Cottage vacation rentals in Middlesbrough

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Top-rated cottage rentals in Middlesbrough

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Guest favorite

Cottage in Egton Bridge

4.89 out of 5 average rating, 219 reviews

Keepers Cottage Egton Bridge

Keepers Cottage is part of the Old Mill, and is a highly commended cottage located at Egton Bridge, which is a North York Moors National Park conservation area, on the coast to coast path near to the coastal town of Whitby and ideal for exploring the moors, the Yorkshire Coast, including Scarborough, Bridlington, Sandsend, Runswick Bay and Robin Hoods Bay. In addition Malton, Pickering and the City of York. North York Moors is officially designated as Dark Skies Reserve right on our door step.

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Cottage in Staithes

4.8 out of 5 average rating, 288 reviews

Atcot Cottage - a hidden gem!

Atcot Cottage has been our own special sanctuary for years but is now available for holidays and short breaks. A Grade II Listed, 18th Century smugglers cottage retaining lots of original features, it has been lovingly restored to provide luxury accommodation for 4 people. Compact and cosy, tucked away down a little alleyway, it is a perfect holiday location for getting away from it all. Only 200 yards to the harbour and beach and well placed for exploring the lovely North Yorkshire Coast.

Guest favorite

Cottage in Skelton-in-Cleveland

4.95 out of 5 average rating, 140 reviews

Sundial Cottage, Stunning 3Bed Cottage with Hottub

Relax with the whole family or friends at Sundial cottage. Jump in the Hot tub, enjoy the open plan kitchen and lounge along with three spacious bedrooms. Fibre WiFi. Based in a small 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 staying in catching up with friends or family. Well behaved Pets are welcome at the cottage and there is private parking spaces for your convenience.

Top guest favorite

Cottage in Newton-on-Rawcliffe

4.98 out of 5 average rating, 160 reviews

Charming farm based cottage with hot tub/sauna

Located on a farm just outside of the market Town of Pickering, Swallow Cottage is a charming, pet friendly 3 bedroom cottage, complete with hot tub, sauna and games room. We’re well placed for visits to the stunning yorkshire coast, and have plenty of excellent walking and biking routes on the doorstep. Key features of the cottage include •hot tub •sauna •games room including pool table •farm setting •local pub within walking distance •3 en-suite bedrooms •pet friendly •WiFi and smart tv

Guest favorite

Cottage in Lealholm

4.9 out of 5 average rating, 124 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

Cottage in Gainford

4.97 out of 5 average rating, 255 reviews

The Old Dairy Cottage

A romantic one bedroom cottage converted from an old dairy dating back centuries offering guests 5* luxury, full of original features set in the Victorian village of Gainford. Including a double ended roll top bath situated in the master bedroom along with a four poster bed, fully equipped kitchen, private yard to the rear & log burner in the living room to give that real country cottage feel along with exposed beams Comes with WiFi, Netflix and a pub just a stones throw away

Top guest favorite

Cottage in Staithes

4.95 out of 5 average rating, 203 reviews

Views to die for at Garr End Cottage Staithes.

The Cottage occupies a front line position, with breathtaking, uninterrupted sea views, just off the high street in the bottom of staithes old town. Two minutes walk from the famous Cod & Lobster pub and eatery. Sleeps 2 The cottage used to be the communal bakery where the womenfolk would bring their dough to be baked You will find yourself immersed in the history of this quaint old village once home to Captain James Cook, artist Dame Laura Knight, and countless smugglers.

Top guest favorite

Cottage in Middlestone

4.95 out of 5 average rating, 210 reviews

Laburnum Cottage, Middlestone.

Welcome to Laburnum Cottage, Middlestone. A beautiful hidden gem, perfect for a luxurious romantic retreat with cosy wood-burning stoves, a magnificent superking four poster bed and a relaxing hot tub. Laburnum Cottage is nestled away in the quiet and peaceful village of Middlestone and has been renovated to the highest of standards The cottage is perfectly placed to explore the countryside and surrounding area. Ideal for ramblers, cyclists and walkers of all abilities.

Top guest favorite

Cottage in Staithes

4.99 out of 5 average rating, 125 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.

Guest favorite

Cottage in Rosedale Abbey

4.86 out of 5 average rating, 111 reviews

Pond Cottage Rosedale Abbey

Grange Farm is located in the heart of the picturesque village of Rosedale Abbey in the middle of the North Yorkshire Moors National Park. Once an area of vast iron ore mining it is now a beautiful rural retreat and has a wealth of popular destinations on it's doorstep. Nestled on a working farm, within the quaint village of Rosedale Abbey, is this stone-built barn conversion where you will find pet friendly, self catering accommodation.

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Cottage in Kirkbymoorside

4.82 out of 5 average rating, 101 reviews

Charming 2 Bed Cottage with 1.5 Bathrooms

Enjoy a peaceful retreat in this charming, newly refurbished cottage. Just 500m from the main high street, you'll find an array of pubs, cafes, restaurants, and shops. Ideal for a relaxing getaway, Horseshoe Cottage offers the perfect blend of seclusion and convenience. ✔ Fully Equipped Kitchen ✔ Comfortable Bedrooms ✔ Open Plan Kitchen/Dinner ✔ Separate Lounge ✔ High-Speed Wi-Fi Learn more below!

Guest favorite

Cottage in Winston

4.93 out of 5 average rating, 151 reviews

Luxury cottage with hot tub - Barnard Castle

Stables Cottage is a luxury and spacious rural holiday home just minutes' drive from the historic market town of Barnard Castle. Perfect for family holidays and relaxing romantic breaks. The idyllic luxury cottage has stylish interiors and a large hot tub. Included is a patio and garden with children's playground and activities. In addition, a plain jane bbq and firepit can be supplied on request.