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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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Cottage

4.81 out of 5 average rating, 165 reviews

17th Century fisherman's cottage + stunning view

Wake up to this stunning view, relax, and enjoy your morning coffee, afternoon tea or early evening G&T sitting outside our traditional cottage gazing at the fishing boats in the beck, higgledy-piggledy rooftops or out to sea. Regularly stayed in and painted by artists, this charming 17th Century cruck-beamed fisherman's cottage is quaint and cosy + open fire-ideal for a romantic getaway or walking holiday. Mortimer & Whitehouse stayed and filmed their Gone Fishing Christmas Special here 2020.

Guest favourite

Apartment

4.98 out of 5 average rating, 481 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 favourite

Guest suite

4.97 out of 5 average rating, 277 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 favourite

Guest suite

4.99 out of 5 average rating, 181 reviews

Cosy rural cottage in National Park

Come and stay in the beautiful village of Rosedale Abbey in the spectacular North Yorkshire Moors National Park. Moo’s is our converted stone cottage with a lovely living kitchen with cast iron stove and a vintage country feel. A handmade turned staircase leads up to the en-suite bedroom with metal bed stead and roll top bath. Adjacent there is a spacious covered patio area with seating, dining and storage, which looks across to an outdoor patio with fruit trees seating and parking space.

Guest favourite

Cottage

4.96 out of 5 average rating, 183 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.

Guest favourite

Hut

4.98 out of 5 average rating, 258 reviews

Crumbleclive Cabin

Crumbleclive is a beautifully restored 100 year old cabin set within the dramatic backdrop of Crunkly Ghyll. It was originally the ‘Gun Room’ for the local estate in the 1890s! The Cabin has a balcony overlooking the gorge with the River Esk rapids visible at the bottom. Surrounded by Oak trees you will feel amongst the treetops as birds gather on the branches around you and fly through the gorge below. It is perfect for couples wanting a romantic getaway to recharge the batteries!

Guest favourite

Home

4.9 out of 5 average rating, 204 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

Guest favourite

Cabin

4.99 out of 5 average rating, 173 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.

Guest favourite

Barn

4.99 out of 5 average rating, 278 reviews

White House Barn, near Yarm / Stockton-on-Tees

Converted single storey hay barn and coal store, this stunning property is tucked away along a private tree lined driveway and overlooks the ancient village green. Set in a peaceful village location, we are just 5 mins away from the historic market town of Yarm with it's many cafes, bars and restaurants. The Teesdale Way and River Tees are on the doorstep. Perfect location to explore North Yorkshire Moors with cities such as York, Durham and Newcastle within an hours drive.

Guest favourite

Home

4.87 out of 5 average rating, 536 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.

Guest favourite

Guest house

4.89 out of 5 average rating, 231 reviews

Luxury 1 bedroom lodge with hot tub and fire pit

Set in the grounds of a grade 2 listed victorian gate house, cedar lodge offers modern luxury accommodation. Inside there is a double bedroom, with King size bed, shower room and living/kitchen area. Entertainment is provided by Bang and Olufsen widescreen UHDTV including streaming services. Outside is your own private patio area with a hot tub, BBQ and wood fired fire pit Great rural location for exploring hills and moors, coastline and market towns.

Guest favourite

Cottage

4.99 out of 5 average rating, 300 reviews

Idyllic cottage by the River Tees, North Yorkshire

On the banks of the River Tees this cottage is a beautiful, stylish get-away for 4. With walks from the doorstep and the quiet burble of the river in the background, it's the perfect place for romantic weekends or family breaks off the beaten track. Situated on the border of North Yorkshire and Durham it is ideally placed for trips to both the Yorkshire Dales, the Yorkshire Moors and the stunning North East coast.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Popular amenities for Middlesbrough holiday rentals

Free parking on premises

Air conditioning

Stay near Middlesbrough's top sights

Teesside Shopping13 locals recommend

Middlesbrough Institute of Modern Art (MIMA)11 locals recommend

Stewart Park9 locals recommend

Tees Barrage7 locals recommend

Tees Transporter Bridge5 locals recommend

Hollywood Bowl Stockton5 locals recommend

Other great holiday rentals in Middlesbrough

Guest favourite

Home

5 out of 5 average rating, 66 reviews

Upsall Warren Cottage

Guest favourite

Apartment

4.95 out of 5 average rating, 79 reviews

3 Bed Penthouse | Spacious | Central Location

Home

4.75 out of 5 average rating, 4 reviews

Hello Middlesbrough 2

Flat

4.76 out of 5 average rating, 74 reviews

Cool Space Central Middlesbrough

Guest favourite

Home

4.97 out of 5 average rating, 31 reviews

Beautiful Home away from home

Apartment

4.9 out of 5 average rating, 39 reviews

Middlehaven Studio

Flat

5 out of 5 average rating, 4 reviews

Lovely independent private apartment with parking

Guest favourite

Home

4.97 out of 5 average rating, 78 reviews

Cheerful 3 Bed House, parking, Wi-Fi, Cottersloe

Quick stats about holiday rentals in Middlesbrough

Total rentals
320 properties
Total number of reviews
4K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wifi availability
300 properties include access to wifi

Destinations to explore