Family-friendly holiday rentals in Stokesley

Absolutely loved our stay here, the cottage its self was gorgeous and the space inside was a really great lay out and very spacious! The cottage had everything we needed as-well as the little extras that were complimentary, and overall Sheila has been a great host and I would recommend this place, we had an amazing stay here! Thank you x

Firstly wow! The area in which this little cottage is set is beautiful, tranquil and private and has an enclosed garden for mine and my sister’s dogs. The welcome hamper was the best we’ve ever had with so many goodies in! Lots of local dog walks around the area and hotel grounds and we even found a waterfall after a heavy rainfall which was a lovely surprise. The cottage was clean and all beds made up, towels were provided too. Log fire and wood fired pizza oven and hot tub were so welcome on a foggy day when we were unable to travel. Wi-Fi was a bit hit and miss but not a real problem. Would definitely recommend to anyone. Only negative was only 2 windows open. We loved the fact we were surrounded by nature and birdsong and would have loved to have the windows open to make the most of this. Wouldn’t put us off going again as there are so many other areas we didn’t get to explore around there.

Beautiful place so relaxing just what we needed as a family to regroup and recharge our batteries. Very well equipped with all the essentials made use of the washing machine and airer and ironing board and iron. Great wfi. Hot tub was lovely and the veiws from it.

Lovely little place, perfect for a get away break. The hottub was great to relax in. The goats are gorgeous and so friendly. The family dog was a welcome visitor. Amazing to sit and listen to the birds and look at the beautiful scenery.

The photos don’t do this place justice. It really is beautiful. Quaint, spacious, clean and tidy. Plenty of facilities such as vac, mop, washing machine, dryer, cleaning products etc. Kitchen is a lovely space to all sit together. Bedrooms were very spacious and room for clothes etc. Lovely nights sleep in comfortable beds. Central heating worked a treat with log fire in the room (we didn’t need to use) including other heaters. It is lovely and warm and cosy. The views and surrounding areas are lovely. We used the hot tub which was a lovely addition and worked well been outside the conservatory part. We were a family group of mixed ages and we would absolutely stay here again. Host was great with contact prior to arrival with flexible check in/out. Overall a brilliant stay and we’ve also said we would return.

We love Rambling Rose Cottage! Dawn is a great host - all the extras - wine and chocolate on arrival, things like salt and even tea, coffee and milk to get you started. My daughter loves this cottage so it’s becoming a tradition to come for her birthday! Thanks so much Dawn! We will be back!

Fantastic house in beautiful surroundings - we were a group of 11 and the house was so well equipped with everything we needed. The online guidebook provided in advance was very thorough and helpful with recommendations for the local area and information on the house amenities. Would definitely stay again with a group and would recommend to anyone!

Very comfortable w/e in an immaculate and well appointed property. So close to Staithes yet out of the hustle and bustle with views across open countryside. Would definitely rebook.

Richard was a fantastic host for our Easter family holiday. Beautiful cottage, stunning surroundings and immaculate, one of the best AirBnB places we’ve stayed and would highly recommend to anyone looking for an escape to the country. Local pub was fab and very friendly for our 6 year old.

We had a wonderful week at David and Philip's place, with our one and three-year-old children. The cottage was idyllic and the garden at the front of the property felt like stepping into our own little world. Our eldest was sure he saw fairies amongst the flowers and both kids loved playing in the safe, enclosed space. We had also asked for use of the BBQ which was ready and waiting for us and made for a lovely afternoon enjoying the space and relaxing. The cottage itself was perfect for our needs and the moveable stair-gate (top or bottom of the stairs) was a huge help for keeping our risk-oblivious explorers safe. There was lots of space for them to play in a cosy setting which felt like a home very quickly. The use of the cot and high-chair (arranged in advance) was also a huge help. The location was perfect, with plenty of indoor and outdoor places to visit (castles, beaches, gardens, Flamingo Land, Eden Camp, Forests) all a short drive away. Would absolutely stay again!

A lovely, peaceful, secluded cottage. We really enjoyed our stay, we wanted a quiet get away and that is exactly what we got. We enjoyed visiting Brimham rocks and had a walk around Ripon, plenty of places to visit that were only a short drive away. Could not recommend this place enough.

Thank you for such a lovely stay. Your place is lovely and spacious and we all felt at home. We would be happy to come again.

We had a great stay, it's a good location and the house had everything we needed. Very comfortable bed and a lovely big bath. Great kitchen and even a bottle of wine. Would stay again.

Great accommodation. spotlessly clean, well stocked with utensils and basic provisions , sauces, oils, chutney etc. First class food from Hotel next door.

What a beautiful place! We stayed as a family of 6 adults and 5 children, the children ranged in age from 15-3 and the house suited everyone. The kids loved the garden and the grandparents loved the places you could go for a little relax. The view from the top back bedroom is a beautiful sea view - just fabulous. The location is perfect for Runswick Bay beach and a walk along the Cleveland Way. It’s also a short drive to Sandsend and Staithes. The property is immaculate and is very well equipped for everything you might need. Highly recommended .

Debra's place has a phenomenal view of the sea, you feel like you could almost touch it, sitting staring at the waves from the large panoramic bay window. Staying at the flat was both invigorating and calming. The captivating view means you don't need to go out, but if you do, it's a stones throw from glorious walks and close to Whitby. This is a luxurious seaside escape, we can't wait to go back.

Just returned from a fantastic break in Laverton. The cottage or 'byre' is super clean and cosy with some underfloor heating and adjustable radiators. These were great as it was a bit chilly at night time in May. We purchased eggs from Gary and they were delicious!! There are many walks in the area and maps provided that you can use. Had a really great time - thanks!!

The best 3 night stay at Thresher Cottage. Surroundings are so peaceful, except for some friendly mooing which we loved, but Whitby and Pickering only a short drive away. Really impressed with the size and layout of the cottage, wish we had booked for longer now! Recommended to friends and family already

Really enjoyed staying at this beautiful flat of Richard’s…very well designed, relaxing & stunning surrounds…thank you! 😊

The Cottage is idyllic and in an excellent location in the heart of Helmsley. It felt private and the cottage was very cosy with lots of amenities, it really is the little things, plenty of tea towels, bathroom towels, dishwasher tablets etc. It was a real treat to have such a large bathroom and a surprise in a cottage. It was just a nice short walk to all the lovely shops, pubs, cafes and restaurants. Ben was very responsive and had left lots of recommendations. I would definitely recommend staying here.

Great location and property - perfect for our family and dog friendly.

A cosy, lovely place to stay - very clean and comfortable. The paddock is great for the dogs ! I highly recommend.

Excellent stay at The Piggery. Molly made sure we had all the info we needed prior to arriving. The place itself is beautiful! The weather was quite cold while we were there so we couldn't really make use of the stunning balcony with amazing views! I imagine it is brilliant in the summer. Plenty of shops in Sleight village within a 10/15 minute walk. Train station to get to Whitby is around a 20 minute walk from The Piggery.

We arrived with clear instructions to a gem of a place, the cottage was immaculate and extremely well maintained and presented throughout. The small touches such as the daffodils, biscuits and chocolates was a lovely welcome touch. The setting was just beautiful and peaceful. Watching the birds at the feeder in the mornings and the sound of the river made it very tranquil. We absolutely loved it and could not rate it highly enough we can’t wait to stay again in the future.