Family-friendly vacation rentals in Middlesbrough

Honeysuckle Shepherd’s Hut w/ Hot Tub and T/court

Off Grid shepherd’s hut with a wood fired hot tub and tennis court in the picturesque village of Potto, near Swainby. The perfect weekend getaway for 2 with stunning views of the North Yorks moors and a wood burner. This hut is cosy, warm and comfortable. The shepherd’s hut has a hot shower, working gas stove and a mini fridge. There’s a separate private composting loo. And during the summer you may use the tennis court just a short walk through the orchard. There is no electricity in the hut.

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.

The Highlander

Welcome to Lawns Farm Luxurious Glamping accommodation in an idyllic location. Here at Lawns Farm Glamping, ‘The Highlander’ is a perfect romantic retreat for couples, or a fun family getaway. Sandsend Beach is only four miles away and Runswick Bay three which offer some great local dining treats. Whitby is the local town approx a fifteen minutes drive. With ‘The Highlander’ offering a luxurious hot tub it’s the perfect stay! (Bookings are available without the hot tub, please get in touch).

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/

Hillfoot Cottage - charming country character.

Hillfoot Cottage is a cosy and comfortable 350 yr old cottage which began life as a pig sty in the quiet country village of Yearby, near Redcar. Offering peace and tranquility with local walks on your doorstep. Located a short drive to the seaside town of Redcar and Market town of Guisborough, within 1/2 hours drive to the North York Moors National Park and Whitby and within 1 hours drive to the Yorkshire Dales. An abundance of wild birds are to be found in the gardens of our cottage.

The Lodge at Viewley Hill Farm

Viewley Hill Farm Lodge is a spacious and comfortable 3 bedroomed wooden lodge on a working farm. Situated in a peaceful and idyllic setting, the lodge has stunning views of the North York Moors and the Cleveland Hills. Guests can enjoy a range of walks in the local area including some that can be accessed directly from the farm. The local area boasts not only fabulous countryside but also easy access to the glorious north east coast and a wide variety of visitors attractions.

Swallow's Nest, Shepherd Hut, Family Farm Location

Swallow’s Nest, Shepherd Hut is an oasis of peace and quiet on its own tranquil garth setting, commanding beautiful views of the majestic Cleveland hills. We guarantee a stress free, relaxing stay on our wonderful family arable farm, surrounded by our lovely horses. Guests to Swallow's Nest will benefit from open countryside and lots of fresh air. Sit quietly overlooking the field wildlife pond to view a mixed variety of birds visiting the area.

2-Bed | Driveway & Carport | Family & Contractors

Enjoy a comfortable stay in this cosy two-bedroom house, ideal for couples, families and business travellers. It offers two well-presented bedrooms, a modern bathroom and a fully equipped kitchen. Guests can relax in the secure private garden, perfect for fresh air or outdoor dining. The property also has a private driveway for two large vehicles. Located in a quiet residential area, it provides a practical and relaxing home-away-from-home.

Boro Blu | Urban Retreat

Welcome to BoroBlu – a stylish 1-bed modern house in the heart of Middlesbrough. Designed with calming blue tones and smart touches, this chic retreat is perfect for solo travelers, couples, or professionals. Enjoy a fully equipped kitchen, cozy lounge, fast Wi-Fi, and restful vibes. Located close to the town centre, Teesside Uni, and transport links. BoroBlu is your sleek, serene base in the Boro.

3 Bedroom House | Workstays UK

Modern 3-bedroom house for short or long stays in Middlesbrough. Perfect for contractors, professionals, relocators, or business travellers. Features 3 double beds, Smart TVs, free Wi-Fi, fully equipped kitchen with coffee machine, spacious lounge, dining area, modern bathroom, and private garden. Close to Teesside University, Riverside Stadium, shops, restaurants, and public transport.

Romantic Yacht Stay on Hartlepool Marina

Stay aboard Tumbleweed, a cozy private yacht on Hartlepool Marina. Perfect for couples, solo travellers and adventurous small families, this unique waterfront stay includes fast Starlink Wi-Fi, smart TV with Prime Video and Netflix, Alexa, a compact kitchenette, and thoughtful extras including tea, coffee, milk, water and biscuits. A memorable coastal escape with real character.