Cottage holiday rentals in Middlesbrough

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Top-rated cottage rentals in Middlesbrough

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Top Guest favourite
A cozy sitting room is presented with a large mirror reflecting warm light from a chandelier. A television is positioned across from a log burner, surrounded by two armchairs and a comfortable sofa. Soft gray tones and decorative cushions contribute to the welcoming ambiance.
Cottage in Stokesley
4.91 out of 5 average rating, 295 reviews

Apple Tree Cottage. Stokesley.North Yorkshire.

A delightful old cottage overlooking West Green with a mix of antique, upcycled and vintage inspired decoration. The cottage is dog friendly, with a patio and large enclosed, secure garden. Located on the outskirts of the historic market town. The town has a distinguished wide cobbled high street lined with Georgian and Victorian buildings. It is served by banks,shops, up market restaurants and pubs. Surrounded by the Yorkshire Moors it makes an ideal base for exploring the Dales & East coast.

Top Guest favourite
A charming cottage with a red-tiled roof is situated alongside a pebbled pathway. The inviting exterior features a mix of brick and stone finishes, with white-framed windows. Adjacent, a historic stone church with a tower is visible, creating a serene backdrop amidst a well-maintained garden.
Cottage in Carlton-in-Cleveland
4.97 out of 5 average rating, 166 reviews

Old Fire Station Cottage, EV point Opt. 2nd B’room

Contemporary Comfort in a Charming Cottage – Carlton-in-Cleveland, North York Moors National Park. Perfect for a quiet escape or an active adventure, this beautiful cottage offers everything you need Fast, reliable Wi-Fi & Smart TV Welcome goodies: fresh milk, coffee, sugar, tea, and delicious homemade cake Just a short stroll away, enjoy authentic Thai cuisine and top-notch real ales at the friendly village pub, The Blackwell Ox – also offering excellent takeaway options. EV Charger by App

Top Guest favourite
A charming stone cottage is displayed, featuring a symmetrical facade with two prominent windows and a white door. Accents such as a front garden with flowers and a small fence create a welcoming entrance. The surroundings include lush greenery and nearby trees.
Cottage in Castleton
4.91 out of 5 average rating, 218 reviews

Romance or a rest at The Nest Castleton,Whitby!

Very special, cosy, really tiny ,stone cottage nestled in the North Yorkshire Moors National Park near Whitby. The Nest has a Log burner, central heating, WIFI,smart TV, Egyptian linen and twinkling fairy lights ,. Walks onto the moors from the front door , seating area outside to watch the sun go down with a large glass of wine, welcoming family pub across the road, Co-op, and fine dining pub also in the village. Train station to Whitby from the village. We welcome two dogs at the Nest.

Top Guest favourite
A living area features a comfortable couch adorned with decorative pillows and a single armchair beside a bright window. A simple coffee table rests on a textured rug, completing the cozy ambiance of the space.
Cottage in Great Ayton
4.99 out of 5 average rating, 101 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 view of the cottage features a blend of brick and white-painted surfaces. Large windows provide ample natural light. A front door, highlighted with decorative features, is flanked by planters. The quiet street showcases marked paving and distinct yellow lines.
Cottage in Guisborough
4.89 out of 5 average rating, 279 reviews

Cosy, 2 Bedroom Cottage in Guisborough Town Centre

A cosy cottage in the heart of Guisborough town centre with easy access to local shops and a large supermarket minutes away. The property is the ideal location for exploring North Yorkshire. 15 to 30 mins from the North Yorkshire Moors, Redcar and Saltburn beaches, Roseberry topping and Whitby. It’s ideal for family breaks, mini breaks and perfect for walkers. A free 2 hour high street parking disk is provided, plus free parking 6pm till 8am daily. Other times up to £4 a day.

Top Guest favourite
A comfortable living area is highlighted by a brown velvet sofa and a classic armchair, complemented by a unique throw. A window dressed with patterned curtains allows natural light to fill the space, while a framed artwork and a side lamp enhance the cozy ambiance.
Cottage in Stokesley
4.98 out of 5 average rating, 102 reviews

Townhouse in Stokesley

A delightfully old, mid-terraced townhouse situated in the conservation area of West Green, Stokesley. The house has been sympathetically decorated and furnished to reflect its heritage, with a beautiful collection of traditional, upcycled and vintage inspired furniture to support independent, local businesses. We are dog friendly. Outside we have a secure, seated courtyard. Stokesley and the local area hosts all manner of restaurants and cafes, many of which are dog-friendly.

Guest favourite
The exterior of the cottage features a welcoming entrance with a decorative awning. A small courtyard is highlighted by a table and chairs, ideal for outdoor dining. Sunlight streams down, illuminating the surrounding greenery and flower pots, creating a serene outdoor space.
Cottage in Marske-by-the-Sea
4.88 out of 5 average rating, 102 reviews

Cosy Seaside Cottage

Enjoy a memorable visit when you stay in this unique , stylish cosy cottage. Just 100 meters from the dog friendly sandy beach with breathtaking views . Walk to Saltburn to explore the many restaurants and bars or stay local with many coffee shops , bars , places to eat and shops to visit . When you are not exploring the local area , of walking many of the excellent trails you can sit and enjoy a glass or two on one of the two large comfy sofas in front of a real fire.

Top Guest favourite
A charming mews pathway is flanked by brick and stone buildings. Lush greenery and potted plants are positioned along the sides, enhancing the inviting ambiance. A stone walkway leads toward the distant horizon, inviting exploration within this serene, private lane.
Cottage in Yarm
4.97 out of 5 average rating, 113 reviews

Mews Cottage within Yarm with private parking

Mews cottage situated in a private mews, with the benefit of two private car parking spaces*. The property comprises; open plan lounge/fitted kitchen/diner, a large kingsize bedroom and separate family bathroom with walk-in shower on the first floor. A further loft bedroom has twin beds (or joined as a superking) and a further single bed. *The private car park is not immediately adjacent to the property so there is no accessible electric charging point for electric cars.

Guest favourite
The exterior of a quaint stone cottage is showcased, featuring a warm terracotta roof and a dark front door. A pathway made of flagstones leads to the entrance, bordered by a small garden with greenery. Windows allow for natural light to fill the interior.
Cottage in Saltburn-by-the-Sea
4.92 out of 5 average rating, 332 reviews

One bedroomed holiday home on a dairy farm.

This self contained holiday cottage offers a chance to get closer to the workings of a family dairy farm. It is situated in the North York Moors National Park, midway between the moors and the coast and just a fifteen minute drive (or slightly longer bus ride) from Whitby. The accomodation is unusually spacious for a one bedroomed cottage, it is light, warm and very well insulated but don’t forget there is the potential for noise and smells from the farm!

Top Guest favourite
A brick cottage with two stories showcases a well-maintained front garden. Two entrances are framed by small potted plants, with evenly spaced windows allowing natural light to enter. The surrounding greenery adds to the rural charm of the property.
Cottage in Northallerton
4.94 out of 5 average rating, 224 reviews

Church Cottage, West Rounton, North Yorkshire

Church Cottage is located in the small village of West Rounton, on the edge of the stunning North Yorkshire Moors. This makes it an ideal base for walkers, close to the Cleveland Way, and Mount Grace Priory. Short drives away are, York and Whitby. The quiet rural setting and fresh air, together with the cosy warmth of Church Cottage make it the perfect base for walkers, nature lovers, and for anyone looking to relax from a busy life.

Top Guest favourite
The cottage features a traditional brick exterior with a tiled roof, surrounded by lush greenery. Windows with multiple panes allow natural light to illuminate the interior. A path leads to the entrance, highlighting the peaceful setting within the woodland landscape.
Cottage in Eryholme
4.99 out of 5 average rating, 365 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.

Top Guest favourite
A cozy bedroom is decorated with dark green walls and features a vintage-style mirror above a wooden fireplace. A bed with neatly arranged towels is positioned near a window, allowing natural light to illuminate the space. A decorative chair complements the room's charming aesthetic.
Cottage in Great Ayton
4.95 out of 5 average rating, 129 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 cottage rentals