Cottage holiday rentals in Middlesbrough

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Top-rated cottage rentals in Middlesbrough

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Top guest favourite
A dining table is set with elegant glassware and white dishware, complemented by a textured runner. A bottle of champagne sits prominently, alongside a lit candle. Large windows provide a view of the garden, inviting natural light into the space.
Cottage
4.91 out of 5 average rating, 316 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
The stone cottage exterior showcases charming details, including a wooden door painted in soft blue. Flower pots filled with pink and white blooms adorn the entrance, enhancing the inviting appeal of the home. A small window is framed by additional greenery.
Cottage
4.97 out of 5 average rating, 271 reviews

Cheerful & Quaint 18th Century cottage

Pretty cottage situated on the village green in the heart of Castleton village. Open fire for creating a cosy night in & perfect for exploring the beautiful North Yorkshire Moors. Castleton is lucky to have two great pubs The Downe Arms with fabulous food and atmosphere right across the road and The Eskdale which serves lovely ‘fine dining food’ but also lovely just for a drink. There’s the Old Chapel Tearoom, Premier & ‘Off the Scale’ shop We are also along the Esk Valley train line to Whitby

Superhost
A hot tub is situated under a shaded wooden structure, featuring soft blue lighting that reflects on the water's surface. Surrounded by stone walls, the space offers privacy and a tranquil ambiance, enhancing relaxation for guests.
Cottage
4.94 out of 5 average rating, 166 reviews

Sundial Cottage, Stunning 3Bed Cottage with Hottub

New Prices Enforced by Airbnb include 15.5% fee to Airbnb. Relax with the whole family or friends at Sundial cottage. Covered Hottub, enjoy the open-plan kitchen, lounge along with three spacious bedrooms. Fibre WiFi. Based in a quiet village, we ask all our quests to respect our neighbours when outside and we do not accept stag/hens. Perfect for walks in the North Yorkshire moors, or catching up with friends or family. Well behaved Pets are welcome at the cottage and there is 2 parking spaces

Top guest favourite
A charming kitchen area features a log burner set within a stone wall. A wooden dining table is paired with a classic chair. Shelves and cabinets display dishware and cooking essentials, while natural light enhances the warm atmosphere.
Cottage
4.92 out of 5 average rating, 237 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
Cottage
4.98 out of 5 average rating, 108 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
4.84 out of 5 average rating, 298 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
Cottage
4.98 out of 5 average rating, 115 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.

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
4.97 out of 5 average rating, 116 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
Cottage
4.95 out of 5 average rating, 238 reviews

Laburnum Cottage, Middlestone.

Welcome to Laburnum Cottage, Middlestone. A beautiful hidden gem, perfect for a luxurious romantic retreat with cosy wood-burning stoves, a magnificent superking four poster bed and a relaxing hot tub. Laburnum Cottage is nestled away in the quiet and peaceful village of Middlestone and has been renovated to the highest of standards The cottage is perfectly placed to explore the countryside and surrounding area. Ideal for ramblers, cyclists and walkers of all abilities.

Top guest favourite
Cottage
4.98 out of 5 average rating, 135 reviews

Cross Row Cottage:Cosy Home in County Durham

Cross Row Cottage: A pebble path leads to a character property with a wood burner, Comfortable beds, fast wifi a cottage that feels and is set up as a home. Hunwick is a small village with a traditional country pub. The Quarry tea room & deli serve excellent food . The village is 3 miles from Kynren & Bishop Auckland 20 mins drive to Durham and Darlington Were in a great location to explore the local area.

Top guest favourite
Cottage
4.95 out of 5 average rating, 111 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

Top guest favourite
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
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.

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