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Holiday Cottages in Middlesbrough

Holiday Cottages in Middlesbrough

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Middlesbrough Cottages

  • Last Minute Cottages - Room 6 @ Bellevue
  • Redcar and Cleveland

    Room 6 @ Bellevue

    Ref: S1261251

    1
    2

    From

    £89

    per night
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  • Last Minute Cottages - Room 5 @ Bellevue
  • Redcar and Cleveland

    Room 5 @ Bellevue

    Ref: S1261252

    1
    2

    From

    £113

    per night
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  • Last Minute Cottages - 94 Church Street
  • 1

    Redcar and Cleveland

    94 Church Street

    Ref: S1234882

    1
    2
    Guisborough is an attractive market town set in rural surroundings on the edge of the North York Moors National Park. Steeped in history, Guisborough is in an Area of Outstanding Natural Beauty, and the town's most notable feature is the beautiful...

    From

    £59

    per night
    View

  • Last Minute Cottages - 3 Prospect Terrace
  • 1

    Redcar and Cleveland

    3 Prospect Terrace

    Ref: S517174

    Reviews 23

    1
    2
    Marske-by-the-Sea is a tiny, lively coastal community with long, wide stretches of sandy beach. Originally a fishing community, it now has a variety of local stores and pubs catering to all members of the family, as well as safe, sandy beaches,...

    From

    £48

    per night
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  • Last Minute Cottages - Room 3 @ Bellevue
  • Redcar and Cleveland

    Room 3 @ Bellevue

    Ref: S1261249

    1
    2

    From

    £101

    per night
    View

  • Last Minute Cottages - Room 1 @ Bellevue
  • Redcar and Cleveland

    Room 1 @ Bellevue

    Ref: S1261248

    1
    2

    From

    £77

    per night
    View

  • Last Minute Cottages - Room 4 @ Bellevue
  • Redcar and Cleveland

    Room 4 @ Bellevue

    Ref: S1261250

    1
    2

    From

    £77

    per night
    View

  • Last Minute Cottages - 96 Church Street
  • 1

    Redcar and Cleveland

    96 Church Street

    Ref: S1234880

    1
    2
    Guisborough is an attractive market town set in rural surroundings on the edge of the North York Moors National Park. Steeped in history, Guisborough is in an Area of Outstanding Natural Beauty, and the town's most notable feature is the beautiful...

    From

    £59

    per night
    View

  • Last Minute Cottages - Room 2 @ Bellevue
  • Redcar and Cleveland

    Room 2 @ Bellevue

    Ref: S1261253

    1
    2

    From

    £66

    per night
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  • Last Minute Cottages - 2 Bed Cottage in Stokesley
  • 1

    Middlesbrough

    2 Bed Cottage in Stokesley

    Ref: S776704

    2
    3
    Additional information and rules - 2 bedrooms – 1 king and 1 single - 1 shower room with shower and WC - Induction hob, electric oven, fridge and slim dishwasher - Travel cot available - Wood burner (basket of logs provided) - Smart TV -...

    From

    £82

    per night
    View

  • Last Minute Cottages - Little Nest Cottage
  • 4

    Redcar and Cleveland

    Little Nest Cottage

    Ref: S855968

    Reviews 12

    2
    3
    Guisborough is an attractive market town set in rural surroundings on the edge of the North York Moors National Park. Steeped in history, Guisborough is in an Area of Outstanding Natural Beauty, and the town's most notable feature is the beautiful...

    From

    £53

    per night
    View

  • Last Minute Cottages - Yeoman Terrace
  • 1

    Redcar and Cleveland

    Yeoman Terrace

    Ref: S4217

    Reviews 47

    2
    4
    The small, bustling coastal village of Marske-by-the-Sea was originally a fishing village and now offers shops, pubs, a long, wide sandy beaches, dunes and a harbour. Maritime attractions in the area are plentiful, such as the birthplace of...

    From

    £55

    per night
    View

  • Last Minute Cottages - Fountains Cottage
  • Redcar and Cleveland

    Fountains Cottage

    Ref: S1256348

    Reviews 78

    2
    4

    From

    £89

    per night
    View

  • Last Minute Cottages - High Street Cottage
  • Stockton-on-Tees

    High Street Cottage

    Ref: S1256236

    Reviews 25

    2
    4

    From

    £108

    per night
    View

  • Last Minute Cottages - 106 Westgate
  • 1

    Redcar and Cleveland

    106 Westgate

    Ref: S777895

    Reviews 11

    2
    4
    Guisborough is an attractive market town set in rural surroundings on the edge of the North York Moors National Park. Steeped in history, Guisborough is in an Area of Outstanding Natural Beauty, and the town's most notable feature is the beautiful...

    From

    £55

    per night
    View

  • Last Minute Cottages - Beatrice Little Duck
  • Middlesbrough

    Beatrice Little Duck

    Ref: S1256540

    Reviews 23

    3
    5

    From

    £105

    per night
    View

  • Last Minute Cottages - Church Lane
  • Middlesbrough

    Church Lane

    Ref: S1256383

    3
    6

    From

    £168

    per night
    View

  • Last Minute Cottages - Clover Leaf
  • 1

    Redcar and Cleveland

    Clover Leaf

    Ref: S604755

    Reviews 16

    4
    6
    In a rural setting on the outskirts of the North York Moors National Park, you'll find the charming market town of Guisborough. Beautiful Gisborough Priory, a ruined abbey in an Area of Outstanding Natural Beauty, dominates the skyline of this...

    From

    £81

    per night
    View
    Partner deal

  • Last Minute Cottages - Iris Apartment - Uk45966
  • Stockton-on-Tees

    Iris Apartment - Uk45966

    Ref: S1011307

    1
    2

    From

    £141

    per night
    View
    Partner deal

  • Last Minute Cottages - Blossom Apartment - Uk45970
  • Stockton-on-Tees

    Blossom Apartment - Uk45970

    Ref: S1011394

    1
    2

    From

    £141

    per night
    View
    Partner deal

  • Last Minute Cottages - Violet Cottage - Uk45968
  • 3

    Stockton-on-Tees

    Violet Cottage - Uk45968

    Ref: S1011525

    1
    2

    From

    £141

    per night
    View
    Partner deal

  • Last Minute Cottages - Buttercup Cottage - Uk45969
  • Stockton-on-Tees

    Buttercup Cottage - Uk45969

    Ref: S1011306

    1
    2

    From

    £141

    per night
    View
    Partner deal

  • Last Minute Cottages - 1 Bed Holiday Cottage Great Ayton - TOP Cottage
  • 3

    Middlesbrough

    1 Bed Holiday Cottage Great Ayton - TOP Cottage

    Ref: S1031734

    1
    2

    From

    £137

    per night
    View
    Partner deal

  • Last Minute Cottages - Relaxing 2-Bed House Guisborough - Sofabed Option
  • 3

    Redcar and Cleveland

    Relaxing 2-Bed House Guisborough - Sofabed Option

    Ref: S1003048

    2
    2

    From

    £207

    per night
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    Showing 1 - 24 of 452 properties

    Holiday cottages in Middlesbrough

    Situated in the beautiful county of North Yorkshire, the town of Middlesbrough provides a melting pot of cultures, communities, and cuisine – a fantastic combination when you're looking for an enjoyable break.

    The town of Middlesbrough is often mistaken for a city as there are so many things to see and do. Browse through the four shopping centres in the area, along with a host of small independent retailers, then refresh at the many restaurants and bars. You’ll also find loads of galleries, theatres, and museums, and several offer free entry on certain days of the week. Holiday cottages in Middlesbrough are a great base for events such as the Middlesbrough Mela, an annual festival with live music, food, and craft stalls, or the Middlesbrough Art Weekender which showcases the work of emerging artists.

    At Snaptrip we have a large number of holiday cottages in Middlesbrough. Whether you're looking for a charming cottage with a hot tub, fire pit, or lush gardens, we have many exciting options, and our customer service team is always available with advice or guidance. If you’re looking for your next destination, explore our 60,000 cottages on Snaptrip.

    Locations to stay or visit near Middlesbrough

    Fancy exploring the local area? Middlesbrough is surrounded by delightful destinations that will surprise and charm you.

    Read more > less >

    Reviews

    What our customers say about their holidays

    • Daniel - Verified booking

      The location is excellent, but there are some genuine problems, and also problems with the way that Sykes dealt with the problems.

      I travel extensively and stay in holiday rental properties, so I’m realistic about what to expect. We payed nearly £700, including the booking fee. There are lots of good points and things to recommend it; the bed was very comfortable, the kitchen was quite well equipped, the Wifi and TV worked and getting the keys was straightforward. There’s a good variety of books, the master bedroom is nice and airy, there’s an outside toilet, a nice fireplace and the sofa is comfortable. The shower is powerful and there’s more than enough hot water. It’s a comfortable place to stay and I’d almost recommend it. But….The parking is not trivial as, being on Hall Close, it can be a bit of a walk if one has to park at the far end of it. And…. - the property does not have smoke detectors. Or rather, one had been there but had been removed and the very old one that is there doesn’t work. I flagged this to Sykes who asked for pictures; their messaging app doesn’t accept pictures, leading to a week of messages which went nowhere. Sykes didn’t seem to be at all bothered by this and repeatedly asked if we had told the owners (we did, when we noticed it) - the property is in real need of refreshing; the house smelt strongly of damp when we arrived and there was peeling paint in the kitchen, and damp patches in the living room. We had to buy air fresheners to cover the smell - check-in and check-out times are unclear. The property listing states that check-out is 10am, or 11am depending on the which bit of the listing you’re reading. The confirmation message from the manager stated 12pm. I checked the day before we left, and was told it was 10am, resulting in having to change plans to meet family for breakfast. Sykes have refused to acknowledge these discrepancies. You might want clarification before you book if this is important to you. It was important to us. - alas, the street. Most of the neighbours are lovely, friendly and welcoming. They really are. But a house 30 yards down the street is boarded up with an court order on the metal front door, and another neighbour had a domestic argument with shouting in the street and banging on the door until 3am. Your experience may vary. It didn’t ever feel unsafe though, just some houses felt run-down and a bit uncared for. Many were lovely though - the plaster behind socket behind the bed is cracked; it seems it’s only a matter of time before it cracks completely and the socket becomes very unsafe - ah, the lack of bins. It isn’t even listed in the council website has having rubbish collected (although the neighbours are…). The instructions for waste bins are to bag up your rubbish (presumably with your own bin bags you’ve bought or brought) and leave them in the back alley. In Summer. Potentially for 2 weeks. With rats, cats and local foxes. We were on a “recycling” week, and there was no instructions about what to do then. It’s a small thing, but I don’t much like having rubbish pulling up in the kitchen because there’s no way to store it outside With a little love and TLC, it could be stunning place and a real gem. It really could. As it is, it feels rather like going to stay at an elderly aunt’s, complete with faded pictures on the walls and towels from the early 1990s, dregs of previous holidaymakers’ washing up liquids in multiple bottles, a lack of hand soap and barely enough toilet paper to last more than a weekend.

      Read more less >

    • Ruth - Verified booking

      Myself, husband and dog have just returned from a 4 day xmas break from this property in Marske and we are so incredibly disappointed and quite disgusted at the standard the property has been let.

      We use Sykes a fair bit and feel as though we have to write to you due to the very poor state this property is in. The property in general is filthy, run down and in need of a revamp of some drastic kind or even be taken off your website. Do you have a policy standard of lettable properties? Do you visit for checking for what the property advertises? As we use Skyes often do you not have a reputation to keep? We went away looking forward to this break, and we're horrified that this property could actually be let? Outside Scuffs, chip.marks.and generally dirt on the front step, this actually carries right through the property with damp areas, plaster coming off walls and ceiling and big holes. Kitchen bin had no lid, unhygienic. The back yard is a disgrace. Green slippy slimy paving that has never seen a jet wash. 2 drains outside filled with rubbish and lots of cigarettes ends. Inside Filthy stained carpets, smelly old wardrobes that we didnt use. Filthy stained kitchen chairs from 1970 which we didn't sit on. Mould in shower. Limited old utensils and dishes. Doors that don't shut properly. Sofa, filthy stained and rpped and full of rubbish under the cushions.e.g. tissues copper coins etc. All drawers full of junk. All pictures are so old they have damp yellow stains. This is not a quick lick of paint and a bit of DIY and a clean but a serious inspection. You and the owner are making a profit which is not acceptable. I have already raised a complaint. We look forward to your response. Ruth & Johnny

      Read more less >

    • Gillian - Verified booking

      This cottage could be a truly lovely space, however it is in dire need of investment!

      The photographs on the website do not accurately depict the condition of the fabric of the building or its fixtures and fittings. The kitchen wall had plaster missing, the furniture was worn and threadbare, the carpets upstairs stained, the beds very old and the mattresses in need of replacement, the bathroom floor is also requiring attention. Sadly, some of the kitchen equipment and dishes were unusable, there were personal items of different kinds in the cupboards both upstairs and down, including clothing which we found uncomfortable. We arrived to weeds at the front door and to a blocked drain in the back yard, the smell of which had permeated the inside of the house, which was very unpleasant. Upon contacting the owners representative the drain was very quickly attended to. I sent photographs to Sykes via WhatsApp after previously contacting them via Messenger but they failed to speak to me, so I eventually stopped trying after several attempts between 24 June and 1 July. Sykes promise to call me never materialised. I am very disappointed by the level of service Sykes provided. Their lack of communication left me feeling unsupported.

      Read more less >

    • Adele - Verified booking

      We only stayed one night out of three, the lighting outside the property is terrible, we arrived when it was dark and struggled to use the key box to obtain the door key, the door key is a struggle to open the door.

      There was a very bad damp smell on arrival into the property, bedding was dirty and stained, there was full damp absorbing tubs, there was a lot of dust on the window sill in the bathroom and the surfaces were grubby. Outside the property there are a lot of weeds which could be a tripping hazard. There could be a light placed above the door. Positive points - the owner is very approachable, was very good at sorting problems we pointed out the day after we arrived. the bed itself was comfy, there was mattress protectors and pillow protectors, downstairs sofas are very comfortable, the kitchen is good quality and well laid out, there’s teas and coffee sachets. The heating system is very effective. The place could benefit from curtains in the bedroom to block out the light outside shining into the room, and a few more homely touches upstairs.

      Read more less >

    • Ann-marie - Verified booking

      The house was very traditional in style as described but wasn’t lacking any facilities.

      The beds were extremely comfortable with lovely pillows and bedding. The outside area could have nicer, some comfortable seating would have been welcome. We were disappointed that there wasn’t a toilet roll waiting for us which meant we had to head straight the shops upon arrival. On the second day the toilet began to leak from the base, I contacted the caretaker and informed Sykes. I was given a unique reference number and the name of a person who would contact me further. This did not happen and the problem was not solved during our stay. I bumped into a plumber in the road who was aware of the problem he offered to pop round the next day but never did. Luckily the problem was not too bad but just as well as Sykes took no action.

      Read more less >

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    Things to do near Middlesbrough

    • Activity Activity

    Preston Park Museum Grounds

    Preston Park Museum & Grounds is a stunning historic site and a must-visit destination for any holidaymaker. Explore the beautiful landscaped grounds, the Victorian street, and the museum, showcasing the history of the region. Kids can enjoy interactive exhibits and outdoor play areas, while adults can unwind at the onsite café. Address: Yarm Rd, Eaglescliffe, Stockton-on-Tees TS18 3RH

    Kirkleatham Museum

    Museum in a magnificent 17th Century building in Redcar, Tees Valley. Permanent and changing exhibitions on art, coast and country and social history.

    Dorman Museum

    Museum in Middlesbrough, Tees Valley. Offers a great range of eight themed display galleries. Resources room and educational suite on-site.

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