Cottage vacation rentals in Middlesbrough

We had a lovely couple of days at Laburnum Cottage, it’s a beautiful cottage and location. Hopefully we’ll get back one day.

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?

Julia was a brilliant host from booking until check out! The cottage was absolutely stunning and so was the surrounding areas. Julia was very friendly and helpful, we went as a group of work friends and was being a little too loud without realising, Julia was understanding and just politely asked if we could quieten a little outside due to neighbours, to which we apologised and enjoyed our night. I would definitely return in the future, hopefully with the family for a longer stay. Thank you so much Julia!!!!!

What a beautiful place- a home from home! We absolutely loved our stay! It was perfect for 4 couples, each having own bedroom and en-suite. The kitchen/dining/sitting area was comfortable and open plan meant everyone was able to be together even when someone was cooking. The large dining table was great for eating together and for playing board games/cards. The hot tub was great and the outside areas with fire pit were comfortable with outside seating, cushions and blankets. The surrounding area is so quiet. We all slept so well because the beds were so comfortable. The kitchen had everything you needed. Caroline was a fantastic host- and anything you needed was sorted quickly and easily. Caroline was brilliant with communication from start to finish! We booked a private chef recommended by Caroline. Lisa was amazing and her food absolutely delicious. Lisa was like stealth- there when she needed to be and almost invisible when dining. Highly recommend booking here!

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!

We’ve had the most wonderful time staying here. The Loft is spotless, beautifully decorated and has everything you need for a relaxing getaway. The views from the hot tub are breathtaking , it’s genuinely like stepping into a postcard! The perfect location for exploring The Dales. Claire and Neil are very welcoming and thoughtful, providing great recommendations. We’d thoroughly recommend staying here and would not hesitate to book again! Thank you for having us x

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!

Lovely stay! Fantastic host. Perfect for what we needed. Would definitely stay again. Thank you

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!

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.

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 absolutely adored our stay in the Little Barn. We felt so at home there. Everything about it was really comfortable - the sofa, the bed (REALLY comfy!), the furnishings, and the warmth of the place (good heating). The kitchen had all that we needed, and we loved being able to use the outdoor pizza oven, enjoying homemade pizzas and a bottle of Prosecco on the last night (Rebecca had very kindly left us the Prosecco and lots of other lovely things; eggs, coffee capsules for the coffee machine, some lovely chocolate - thank you so much!). The surroundings are really cool - the moors are so different to what we’re used to (coming from Hampshire/Surrey) and the walks through them and out onto the Dales were just spectacular. The view from the cottage was very cute; sheep and rabbits nearby. The cottage has books in it with great suggestions as to what to do/where to go, which we used to plan our outings. Truly a wonderful stay and we will definitely be coming back!

We had a lovely 7 night stay - brilliant hosts (including their pets), lovely property and great location for exploring the surrounding areas. Would definitely recommend.

Great accommodation with all amenities you could require. Walking distance from bars and restaurants, with easy parking Friendly and proactive service. Would definitely recommend and would definitely return In future.

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!

Gorgeous house, so cosy, perfect location to stroll out on to the local high street, which has some lovely cafe's , a pub, gift shop , fish & chip shop, brilliant butchers and more just less than a 2minute walk away so perfect for that self catering stay.

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!