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
4.99 out of 5 average rating, 171 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

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
4.91 out of 5 average rating, 192 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
4.98 out of 5 average rating, 241 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 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
4.97 out of 5 average rating, 164 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 spacious veranda is showcased with a long table, six black chairs, and a white spherical lamp. A bottle of wine and two glasses are placed invitingly on the table. The turquoise front door of the cottage is visible in the background, framed by stone walls.
Cottage
4.97 out of 5 average rating, 111 reviews

Runswick Bay - Top Gallant - with great sea views

Top Gallant and is down in the Bay. We have a great veranda with amazing views. WiFi and a Smart TV which includes Netflix and Prime Video. Bedding and towels provided. We provide a free parking pass for the (β€œHomeowners car park). 3 nights minimum booking. The booking includes a bottle of wine. No Pets. The property is not suitable for anyone with mobility problems due to steps and a spiral staircase. Check in 3pm. Check out 11.00 am. I charge no cleaning fee but please leave tidy.

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
4.9 out of 5 average rating, 209 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 favorite
A well-lit bedroom showcases a king-sized bed adorned with patterned bedding. A blue sofa is positioned nearby, complemented by soft cushions. Exposed wooden beams add rustic charm to the vaulted ceiling, while a stone feature wall enhances the room's character.
Cottage
4.89 out of 5 average rating, 154 reviews

Picturesque Cottage in Stonegate, Lealholm

Set in the heart of the North Yorkshire Moors, on the outskirts of the charming village of Lealholm. 2 Hilltop Cottage is a characterful, rural retreat, ideal for those wanting to explore the beautiful surrounding countryside. Lealholm (approx 1 mile away) offers a village shop, pub, cafe and train station. Places to visit nearby include: Whitby, Runswick Bay (Britains best beach 2020), Dalby Forrest with miles of cycle routes and Grosmont the home of the North Yorkshire Moors railway.

Top guest favorite
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, 202 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.

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
4.89 out of 5 average rating, 266 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 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, 110 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
A stone fireplace serves as a focal point in the living area, featuring an ornate mantel and a cozy log burner. A flat-screen television is mounted above the fireplace. Natural light filters from a nearby lamp, illuminating a comfortable sofa adorned with soft cushions.
Cottage
4.99 out of 5 average rating, 146 reviews

Saltwater-Beautiful, cosy old fisherman's cottage

Previously a fisherman’s cottage in the quaint seaside village of Staithes. A stones throw from the harbour, Saltwater cottage has been fully renovated throughout to the highest standard. With a log burner, beams galore and a beautiful high spec kitchen with Belfast sink. It is the perfect hideaway to escape the stresses of daily life, waking up to glimpses of the glistening sea and losing yourself in the sound of crashing waves and soaring seagulls.

Top guest favorite
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
4.93 out of 5 average rating, 213 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.

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