Cottage vacation rentals in Middlesbrough

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Middlesbrough

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

%{current} / %{total}1 / 1
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, 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 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
4.92 out of 5 average rating, 202 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, 247 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
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 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, 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 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, 112 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 (“Homeowners 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
4.91 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
4.88 out of 5 average rating, 277 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 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
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
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
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.

Superhost
A single-story barn conversion is showcased, featuring a charming mix of stone and brick exteriors. Large windows allow natural light to illuminate the interior, while a green door adds a pop of color. A gravel path leads to the entrance, surrounded by a peaceful countryside setting.
Cottage
4.83 out of 5 average rating, 215 reviews

The Old Moat Barn - With Private Hot Tub

Nestled on the outskirts of the 500-acre national woodland Coatham woods, lies The Old Moat Barn. This barn has been converted with one thing in mind: peace and relaxation. Enjoy downtime in the private courtyard, equipped with 6-seater jacuzzi, patio and seating area. Want to cabin up? Snuggle indoors or mix up the cocktail of the hour in your own exclusive bar. Whichever your preferred way to relax, The Old Moat Barn caters for all.

Popular amenities for Middlesbrough cottage rentals