Search Vacation Homes 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 1226 Vacation Homes in Middlesbrough with updated reviews, rates, and availability.

Cottage in the centre of Whitby - beautiful coastal and Abbey views
Beach

Cottage in the centre of Whitby - beautiful coastal and Abbey views

9.8 out of 10, Exceptional, (114)
"A lovely cosy cottage . In hind site January probably not the best month to visit . Central position, characterful interior . Host very accommodating. "
Cottage in the centre of Whitby - beautiful coastal and Abbey views
Cottage in village location with lovely views to the Hambleton Hills and White H
Terrace/patio

Cottage in village location with lovely views to the Hambleton Hills and White H

9.8 out of 10, Exceptional, (84)
"The property was lovely, communication was great "
Cottage in village location with lovely views to the Hambleton Hills and White H
Beachfront Aparthotel, Seaview Apartment with free parking #2
1 bedroom, iron/ironing board, WiFi, bed sheets

Beachfront Aparthotel, Seaview Apartment with free parking #2

The price is AED 366
AED 444 total
includes taxes & fees
8 May - 9 May
Beachfront Aparthotel, Seaview Apartment with free parking #2
Host Stay Park View
House | 2 bedrooms

Host Stay Park View

2.0 star property
8.0 out of 10, Very Good, (3)
"Excellent in every way possible. Clean warm and beautiful "
Host Stay Park View
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
7 bedrooms, iron/ironing board, travel crib, free WiFi

Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.

9.8 out of 10, Exceptional, (28)
"Fabulous properties, comfortable surroundings and excellently stocked with everything you could need. Great walks and only 15 minutes drive into York. Great pub on the corner of the street….enjoyed by all!"
Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.
Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner

Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner

10.0 out of 10, Exceptional, (162)
"A very lovely place to stay. Thanks "
Rural peace & luxury near Malton, beautiful barn, stunning views, woodburner
Luxury Barn Nr York with Sauna, ideal for families, friends up to 8 guests
Miscellaneous

Luxury Barn Nr York with Sauna, ideal for families, friends up to 8 guests

10.0 out of 10, Exceptional, (114)
"Beautiful place, and location"
Luxury Barn Nr York with Sauna, ideal for families, friends up to 8 guests
Host Stay The Lobster Pot
Studio | 1 bedroom

Host Stay The Lobster Pot

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great 1 night stay, very friendly host, spotlessly clean. Great location only a few minutes walk to nearest pub. "
The price is AED 461
AED 614 total
includes taxes & fees
6 May - 7 May
Host Stay The Lobster Pot
Host & Stay | Captain's Retreat
Exterior

Host & Stay | Captain's Retreat

8.8 out of 10, Excellent, (3)
"Lovely property great central location"
Host & Stay | Captain's Retreat
Coastal 3-Bed Retreat in the Heart of Whitby
Fridge, microwave, oven, stovetop

Coastal 3-Bed Retreat in the Heart of Whitby

10.0 out of 10, Exceptional, (2)
"Stayed for a long weekend and had a great time. The location was perfect, check in process as easy as it could be and property met all expectation! Would definitely stay again if we are ever re visiting Whitby and would highly recommend for anyone looking for the perfect spot! "
Coastal 3-Bed Retreat in the Heart of Whitby
Private Room with Double Bed and Ensuite
Interior

Private Room with Double Bed and Ensuite

Private Room with Double Bed and Ensuite
Fern Lea, a cosy bungalow with exceptional country views
Fridge, microwave, oven, dishwasher

Fern Lea, a cosy bungalow with exceptional country views

9.0 out of 10, Wonderful, (2)
"We would recommend a holiday at "Fern Lea" in Glaisdale. It is a very well organised and comfortable place to stay, winter or summer. The view from the front of the bungalow, across part of the North York Moors, is truly spectacular on a clear day. When we stayed we had the pleasure of brand new bed linen and towels. On-site parking for two cars is also a welcome advantage."
Fern Lea, a cosy bungalow with exceptional country views
Host & Stay | Montrose View
3 bedrooms, iron/ironing board, WiFi, bed sheets

Host & Stay | Montrose View

9.6 out of 10, Exceptional, (7)
"Stayed here with my wife, and another couple, and their 2 children. Place was perfect for us, very clean, easy parking outside, well equipped kitchen and lovely social area. Great location too"
Host & Stay | Montrose View
Host & Stay | Harbour Cottage
View from property

Host & Stay | Harbour Cottage

7.4 out of 10, Good, (3)
"Would not recommend this property for a family "
Host & Stay | Harbour Cottage
Fauna's Corner
Cottage | Interior

Fauna's Corner

3.5 star property
10.0 out of 10, Exceptional, (2)
"Great cottage. Only a short walk from the town. Quiet setting. Cottage well equipped. Essentials all provided. Would visit again :)"
Fauna's Corner
Host & Stay | Harold Villa
5 bedrooms, iron/ironing board, travel crib, free WiFi

Host & Stay | Harold Villa

10.0 out of 10, Exceptional, (3)
"Beautiful house, perfect for our family of seven and the dog! The house was spotless, everything you would want to enjoy your stay. Photos do not do it justice, it was gorgeous!! Perfect location, walking distance to everything in Whitby. Would definitely stay again. Thank you for an amazing weekend!!"
Host & Stay | Harold Villa
Host Stay The Railway Cottage
House | 2 bedrooms, desk

Host Stay The Railway Cottage

2.5 star property
Host Stay The Railway Cottage
Supreme private room
1 bedroom, iron/ironing board, WiFi, bed sheets

Supreme private room

10.0 out of 10, Exceptional, (2)
"I stayed recently and it was everything I needed it to be quiet and clean. Host were friendly "
The price is AED 171
AED 395 total
includes taxes & fees
1 Jun - 2 Jun
Supreme private room
Host Stay Penny Farthing Cottage
House | 2 bedrooms, iron/ironing board

Host Stay Penny Farthing Cottage

3.0 star property
Host Stay Penny Farthing Cottage
Host & Stay | Burnsyde Beach House
Interior

Host & Stay | Burnsyde Beach House

10.0 out of 10, Exceptional, (1)
"Beautiful house in a perfect location. Would highly recommend, and use again."
Host & Stay | Burnsyde Beach House
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 606
AED 727 total
includes taxes & fees
7 May - 8 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.