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Holiday Cottages in Middlesbrough

Holiday Cottages in Middlesbrough

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    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

    £68

    per night
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  • Last Minute Cottages - The Byre
    • 2

    Middlesbrough

    The Byre

    Ref: S882145

    Reviews 2

    1
    2
    Stokesley is an attractive, elegant, historic market town which was mentioned in the Domesday Book of 1086, with many interesting Georgian and Victorian buildings. The River Leven flows through the town and is crossed by the ancient Pack Horse...

    From

    £51

    per night
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  • Last Minute Cottages - Riverside Chapel
    • 1

    Middlesbrough

    Riverside Chapel

    Ref: S670028

    Reviews 8

    3
    6
    At the base of the Cleveland Hills, the charming village of Great Ayton may be found close to the North York Moors National Park. In addition to being referenced in the Domesday Book, Great Ayton is also known for being Captain Cook's childhood...

    From

    £74

    per night
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  • Last Minute Cottages - Bed in Great Ayton (79273)
    • 1

    Middlesbrough

    Bed in Great Ayton (79273)

    Ref: S276397

    1
    2
    This chic, contemporary property is ideally suited to couples boasting an array of thoughtful features, including a private two seater hot tub. The Roseberry Topping walk is easily accessible from the village where you ll be rewarded by...

    From

    £94

    per night
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  • Last Minute Cottages - Bed in Stokesley (G0080)

    • Middlesbrough

    Bed in Stokesley (G0080)

    Ref: S231616

    1
    2
    A characterful and cosy cottage perfect for romantic getaways with your loved one in the North York Moors. Enjoy whiling away the days on foot or bike through the stunning countryside before spending quiet evenings in front of the lounge s warming...

    From

    £71

    per night
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  • Last Minute Cottages - Bed in Stokesley (92731)
    • 1

    Middlesbrough

    Bed in Stokesley (92731)

    Ref: S776704

    2
    3
    This charming riverfront retreat makes a stylish and comfortable base for outdoorsy couples and small families to holiday in North Yorkshire. Located along the banks of the River Leven, this relaxing cottage is nestled within the bustling town of...

    From

    £85

    per night
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  • Last Minute Cottages - Wood Cottage

    • Middlesbrough

    Wood Cottage

    Ref: S241667

    Reviews 58

    2
    4
    Stokesley sits in the county of North Yorkshire and is settled around the River Leven. This small market town is a hub of activity with a selection shops and ample choice of pubs and restaurants to delight in, alongside a local leisure centre and...

    From

    £96

    per night
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  • Last Minute Cottages - Bed in Stokesley (75544)
    • 1

    Middlesbrough

    Bed in Stokesley (75544)

    Ref: S231938

    2
    4
    Located on the outskirts of Stokesley sits this peaceful two bedroom cottage. Featuring a games room, private garden and within easy reach of the North York Moors National Park, this is a great base for a couple or small family plus one dog...

    From

    £88

    per night
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  • Last Minute Cottages - Bed in Great Ayton (79592)
    • 1

    Middlesbrough

    Bed in Great Ayton (79592)

    Ref: S278232

    2
    4
    This charming two bedroom apartment makes the perfect retreat for a couple, friends or family in the pretty village of Great Ayton, where there are pubs, cafes, and eateries to enjoy. The apartment is the ideal base for exploring nearby villages,...

    From

    £92

    per night
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  • Last Minute Cottages - Bed in Great Broughton (94220)

    • Middlesbrough

    Bed in Great Broughton (94220)

    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

    £83

    per night
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    LateRooms.com

  • Last Minute Cottages - Alwent Apartment

    • Middlesbrough

    Alwent Apartment

    Ref: S1015256

    2
    4

    From

    £83

    per night
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    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
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    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
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    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
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    LateRooms.com

  • Last Minute Cottages - Riverside View by Blue Skies Stays

    • Middlesbrough

    Riverside View by Blue Skies Stays

    Ref: S958834

    2
    4

    From

    £102

    per night
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    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
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    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
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    LateRooms.com

  • Last Minute Cottages - Perfect Getaway 1

    • Middlesbrough

    Perfect Getaway 1

    Ref: S956443

    3
    5

    From

    £128

    per night
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    LateRooms.com

  • Last Minute Cottages - 2 Bed in Stokesley 75544
    • 3

    Middlesbrough

    2 Bed in Stokesley 75544

    Ref: S961867

    2
    4

    From

    £97

    per night
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    LateRooms.com

  • Last Minute Cottages - The Normanby!
    • 3

    Middlesbrough

    The Normanby!

    Ref: S1048846

    2
    4

    From

    £90

    per night
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    LateRooms.com

  • Last Minute Cottages - 2 Bed in Great Broughton 94220

    • Middlesbrough

    2 Bed in Great Broughton 94220

    Ref: S975492

    2
    4

    From

    £82

    per night
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    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
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    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

    £92

    per night
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    LateRooms.com

  • Last Minute Cottages - Marham House by Blue Skies Stays

    • Middlesbrough

    Marham House by Blue Skies Stays

    Ref: S984900

    3
    5

    From

    £102

    per night
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    Showing 1 - 24 of 68 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

    • Sophie - Verified booking

      This is our second visit to Wood cottage and it was just as lovely and enjoyable as our first visit.

      On both occasions we have stayed in the autumn or winter so although the weather has been changeable, we have still managed to find plenty to do and see. There is a bench at the front of the property to sit and take in the view as well as seating with table in the garden at the rear of the property. Day or night it’s a calm and tranquil place to stay. Wildlife is abundant and the woods adjacent are worth a look / walk. It can be quite nice to be able to watch the sunrise, sets, moon and the stars and this is quite a nice treat with the velux windows in one of the bedrooms and also in the upstairs lounge area. As there is no light pollution, it can be quite wonderful on a clear night especially if you live in the city, perhaps or seek a dark skies experience The cleanliness of the cottage along with the fresh flowers and lovely basket of goodies is a great welcome and a wonderful way to start the holiday. For those needing the Internet there is a hub in the cottage which was sufficient to stream videos receive Wi-Fi calls and hold both zoom and teams meeting. The beds are comfortable, the shower / bath spacious and nice and there’s a range of kitchen equipment / decent pans, knives and chopping boards etc, TV, dvds, books and games if the weather is not so kind or you don’t feel like going out. Wood cottage is a great place if you’re looking for some quiet and comfortable accommodation in a beautiful location. The cottage is a central base to travel and explore the area, go for walks, shopping or to take in some of the history of the Moors or the Dales. The coast and Whitby, Saltburn about 1 hour’s drive. Whilst the cottage is situated on a working farm, the noise is minimal and this did not affect the peace and quiet nor the enjoyment we had on our holiday. The cottage is very well equipped and extremely clean. You can access nearby towns and the city of York or Harrogate relatively easily. Park and ride for York is very accessible and probably a good idea rather than trying to enter the city to park. There is a lot of information in the cottage either with leaflets provided by Robert or in the reading through all of the guest books. There are also maps and local information which we found really helpful and interesting. Robert is an extremely pleasant guy and it was a good to catch up with him and Trixie the dog. If you’re travelling with family maybe - there is also the little shepherds hut “sheepcote” which is located on the same farm for 2 people. Also a great location and managed by Robert. Set away a little and overlooking the fields/sheep and in its own area for privacy. Nice and cosy. We can’t wait to return in a couple of months.

      Read more less >

    • Sophie - Verified booking

      The directions were spot on and we spoke with Robert, the owner, prior to our arrival, he provided additional information that would assist us should we have trouble finding our way to Wood Cottage.

      The property was exceptionally clean and tidy. I have stayed in many holiday homes and this was, by far, the cleanest and most equipped I have ever experienced. The location of the farm and the cottage (also Sheep Cote, The Shepherd's hut) is perfect for anyone wishing to get away for peace, quiet, rest and relaxation. It is a quiet and remote location but just a short drive to a main road that links to Stokesley or Helmsley, (Northallerton, York, Thirsk, Ripon). All are great towns to visit. (Do check out the market days.) The cottage is wonderfully comfortable and cosy and we were welcomed with a basket of goodies which was lovely. It is light and airy and a perfect size for either 2 or 4 to stay. A separate toilet as well as the bathroom is always helpful. The shower is great, hot, roomy and towel rails help dry towels, radiators to maintain the temperature on the colder nights. On the clear nights, of which we were fortunate to have many, you can see the full night sky of stars and the moon lighting up the landscape. No light pollution. We walked up the mound/round to behind the cottage for some amazing views and through the woods adjacent to the cottage which was very rewarding and refreshing. The internet is good with there being a router in Wood Cottage and this was good enough to provide a clear and uninterrupted connection for meetings I/we held on both MSTeams and Zoom. As previously stated in other reviews, there is no mobile signal or mobile data available, this suited us just fine. There are a number of places nearby for walks, short, long, circular or to pick up somewhere along the Cleveland Way. Walks from the farm or drive to a point of interest. Lots to see and do, leaflets at the property if you are struggling for things to see and do. Park & Ride for York and Minster probably easier for most. Parking in some towns uses a parking disc (clock) which can be picked up from most local shops, town halls etc. (Free to obtain the disc) Most towns can be reached fairly easily, York is about 1 hour away. Robert is a busy guy and yet he had the time to chat and share local information and is a pleasure to talk with. Trixie visited for daily fusses. She is a lovely girl who will bring you a stone as a welcome gift and yet is not at all intrusive. A thoroughly wonderful week in a great location and we have already booked to return in 2025. Wood Cottage really is a most wonderful find.

      Read more less >

    • George - Verified booking

      Comfort and quality.

      We have been holidaying in self catering accommodation for many years and have experienced the wide range of what is available. Wood Cottage is an exception to the norm. From the design stage it was obviously made for purpose. Both the bedrooms are a great size and have the most comfortable beds we have experienced away from home. The second WC was useful with four adults staying. The living/kitchen area is on the first floor and a good size and again well designed. The kitchen equipment from the cooker to the teaspoons and everything in between is plentiful and good quality. A clear concise guide covers everything in the cottage. The mobile signal is virtually non existent but you might be able to get WiFi calls with your provider, however the internet speed is limited. The TV is Freeview and that comes with more limited options than Freesat or anything you might be used to with streaming services. There is a DVD player so pack some of your favourite films to watch. Now finally we have to talk about the setting, it is a working farm and the approaching drive way is a gravel up hill which is a little uneven is places. However when you arrive and get out the area is absolutely stunning and has to be seen to be believed and there is direct access to walks from the doorsteps.

      Read more less >

    • Justin - Verified booking

      Our first trip to Bilsdale and the North York Moors for about 12 years, and the first for our children.

      We found and booked Wood cottage and are so glad that we did !! The cottage was exceptionally clean and well prepared for our arrival, which included a lovely and thoughtful welcoming hamper of local goodies, and Easter eggs for the children. We found it very comfortable indeed and it had all we needed to be self sufficient whilst there. Amazing location on this working farm in the Cleveland Hills, with stunning views all around. The children met some new born lambs and we saw so much wildlife all around us. Nothing was to much trouble for our hosts Jo and Robert, thank you. Ideally located for any serious walkers to explore the area right out of the door. Plenty of attraction's for families & children not to far away. Fantastic local pubs for Sunday Dinner in Great Broughton and don't forget Whitby for Fish and Chips !! You will have Peace and tranquility at the cottage, and it's the perfect place to sit and unwind after a day of walking or exploring. We would definitely recommend this cottage and we would definitely return for another holiday in the future.

      Read more less >

    • Patricia - Verified booking

      Wood Cottage is spotlessly clean, well maintained, and very comfortable.

      It has quality and charm. Robert and Jo have put a great deal of thought into the cottage and equipped it as they would want to find a holiday home if they were renting. Despite being very busy on a working sheep farm just coming the end of the lambing season they made us very welcome, without being in any way intrusive. We really appreciated the extra touches, a basket of Yorkshire treats and fresh flowers in every room. It was peaceful, quiet and the perfect place to relax. Unlike a previous reviewer we had no problems at all on local lanes, and nor did we have any problems whatsoever with the track through the farm leading to the cottage or the parking area. The track is well maintained and there's ample space in front of the cottage for parking. In all, one of the best holiday homes we've ever rented. Thank you both!

      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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