Check-in

Add dates

Check-out

Add dates

Now driving your route . . .

Holiday Cottages in Middlesbrough

Holiday Cottages in Middlesbrough

Home to the biggest range at the lowest price

Check-in

Add dates

Check-out

Add dates

Live availability

Live prices

Book instantly

Did you know? We have a dedicated site just for pet friendly holidays, take me to Dog Friendly Cottages >

Middlesbrough Cottages

  • Last Minute Cottages - Kestrel Cottage
  • 2

    Middlesbrough

    Kestrel Cottage

    Ref: S821228

    Reviews 12

    2
    4
    Laceby is a modest village settled on the western boundary of Grimsby in Lincolnshire. close to the coast and holding its own array of amenities, this charming village is perfectly positioned for exploring the Lincolnshire Wolds Area of...

    From

    £75

    per night
    View

  • Last Minute Cottages - 1 Bed Cottage in Great Ayton
  • 1

    Middlesbrough

    1 Bed Cottage in Great Ayton

    Ref: S276397

    1
    2
    Additional information and rules - 1 bedroom - double - 1 bathroom with shower over bath and WC and 1 separate WC - Electric oven and hob, fridge, freezer and dishwasher - Smart TV in the lounge - Small rear courtyard with modern couple's...

    From

    £95

    per night
    View

  • 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

    £85

    per night
    View

  • Last Minute Cottages - 3 Bed Cottage in Helmsley
  • 2

    Middlesbrough

    3 Bed Cottage in Helmsley

    Ref: S232073

    3
    6
    Additional information and rules - 3 Bedrooms - 1 king-size, 1 double and 1 twin (2'6") - 1 Bathroom and 1 en-suite bathroom - Electric oven and hob, fridge, dishwasher and microwave - Utility with washing machine and freezer - Electric and...

    From

    £123

    per night
    View

  • Last Minute Cottages - 2 Bed Cottage in Great Broughton
  • Middlesbrough

    2 Bed Cottage in Great Broughton

    Ref: S820709

    2
    4
    A stylish holiday awaits at this beautifully presented terraced home in Great Broughton, a quaint village just 1.5 miles from the edge of the North York Moors. You’ll have two excellent pubs within 150 metres and plenty more amenities in...

    From

    £88

    per night
    View

  • Last Minute Cottages - 5 College Square
  • 1

    Middlesbrough

    5 College Square

    Ref: S213006

    Reviews 44

    2
    4
    Stokesley is a small market town and civil parish resting in the Hambleton district of North Yorkshire, and lying on the River Leven. Offering a large selection of pubs, restaurants, shops and supermarkets for all of your amenities. Resting close...

    From

    £83

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Hatherly Place by Blue Skies Stays
  • Middlesbrough

    Hatherly Place by Blue Skies Stays

    Ref: S991008

    2
    4

    From

    £85

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Middlebeck House by Blue Skies Stays
  • Middlesbrough

    Middlebeck House by Blue Skies Stays

    Ref: S957262

    3
    4

    From

    £97

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Dale House by Blue Skies Stays
  • Middlesbrough

    Dale House by Blue Skies Stays

    Ref: S957192

    2
    4

    From

    £96

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Park House by Blue Skies Stays
  • Middlesbrough

    Park House by Blue Skies Stays

    Ref: S957734

    2
    3

    From

    £102

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Riverside View by Blue Skies Stays
  • Middlesbrough

    Riverside View by Blue Skies Stays

    Ref: S958834

    2
    4

    From

    £88

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Millfield House by Blue Skies Stays
  • Middlesbrough

    Millfield House by Blue Skies Stays

    Ref: S955436

    2
    4

    From

    £96

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Aidan House by Blue Skies Stays
  • Middlesbrough

    Aidan House by Blue Skies Stays

    Ref: S955431

    2
    4

    From

    £87

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Finest Retreats - Ingleby Manor - Courtyard Cottage
  • Middlesbrough

    Finest Retreats - Ingleby Manor - Courtyard Cottage

    Ref: S975041

    2
    4

    From

    £144

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Perfect Getaway 1
  • Middlesbrough

    Perfect Getaway 1

    Ref: S956443

    3
    5

    From

    £128

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Conner house
  • Middlesbrough

    Conner house

    Ref: S939070

    2
    4

    From

    £114

    per night
    View
    LateRooms.com

  • Last Minute Cottages - South Drive Bungalow
  • Middlesbrough

    South Drive Bungalow

    Ref: S951034

    2
    4

    From

    £91

    per night
    View
    LateRooms.com

  • Last Minute Cottages - The Ironstone Miners Cottage
  • Middlesbrough

    The Ironstone Miners Cottage

    Ref: S921673

    2
    4

    From

    £129

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Stunning Property On The North York Moors
  • Middlesbrough

    Stunning Property On The North York Moors

    Ref: S995459

    3
    5

    From

    £147

    per night
    View
    LateRooms.com

  • Last Minute Cottages - 3 Br Spacious Home 10 Mins Walk From Hospital
  • Middlesbrough

    3 Br Spacious Home 10 Mins Walk From Hospital

    Ref: S981706

    3
    5

    From

    £91

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Turnstile Place by Blue Skies Stays
  • Middlesbrough

    Turnstile Place by Blue Skies Stays

    Ref: S972030

    3
    5

    From

    £108

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Esher House
  • 3

    Middlesbrough

    Esher House

    Ref: S999782

    2
    4

    From

    £100

    per night
    View
    LateRooms.com

  • Last Minute Cottages - James House by Blue Skies Stays
  • Middlesbrough

    James House by Blue Skies Stays

    Ref: S991742

    3
    5

    From

    £96

    per night
    View
    LateRooms.com

  • Last Minute Cottages - Duxford House by Blue Skies Stays
  • Middlesbrough

    Duxford House by Blue Skies Stays

    Ref: S957700

    3
    5

    From

    £110

    per night
    View
    Showing 1 - 24 of 51 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

    • James - Verified booking

      Due to a personal circumstance we needed to book somewhere for the same day for several nights.

      I found the cottage on Sykes and placed the enquiry. Within minutes somebody had contacted me from Sykes saying they had made the request with the owner and would get straight back once they had gained approval. The whole process was very quick and the customer service from Sykes was first class. The owner (Carl) was also brilliant, when I explained the situation he wanted to help in any way he could, he even offered us an extra night which was an amazing gesture and greatly appreciated. Thanks to you all, you made a difficult situation a whole lot better. The cottage was perfect and Stokesley was a beautiful market town. On one of the evenings I walked up Roseberry Topping (about 10min drive) which gave amazing views of the surrounding area. I would highly recommend the cottage, town and area as a whole.

      Read more less >

    • Marie - Verified booking

      Small cottage in Stokesley, with 1 twin and one double bedroom, ideally situated with great facilities on the doorstep and parking directly outside on a first come first served basis.

      Please be aware that there is no outside space with this cottage and only 1 door at the front of the property. Cottage is very small downstairs with an adequate kitchen area opening into a small seating/lounge area, there is no separate eating area but a drop leaf table is provided for meals or you can eat meals on your knees which is what we tended to do. Seating in the lounge needs attention there is one new chair which is comfortable but the small armchair and sofa have seen better days and could do with replacing in our opinion. Bedrooms are spacious with comfortable beds and lovely cotton bedding . We all slept well. Stairs in the property are very steep but there is a good solid handrail however I would think it is not a property suited to the elderly /infirm.

      Read more less >

    • Sandra - Verified booking

      The cottage was brilliant, well equipped and beautifully decorated with plentiful parking outside.

      As would be expected in an older property, the stairs are steep-ish but were easily managed by ourselves and our two teenage boys. The owner was very welcoming and helpful, leaving milk and biscuits in the fridge, and even providing chilled watermelon for the very hot journey home. Our dog was also well cared for with a super-comfy dog bed and dog treats left by the owner. Stokesley is a lovely town and has everything you could need right on the doorstep of the cottage, with a very good selection of independent shops and restaurants within easy and level walking distance. Stokesley is also well placed for exploring North Yorkshire as a whole. We will definitely be visiting this area again and would happily stay at 5 College Square. Thank you for a super holiday.

      Read more less >

    • Susan - Verified booking

      Beautiful stylish cottage in a great town centre location.

      We had no issues ever getting parked close to the house even on market days. The cottage was warm and toasty... actually we turned down the heating for our comfort! The bed was really comfy, best nights sleep I had in ages. Despite being right in the centre of town we were never disturbed by any noise. There are no wardrobes in the double bedroom so you have to leave all your belongings in a case, which for a long stay may be inconvenient, but this in no way impacted on our three night stay. Stokesley is a gem of a town, and we would happily return

      Read more less >

    • Angela - Verified booking

      We stayed for 21 days at this wonderful cottage and it didn’t disappoint.

      The cottage is Fantastic and is decorated to a high standard. It was very cosy and comfortable and the beds were so comfy . It has everything you need for a home to home cottage. The high street has plenty of shops , bars and restaurants right on your doorstep , all dog friendly and there is a local Co op on the high street too for those additional groceries you need. As it’s a 3 storey cottage there’s plenty of space and the top floor has great views across the square. We loved our stay, thankyou to Carl the owner for a wonderful stay.

      Read more less >

    Best price guarantee

    No one can beat our prices

    Best price guarantee

    Our cottages are professionally managed by our partners and payments are taken by them, but rest assured, by booking via Snaptrip you'll pay the lowest possible price for your trip.

    We never charge you more than you would pay booking directly on the partner's site and if you become a member you can save even more. If you find a property priced lower anywhere else on the internet (we’d be amazed if you do), simply email us at marketing@snaptrip.com and we'll refund you the difference.

    We bring it all together

    Biggest range of self-catering holiday properties

    We connect you to a range of great suppliers with a huge selection of properties. We've done the research, so that you don't have to.

    View properties >

    We get you
    the lowest price

    We help you to complete your booking whilst giving you discounts, member only prices and our best price guarantee.

    A marketplace
    you can trust

    We connect you with the best professionally managed properties and our marketing leading customer services can help you every step of the way.

    Start your journey >

    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.

    Join for free to get access to exclusive prices on thousands of properties.

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    Sign up to see

    Login to see

    • Discounts exclusive to members
    • Save & share your favourite properties
    • See your previously viewed properties

    or

    Already a member login here

    Not a member?

    By entering my email address, I agree to Snaptrip's Terms of service, Privacy policy and to receive email updates, news, & offers from Snaptrip.

    Welcome, member discounts are now available.

    Your browser is out of date and we can't guarantee a consistent experience when using our site. Please consider updating or switching. More info on browser support