Family-friendly vacation 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.

Ingram House is a beautiful house with an amazing, beautiful garden.We had a wonderful stay.Antonio responded to all messages quickly but the star of the check in/communication whilst there was Shirley the wonderful housekeeper.Such a lovely lady, who made contact before we arrived to confirm all details, meet us for check in and check out and responded to any queries during our weekend.The house has 5 bedrooms/2bathrooms upstairs and 1 bathroom plus additional toilet downstairs. A great kitchen,a lounge with seating for everyone plus a delightful dining room. To us the best place was the garden. At least 5 different ‘spaces’ to sit with tables and chairs, a great BBQ area by the kitchen, its just a beautiful, relaxing garden where we sat and enjoyed the afternoon (we were lucky with the weather). The only slight downside to us was the road noise. The windows at the front of the house have secondary double glazing which helps to reduce the noise. We would happily stay there again

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!

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.

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!

my boyfriend and i stayed here for 4 nights for our anniversary, it was the most perfect place we could’ve picked. so relaxing, we will definitely be coming back again, thank you so much!!

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!

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.

We absolutely loved our week at Benny’s place :-)! Amazing views, super peaceful and surrounded by wonderful old oak trees! Also a super comfy and large bed (super king)! Benny and her husband were really friendly, helpful and welcoming, we’d definitely recommend staying here :-)

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

We cannot say enough about Davey and his charming home! Davey welcomed us and was so accommodating to our needs as we arrived early in town. He was friendly and welcoming and his home was absolutely lovely, and was so nice to come back to after a busy day in London. We fell in love with Greenwich and loved what an easy walk it was into town from Davey’s home. We unfortunately left our prescription glasses and Davey was so kind, he mailed them back to our home in the states, with a little help from Sydney, his adorable pup. We can’t thank him enough and hope to come back to visit again.

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🤗

We (2 adults, 2 babies, 1 dog) had a wonderful weekend at the Oasthouse. Alexis has done it up beautifully. Very comfortable beds and a lovely big bath. We enjoyed making use of the bbq and the decking, exploring the grounds, meeting the donkeys and exploring the beautiful surrounding countryside. Alexis was a fantastic and attentive host. We look forward to returning!

Lovely property. Very clean and comfortable. Fantastic amenities and even some cake to enjoy with a cup of tea! We had a lovely stay.

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.

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 😊

Safe to say was an amazing stay and couldnt have picked a better place to stay. Great cottage and to have a swimming pool as well topped it all off. Would highly recommend to anybody.

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.

Completely 10/10 great location gorgeous house lovely host great value so homely could not have asked for any more. Very very grateful for a perfect get away xxx

Great place exactly as described! Rebecca is very responsive and made me feel very welcome.