Cottage holiday rentals in Middlesbrough

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Top-rated cottage rentals in Middlesbrough

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Top Guest favourite
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, 174 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 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-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 favourite
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 favourite
A scenic view captures a collection of stone cottages set against rolling green hills. The landscape features a footpath leading through tall grass, with the sea visible in the distance under a partly cloudy sky.
Cottage in Staithes
4.99 out of 5 average rating, 170 reviews

Boulby Grange Farmhouse Cottage.

Cosy quirky 1 bedroom holiday cottage with stunning views of the sea with own garden & log burner. NB .. the bedroom is in the eaves so limited head room & accessed by reasonably narrow staircase/shower room is downstairs (therefore not suitable to elderly or tall people due to the limited headroom / due to size of the bedroom it is only a double bed). Situated on the Cleveland Way this is a perfect spot for walking & within walking distance to the lovely harbour village of Staithes (25 mins)

Top Guest favourite
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 favourite
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, 699 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 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, 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 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, 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 favourite
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 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
4.95 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 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, 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.

Guest favourite
A cozy living room is presented, featuring a light gray sofa with decorative pillows. An exposed brick fireplace is situated beside the sofa, housing a small stove. Natural light enters through a window with adjustable shutters, highlighting the subtle tones of the area rug.
Cottage in Skinningrove
4.99 out of 5 average rating, 193 reviews

Griff Cottage, luxury holiday cottage Skinningrove

Griff Cottage is located in Skinningrove on the North Yorkshire coast, stay local and enjoy the two fantastic beaches or use the cottage as a base to explore the beautiful coastline and the North Yorkshire Moors. Just a few hundred yards from the Cleveland Way and short walk to the local pub serving food. The cottage has been fully refurbished and is maintained to a very high standard and every effort has made to ensure your stay with us is as perfect as possible.

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