Cottage holiday rentals in Ryedale District

We had a fantastic stay at Tim’s place! The location was perfect – just around the corner from local amenities and right in the heart of town. It was also only about 10 minutes to the forest and around 30 minutes to Whitby, which made day trips really easy. The hot tub was spotless and ready to use as soon as we arrived, and we were greeted with a lovely bottle of Prosecco – such a thoughtful touch. Tim was an incredibly responsive and understanding host throughout our stay. We’ll definitely be back in the future

We absolutely loved our stay. The cottage was beautifully decorated and well equipped, making us feel right at home. The area and scenery were beautiful, making for the perfect relaxing stay.

Had a lovely weekend at this cottage for my partner’s birthday. Hot tub was gorgeous, even better in the rain. House was beautiful and having the chickens running around outside was fabulous. Marisa was the perfect host. Answered questions quickly and was very accommodating. Would definitely recommend a stay in this lovely cottage.

3 Railway Cottage is a fantastic base to explore the amazing beauty of North Yorkshire. The cottage is located a 20 minute walk from the centre of Pickering but is in a really quiet and private location. The only exception of course is the opportunity to wave at the heritage railway trains that pass at the back of the cottage a few times a day which is really amazing, especially if you wave from the comfort of the hot tub! I can’t recommend this location highly enough, it is a really comfortable and well equipped cottage in a fantastic location - what more could you ask for?

Our second time at the gorgeous Preston Mill Loft and it was just as wonderful as we remember. Super dog friendly, the upgraded hot tub is IMMENSE, comfy bed, welcoming hosts, beautiful scenery, well stocked kitchen. The lot. Cannot recommend highly enough!

Lovely cottage in a great location. Walking the surrounding area from the house was great and very near to a pub and tearoom which both served great food. The hot tub was an added bonus!

Really enjoyable stay. Everything was perfect, and I would return if I were back in the area. The location was peaceful, private, and surrounded by beautiful nature — exactly what I was hoping for. The space was spotless, cozy, and thoughtfully designed, with all the amenities I needed for a comfortable and relaxing getaway.

Lovely relaxing cottage with everything we needed. Very cosy and relaxing setting with great views from back windows. Enclosed garden for dog or children. Hot tub was a great perk which was well used by us. Rillington village within 10 min walk which had a small shop and a nice pub ( the fleece). Tips for other travellers The fleece in rillington has a nice garden of weather nice and the food was nice too and dog friendly Ham and cheese which is a 5 minute drive the food was very good and dog friendly too although probably too far to walk Lots of walks nearby, we went to dalby Forrest, mallyham spout in goathland and Levisham near Pickering New Connie’s Chinese in malton was also very good

This was our second stay and we cannot fault the cottage. Immaculately clean, and a lovely welcome hamper with the cakes are always a lovely gift to arrive to. We will definitely be back Thanks for having us.

just returned from holidaying here- June 2025. Myself, kids and the dogs, and we absolutely loved our little peaceful break away, which was much needed. *Spotlessly clean. * great location for exploring Beningbrough hall. * Lovely quiet garden * off road secure parking * Tesco food delivery is available which saved us fetching shopping, as the car was already packed to the rafters we took the dogs, but the weather was schorchio, so majority of our time was spent just relaxing & enjoying the garden or going inside to cool off. The hosts Rebecca & her hubby were absolutely faultless / super helpful & have thought of everything, we were kindly left some milk & some other essentials, even had some treats for the dogs, & more importantly a fan for the hot weather which helped immensely. Not a bad word to say about the place. or hosts, book & enjoy. i would recommend others to visit here. hoping to go back in the cooler weather so we can do more exploring.

I've stayed here before, and I always enjoy coming back.. I use it as a base while I do a running event over the weekend. My parents and Meg the dog enjoy coming over to stay. The host is responsive to any questions, and the property is less than a 30-second walk from the centre of Helmsley. We'll certainly return.

⭐ 10/10 – Outstanding Stay! ⭐ I can’t say enough good things about my experience with this host! From the moment I booked, communication was prompt, friendly, and helpful. The check-in process was seamless, and every detail of the space was thoughtfully prepared to make me feel right at home. The place was spotless, beautifully decorated, and fully equipped with everything I needed (and more!). It’s clear the host truly cares about their guests’ comfort, there were even some lovely personal touches that went above and beyond expectations. The location was perfect, close to everything, but still quiet and peaceful. Whether you’re in town for business or leisure, this is the kind of stay that makes you wish you could stay longer. Thank you so much for your hospitality, it truly made my trip special. I’d give more than 5 stars if I could. Highly, highly recommend!

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.

We are a family of 3 generations and the property suited us perfectly. Excellent location for Ampleforth College and beyond. Helmsley Pickering and further afield. Very easy to communicate with Marian who gets straight back to you when contacted. An excellent property and lovely and warm in winter. Good parking space directly outside the property.

A lovely property with everything you need in an absolutely stunning area. This place really is an escape to the country. Everything is provided, you just need your food. Jess is a helpful host and very responsive. We all enjoyed our stay.

The cottage is tucked away on a quiet lane with stunning views over the Holmfirth countryside. You can really tell that Tracey has poured so much love and care into the space, as the cottage is full of charm and thoughtful personal touches that make it feel like a home from home. Tracey has thought of everything to ensure a comfortable stay, from a generous selection of toiletries and kitchen essentials to dog bowls, treats, towels, and even spare duvets in both lightweight and heavier options. There were also hot water bottles, tea, coffee, milk, and snacks waiting for us on arrival, which was such a lovely touch. Communication with Tracey was excellent, she was proactive, helpful, and incredibly responsive, which made planning and arriving stress-free. The cottage is very dog-friendly, with plenty of walks nearby, and Holmfirth town centre is just a 10-minute walk away. I’d absolutely stay here again and would highly recommend it to anyone looking for a Yorkshire getaway.

What a lovely place this is. Thank you so much David 😊 would definitely recommend this place, it's so cute. We'd also recommended local places Riverhead brewery, peel st social, zapato brewery, handmade bakery. Walks on the doorstep, canal on the doorstep too. Absolutely beautiful surroundings. Rogers bakery too but it's only open Saturdays and we missed it.

We have thoroughly enjoyed an all too brief, relaxing stay at Tarrs Yard. From entering the charming cottage, to leaving, one can't fail to be impressed by all that Lizzie and Andy have so stylishly created. The helpful, informative folder inside the cottage provides for guests' range of interests and enables visitors to capitalise on the hosts' wealth of knowledge and experience of the area. We can't wait to return and anticipate discovering more of what this area affords, whilst assured of a restful, peaceful property to daily return to. Thank you to you both for our introduction to North Yorkshire.

We have just spent the most wonderful week at Crossing Cottage. It is charming, peaceful, idyllic and surrounded by nature but also close enough to any amenities, shops and restaurants in the pretty town of Helmsley. On arrival the cottage was immaculate with comfy beds, great shower and toiletries, kitchen with everything you might need and the wood fired hot tub which we spent many evenings enjoying. Thank you Karen for your hospitality, the bottle of fizz and goodies on arrival and your attention to detail. Crossing cottage is truly a very special place to stay.

What an absolute find. A beautifully refurbished and fitted cottage, immaculately presented and ready for us. The welcome hamper was indeed very welcome. If you are into alpacas, this is a great place to stay as Deborah and Nicky are experts. It’s a great place for accessing the north York moors and coming back to a quiet and restful night (the bed was super comfy). Deborah and Nicky were extremely welcoming and always available. We’ve been to many AirBNB places and can honestly say this is the best one yet. 10/10.

We had a lovely stay in Katie’s cottage. It was beautifully clean and well furnished. The bathroom was very spacious and looked newly done and the kitchen had everything we needed. It had lots of work surface and plenty of room. The beds were very comfortable. Everything was perfect. I can highly recommend the cottage.

We had a lovely peaceful stay at the Granary. The cottage was spotless and Kate was there to greet us. It was a bonus to have the local pub within walking distance and serving delicious meals. My wife and I would certainly recommend staying here.

This was our second stay at the property and it was just as brilliant as our first. Plenty to do within driving distance and a lovely local area to go walking. The property is beautiful and our 5 year old boy loved it even more than last time.

Our second stay in this beautiful holiday home. Immaculately presented and lovely hosts. Great location, quiet but ideal for walkers and those on driving holidays. Also excellent for any one with mobility problems. Handy for Dalby Forest, Whitby, Pickering, Scarborough and the many lanes less travelled, fabulous scenic views and picturesque villages that North Yorkshire Moors has to offer. Also handy for the North Yorks Steam Railway. Our favourite and most perfect holiday haven and we will return again in the future.