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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Middlesbrough cottages

Property grounds

1. Glendevon - A Cottage for All Seasons

Glendevon - A Cottage for All Seasons
Staithes
9.6 out of 10, Exceptional, (172 reviews)
"Lovely cozy cottage "
United Kingdom
Gary G.
Glendevon - A Cottage for All Seasons
Exterior

2. Listed Stone Built Folly with original gothic features

Listed Stone Built Folly with original gothic features
Seaham
10.0 out of 10, Exceptional, (186 reviews)
"Loved this folly! Views are amazing, it’s so unique. Beautifully set out and well equipped. Kids loved seeing the horses in the next field and we had a great evening walk down to Blast Beach. Comfy beds, we slept really well. I’d stay again!"
United Kingdom
Gemma
Listed Stone Built Folly with original gothic features
Exterior

3. Easily accessible, single level, 3-bed cottage close to beach, shops & eateries!

Easily accessible, single level, 3-bed cottage close to beach, shops & eateries!
Staithes
8.8 out of 10, Excellent, (16 reviews)
"Clean room, easy check in. Only issue we found is the listing being misleading as it seems you are on the seaside but once you arrive it is on a regular street with a 5-10 minute walk down to the seafront."
United Kingdom
Millie
Easily accessible, single level, 3-bed cottage close to beach, shops & eateries!
Exterior

4. Cosy Country Cottage Sleeps 4

Cosy Country Cottage Sleeps 4
Kirkbymoorside
8.0 out of 10, Very good, (1 review)
The price is £182
includes taxes & fees
6 Aug - 7 Aug
Cosy Country Cottage Sleeps 4
Exterior

5. 2: Curlew - Barn Conversion Peaceful Location

2: Curlew - Barn Conversion Peaceful Location
Whitby
10.0 out of 10, Exceptional, (38 reviews)
"Absolutely fantastic for a peaceful holiday ,cottage is 100 out of 100 ,so clean,everything is in the cottage, that you need ,hostess is really lovely "
United Kingdom
Elizabeth G.
2: Curlew - Barn Conversion Peaceful Location
Outdoor dining

6. Runswick Bay Top Gallant Cottage - outside seating - sea and beach views

Runswick Bay Top Gallant Cottage - outside seating - sea and beach views
Runswick Bay
10.0 out of 10, Exceptional, (111 reviews)
"Very helpful directions, wonderfully clean and amazing views, thankyou. "
United Kingdom
Robin H.
Runswick Bay Top Gallant Cottage - outside seating - sea and beach views
Exterior

7. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
North Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
"It’s well situated and a nice place to stay. "
United States
jane
The price is £91
includes taxes & fees
17 Aug - 18 Aug
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
Property grounds

8. Meadow cottage- family friendly, two bedrooms both ensuite and all on one level.

Meadow cottage- family friendly, two bedrooms both ensuite and all on one level.
Rushyford
10.0 out of 10, Exceptional, (8 reviews)
"We enjoyed it immensely! The amazing house & the tranquillity are a breath of fresh air! "
United States
R B.
Meadow cottage- family friendly, two bedrooms both ensuite and all on one level.
Exterior

9. Dragonstone Lodge

Dragonstone Lodge
3.0 star property
Northallerton
10.0 out of 10, Exceptional, (2 reviews)
"We loved this property. The owners obviously have an eye for decor as it is a really stylish place and beautifully finished. We loved how peaceful the property was and the owners had thought of everything . We really appreciated the tea, coffee and milk after a 5 hour drive and the muffins, biscuits and crisps were a lovely touch. All the information you needed was in a folder and we visited lots of the places recommenced in it. It’s a fantastic property and we hope to stay there again."
United Kingdom
Mark
The price is £271
includes taxes & fees
10 Aug - 11 Aug
Dragonstone Lodge
Cottage | Interior

10. Marigold Lodge

Marigold Lodge
3.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
The price is £528
includes taxes & fees
22 Aug - 23 Aug
Marigold Lodge
Exterior

11. Ingleby Barn - 27946

Ingleby Barn - 27946
Kildale, near Stokesley
9.4 out of 10, Exceptional, (12 reviews)
"Spent 4 nights on a short break. Was everything we hoped for. Peaceful, relaxing & will definitely go back for another break."
United States
Alan Coldwell
Ingleby Barn - 27946
Cottage, Private Bathroom, Garden View (Jasmine Cottage) | View from property

12. Saltburn Holidays Jasmine Cottage

Saltburn Holidays Jasmine Cottage
3.5 star property
Saltburn-by-the-Sea
8.8 out of 10, Excellent, (3 reviews)
"This was a great property for our family to have rented as it was spacious and had all the amenities that we needed. Lovely location within walking distance of the beautiful sandy beach and local shops. Would definitely recommend this property and destination to overs. "
United Kingdom
bisi
Saltburn Holidays Jasmine Cottage
Exterior

13. Inglenook Cottage

Inglenook Cottage
3.0 star property
Guisborough
The price is £529
includes taxes & fees
10 Aug - 11 Aug
Inglenook Cottage
Exterior

14. Crumble's Cottage

Crumble's Cottage
3.0 star property
York
The price is £373
includes taxes & fees
27 Aug - 28 Aug
Crumble's Cottage
Outdoor dining

15. 2 bedroom accommodation in Haswell, near Durham

2 bedroom accommodation in Haswell, near Durham
Haswell, near Durham
10.0 out of 10, Exceptional, (5 reviews)
"We’ve stayed at these cottages twice now and had a lovely stay both times.We are a family of four, with 2 small children and the cottage has all the equipment we need. The rooms are warm and cosy, lovely views out over the fields with llamas and plenty of wildlife to watch. Jean, the owner is very accommodating and always happy to help."
United States
Alexa
2 bedroom accommodation in Haswell, near Durham
Terrace/patio

16. 3 bedroom accommodation in Easington, near Staithes

3 bedroom accommodation in Easington, near Staithes
Easington, near Staithes
10.0 out of 10, Exceptional, (13 reviews)
"Great location and a beautiful cottage. My daughter wanted to live in it.very highly recommended."
United States
Julie Binstead
3 bedroom accommodation in Easington, near Staithes
Property grounds

17. Borough Beck Cottage

Borough Beck Cottage
Helmsley
9.6 out of 10, Exceptional, (4 reviews)
"Excellent place to stay in an interesting part of the world within a nice town and plenty of walks. The one to Riivaulx Abbey was particularly good."
United States
Malcolm
Borough Beck Cottage
Exterior

18. 2 bedroom accommodation in Rosedale Abbey, near Pickering

2 bedroom accommodation in Rosedale Abbey, near Pickering
Rosedale Abbey, near Pickering
10.0 out of 10, Exceptional, (1 review)
"Our weekend in this cottage was comfortable and cosy. There was plenty of space for the two of us and it would be excellent for families as there are two lounge areas, one very spacious on the top floor. We appreciated the efficient log burner and were provided with all the equipment we needed. The views were lovely with one side looking over a field with horses, alpacas and pheasants. Contact with the owner was excellent. A lovely place to stay."
United Kingdom
Laura
2 bedroom accommodation in Rosedale Abbey, near Pickering
Exterior

19. Little Pythorn - UK45253

Little Pythorn - UK45253
Westerdale, near Castleton
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful cottage, equipped to a high standard, very clean and cosy.Lovely surroundings"
United States
Birgit Lyon
The price is £274
includes taxes & fees
27 Aug - 28 Aug
Little Pythorn - UK45253
Exterior

20. HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM

HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM
High Leven
7.6 out of 10, Good, (4 reviews)
"Ideal location for our visit but a little too rustic than we usually go for. Angie was very friendly and helpful."
United States
Tom G.
The price is £99
includes taxes & fees
10 Aug - 11 Aug
HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middlesbrough Hotel Reviews

Gisborough Hall

Gisborough Hall

10/10 Excellent
"Excellent stay for one night. Will be visiting again!"
Joshua 1-night trip
Posted 1 hour ago
Gisborough Hall

Find out more about Middlesbrough

Middlesbrough Cottages information

Number of reviews
583
Accommodation
1009 Cottages
Lowest Price
£91
Highest Price
£529

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