
Cottage holiday rentals in Middlesbrough
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Top-rated cottage rentals in Middlesbrough
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Lovely, cosy cottage in the heart of Osmotherley
Situated in one of the prettiest villages in the North York Moors National Park, this comfortable, cosy 250-year old cottage has open beams & a wood-burner, Wifi & SmartTV, and is beautifully furnished, with comfy beds c/w feather duvets& pillows. Great for walkers, cyclists & people wishing to enjoy the delights of the North Yorkshire hills which are on the doorstep. An excellent cafe(open Thurs- Mon), 3 pubs & a well-stocked village shop nearby add to the joys of staying in this lovely village

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)

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.

Old Fire Station Cottage | EV Charger | Opt 2nd BR
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

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.

Bumble Cottage. Lovely 2 bedroom Edwardian cottage
Bumble cottage is a beautiful family and dog friendly holiday home. Only a short walk from the centre of the village. Great Ayton is situated on the edge of the North Yorkshire moors and provides a wonderful base for exploring the local area. There are many possibilities for family activities, for walking, hiking, road and mountain biking and running. The beautiful beach at Saltburn is also only a 15 minute drive away. There are several excellent and unique cafes, restaurants and bars.

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.

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.

Cosy Seaside Cottage
Enjoy a memorable visit when you stay in this unique , stylish cosy cottage. Just 100 meters from the dog friendly sandy beach with breathtaking views . Walk to Saltburn to explore the many restaurants and bars or stay local with many coffee shops , bars , places to eat and shops to visit . When you are not exploring the local area , of walking many of the excellent trails you can sit and enjoy a glass or two on one of the two large comfy sofas in front of a real fire.

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.

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.

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.
Popular amenities for cottage rentals in Middlesbrough
Cottage rentals with a hot tub

Sundial Cottage, Stunning 3Bed Cottage with Hottub

Laburnum Cottage, Middlestone.

The Byre @ Low Waupley Farm with HOT TUB

Luxury cottage with hot tub - Barnard Castle

Hootsman

Charming farm based cottage with hot tub/sauna

Rambling Rose Cottage, near Staithes

Ivy Cottage, 3 bedrooms with hot tub+games room
Pet-friendly cottage rentals

Tranquil 1 Bedroom cottage with garden and parking

Picturesque country cottage

NY Moors' peaceful retreat - Great Fryup, Lealholm

Jackdaw's Perch, Holiday Cottage

Luxury Holidays Yorkshire: Bancroft Cottage

Lahney Cottage

Florence Terrace

Stanley Cottage, in the heart of Osmotherley
Private cottage rentals

Coastal Retreat

The Hayloft- romantic retreat and dog friendly!

Rose Cottage, Fangdale Beck

Modern Converted Barn w/ Idyllic Views of N. Yorks

Charming cozy cottage in Guisborough

Beautiful Barn, County Durham

Bridge Cottage

Luxury Garden cottage, private Lane & 3 local pubs
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- Yorkshire Dales National Park
- Robin Hood’s Bay
- Flamingo Land Resort
- yorkshire dales
- Fountains Abbey
- Harewood House
- Durham Cathedral
- York Castle Museum
- National Railway Museum
- Yorkshire Coast
- Semer Water
- Saltburn Beach
- The Bowes Museum
- Weardale
- Durham University
- Bramham Park
- Beamish the Living Museum of the North
- York Art Gallery
- Scarborough Beach
- York University
- York Minster
- Utilita Arena
- Blue Dolphin Holiday Park - Haven
- Peasholm Park




