Search Cottages in Middlesbrough

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 1479 Cottages in Middlesbrough with updated reviews, rates, and availability.

Lockton Cottage
Exterior

Lockton Cottage

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a lovely stay at Lockton Cottage, it was very comfortable and had everything we needed. The welcome goodies were a great touch, and we really appreciated the tea, milk etc..after our long journey. We would definitely stay again."
Lockton Cottage
Rainbow Cottage - A home from home in the heart of Whitby
Living area

Rainbow Cottage - A home from home in the heart of Whitby

9.6 out of 10, Exceptional, (113)
"This place had everything we needed and everything worked as it should. The beds were nice and comfy and the sheets were clean. I found Simon to be very accommodating and very flexible on checkout. The instructions he gave us for check-in were very clear. I would definitely check availability when coming back to Whitby."
Rainbow Cottage - A home from home in the heart of Whitby
2 bedroom accommodation in Grosmont, near Whitby
Exterior

2 bedroom accommodation in Grosmont, near Whitby

10.0 out of 10, Exceptional, (4)
"Love grosmont an Whitby,very scenic,lovely friendly people,our first time visiting.so will definitely come again hopefully get to rent the same property as I'm a creature of habit..lovely comfortable , home away from home perfect get away .."
2 bedroom accommodation in Grosmont, near Whitby
Nestled in the small village of Ruswarp, just up river from the seaside resort of Whitby.
Living area

Nestled in the small village of Ruswarp, just up river from the seaside resort of Whitby.

9.6 out of 10, Exceptional, (4)
"Well presented and equipped........very good location..... lovely walk along side of railway track to Whitby and local scenery wonderful......much appreciated the cleanliness and facilities of the apartment which was thou rally appreciated by the 4 of us....5 star !!!!!!!"
Nestled in the small village of Ruswarp, just up river from the seaside resort of Whitby.
Magnolia Cottage
Balcony

Magnolia Cottage

3.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean and well equiped. Modern. Nice bathrooms.,"
Magnolia Cottage
Family and pet friendly converted barn in a peaceful rural setting
Living area

Family and pet friendly converted barn in a peaceful rural setting

9.8 out of 10, Exceptional, (227)
"Lovely homely property with the owners living next door. Great location in a tranquil setting. Would definitely use again."
Family and pet friendly converted barn in a peaceful rural setting
Top Gallant Holiday Cottage Runswick Bay with great beach and sea views
Outdoor dining

Top Gallant Holiday Cottage Runswick Bay with great beach and sea views

10.0 out of 10, Exceptional, (103)
"This was a return visit to Top Gallant and it was as idyllic as we remembered. The cottage is quaint and cozy and equipped with everything you need … and the views from the windows and lovely little terrace are stunning. Already dreaming of next year’s visit."
Top Gallant Holiday Cottage Runswick Bay with great beach and sea views
Sandsend - York Cottage - a family break that sleeps 6 guests in 3 bedrooms
Living area

Sandsend - York Cottage - a family break that sleeps 6 guests in 3 bedrooms

9.8 out of 10, Exceptional, (10)
"My family and I had a wonderful stay at York cottage. There are several cottages so it felt like a tiny hamlet. Having access to the beautiful hotel grounds was a bonus, especially with having our dog with us. Inside the property was decorated and furnished to a very high standard. Super clean, well equipped and with very comfortable beds. Sandsend within walking distance for those who don’t mind a 15-20mins walk (or a very short drive) and a brilliant beach, most of which is dog friendly. If...
Sandsend - York Cottage - a family break that sleeps 6 guests in 3 bedrooms
Cockle Cottage - beautiful 2 Bedroom cottage - centre of Whitby - FREE WiFi
Living area

Cockle Cottage - beautiful 2 Bedroom cottage - centre of Whitby - FREE WiFi

9.2 out of 10, Wonderful, (12)
"My wife and I had a wonderful week in this lovely little cottage so clean and tidy and the location is just perfect right in the center of Whitby next time we come to Whitby we will be staying at Cockle Cottage for sure."
Cockle Cottage - beautiful 2 Bedroom cottage - centre of Whitby - FREE WiFi
1 bedroom accommodation in Whitby
Living area

1 bedroom accommodation in Whitby

1 bedroom accommodation in Whitby
5 Oystons Yard
Exterior

5 Oystons Yard

3.0 star property
9.2 out of 10, Wonderful, (5)
"Nice clean property, good location. Only downside, Whitby as a whole is poor for parking. "
5 Oystons Yard
Robins Nest
Exterior

Robins Nest

3.0 star property
8.8 out of 10, Excellent, (3)
"The holiday cottage is fabulous, great location and really well equipped. Only one complaint about the actual property being the bed mattress in both bedrooms is soooo uncomfortable. We tested both and in the end used the second duvet as a mattress topper, but still had sore hips and a bad back all week! There is a lot of flights of stars in the cottage, so you need to be pretty mobile to stay here. Our big complaint is that the property is advertised as having parking! Parking should mean...
Robins Nest
This beautiful and unique barn conversion is nestled in the North York Moors National Park.
Exterior | The Haybarn - Hill Farm Holiday Cottages, Rosedale East, near Pickering

This beautiful and unique barn conversion is nestled in the North York Moors National Park.

This beautiful and unique barn conversion is nestled in the North York Moors National Park.
Apartment 6
Living room

Apartment 6

2.0 star property
10.0 out of 10, Exceptional, (2)
"Lovely place to stay. We spent the bank holiday weekend here and it accommodated all of our needs. Host was flexible and allowed us to drop bags earlier than check in time. Apartment was clean and spacious for 2 people. Would definitely stay again! "
Apartment 6
2 bedroom accommodation in Pickering
Outdoor dining

2 bedroom accommodation in Pickering

9.4 out of 10, Exceptional, (3)
"Nice property, lovely area. Garden & outside front of property could do with a weed to perfect."
2 bedroom accommodation in Pickering
2 bedroom accommodation in Sutton-under-Whitestonecliffe, near Thirsk
Exterior

2 bedroom accommodation in Sutton-under-Whitestonecliffe, near Thirsk

10.0 out of 10, Exceptional, (5)
"Such a wonderful cute cottage in a stunning and very peaceful location with easy access to all amenities. Had a superb time with our friends and wouldn’t hesitate to teturn, thank you 😊"
2 bedroom accommodation in Sutton-under-Whitestonecliffe, near Thirsk
We love the character of the property and the location is spot on for that perfect family holiday.
Exterior detail

We love the character of the property and the location is spot on for that perfect family holiday.

10.0 out of 10, Exceptional, (1)
"This cottage is represented well by the photographs on the website. It had everything we needed for our stay. We are two adults and two children (15, 12) and there was adequate room for us all. There were no issues with parking directly outside the property, we managed to get a space everytime. Helmsley is a lovely place, everyone was very friendly. This cottage was an excellent base for exploring the nearby area."
We love the character of the property and the location is spot on for that perfect family holiday.
Meadow cottage- two bedrooms both ensuite and all on one level.
Outdoor dining

Meadow cottage- two bedrooms both ensuite and all on one level.

10.0 out of 10, Exceptional, (7)
"When travelling with my elderly mother who has a mobility aid, it is often difficult to find a place as comfortable as this. Everything is on one level (no steps), a walk-in shower with a shower chair, and it was warm and cosy when the weather became cold. There were gifts for us on arrival as well! Biscuits, wine... what a treat! "
Meadow cottage- two bedrooms both ensuite and all on one level.
2 bedroom accommodation in Skinningrove
Living area

2 bedroom accommodation in Skinningrove

10.0 out of 10, Exceptional, (1)
"Absolutely brilliant cottage. All new fixtures and fittings with everything you could need for your stay. The drains smell came and went- not sure where it came from and it didn’t really bother us. Location fantastic for walks along the coast and short drive to other coastal towns. Would recommend"
2 bedroom accommodation in Skinningrove
2 bedroom accommodation in Amotherby
Terrace/patio

2 bedroom accommodation in Amotherby

10.0 out of 10, Exceptional, (2)
"Amazing and quite simply beautiful "
2 bedroom accommodation in Amotherby
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.
Don't see what you're looking for?
See all available properties in Middlesbrough
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middlesbrough

Family friendly holiday cottage in the beautiful North Yorkshire countryside.
Exterior

Family friendly holiday cottage in the beautiful North Yorkshire countryside.

9.6 out of 10, Exceptional, (50)
"Great stay, property was just as described, extremely clean and comfortable. Host was always helpful and contactable and assisted with a last minute request for a late check out, thanks again 👍"
Family friendly holiday cottage in the beautiful North Yorkshire countryside.
Rainbow Cottage - A home from home in the heart of Whitby
Living area

Rainbow Cottage - A home from home in the heart of Whitby

9.6 out of 10, Exceptional, (113)
"This place had everything we needed and everything worked as it should. The beds were nice and comfy and the sheets were clean. I found Simon to be very accommodating and very flexible on checkout. The instructions he gave us for check-in were very clear. I would definitely check availability when coming back to Whitby."
Rainbow Cottage - A home from home in the heart of Whitby
The County Boutique Apartment
Living Room

The County Boutique Apartment

9.8 out of 10, Exceptional, (132)
"Great location for us. Had everything we needed. Very clean. Great little apartment, would happily stay again. Communication with owners excellent throughout"
The County Boutique Apartment
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.