Vacation rentals in Middlesbrough

Spacious & peaceful Yorkshire retreat in Nunthorpe

The Yorkshire retreat is a warm, contemporary & spacious three bed detached house with modern features that sits on the edge of the countryside at the foothills of the North Yorks Moors. A gastro pub in walking distance, close proximity to James Cook & villages Stokesley, Yarm & Great Ayton great areas for walking, shopping & Yorkshire delights. Plus, short drive to the coast -check out Saltburn pier for fish & chips or explore the rugged coastline further to the idyllic fishing town of Whitby.

Cheerful & Quaint 18th Century cottage

Pretty cottage situated on the village green in the heart of Castleton village. Open fire for creating a cosy night in & perfect for exploring the beautiful North Yorkshire Moors. Castleton is lucky to have two great pubs The Downe Arms with fabulous food and atmosphere right across the road and The Eskdale which serves lovely ‘fine dining food’ but also lovely just for a drink. There’s the Old Chapel Tearoom, Premier & ‘Off the Scale’ shop We are also along the Esk Valley train line to Whitby

Mabel Cottage - Stay in the heart of Stokesley

This charming cottage in the heart of Stokesley is the perfect retreat, with pubs, cafes, shops, and supermarkets all within walking distance. Enjoy an equipped kitchen, shower room, a Harrison (made in Yorkshire) king size bed, dining area and T.V . Ideally located, you’re just a short drive from North York Moors National Park, Roseberry Topping, Whitby’s historic seaside charm and more. Whether exploring or unwinding, this cottage offers everything you need for a memorable Yorkshire getaway.

‘The Penthouse’

This modern place to stay is perfect for anyone visiting the area;professionals,families&friends alike.Spread across the top floor of one of the largest houses in Marton,with it’s own guest entrance,it offers space,security&privacy. ‘The Penthouse’ comprises of2double bedrooms,a bathroom&open living area.There is also the option to turn a double room into a twin for flexibility. It has its own fridge,kettle,tea&coffee,workspace, TV&access to a utility(m’wave,toaster,airfryer,hob) for cooking.

2 Bedroom House with Garden next to the River Tees

A modern 2 bedroom house with stylish furniture and decor. Large family living room with elegant kitchen/diner. En suite to master bedroom. This property is situated on the north shore development on the river tees. The property boasts a private garden from large french doors. A nearby footpath onto the river tees that takes you to tees barrage international white water center where you can take part in numerous water activities. It is also home to the Air trail climbing a cafe and pub/

Modern flat in Marton

Surround yourself with style in this standout space. Located in Marton-In-Cleveland this First Floor flat is a comfortable and stylish place to stay when visiting the North East. With easy access to James Cook University Hospital and other key areas around Middlesbrough it's ideal for those travelling for work. It's also a great base for people visiting family & friends with easy access to main roads such as the A174 & A19. Close to local shops and has 3 pubs within 10-15 mins walk.

Cosy Homestay • Near James Cook Hospital

Come and feel welcome at our comfortable, cosy 3-storey home, suitable for professionals, couples and families. With 3 double bedrooms, 2.5 bathrooms, and generous living space, this is a place to relax, work, and unwind. Located just a walk away from James Cook Hospital and Stewarts Park. Teesside University and Riverside stadium are just a short drive away. This home is perfect for anyone visiting Middlesbrough for work, family or leisure. We wish you a pleasant and relaxing stay.

Charming cottage

Our stunning 2-bedroom cottage, is situated just off Yarm High Street. Yarm is lively town, known for its eclectic mix of independent shops, stylish bars, and restaurants, all just a short stroll away from the cottage. Our charming home combines classic elegance with modern comfort. The fully equipped kitchen offers everything you need to prepare meals. Our beautiful cottage is perfect for couples, small families, or anyone looking for a peaceful getaway

Central | Spacious Penthouse | Stunning Views

Step into this luxurious 3-bedroom, 2-bathroom penthouse in the heart of Middlesbrough. With exposed brick, sleek modern design, a luxury bath, and stunning views over Albert Park, every room feels spacious and stylish. Sip drinks at your private bar, relax in the airy living spaces, and enjoy a short stroll to restaurants, shops, and the town’s vibrant attractions. The perfect blend of historic charm and contemporary comfort awaits.

The Cosy Pottery Loft

Relax in this tranquil, recently renovated 1-bedroom loft near Teesside Airport. Bright and stylish with high ceilings, a fully equipped kitchen, comfy lounge, and fast Wi-Fi—perfect for business or leisure. Easy access to transport links and nearby towns like Darlington, Yarm, and Middlesbrough. Free parking, smart TV, and self-check-in included. Ideal for a quiet getaway or convenient stopover.

Upsall Grange Farm cottage

A beautifully renovated farmhouse with fantastic views of Roseberry Topping and the Cleveland Hills Snuggle up for a cosy evening in front of the wood burner The immaculate south-facing garden is a great place to relax on the furniture and fire up a BBQ. This cottage is 10 minutes away from Yorkshire moors and from many beautiful beaches. Please note, this property is on a Equestrian yard.

Cosy 1-bedroom cottage with indoor log burner

Staying at Wrens Nest Cottage is an experience in itself. With a compact and cosy feel it instantly makes you feel at home and relaxed. Located just a stones throw away from the market town centre and a perfect distance from so many attractions, you will want to come back time and time again. See our Instagram page @wn.cottage #wrensnestcottage