Family-friendly vacation rentals in Helmsley

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.

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! 😊

had a brilliant stay in this lovely little cottage. Nice and clean. Great hot tub and a good base location to explore various places along the coast. would recommend.

We had a wonderful stay in this lovely holiday home which is in a stunning location overlooking Robin Hoods Bay. It really was an unbeatable location. Steve was a fantastic host, giving us all the information we needed about the property and location. He also left us some welcome extras in the fridge 😊 The property was clean and well presented, and the hot tub and snooker room were enjoyable extras. We would happily return to this beautiful, peaceful spot in the future.

What a beautiful place to stay, I wish we’d booked more than one night, we will definitely back, the little touches were lovely aswell, milk and Prosecco in the fridge and ice in the freezer, it was perfect. Thank you

Great, as advertised, really enjoyed our time, will hopefully return one day

We had an amazing time in the Shepard's hut. The room was very well maintained and extremely comfortable. We enjoyed using the hammocks and making a fire in the evening and Dot was very communicative and made our stay very pleasurable.

Lovely cottage well located for exploration of North Yorkshire. The place is perfect for long or short stays, giving you a fully equipped kitchen, ample living and dining space and comfortable and cosy bedrooms. There are also plenty of entertainment options for rainy days in, plus a nearby shop and pubs should you be needing to stay local. Well worth a stay here!

We had a wonderful stay at the Photographer’s House! The home was well equipped, especially the kitchen, it had everything we needed to feel right at home. The beds were comfortable, and we really appreciated the lovely welcome basket, thank you. The view is stunning! We spent hours on the patio, soaking up the sunshine and taking it all in. The host, Ashley, was friendly and communicated clearly throughout, making everything smooth and stress-free. We’d love to come back again!

Fabulous property, the photos do not do it justice. As per previous reviews, the property was spotless and generously stocked with branded, not cheap, kitchen and bathroom products. The bed/pillows were so comfortable. The wraparound garden was beautiful and well maintained, it was a delight watching the birds (again, well stocked bird food to top up the feeders). We found the location to be a good central base for travelling to many tourist locations, and it was always a pleasure to return to such a clean and comfortable home. We cannot wait to return.

Loved our stay here. The apartment is peaceful, comfortable and well equipped. Perfect location for exploring York with just a mile to walk along the riverbank. Hope to be back some day. Our thanks to Selena and Peter

We loved our stay in this cute barn. It is clean, cosy and very comfortable. The location is very private and surrounded by woodland. We enjoyed walks from the door around Ripponden as well as from Hebdon Bridge and the beautiful surrounding area. We met Jill briefly while she was out walking her dog and she checked that we were happy with everything. I would highly recommend it.

Wonderful place, as Bev says - the place gives you a warm hug. Relaxing, quiet, and perfect rest for us and our anxious rescue dog! Lovely being near the river, lots of birds and wildlife nearby. Felt right at home and hope to return again soon!

Well equipped house and lovely spacious garden. Limited hanging space in the bedrooms and the twin room best suited for children

Caroline’s cottage is beautifully decorated and extremely comfortable and lovely and peaceful as it is set back from the main road. Caroline kindly let us check in early which was perfect as it was the only nice day we had in the north and so were able to go out and enjoy the Moors. The surrounding area is beautiful and there are lots of extremely nice places to visit and great dining opportunities! As all the other visitors say, it is a fabulous place to stay and we would love to return if we are back in the area ! Thank you again Caroline !

We loved The Cow Shed. Just off the A1 so really convenient for our trip to Bramham. Although the A1 was very near We couldn't hear the traffic when inside the house. We had two large dogs who were able to stretch out and there was a track to walk them down safely for exercise. There was everything we needed in terms of accommodation and it had tasteful decor and was nice and clean.

We had a great stay and my young kids adored the nice collection of books and toys to play with. Everything was as described and very comfortable!

Absolutely loved our stay at Cliff House with Jacquline. Beautiful location, swimming pool was such a bonus for the children, they loved it! The grounds were fantastic, such a lot to explore, our children loved the chickens and climbing frame and the private wood was great for hide and seek. Jacquline was such a great, friendly host and gave us great advice about visiting York. She even arranged an Easter egg hunt for our children. We had a wonderful time and would definitely recommend.

Probably the nicest property I have stayed in at The Bay. Welcoming and homely as soon as we walked in. Immaculate and very well equipped. A lovely place to stay.

Had an amazing weekend at Rachael's caravan, this was our second visit and we 100% plan on coming again. Rachael is a wonderful host who is easy to contact and she takes pride in her beautiful caravan. The caravan was extremely clean, comfortable and very homely, as the weather was warm we spent most of our time outside on the decking which had plenty of seating space and the hot tub was a great added extra enjoyed mostly by the kids. There was plenty to do onsite including the swimming pool, a private dog park where you can let your doggos off lead and play. The staff at the main reception were friendly and helpful and the bar area was clean with lots food and drink options. We would highly recommend coming to stay at Serendipity and we will be visiting again.

Lovely few days at Lucy’s apartment. Clean and spacious. Excellent communication from host. Will definitely return x

Sea Urchins Cottage is an absolute gem, and the perfect location for the walk down to the beach and other amenities at The Bay. The cottage was spacious and spotlessly clean, and a real home from home. Lovely balcony to enjoy a glass of wine after a day at the beach! Special mention to Paula and colleagues who went above and beyond to help us when we had a TV issue, and were always available if we had any questions.

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!

I had an absolutely blissful stay at Johns place. It was wonderful to be surrounded by so many lovely animals, and the views from inside the hut are incredible. A very special spot.