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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 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, (110)
"Really enjoyed our recent stay in Whitby.Communication with Hilda was great - the house had everything we needed and is in a good central location."
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, (83)
"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 425
AED 501 total
includes taxes & fees
13 Apr - 14 Apr
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)
"After been there twice the communication is poor both times I questioned if there was an iron and nothing so I had to buy one "
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, (27)
"We booked two barns to celebrate New Year and my retirement with family. It was a really large space for us all. We had a great stay. Only downside was the barns need a bit of updating. Otherwise perfect for us 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, (112)
"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 449
AED 598 total
includes taxes & fees
14 Apr - 15 Apr
Host Stay The Lobster Pot
Host & Stay | Captain's Retreat
Exterior

Host & Stay | Captain's Retreat

8.8 out of 10, Excellent, (3)
"👍"
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)
"Lovely house with enclosed garden for our dog. Fridge and freezer needed a good clean and the cups needed replacing ( cracked and badly stained). Otherwise all was good!"
Host & Stay | Montrose View
Host & Stay | Harbour Cottage
View from property

Host & Stay | Harbour Cottage

9.0 out of 10, Wonderful, (2)
"Newly refurbished to high standard. Being a 3 storey cottage space can be an issue and open plan steep stairs may be a problem for some. Location excellent. Would return."
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, (1)
"I stayed recently and it was everything I needed it to be quiet and clean. Host were friendly "
The price is AED 167
AED 386 total
includes taxes & fees
18 Apr - 19 Apr
Supreme private room
Host Stay Penny Farthing Cottage
House | 2 bedrooms, iron/ironing board

Host Stay Penny Farthing Cottage

3.0 star property
The price is AED 753
AED 1,051 total
includes taxes & fees
21 Apr - 22 Apr
Host Stay Penny Farthing Cottage
Host & Stay | Burnsyde Beach House
Interior

Host & Stay | Burnsyde Beach House

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.
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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, (52)
"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.
Malton Central Apartments
Miscellaneous

Malton Central Apartments

3.0 star property
8.8 out of 10, Excellent, (28)
"We had a short break away over the new year "
Malton Central Apartments
Listed Stone Built Folly with original gothic features
Interior

Listed Stone Built Folly with original gothic features

10.0 out of 10, Exceptional, (169)
"Fabulous stay in this unique folly! it was lovely to see the sea and horses from the windows each day and there was plenty of activities to keep the children entertained close by - especially finding sea glass treasure on the local beaches."
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.