
Holiday rentals in Middlesbrough
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Top-rated holiday rentals in Middlesbrough
Guests agree: these stays are highly rated for location, cleanliness and more.

‘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 with Microwave,Toaster&hot plate for cooking

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 Studio, near Stokesley
Our self-contained studio apartment has a shower room, store room, well equipped kitchen, superking bed ( Available as 2x3ft. singles if required), a terrace & garden overlooking open countryside with uninterrupted views of the Cleveland Hills & Captain Cook's Monument. It is a 3 min drive/15min walk to the bustling town of Stokesley where there are restaurants, cafes, pubs, shops, supermarkets, take-aways, a weekly Friday market and a popular Farmers' Market on the 1st Saturday of the month.

*The Vicarage Annexe, Carlton, North Yorks 1BR S/C
The Vicarage Annexe is a beautiful, one double-bedroom facility situated at the foot of the Cleveland Hills. The building was originally built as a prayer and study room for the Vicarage. This is now a self-contained living area with en-suite facilities. The Annexe is located in the picturesque village of Carlton-in-Cleveland, which is in the North Yorkshire Moors National Park and this is an ideal location for a couple who enjoy the countryside for relaxing, sightseeing, walking or cycling.

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.

3 Bed Penthouse | Spacious | Central Location
A luxurious and modern airbnb located in the heart of Middlesbrough. This stunning penthouse is owned by a friendly family comprising of Idris, Maggie, and their sons Mark and Ross. Built in the late 1800s, this penthouse has been newly refurbished while keeping its original charm and character. The location is perfect for exploring the town and its surroundings, and only a short drive away from amazing countryside and beaches. Book now to enjoy the very best of Middlesbrough.

Cambridge Penthouse
This stylish penthouse apartment situated in Linthorpe village area of Middlesbrough, is the perfect place to stay for your visit to the area whether it be for work or leisure. The square has private gated access covered by CCTV and designated underground parking. A short drive to Linthorpe Road leads you to a number of excellent restaurants/bars and cafes. With easy access to the A19, A66 and A174 you can access all parts of the Tees Valley with ease.

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.

Perfectly located little house in Stockton-on-Tees
Perfect for a single person or a couple. Modern and cosy. Everything you could need for a trip to Teesside. Excellent location for multiple transport links and local attractions. Close to A66. 15 minute walk to Thornaby Train Station. 15 minute drive or taxi ride to Yarm for great nightlife, bars and places to eat. 20 minute drive to Teesside Airport. Stockton and Teesside Park 5-7 minute drive.

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
Popular amenities for Middlesbrough holiday rentals
Other great holiday rentals in Middlesbrough

Central Middlesbrough House

House in Middlesbrough

Luxurious King bedroom in a self contained flat

Cosy Studio Apartment, Town Centre Location!

Bright & Cosy Home in Thornaby near Tees River

Roseberry Loft Perfect for JCUH/ Wilton/Roseberry

Modern flat in Marton

Stunning Studio!
Quick stats about holiday rentals in Middlesbrough
Total rentals
380 properties
Nightly prices starting at
€ 17 before taxes and fees
Total number of reviews
4.8K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
190 properties have a dedicated workspace
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- Yorkshire Dales national park
- yorkshire dales
- Flamingo Land Resort
- The Bay Filey
- Harewood House
- Fountains Abbey
- Durham Cathedral
- National Railway Museum
- North Yorkshire Water Park
- York Castle Museum
- Hartlepool Sea Front
- Cayton Bay
- Saltburn Beach
- Studley Royal Park
- Scarborough South Cliff Golf Club
- Ocean Beach Pleasure Park
- Locomotion
- Ganton Golf Club
- Weardale
- Ryedale Vineyards
- Weardale Ski Club - England's Longest Ski Slope
- Semer Water
- The Bowes Museum
- Chesters Roman Fort and Museum - Hadrian's Wall