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.

Sam was an excellent host! She caters for every need and is very warm and welcoming. The treetops has everything you need, was very clean and tidy and the hot tub was a bonus. We will definitely love to come back and highly recommend it to everyone! Would give 10 stars if we could.

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!

What an absolute delight of a stay!!! The cutest b&b - amazing breakfast - loved every second!

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

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!

Truly wonderful location - we walked EVERYWHERE .... Kensington Gardens, Hyde Park, Buckingham Palace, Little Venice, Regent's Canal, Camden, Notting Hill, Marylebone, Mayfair .... A very easy commute from Heathrow to the apartment on the Elizabeth Line, alighting at Paddington Station with only a short walk then to the apartment. Ivo & Ann-Mari have thought of EVERYTHING, so the apartment was perfectly appointed - bed was super comfortable plus we were warmly welcomed with a bottle of wine, REAL milk to make a cuppa (so very often not provided) and crumpets and jam for a snack - delicious ! We would like to also acknowledge their kind understanding and calmness when we realised we were 1 day short with our original booking and needed to stay 1 more night at very short notice ! A big thank you again Ann-Mari !

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🤗

Absolutely loved this little house, everything you need for a stay away from home. Great location and the garden is a little sun trap. The bath is also amazing we will definitely stay here again.

Paul and Angela's cottage was perfect for our short stay. The location is in a very quiet location yet within walking distance of all the places we wanted to visit in Greenwich and near great transport links to Central London. The cottage itself has everything you need for a comfortable stay. As mentioned in other reviews there is a narrow spiral staircase as clearly shown in the pictures but our 6 year old managed this just fine and we were able to take our cases up. Paul and Angela answered any queries quickly and were kindly able to accommodate requests to leave luggage at the cottage pre/post check in/out times so we could make the most of our short stay. We would certainly stay again and recommend to others.

The house and surroundings are so beautiful! I wanted a private and green outside space for my 30th birthday celebration with my closest friends and this was EXACTLY what i was looking for! And Simon was a very responsive and accommodative host.

Amy paid attention to detail in the accommodation which was noticed throughout and had lots of extra things for children within which helped a lot as we stayed with our 2 girls. We were very pleased with our stay and would happily stay again!

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.

This is an accurately described, beautiful home in idyllic countryside. The house is spacious and very stylishly furnished with vintage furniture and artwork. Ideally there would be one or two more bathrooms with showers - we knew this before staying of course - it just means more planning of showering with a larger group of people staying. We especially loved relaxing in the garden room with the gorgeous views of the garden and rolling hills beyond. We were incredibly lucky with the weather so definitely made the most of having a pool and pizza oven and BBQ. And we picked fresh figs off the tree by the pool, delicious! The kids loved the trampoline and table tennis. Enzo was great and prompt at communicating with us. We appreciated the local recommendations - we enjoyed lunch at the Jolly Sportsman, coffee at Cafe du Jardin and a mooch around all the antiques shops in Lewes. A very comfortable house to enjoy with three generations of our family.

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!😄

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.