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.

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Guest favourite
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
4.95 out of 5 average rating, 119 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 favourite
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.
Apartment
4.98 out of 5 average rating, 573 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.

Top guest favourite
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.
Flat
5 out of 5 average rating, 331 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 favourite
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, 324 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 favourite
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, 202 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 favourite
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.
Apartment
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
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
4.86 out of 5 average rating, 618 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 favourite
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, 151 reviews

Maltkiln House Annex North Yorkshire moors

Get away from it all, unplug and unwind. 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.

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
4.83 out of 5 average rating, 179 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 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
4.91 out of 5 average rating, 116 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 favourite
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, 229 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 favourite
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, 148 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 holiday rentals

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Quick stats about holiday rentals in Middlesbrough

  • Total holiday rentals

    Explore 380 holiday rentals in Middlesbrough

  • Nightly prices starting at

    Middlesbrough holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 4,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    360 of Middlesbrough holiday rentals include wifi 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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