Search Cottages in Middlesbrough

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 1729 Cottages in Middlesbrough with updated reviews, rates, and availability.

Glendevon Cottage - 2-Day Breaks Available Throughout the Summer
Property grounds

Glendevon Cottage - 2-Day Breaks Available Throughout the Summer

9.6 out of 10, Exceptional, (141)
"Lovely stay in cosy cottage by the sea."
The price is AED 416
AED 494 total
includes taxes & fees
12 May - 13 May
Glendevon Cottage - 2-Day Breaks Available Throughout the Summer
Family and pet friendly converted barn in a peaceful rural setting
Outdoor dining

Family and pet friendly converted barn in a peaceful rural setting

9.8 out of 10, Exceptional, (236)
"This is our second year staying at Christmas. It’s great location for Sandsend and Whitby. The house itself is warm well equipped and spacious for the whole family to stay. We love staying here as a family and will be returning again throughout the year."
Family and pet friendly converted barn in a peaceful rural setting
Rainbow Cottage - A home from home in the heart of Whitby
Beach

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

9.6 out of 10, Exceptional, (118)
"Lovely stay. The cottage was just what we expected when we arrived as the online listing is very accurate. The location of the cottage is the biggest plus, but it is also appreciated that the owners are generous in providing all the little extra things within the cottage to help you make the most of your time away. "
Rainbow Cottage - A home from home in the heart of Whitby
Lockton Cottage
Cottage | Interior

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
Demeter Holiday Cottage
Beach nearby

Demeter Holiday Cottage

2.0 star property
9.6 out of 10, Exceptional, (4)
"From start to finish this was a great stay. Would highly recommend staying here as a base for seeing Whitby as well as all of the fossil hunting tours in the area. "
Demeter Holiday Cottage
Listed Stone Built Folly with original gothic features
Miscellaneous

Listed Stone Built Folly with original gothic features

10.0 out of 10, Exceptional, (169)
"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
Craven Garth Cottages
Valley view

Craven Garth Cottages

3.0 star property
9.4 out of 10, Exceptional, (42)
"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
Laburnum Cottage. Long enclosed dog friendly garden leading to the beck.
Property grounds

Laburnum Cottage. Long enclosed dog friendly garden leading to the beck.

10.0 out of 10, Exceptional, (3)
"Ideally placed cottage with all the things you need ie soap washing up liquid t towels all the plates and glasses you need etc a home from home that welcomed our dog too. Fantastic enclosed garden lovely and warm cottage with a great shower"
Laburnum Cottage. Long enclosed dog friendly garden leading to the beck.
Clarence Cottage
Cottage, Private Bathroom | 2 bedrooms

Clarence Cottage

4.0 star property
10.0 out of 10, Exceptional, (14)
"Excellent stay "
The price is AED 612
AED 734 total
includes taxes & fees
11 May - 12 May
Clarence Cottage
2 bedroom accommodation in Grosmont, near Whitby
2 bedrooms, WiFi, bed sheets

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
Magnolia Cottage
Cottage | Interior

Magnolia Cottage

3.0 star property
10.0 out of 10, Exceptional, (2)
Magnolia Cottage
Nestled in the small village of Ruswarp, just up river from the seaside resort of Whitby.
3 bedrooms, WiFi, bed sheets

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

9.6 out of 10, Exceptional, (4)
"Wonderful stay, right next to the railway. Great location for Whitby and the surrounding areas. Will certainly stay again."
Nestled in the small village of Ruswarp, just up river from the seaside resort of Whitby.
Middlehead Cottages at Cropton Forest
BBQ/picnic area

Middlehead Cottages at Cropton Forest

3.0 star property
10.0 out of 10, Exceptional, (35)
"Our stay here was fantastic. The cottage was clean, spacious, clean, and well equipped. The staff was very attentive, beginning with precise directions to get there and continuing throughout our stay. The hot tub was great and we had a couple clear nights for star gazing. We highly recommended Middlehead Cottages!!"
Middlehead Cottages at Cropton Forest
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
Property grounds

The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave

8.0 out of 10, Very Good, (13)
"Clean, well presented "
The price is AED 367
AED 445 total
includes taxes & fees
2 May - 3 May
The Paddock - Sleeping 2 - B & B Yarm double bed en suite /fridge/microwave
Stoney Nook Cottage
2 bedrooms, desk, iron/ironing board, travel crib

Stoney Nook Cottage

9.0 out of 10, Wonderful, (4)
"The cottage had been beautifully renovated and was located centrally in the old district of town. A couple of small things would have improved the stay-the stairs to the second storey were steep and a bannister rail would have been appreciated, several basic supply items were lacking- no tea bags or fire lighters to light the kindling and wood supplied, and the heating automatically turned off after short periods and not all heaters appeared to be working. Otherwise we enjoyed our stay."
The price is AED 440
AED 519 total
includes taxes & fees
13 May - 14 May
Stoney Nook Cottage
1 bedroom accommodation in Whitby
Cookware/dishes/utensils

1 bedroom accommodation in Whitby

9.4 out of 10, Exceptional, (14)
"Lovely property, it had everything we needed and more. Thoughtful touches made it feel welcoming, easy to find, good access and perfect location. Would definitely recomend staying here, thoroughly enjoyed our stay, thank you."
1 bedroom accommodation in Whitby
Ingleby Barn - 27946
Fridge, microwave, highchair, cookware/dishes/utensils

Ingleby Barn - 27946

9.2 out of 10, Wonderful, (10)
Ingleby Barn - 27946
2 bedroom accommodation in Skinningrove
Onsite parking

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
Withnail's Hideaway - UK43429
Property grounds

Withnail's Hideaway - UK43429

Withnail's Hideaway - UK43429
The Haybarn - UK42935
Miscellaneous

The Haybarn - UK42935

The Haybarn - UK42935
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.
Fridge, microwave, oven, dishwasher

Family friendly holiday cottage in the beautiful North Yorkshire countryside.

9.6 out of 10, Exceptional, (54)
"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.
Whitby Bridge Luxury Apartments
Exterior

Whitby Bridge Luxury Apartments

3.5 star property
7.8 out of 10, Good, (13)
"Fantastic location, apartment well equipped, quality bed linen and towels "
The price is AED 608
AED 729 total
includes taxes & fees
5 May - 6 May
Whitby Bridge Luxury Apartments
Malton Central Apartments
Miscellaneous

Malton Central Apartments

3.0 star property
8.8 out of 10, Excellent, (29)
"Again, another great stay and would highly recommend"
Malton Central Apartments
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.