Family-friendly vacation rentals in Pickering

What a fab house this is. We stayed for 6 weeks and did not want to leave. Jo was always on hand if we needed anything but the house is so well set up that we rarely did. The location is fab on a quiet back street but a COOP, Indian and nice bar all within a few mins walk. The house is really well presented and has everything you’d need for a short or longer stay. The hot tub is a great addition and the garden feels really private. All the bedrooms are a great size and perfect for couples. I can’t rate this place highly enough! Full 5 stars from us!

We had a brilliant stay. Absolutely loved the place. Bed super comfy and the bath was amazing. Apartment had everything we needed. Short walk down to bars and restaurants. Host was really friendly and helpful. Would definitely stay again

lovely peaceful stay in a beautiful area of Yorkshire, exactly what we needed. lovely clean cabin with everything you could think of and more, added bonus of the hot tub overlooking the countryside. friendly host who made us feel very welcome but also have us the space we needed. felt totally at ease!

We loved our stay in Rambling Rose Cottage! Stayed a couple of nights and having walked miles along the coast from the house, it was a real treat to come back to relax in the hot tub in the sunshine. Lovely cottage, fab location and Dawn is a great host - would highly recommend booking!

We had a fantastic stay at Sonia's place, the cottage was beautiful and was perfect for our family to stay over New Year. There was lots to do in the area and the cottage was in a great location. The hot tub was a fab addition in the frosty weather! Communication with Sonia was good and quick. Thank you! 😊

Me my 2 sisters and mum enjoyed our stay was so peaceful. Exactly what we was looking for to relax and spend time together. The home was lovely thank you.

As fabulous as expected. Ideal space for two couples, high spec accommodation with lots of room to relax . The kitchen is small if you intend to self cater but the facilities and equipment are excellent. We spent most of the time sat in the dining room watching the peacocks who wandered up to the window each day to be admired. Played tennis and walked into the nearby village along a public footpath 50 mins to a very good pub ( Dawnay Arms ) and evenings in the hot tub . Thoroughly enjoyed it, the host ( Lucy ) is onsite and is welcoming and supportive with communication without any intrusion . No hesitation recommending.

We booked rather last minute and Maria was very responsive and flexible. The place was pristine and very comfortable. Kitchen is very well equipped and the furnishings throughout are great! We felt very much at home! Maria was warm and welcoming and gave us good ideas for where to eat. We truly loved our stay!

Richard & Kim provided very informative written guides on anything one might need or like to do while staying at their lovely cottage. They looked after details in the cottage in a way that shows care and love. They even made us a handmade jam! It was our first visit to Yorkshire and they made it a memorable one. We had a comfortable stay that we enjoyed so much.

such a loverly house. owner has thought about everything you could possibly need and more. a really loverly enclosed garden that was perfect for our 15 month old grandson. a minutes walk to Helmsley square for the shops cafes pubs and restaurants.

The accommodation was spacious, clean, well appointed and easily coped with our family and the variety of ages. The outdoor area was well kept and had a large table and chairs suitable for outdoor eating and had the added attraction as a lovely suntrap. Having bathrooms on every floor was very convenient. A lovely house to use as a base when exploring the neighbouring seaside resorts and countryside.

This is a real gem of a place situated in the most beautiful surroundings . Fantastic walking straight from your door, bird song galore and so much more . Trish is a wonderful host , very welcoming and nothing seemed too much trouble . We were greeted with delicious homemade cake , fresh flowers and a basket of treats . I would highly recommend Trish's beautiful home and really hope to be back again one day so much more to explore . Thank you Trish for a wonderful time . Emma

Lovely house, clean and tidy. Perfect location for me with shops, town, bars, sea all within walking distance. Instructions were super clear and they provided me with contract details just in case.

Thanks to Sarah for letting us stay. The place is so convenient for the beach and it was such a treat to have a house to retreat back to. Great communication from the host (we needed assistance working the heating). We hope to come back again!

Beautifully presented and wonderfully clean! It was a real treat to stay here. Clearly the owner takes great pride in her accommodation and you can tell as soon as you walk in. Proximity to Ripon centre was great, parking safe and outside seating area was lovely too :). Would definitely recommend. Thank you.

Had a great visit! Very fortunate for John to be understanding and allow us to film our final student short film. John was always very quick to answer any questions, he was very understanding of filming which is always appreciated. The location was beautiful with some lovely surrounding scenery. Perfect for a peaceful getaway.

Lovely place peaceful and relaxing place to stay. Loved the fresh clean smell that emanated throughout the complex. The appointment was immaculately clean and would definitely recommend.😁

Thanks so much - my parents really enjoyed the cottage - we were staying on a different cottage on The Bay and booked them this one. They said it was their favourite one so far (I think their 3rd visit to The Bay now). Loved the beach walks and a joy to be in Filey again.

This was our first experience with an air b&b and we were a little unsure as to what to expect. In a nutshell, we couldn’t have asked for anything more. The cottage is utterly beautiful both inside and out, it couldn’t have been any cleaner and every time we realised we needed something, there it was - they’ve genuinely thought of everything! It’s so well equipped, from cutlery, to dvds, to toys… even down to little things like plasters! It’s honestly a home from home and the only negative we have is that we had to leave! The onsite pub is nice and where several have thought it expensive, we actually thought it was reasonably priced - especially when children eat for £1 with a paying adult main! Absolutely beautiful place and we will be recommending it to anyone who will listen! Thanks so much for the wonderful memories!

A Lovely Stay at Collie Cottage, Filey We had a wonderful couple of nights at Collie Cottage with our 18-month-old and couldn’t have asked for a better base for exploring Filey. The cottage was spotless, cozy, and beautifully decorated with lots of thoughtful touches that made it feel like a home from home. The location is great—peaceful yet just a short walk to the beach. Our toddler loved having space to toddle about safely, and the cottage had everything we needed, including a travel cot and high chair which made things so much easier. We particularly appreciated the welcome pack and the clear, helpful communication from the hosts. It’s obvious a lot of care goes into making guests feel welcome. We’d happily return and would definitely recommend Collie Cottage to anyone visiting Filey, especially young families.

Perfect for our needs, the downstairs bedroom was great for elderly Grandparents, really well equipped house and enjoyable break. We walked along the beach to Filey at low tide, recommend Ingham fish and chip shop. Communication from Victoria was excellent 👍

We spent 2 nights at the apartment. Everything was as described. The location is fantastic within a beautiful holiday village and only 5 mins walk to the amazing never ending sandy beach which is absolutely perfect for your four legged friend. Filey is only 5 mins drive with lovely shops and restaurants and bustling Scarborough only a 15 mins drive. Will definitely be back!

We had a great stay at the cottage. All of the rooms are just like the photos. It was really clean and comfortable. The surrounding area is really well looked after. Just a short walk to the beach, then you can be in Filey in 40 minutes. It was really peaceful and the area offers a tennis court, swimming pool and other activities. Would definitely stay again.

Fabulous garden and location. Beautiful view from the sun room. Great pool, perfect temperature and very comfortable bed. All round lovely clean and quiet place.