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Compare 1573 Cottages in Middlesbrough with updated reviews, rates, and availability.

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, (112)
"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
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
Luxury cottage by the sea/golf course, harbour, 5 bed,parking,garden,petfriendly
Room

Luxury cottage by the sea/golf course, harbour, 5 bed,parking,garden,petfriendly

10.0 out of 10, Exceptional, (112)
"We loved it, gorgeous house, we’re already talking about rebooking for next year! "
Luxury cottage by the sea/golf course, harbour, 5 bed,parking,garden,petfriendly
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, (225)
"Perfect location for us, the cottage is very well equipped with lots of games and dvds. The garden is enclosed so we weren’t worried about the dog getting out. "
Family and pet friendly converted barn in a peaceful rural setting
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.

9.4 out of 10, Exceptional, (3)
"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
Listed Stone Built Folly with original gothic features
Exterior

Listed Stone Built Folly with original gothic features

10.0 out of 10, Exceptional, (168)
"This place is even more beautiful and unique than the pictures! We had an incredible stay here and really loved the location, wildlife and surroundings. Very clean and well kept, tastefully decorated and made for an unforgettable visit. Would love to come back one day!"
Listed Stone Built Folly with original gothic features
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.
Craven Garth Cottages
Exterior

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (41)
"Phenomenal experience from arriving to going home, nothing was to much to ask, the cottage and amenities are amazing, we got engaged here and it was the perfect setting for it."
Craven Garth Cottages
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
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 cottage was great everything we needed , lovely and cosy, great location just a short walk and in middle of town ."
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.
Cottage With Amazing Views of the North York Moors
Miscellaneous

Cottage With Amazing Views of the North York Moors

3.0 star property
Cottage With Amazing Views of the North York Moors
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.
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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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, (112)
"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
Listed Stone Built Folly with original gothic features
Exterior

Listed Stone Built Folly with original gothic features

10.0 out of 10, Exceptional, (168)
"This place is even more beautiful and unique than the pictures! We had an incredible stay here and really loved the location, wildlife and surroundings. Very clean and well kept, tastefully decorated and made for an unforgettable visit. Would love to come back one day!"
Listed Stone Built Folly with original gothic features
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.