Vacation rentals in Middlesbrough

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Top-rated vacation rentals in Middlesbrough

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Guest favorite
An open plan kitchen diner features a spacious area with a large cowhide rug positioned in the center. Light enters through French doors, leading to a well-maintained garden. Modern cabinetry and dining chairs create a functional space. Two doors provide access to adjacent rooms.
Home
4.95 out of 5 average rating, 85 reviews

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.

Top guest favorite
A well-lit bedroom features a spacious bed with patterned bedding, complemented by bedside lamps. A small wooden table with two chairs sits adjacent, creating a cozy dining area. Natural light streams through a skylight above, enhancing the inviting atmosphere of the room.
Condo
4.98 out of 5 average rating, 590 reviews

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.

Guest favorite
Home
4.92 out of 5 average rating, 100 reviews

Contemporary eco home with a twist!

This stunning 2 bedroom eco home is finished to a very high standard throughout with many custom features and bespoke finishes. This home is truly a home for the future and is exceptionally eco-friendly with an air source heat pump (ASHP) providing underfloor heating throughout and a Mechanical Ventilation Heat Recovery (MVHR) system with built in pollen filters for extra warmth in the winter and a cool breeze in the summer. This unique property also benefits from a relaxing 4x6m mezzanine.

A cozy living area features a soft grey sofa adorned with dark cushions, facing a modern television displaying the Netflix logo. A minimalist coffee table is placed at the center, complemented by a few decorative items. The light-colored walls enhance the space's openness.
Home
4.73 out of 5 average rating, 11 reviews

3 Bed Home Free Parking & Netflix Central Location

This beautifully maintained home is perfect for professionals or families & friends visiting the area. Ideally situated in a vibrant town centre, it offers both comfort and convenience. *Free Bay Parking outside *WiFi - 250Mb Fibre Broadband *Dedicated desks/chair *Newly decorated house *New appliances furnished to a High spec Within close proximity: *City Centre (8 min walk) *Teesside University (10 min) *Train Station (20 min walk) *A66 (1 mile) *A19 (4 miles) *Teesside Airport (12 miles)

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
4.98 out of 5 average rating, 336 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.

Top guest favorite
The exterior of the Annex features a stone facade with a rustic tiled roof. A light-colored door is placed centrally, flanked by small windows. Lush green plants and flowers are positioned at the entrance, enhancing the welcoming appearance amidst a garden setting.
Tiny home
4.98 out of 5 average rating, 176 reviews

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annex is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annex dates back to the 16th century and is full of charm. You can walk from our Annex straight up onto the Cleveland way where you can walk or bike for miles. Our Annex is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

Top guest favorite
A small patio area is depicted through open double doors, showcasing a circular table surrounded by four chairs. Lush greenery and a well-maintained garden provide a serene backdrop, with potted plants adding to the inviting outdoor setting.
Guest suite
4.96 out of 5 average rating, 196 reviews

Riverside Guest Annexe

Riverside guest annexe is in a secluded garden but is within 50m of Waterfall Park and Great Ayton High Green, with its shops, pubs, cafes, take-aways and Tourist Information. The annexe is attached to our house, but has its own entrance, patio, garden area and parking space. We can accommodate 2 adults comfortably, plus a third adult or up to 2 children on our pull-out and/or sofa bed. We provide bedding, towels and toiletries. No smoking or pets are permitted in the annexe.

Guest favorite
The exterior of a modern two-bedroom house is showcased, featuring a spacious roof terrace and large windows framed by greenery. The brick facade is complemented by bicycles parked near the entrance, with garage doors visible to the right.
Home
4.87 out of 5 average rating, 636 reviews

2 Bedroom Riverside Property with Roof Terrace

A very large modern 2 bedroom house with open concept living and kitchen. En suite from master bedroom. This property is situated on the north shore development on the river tees. The property boasts a roof terrace to enjoy and a private courtyard. 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
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
4.97 out of 5 average rating, 119 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.

Superhost
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
4.89 out of 5 average rating, 121 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
4.94 out of 5 average rating, 242 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

Guest favorite
A modern dining table is set with elegant glassware positioned beside a vibrant floral arrangement. The contrasting backdrop features dark stone, creating an inviting atmosphere for meals and gatherings.
Home
4.95 out of 5 average rating, 154 reviews

James Cook's Retreat, Middlesbrough

A modern 4 bedroom, 3 bathroom house with private garden within 5 min walk of James Cook University Hospital. This Middlesbrough home offers up to 8 guests an exceptional place to stay near the local hospital and business district.

Popular amenities for Middlesbrough vacation rentals

When is the best time to visit Middlesbrough?

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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 380 vacation rentals in Middlesbrough

  • Nightly prices starting at

    Middlesbrough vacation rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 4,790 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    360 of Middlesbrough vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Middlesbrough rentals

  • 4.5 Average rating

    Middlesbrough stays receive an average rating of 4.5 out of 5 from guests

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