Cottage holiday rentals in Middlesbrough

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Top-rated cottage rentals in Middlesbrough

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Guest favourite
The exterior of a brick cottage is shown, featuring two stories with multiple windows. A neatly maintained lawn stretches in front, bordered by a low hedge and colorful flowering plants. The clear blue sky enhances the serene countryside atmosphere.
Cottage in Sedgefield
4.93 out of 5 average rating, 215 reviews

The Granary at Todds House Farm

The Granary is situated at Todd's House Farm on the outskirts of the historic small town of Sedgefield. Situated on a quite lane, the Granary is within walking distance of Sedgefield which has plenty to offer with its pubs, cafes, gift shops and the picturesque Hardwick Park. It is very accessible from both the A1 and A19 with easy access to Durham, the Yorkshire Moors and Dales, Northumberland and the surrounding areas. The Granary is a perfect base whether staying for work or pleasure, and you'll look forward to returning to its cosy charm at the end of a busy

Guest favourite
The elegant exterior of the property is highlighted against a clear blue sky. The building features arched windows and stone detailing, with a spacious terrace that offers a view of the surrounding lawn, adorned with low shrubs.
Cottage in Saltburn Marske and New Marske
4.91 out of 5 average rating, 225 reviews

Saltburn l The Outlook- Sea views, Dog friendly.

This design award winning detached property is surrounded by grounds which include a slope which may not be suitable for very young children. With stunning sea views, The Outlook is built into the hillside, access is via steps down from the road (or can be accessed via a steep path). Minutes from the Valley Gardens, on the beach path, close to the town centre; this is a beautiful spot. The Outlook sadly doesn’t lend itself well to those with mobility issues or very young children. Dog friendly.

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, 320 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, 176 reviews

Old Fire Station Cottage | EV Charger | Opt 2nd BR

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

Guest favourite
The exterior of Sundial Cottage is presented at dusk, showcasing a charming two-story structure with a welcoming front porch and multiple windows. A spacious brick pathway leads to the entrance, while the surrounding areas feature subtle landscaping and outdoor lighting, enhancing the cozy appearance.
Cottage in Skelton-in-Cleveland
4.94 out of 5 average rating, 172 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
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, 206 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 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
4.98 out of 5 average rating, 110 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
4.84 out of 5 average rating, 303 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 Β£4 a day.

Top Guest favourite
Cottage in Stokesley
4.98 out of 5 average rating, 118 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 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, 254 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.

Guest favourite
Cottage in Sherburn Village
4.96 out of 5 average rating, 140 reviews

Dove Cottage, Sherburn Village, Durham City

Dove Cottage is ideal for Durham City. It is a detached cottage, for two and a dog if you have one. It’s in a quiet location in Sherburn Village, behind Weardale House, with access to a large garden with a summerhouse and garden furniture. It has everything you need in a home from home to make your stay comfortable and enjoyable. It’s a short journey into Durham City, by car or bus and also close to the beaches of County Durham.

Top Guest favourite
The exterior of the cottage is characterized by traditional red brick walls and a white front door with a large window above it. Two chimney stacks are visible on the roof, and window shutters adorn the ground floor windows, complemented by greenery along the stone pathway.
Cottage in Stokesley
4.96 out of 5 average rating, 119 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

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