Cottage vacation rentals in Middlesbrough

Really cosy place, awesome decor and a huge bed. Would love to visit in winter to make use of the fireplaces (the weather was too good this weekend!) Hot tub was great and pizza oven fantastic. Thanks for having us!

We had such a wonderful stay at The Byre! The cottage was absolutely beautiful, peaceful, and perfectly equipped — the hosts had truly thought of everything. It was also incredibly dog friendly. Our dog was made to feel so welcome with a thoughtful basket of essentials, and we really appreciated the lovely welcome tray waiting for us too. Thank you for such a relaxing and memorable stay — we’ll definitely be returning soon!

Family (2 adults & 2 kids) loved our stay, very well equipped and a lovely place to stay. Football goals and football was a good addition - the playground is no longer there but kids enjoyed their stay.

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?

We had a fantastic stay here for 4 nights. It was beautifully clean and had everything and more we needed. Such lovely hosts, very responsive should you need them. Great location! Such an easy drive to a lot of places. We visited Whitby, Scarborough, Pickering, Thornton Le Dale and more! All under 1 hours drive away. Cottage is so homely and very welcoming 😊 Amazing that each room has their own en-suite. Beds are so comfy! Downstairs bedroom was great for us with someone in the party having mobility issues. Games room is a fabulous touch! Sauna and hot tub both very clean. Highly recommend to stay here. Thanks for a wonderful stay 🥰

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!

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!

Back at Ivy Cottage again, we had another great stay. We love the hut tub and pool table, and plenty of space for everyone. Thanks Jane.

Perfect! Exactly what we wanted, the cottage was pristine and equipped to a high standard with everything you need. Although dogs are welcome you would never know that a dog had been anywhere near. The location is secluded and peaceful with great views with horse stables next door and horses in the field. Swallows nesting in the stables constantly flying around. The enclosed garden is ideal for dogs to wander freely safely. Joanna is a great friendly host responsive and only too happy to help. Would highly recommend!

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!

We absolutely loved our short but sweet stay which was perfectly located for the wedding at Danby Castle. The Airbnb is spotless, spacious and has the most breathtaking views. And in addition to that Ann was very kind, responsive and accommodating to any additional needs we had. Thank you for allowing us to stay here and we hope to return to soak in the area a bit more next time!

We had a brilliant time at Chris' cottage. It was well positioned for where we wanted to visit and was a cosy and comfortable place to return to of an evening. The cottage was well equipped, there was plenty of hot water and the beds were very comfortable. Beautiful views from the cottage were a bonus. All four of us had a great time and would certainly stay there again.

Beautiful little cottage, clean, comfortable and tastefully decorated. We loved watching the amazing variety of wildlife including curlew's with their chicks in the wildflower meadow behind the cottage. Being located on the top of a hill, the views are stunning as are the sunsets. We highly recommend Hilltop Cottage and will be returning hopefully soon. Many thanks again to Jack and Becca for your hospitality, Andy and Debbie 😊

A fabulous property. Everything you could have wanted and more

Lovely cottage, super clean, lovely to get a little pack of cleaning cloths, oven gloves and tea towels. Very easy instructions and quick responses. So private and very peaceful. BEAUTIFUL garden, so lovely to walk around early in the morning with the dog. Extremely safe. Everything you need in this little gem.

I had a lovely time staying at Stanley Cottage. It is extremely comfortable and well equipped. Everything was as described and the location is brilliant for exploring the moors, very convenient for pubs and the cafe in Osmotherley and also very peaceful. Would definitely like to stay there again.

Beautiful cottage, perfect for our stay in Great Ayton. The cottage was spotless and it was such a pleasure to stay there. Yvonne is such a welcoming host and was so accommodating for us. Very responsive and easy to communicate with. She made our stay there so easy!

The Granary is a beautiful and cosy place to stay that is accessible to many fantastic places such as Dalby Forest and the coastline. The accommodation is beautiful and we were made to feel very welcome where nothing was too much trouble. The animals were an added bonus. A truly outstanding place to stay that we would highly recommend. Thank you Duncan and Adrian.

We had a wonderful stay in this beautiful barn before a family wedding. Wendy was kind enough to allow the bride and her entourage to get ready in the spacious living area, offering up her garden for photographs. Nothing was too much trouble and a few issues were dealt with swiftly. Highly recommended for a peaceful, countryside stay in glorious surroundings.

We loved staying in this cosy terraced cottage a few steps from the shops and superb restaurants on Yarm high street, and from the glorious Tees river walk. It was a very convenient place from which to visit my Dad and explore the area. This is a comfortable home in an historic building with small rooms and characterful features including slightly uneven floorboards and steep stairs, which were a breeze for me, my husband, 12 and 14 year olds, but might be less convenient for someone with mobility issues. The house has been beautifully decorated to maximise the space and light. Everything worked and it was spotlessly clean with a lovely functional little kitchen and great bathroom with plenty of hot water and space. We parked outside at night / on the Sunday, and found one of the suggested car parks just a minutes' walk down the road for the other daytimes. Overall it was a lovely stay and we hope to return next time we visit my Dad because it is such a great property.

Enjoyed a lovely weekend stay at Tithe Barn - just perfect for the two of us! Accomodation is very comfortable, and has everything you need, with beautiful gardens to look out onto and relax in on a sunny day. It's set in a peaceful village location, but yet not far from anywhere. We discovered lovely walks on the doorstep , including a woodland trail up to the Botanical Gardens. Catherine and her husband were good hosts, very friendly and amenable. The only slight issue we came across, was that it took a little while for the hot water to run through, but fine after that, plenty of it. We would definitely recommend a stay here!

Old Forge Cottage was very stylish and comfortable. Great open plan downstairs with smart kitchen area, comfy sofa and separate modern shower room. Fabulous spiral staircase to comfy bed on mezzanine level. I loved it! Wrelton is a small village with pub and bus service in beautiful countryside. I walked to Pickering (as buses not frequent), to catch the morning North York Moors Railway train to Whitby (full day). Visited stunning Whitby Abbey and enjoyed exploring all the shops and eateries along bustling cobbled lanes. Bus rides to Kirbymoreside, Helmsley and Thornton le Dale to visit Mathewsons and Baldersons cafe (tasty breakfast and ice cream!). Coastliner bus all across NY Moors to Whitby and another bus all along the coast to Staithes and Saltburn. Olwen is a lovely lady, extremely helpful and communicative.

Thank you Margaret for a stay we will always remember with great fondness. The cottage is picture perfect, beautifully decorated, and character filled with everything you could possibly need. The location is perfect, with Whitby and Robins Hood Bay close by. We were not expecting how spectacular the country side is, and the views from the cottage were stunning. Margaret is the perfect host, and her accomodation is of the highest quality. Ten out if Ten from us!

this is lovely house! excellent for some friends or a small family. so beautiful and comfortable inside with a lovely host! would totally recommend to anyone looking for a good point to stay in Yorkshire