Pet-friendly holiday rentals in Helmsley

We had a wonderful stay! The property was delightful with many outstanding features. Very nicely equipped too and the beds so comfortable. Stunning views and space around was perfect. The hosts were excellent...very informative, alwayszavailable and extremely friendly. We'd definitely like to stay here again. The young children loved it too.

We booked this for friends to use for their honeymoon. Charles was very accommodating and helpful when booking and the space was just perfect. Particularly appreciated was the wood fired hot tub and lots of useful local information helping them to make the most of their stay.

Absolutely lovely place. Very quiet, walkable to the Town Square which had some convenient shops, charity shops, and places to eat. The place was absolutely spotless, and stocked with supplies to make a cup of tea after our long day of travel. Will definitely return the next time we are in the area!

Lovely place to stay, beautifully decorated and the house is spotless and comfortable. David is super lovely and really happy to help. Staithes is a very small and quiet place with some beautiful walks along the coast, my dog loved it. Phone reception is non existent in the village so make sure you know the location prior to arriving. There is wifi in the air b&b. Really enjoyed just relaxing and the log burner plus monopoly was such a wholesome vibe.

No one could enter No 3 and not smile. It is enchanting. Fab location for walks straight out of the door , access to Fountains/Ripon/Pateley Bridge. Quiet hamlet with particularly beautiful chapel with boxed pews and lovely clear windows. Coffee grinder, beans, biscuits, eggs and milk to great you. And colours that make you feel you ve landed in some whimsical film set. We loved it all.

Any less than 5* or a-maz-ing would be doing Jane and Crabapple Cottage a disservice. The neighbours were fabulous too. We had everything we could possibly want in the cottage and looong garden, and more, including the trampoline 😄 Jane was super responsive to questions I raised even when she was out with a friend and immediately set to finding a solution to our mini problem. Settees and bed were very comfortable and our dog was immediately relaxed in the property which was also really important to us. So many places to visit nearby and lots to do, we could have spent way more time there.

Great property and location for a nice quiet stay by the coast. Very close to lots of tourist locations. Very spacious property with a fantastic garden which is ideal if you have a dog.

Remotely located, charming, old-fashioned stone cottage that is warm and has all of the essentials that you’d need. We were greeted by the lovely Trish who showed us round and explained everything. There was a gift-basket with goodies and a freshly baked cake waiting for us. We would warmly recommend this place.

We had the beer weekend at Charlotte Cottage with our cockapoo! So much space for him to run around. Close enough to Malton we could go for dinner and everywhere is dog friendly! You could have easily stayed in, ordered in or made food and used the numerous facilities at Langton hall. We will be back!

Ivy cottage was the perfect place to stay for our trip to filey. It felt so homely from the second we arrived and communication with Andree was great making it even easier to feel right at home. She instantly help with any issues we had and was incredibly approachable. A lovely host and a lovely cottage - we would love to stay again!

Had a lovely Bank Holiday weekend at Salty Kisses with my family. The house was clean, well equipped and in a great location. Joanne was a very good host and emailed all the information I needed. Would definitely recommend.

Charming and full of character, with fabulous pool and hot tub. Loved our stay with family. Granddaughter filled with excitement throughout our 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.

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!

Stayed as a family of 4. Absolutely loved the place. The caravan had such a homey feel it had loads of character. Loads of nice little touches like salt n pepper and sauces, tea sugar, good drinks glasses, smart tv with wifi, good cleaning stuff to use like washing up powder sprays etc.. Sometimes when you stay in a caravan you literally have nothing that wasn’t the case here the little things makes a difference. Beds were comfy it was just a really nice little cosy place. Location on the site literally couldn’t be any better was absolutely perfect 2 mins from the main hub it was ideal with two young kids not having to walk far. Host was really friendly and responsive throughout the stay and before the stay also when I asked any questions. Caravan site itself was well kept and clean with really good facilities and the kids loved it. Would definitely stay here again thank you

Lovely lodge with amazing view over the lake and lots of ducks,birds and swans! Amazingly clean especially given the sandy roads around the park. Tom was easily contacted and helpful. Lovely safe place for my little one and dogs. Would definitely stay here again. Thanks for an amazing place!

Had the best weekend here with my partner and two dogs. Secure garden, which was really reassuring to be able to just let the dogs roam. Beautiful private setting half way down the valley. Jonathan and Claire were both really responsive which was really helpful. Will definitely be coming back! :)

One of the best Airbnb cottages we have stayed in…recently decorated, tasteful furnishings, lovely gardens and everything we needed for our stay. It is a 30min walk into town, but is a flat walk along the old railway track so an easy stroll. We went to Beadlam Grange Cafe for breakfast which is a 5-10min stroll from the cottage too.

The Longhouse was exactly as described and pictured. Everything was spotlessly clean, beds comfortable, and rooms having great character. Easy check in and welcome from Gill and easy check out. A very easy walk into Pickering, and easy parking for our cars across the road (with one parked behind the cottage). Plenty of room for our three generations to have their own space.

The cottage was perfect for our weekend doing a bike event. It was clean and tidy. We liked the fact we could get the cars off the road.

We had a lovely time, explored the local village, as well as short car drives to Helmsley and Thirsk. The cottage was spotless, with comfortable beds, quality bedding and extremely well equipped kitchen. A peaceful garden with fabulous views. We enjoyed caring for the chickens who rewarded us with eggs. Thank you Faron.

Stopped for a couple of nights at the Woodpeckers Cottage for a mini honeymoon, we had a wonderful relaxing time, was the perfect weekend! Was perfect to take the dog, the enclosed dog field was an amazing idea, it was lovely to sit there in the evening and watch the sunset. Everything in the cottage was spotless, and had everything you could possibly need. Jacqui was excellent at communicating, and when we did message needing a bit of help, they came over straight away, nothing was a problem! Thank you both for a lovely time, and for being so friendly and welcoming!

We had such a wonderful overnight stay at this beautiful Airbnb. From the moment we arrived, we were warmly welcomed by the owners lovely family — they were all so kind, helpful, and genuinely passionate about what they do. The accommodation itself was spotless and beautifully decorated, with so many thoughtful touches that made it feel extra special. Being surrounded by animals was an absolute highlight. All of them were incredibly friendly, and it was such a joy to be able to watch them roam and interact so freely. It truly felt like a peaceful escape into nature. We were also provided with lots of helpful information about the area, including great walking routes although we were very happy to just stay in the Airbnb and take in our surroundings and the gorgeous views from there. Overall, this was a fantastic experience and so memorable. Highly recommend to anyone looking for a peaceful getaway surrounded my gorgeous animals!

What a fantastic little cottage, perfect for a weekend away. Lovely hosts and perfect location for exploring Yorkshire, we would definitely recommend and hope to visit again sometime.