Cottage vacation rentals in Middlesbrough

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Top-rated cottage rentals in Middlesbrough

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Top guest favorite
The exterior of the cottage showcases a charming stone facade with a red tiled roof and a light-colored front door. A stone patio with a picnic table is positioned on a lush green lawn, surrounded by trees and open space.
Cottage in Bishop Auckland
4.99 out of 5 average rating, 173 reviews

Plum Tree Cottage - 1 bedroom

Plum Tree Cottage is a delightful barn conversion nestled on the banks of the river Wear between Low Barns nature reserve one of the region’s most important wildlife sites and the picturesque historic village of Witton-le-Wear. This stunning little cottage sits in an elevated position on a private half acre site conveniently situated within easy reach of the region’s most beautiful scenery historic sites and many attractions.Plum Tree is a beautifully appointed one bedroom two showeroom cottage

Top guest favorite
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-by-the-Sea
4.92 out of 5 average rating, 201 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 favorite
The bedroom features a cozy sleeping area with a green paneled wall as a backdrop. Two decorative pillows sit atop a spacious bed, complemented by bedside tables that support lamps. Subtle decorative accents, including framed artwork and shelf ornaments, enhance the inviting atmosphere.
Cottage in Richmond
4.98 out of 5 average rating, 246 reviews

Bluebell Cottage. Garden 2 bed. TOP 1% on Airbnb

Stay in a stunningly beautiful, south facing 2 bed cottage with cosy fireplace, super fast broadband and patio garden. The cottage is fully renovated, rated as one of the top 1% Airbnb homes and an ideal rural retreat. It is minutes from the historic centre, shops and restaurants, with beautiful countryside on the doorstep. A folding desk can convert the back bedroom into a workspace Given the trundle bed, 4 people can potentially sleep here but that would be tight so please message me first

Top guest favorite
A decorative fireplace is showcased with a wooden mantel adorned with pine greenery, pine cones, and ornaments. A vintage-style mirror hangs above, reflecting warm light. A log burner sits on a black hearth, accompanied by a wicker basket filled with logs and a lantern nearby.
Cottage in Stokesley
4.9 out of 5 average rating, 292 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 favorite
A cozy living area features a colorful patchwork sofa with decorative cushions, set against neutral walls. The compact kitchen is visible with grey cabinetry and shelves containing spices. A wooden coffee table sits in front of the sofa, and a mirror enhances the natural light.
Cottage in North Yorkshire
4.92 out of 5 average rating, 697 reviews

Entire Home Bargate Little cottage with log burner

Cozy one bedroom Cottage with log burner; located just down the hill from Richmond Market Place. One bedroom upstairs. Kitchen, diner and lounge are all the same area with a sofa bed on the ground floor. Underfloor heating downstairs. Bedding and towels are provided for guests. Plenty of walks directly from the cottage the river being just around the corner. The castle walk is 2 minutes away. Pubs and restaurants within walking distance. Richmond has everything you need for a fabulous break.

Top guest favorite
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, 165 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 favorite
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, 214 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.

Guest favorite
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
4.88 out of 5 average rating, 275 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 favorite
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
4.95 out of 5 average rating, 101 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 favorite
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, 111 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.

Top guest favorite
The exterior of the building is showcased, featuring stone walls and a traditional red tile roof. Windows are framed in white, reflecting a classic style. A small bench is visible near the entrance, and a stone wall borders the pathway leading to the welcoming entrance.
Cottage in Danby
4.99 out of 5 average rating, 531 reviews

Farm Cottage with Stunning Views.

Nestled in the heart of the North Yorkshire Moors on our 100 acre Jacob Sheep Farm, close to the villages of Danby (3.9 miles) and (Castleton 3.7 miles) We are nothing like a hotel but instead offer quirky, comfortable, open plan, home from home accommodation in a tranquil setting. Arriving on foot, it is fully equipped with everything you might need. Close to Danby Castle wedding venue. We welcome all family pets and have plenty of fields for off lead exercise.

Top guest favorite
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, 363 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.

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