Vacation rentals in Middlesbrough

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Top-rated vacation rentals in Middlesbrough

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
An open living area features a comfortable sectional sofa in a calming blue tone, paired with a natural wood table. Natural light enters through two skylights, illuminating the space with light neutral walls and a striped carpet providing a subtle contrast.
Home in Marton-in-Cleveland
4.95 out of 5 average rating, 118 reviews

‘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

Top guest favorite
A self-contained studio apartment features a spacious bed with light blue bedding. A dining table with black chairs is positioned near a window that offers views of the countryside. The well-equipped kitchen is visible, with modern appliances and counter space.
Apartment in Stokesley
5 out of 5 average rating, 329 reviews

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.

Top guest favorite
A charming building features wooden siding and large windows that illuminate the interior. Surrounding the structure is a well-kept garden with diverse greenery and pathways, enhancing the outdoor ambiance. The picturesque setting is complemented by a stone patio area for sitting and relaxing.
Guest suite in North Yorkshire
4.98 out of 5 average rating, 319 reviews

*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.

Guest favorite
The exterior of the modern house is showcased, with a brick façade and distinctive architectural features. A paved driveway leads to the front doors, which are flanked by minimal landscaping. Clear blue skies provide a bright backdrop.
Home in Stockton-on-Tees
4.92 out of 5 average rating, 344 reviews

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/

Top guest favorite
The exterior of Hillfoot Cottage is framed by lush greenery and trees, providing a sense of privacy. The white cottage features a welcoming front door and two windows, complemented by a well-maintained garden area with hedges and a wooden gate marking the entrance.
Cottage in Yearby
4.97 out of 5 average rating, 201 reviews

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.

Superhost
A well-lit bedroom featuring a spacious bed adorned with colorful patterned bedding. A small wooden chair and desk are positioned near a window, which is dressed with light fabric curtains. A vibrant rose artwork adds a touch of color to the neutral walls.
Apartment in Middlesbrough
4.64 out of 5 average rating, 11 reviews

Luxurious King bedroom in a self contained flat

This updated luxurious fully furnished and comfy self contained flat with fully fitted kitchen is perfect for both short and long stay guests, business travelers and solo adventurers, who wish to cater for themselves and need a consistent and quality stay with an unbeatable value. Located in a quiet neighbourhood alongside the magnificent Albert park with ample free parking and very convenient for visitors to Tee-side University, James Cook hospital, TWI Technology Centre etc

Top guest favorite
A modern living area is presented with a plush purple sofa and a sleek glass table. Lush green ferns and a white orchid arrangement enhance the space. Mirrored panels reflect light, and a unique antler chandelier offers a warm illumination above.
Condo in Middlesbrough
4.96 out of 5 average rating, 111 reviews

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.

Superhost
A spacious living area is presented, featuring a dark sofa and two light armchairs arranged around a black coffee table. A small plant sits centrally on the table. The kitchen is visible in the background, alongside a dining area with a round table. Natural light enters through large windows.
Apartment in Linthorpe
4.71 out of 5 average rating, 7 reviews

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.

Superhost
A framed artwork of the Yarm Viaduct is displayed on the wall. The illustration features the iconic bridge, with stylized depictions of surrounding houses in a vibrant colour palette, capturing the essence of North Yorkshire.
Guest suite in Yarm
4.83 out of 5 average rating, 178 reviews

Self contained annexe with kitchenette & en-suite

This modern yet cosy self contained open plan annexe is perfect if you want to enjoy what Yarm has to offer. It’s a short 0.4 mile walk to the heart of the high street which is filled with boutique shops, restaurants, cafes & bars – it’s easy to see why it was named the winner of the 2020 Rising Star award at the Great British High Street Awards. Plenty of off-street secure parking also available at the property.

Superhost
A neatly arranged bedroom is presented, featuring a spacious bed with white linens and decorative pillows. Two side tables with stylish lamps provide soft lighting. A patterned accent wall brings visual interest, while a cozy navy throw lies at the foot of the bed.
Home in Thornaby
4.89 out of 5 average rating, 185 reviews

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.

Guest favorite
A spacious outdoor seating area is presented, featuring a comfortable sectional sofa and a coffee table on a brick patio. Surrounding gravel adds texture, while the well-maintained lawn and traditional brick walls frame the inviting space. The exterior of the farmhouse is visible in the background.
Home in Redcar and Cleveland
4.91 out of 5 average rating, 115 reviews

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.

Top guest favorite
A comfortable armchair with a patterned cushion is positioned beside the stone fireplace. The multi-fuel stove is set within a white mantel, surrounded by natural textures and tones. A small lamp and decorative items add warmth to the inviting sitting area.
Cottage in Guisborough
4.94 out of 5 average rating, 226 reviews

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 vacation rentals

Quick stats about vacation rentals in Middlesbrough

  • Total rentals

    380 properties

  • Nightly prices starting at

    G$4,194 GYD 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

Frequently Asked Questions

  • Are there apartment rentals with a dedicated workspace in Middlesbrough?

    Yes! Work meets play with ease at over 30 apartment rentals in Middlesbrough featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly house rentals in Middlesbrough?

    Four-legged friends are welcome in Middlesbrough. Choose from more than 50 house rentals for guests traveling with pets.

  • Are there family-friendly house rentals in Middlesbrough?

    Middlesbrough has more than 110 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Middlesbrough have free parking?

    Absolutely! We offer over 40 apartment rentals with free parking in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Middlesbrough have wifi?

    Absolutely! We offer over 60 apartment rentals with wifi in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Middlesbrough have a kitchen?

    Absolutely! We offer over 190 house rentals with a kitchen in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Middlesbrough?

    Make yourself at home in Middlesbrough by choosing from our most frequently booked neighborhoods. We have over 460 vacation rentals in Coulby Newham, over 390 vacation rentals in Linthorpe, and over 390 vacation rentals in Acklam.

  • What are the most popular amenities for Apartment Rentals in Middlesbrough?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with free parking, over 60 homes with a kitchen, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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