkening curtains which also serve as a divider from the living room. The shower was welcoming. If I come back to London, I'd stay at Charles' place!

What a beautiful little place to stay in London. We really couldn't have been happier with it. Victoria and her husband are both very kind and it was idyllic going for morning swims in the pool. Thank you 😊

A fabulous country cottage within large gardens including a pretty waterlily pond & beautiful wildflower meadow. Lovely views & country walks on the doorstep. Very welcoming, friendly hosts made us feel at home straight away. Idyllic! The bed was super comfy too! We’d definitely recommend this property & stay again. Thank you Karen & Phil

We had a lovely time at Sarah's place. It's as the photos suggest and is in a very peaceful surrounding. The barn is next to Sarah's family home, but the way it is oriented means you get plenty of privacy. Thank you for letting us in to your home. We all had a lovely quality time with friends.

Want a nice quiet spot in West London that's affordable? This is it. Always got peaceful nights sleep and it's easy to get to the underground or walks to Shepherd's Bush.

Emma was very welcoming as we arrived. She showed us around and gave us perfect advice on how to get into town. The cabin was perfect for a weekend away. We found a swing attached to the trees and had great fun. The bed was like a cloud and the kitchen had everything you need. Would recommend to family and would stay again.

Amazing stay and even better than photos! Hosts were so welcoming and helpful, would definitely rebook and recommend to anyone! Absolutely beautiful! 😍

We loved the spacious, leafy patio space and the well designed interior, and had a peaceful, fuss free stay. The bed was vast and comfortable with lovely bed linen. The flat is quiet and super close for London Fields and transport links.