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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Top guest favorite
Guest suite in North Yorkshire
4.96 out of 5 average rating, 259 reviews

North Yorkshire, The Beehive-countryside get-away

The Beehive is a beautiful self-contained apartment, situated on our farm, with separate access, king size bed, sofa seating area, fully equipped private kitchen, and bathroom with a bath and shower. Full off-road car-parking, and private patio area. Situated in the countryside directly onto a Bridleway, only 0.5m away from the stunning Hutton Rudby Village surrounded by views of the Cleveland Hills, Captain Cooks Monument and Roseberry Topping. Perfect for walking, cycling or just relaxing.

Guest favorite
The exterior of the house is adorned with a white facade, complemented by grey roofing and decorative eaves. A spacious driveway leads to two garage doors with ample parking space. A wooden bench is situated near the entrance, inviting visitors to relax.
Home in Marton-in-Cleveland
4.95 out of 5 average rating, 131 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(m’wave,toaster,airfryer,hob) for cooking.

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
4.91 out of 5 average rating, 404 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
4.96 out of 5 average rating, 206 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.

Top guest favorite
Cottage in Great Ayton
4.98 out of 5 average rating, 109 reviews

Bumble Cottage. Lovely 2 bedroom Edwardian cottage

Bumble cottage is a beautiful family and dog friendly holiday home. Only a short walk from the centre of the village. Great Ayton is situated on the edge of the North Yorkshire moors and provides a wonderful base for exploring the local area. There are many possibilities for family activities, for walking, hiking, road and mountain biking and running. The beautiful beach at Saltburn is also only a 15 minute drive away. There are several excellent and unique cafes, restaurants and bars.

Superhost
The exterior of a charming cottage is visible, featuring natural stone walls and a blue front door. Bay windows are present, complemented by shutters. A flower pot hangs by the door, adding a touch of greenery. Adjacent properties are visible, showcasing a cozy neighborhood ambiance.
Home in Guisborough
4.82 out of 5 average rating, 349 reviews

Stoney Nook Cottage

Relax and unwind in this beautifully stylish space with wood burning fire. Located in central Guisborough, juts 2 minutes walk from the main town and shops, this stunning cottage has everything you need to relax. Beaches within a fifteen minute drive, stunning walks and North Yorkshires famous Roseberry Topping on the door step. The cottage boasts smart TVs throughout with super fast broadband and modern appliances. It hosts a master bedroom and bunk beds in the second bedroom

Top guest favorite
The entrance to the wooden lodge features a welcoming set of steps leading to the main door. Colorful flower pots are placed by the doorway, and a lush grassy area extends towards rolling hills in the background under a clear blue sky.
Cabin in Middlesbrough
4.98 out of 5 average rating, 195 reviews

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.

Top guest favorite
Shepherd’s hut in Hilton
4.97 out of 5 average rating, 117 reviews

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.

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
4.97 out of 5 average rating, 131 reviews

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.

Top guest favorite
The open plan living and dining area features original exposed beams and bifold doors that open to a private outdoor patio. A light-colored sofa adorned with various cushions sits comfortably on a tiled floor, with a wooden dining table positioned nearby.
Cottage in Stokesley
4.96 out of 5 average rating, 113 reviews

The Little River Cottage

Situated on the River Leven, located in the beautiful market town Stokesley. Walking distance to restaurants, coffee shops, bars, shops, and a picturesque river walk. This 200 year old, 1-bedroom terrace cottage has recently been renovated to a high standard. A great location to enjoy this wonderful part of North Yorkshire Perfectly placed to explore the beautiful North Yorkshire coast and moors

Superhost
The exterior of the farmhouse is showcased, featuring a combination of red brick and stone accents. A well-maintained garden area surrounds the home, with a pathway leading to the front door. A wooden fence creates a private outdoor space, enhancing the serene environment.
Home in Guisborough
4.9 out of 5 average rating, 124 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
The exterior of the cottage presents a traditional brick facade with a dark green door and two matching windows on the first floor. The pathway is laid with stone tiles, and the building is flanked by neighboring structures, highlighting its inviting entrance.
Cottage in Great Ayton
4.94 out of 5 average rating, 144 reviews

No 23. Cosy riverside Georgian cottage.

No 23 is a period river view cottage situated within the beautiful NorthYorkshire village of Great Ayton which boasts many eateries and pubs. The perfect place to explore town, coast and country. Our unique accommodation has a style of its own. Situated on the High Street, opposite the River Leven, the cottage offers guests and their pets the perfect cosy and intimate get away retreat.

Popular amenities for Middlesbrough vacation rentals

When is the best time to visit Middlesbrough?

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Avg. priceG$19,868 GYDG$19,868 GYDG$19,868 GYDG$19,659 GYDG$17,986 GYDG$18,822 GYDG$20,496 GYDG$20,286 GYDG$19,659 GYDG$20,077 GYDG$19,032 GYDG$20,705 GYD
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Frequently Asked Questions

  • What are the best places to stay in Middlesbrough?

    Central Middlesbrough has many apartments and period homes near the town’s lively dining and culture spots. Stays around Linthorpe Road and Albert Park are frequently suggested for easy access to shops, green spaces, and locally rooted restaurants.

  • What are the best things to do in Middlesbrough with kids?

    Families often explore Stewart Park’s playgrounds and gardens, enjoy hands-on science at the local museum, or spend the day at Dorman Museum with interactive exhibits. The area also has soft play centres and community swimming pools.

  • What are some of the best things to do in Middlesbrough?

    Explore modern and historic art at MIMA, stroll through Stewart Park’s green space, or discover local history at Dorman Museum. Riverside Stadium draws football fans, while the Transporter Bridge has sweeping views of the area.

  • How is the weather in Middlesbrough?

    Middlesbrough has cool winters around 34–46°F (1–8°C) and mild summers reaching up to 70°F (21°C). Rainfall is spread throughout the year, so pack a light waterproof layer along with comfortable shoes.

  • When is the best time to visit Middlesbrough?

    Late spring through early autumn is often recommended, when temperatures are milder and local parks are especially welcoming. Events and festivals also add a lively atmosphere during these months.

  • What are the best places to visit in Middlesbrough?

    MIDDLESBROUGH Institute of Modern Art (MIMA) is known for contemporary exhibitions, while Dorman Museum explores the region’s past. The Transporter Bridge and Stewart Park are often recommended for distinctive local character.

  • What are some hiking trails in Middlesbrough?

    Stewart Park has gentle paths through meadows and woodlands, while Flatts Lane Woodland Country Park is often suggested for peaceful forest walks. Nature lovers also explore trails near the Tees River and wooded areas around Middlesbrough.

  • What are some family activities we can do in Middlesbrough?

    Visit Dorman Museum for interactive exhibits, explore Stewart Park’s gardens and animal enclosures, or discover hands-on learning at the local science centre. Splash around at a community pool or try indoor climbing for active fun.

  • What are some of the best day trip ideas from Middlesbrough?

    Explore nearby coastal villages for fresh air and local seafood, visit the North York Moors National Park for scenic walks, or discover historic market towns in the region. Castles and seaside promenades also draw day visitors from Middlesbrough.

  • Are there any pet friendly accommodations available in Middlesbrough?

    Many accommodations in Middlesbrough welcome pets, especially in residential neighborhoods and near local parks. Look for homes or apartments with outdoor areas or easy access to walking paths.

  • What are some local tips for visiting Middlesbrough?

    Middlesbrough’s cultural spots often blend art, history, and locally rooted events—check community listings for exhibitions and performances. Pack layers for changeable weather, and try strolling around the Linthorpe and Albert Park areas for independent shops and cafés.

  • What is Middlesbrough known for?

    Middlesbrough has an industrial heritage, especially in steel and shipping, and is recognized for landmarks like the Transporter Bridge. The town is also known for its role in the local football community and vibrant arts scene at MIMA.

  • What are the best hidden gems to explore in Middlesbrough?

    Artisan cafés and vintage shops around Baker Street and Bedford Street are locally popular for creative finds. The Captain Cook Birthplace Museum in Stewart Park and the green spaces along the Tees River offer quieter escapes.

  • What are the best foods to try in Middlesbrough?

    Parmo, a breaded cutlet with béchamel sauce and cheese, is a local favorite often suggested for visitors. Middlesbrough’s food scene also features South Asian curries, Mediterranean dishes, and traditional British bakeries.

  • What should I bring for a trip to Middlesbrough?

    Pack a waterproof jacket and layers, as weather can shift from cool to mild throughout the year. Comfortable shoes are useful for city walks, and a camera is handy for the area’s historic sites and green spaces.

  • What is the nightlife in Middlesbrough like?

    Middlesbrough’s nightlife has lively pubs, bars with live music, and energetic venues around Linthorpe Road and Baker Street. The town’s clubs and student nights are often popular, especially during the university term.

  • What are the most popular events or festivals in Middlesbrough?

    Middlesbrough frequently hosts live music events, multicultural festivals, and the Mela, a celebration of South Asian heritage. Art trails, food fairs, and football matches at Riverside Stadium are also community highlights throughout the year.

  • Are there family friendly vacation rentals in Middlesbrough?

    Many vacation rentals in Middlesbrough are suited to families, especially homes and apartments near green spaces or leisure facilities. Look for places with multiple bedrooms or outdoor areas for extra comfort.

Quick stats about vacation rentals in Middlesbrough

  • Total vacation rentals

    Explore 330 vacation rentals in Middlesbrough

  • Nightly prices starting at

    Middlesbrough vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    310 of Middlesbrough vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Middlesbrough rentals

  • 4.6 Average rating

    Middlesbrough stays receive an average rating of 4.6 out of 5 from guests

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