Family-friendly holiday rentals in Orpington

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!

What a hidden gem of a place! We feel so lucky to have found Stable Oak Cottages and to have spent New Year there with our family celebrating our sons 18th. The place was gorgeous and the hot tub such a treat! The alpacas were great entertainment and the luxurious little touches from bath robes and sliders, to home baked bread and muffins were just wonderful. Highly recommend.

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.

Carol Anne and Kelly were great hosts, kind and helpful. The apartment was very nice, equipped with everything we needed and very comfortable. The location is excellent, very close to the subway and buses, the neighborhood is great. We had a great time, thaks a lot.

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!

We had a lovely stay at Tim’s house 10 adults and 2 children. Plenty to do for everyone and a wonderful weekend. We went for a lovely meal at the local milk house pub which is dog friendly and had toys for the children. Would highly recommend. Thanks Tim.

We stayed at Bokes barn for three nights in June 2024. It was for a reunion of friends. Six guys from school. Who were mates from eleven years old until twenty one years old when four of the crew went off to Australia and Canada. And the other two settled into married life. This was the first time we had been reunited for fifty two years. The barn was perfect. Six couples. Six en-suite rooms. It was spotlessly clean Extremely well equipped. With high end equipment and furnishings. Everything worked We all had the best time. We had fun in the games room I am happy to recommend this venue to anyone. You would be hard pressed to find somewhere better. Trevor Howell

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!

Host was lovely. Polite, helpful and quick to help with all queries i had. Place itself was perfect for our little getaway to see family. Garden was great size for dogs to chill outside when needed. Kitchen had everything needed when away from home. Overal very happy with the service and home will definitely use again when visiting next.

Benny was really great with communication as I booked very last minute! She also kindly let me check in much earlier and I also checked out a little later due to my own fault of not realising checkout was at 10am! The place is spotless and is well equipped, there were breakfast items left which was thoughtful and generous of Benny. The location is beautiful and peaceful - lots of cute lambs and ponies and even deer! A short drive takes you into forest row where you have a good selection of shops

Lovely cozy place to stay with the added bonus of a log burner. Comfy stay and clear instructions from our host.

The apartment was gorgeous! We loved the location, easy access to the train, village and all that Greenwich has to offer. Davey is an incredible host, ensuring that we were settled in and comfortable. Perfect for families. Highly recommend!

We had such a wonderful time. The flat has absolutely everything you need and plenty more. The art, the plants, the books and the decor make it a very special place. Situated close to the beautiful Terrace Gardens and Richmond Park and with cafes , pubs and convenience stores steps away you will not be disappointed. Easy walk down the hill to the station and everything Richmond has to offer. James was absolutely charming and super helpful. Highly recommend🤗

A perfect place for a family celebration, beautiful house, extremely comfortable and well equipped. Everyone commented on the very comfortable beds and beautiful linen. The bath was a treat for everyone looking out at the oak tree. We had a bbq one evening, in wonderful surroundings and all the equipment you could need. The walks from the house are stunning and pub recommendations very useful. The muffins on arrival were delicious and the company of the exceptionally well behaved and friendly dogs was a highlight, not forgetting the lovely cat. We left, reluctantly, feeling refreshed and restored and have taken away many happy memories, thank you.

Had a wonderful time! Emma was always very hardworking. Everything was furnished with a lot of love and style. Our dog loved the fenced garden, which also made the stay very relaxing for us. The children were able to develop freely and had great play opportunities for all ages. From the accommodation, we took many day trips, but in the evening we always gladly returned to our little idyll. We'd love to come back! Thank you, Emma!!!!! ❤️❤️❤️

Excellent stay, the Airbnb is so unique! The convenience of being close to public transport and local amenities made my visit hassle-free. The house itself was comfortable and super unique - it's a converted warehouse so the space is absolutely stunning. Highly recommended for anyone looking for a comfortable and unique stay around Old Street.

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!

We enjoyed a 3 day mini break at the Calf Shed cottage with our 2 children and dog. The cottage itself was nice with open plan kitchen and comfy seating area, and a private garden area which was great for the kids and dog. A big bonus was the heated pool with stunning views. The weather was not great but the heated pool meant we could still use it, which is a short walk from the cottage. The kids also enjoyed the trampoline and table tennis. The main barn was not rented during our stay which meant we had sole use of the pool and play equipment. There was no welcome pack/booklet however the host Alison was quick to respond to questions (wifi password, bin locations, etc). Other comments is the double bed was actually 2 single beds which the kids commandeered and signs of wear and tear here and there. However overall a pleasant trip.

The hosts are very kind and accommodating! The location was nearby public transit and the hosts provided clear instructions and guides on how to navigate the city.

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.

Tara was very welcoming and made us feel instantly at home. The flat was well equipped with everything we needed. The flat was well located with easy transport links nearby. We would definitely stay here again!😄

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.

Jodi’s home is a great place to stay. We were going to a wedding at Hackney Town Hall and could walk easily there and to the restaurant afterwards. It’s also beautifully located looking out at London Fields. The home was well provided for, we had everything we needed and so much more. We loved the decor, there was so much to see and read. Thank you Jodi, you were so helpful too and we loved your home.

Diana's place was perfect for our trip for a local wedding. It had everything we needed and is in beautiful surroundings. Diana was friendly, accomodating and also flexible with check-in/out.