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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

Browse Select Middlesbrough Holiday Homes

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, (113)
"A big, spacious and very substantial house rather than a cottage. Full of character and old charm. Located in the very centre of Whitby so close to anywhere you want to go. It’s a cobblestoned street, narrow, quirky and full of history. Only one inconvenience was lack of outside parking.You can unload your luggage in front of the house and the host supplies a parking pass so you can park free at nearby car park.However the pass doesn’t warrant a space. I supposed it’s something you need to put...
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)
"We stayed here with the in laws and our 2 young children for 5 nights. There was plenty of space for the 6 of us and lots to do in the surrounding area, mostly accessible by car with a few walks from the village. The host was friendly and communicative but we had total privacy throughout our stay. "
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 £94
includes taxes & fees
1 May - 2 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)
"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 cot, free WiFi

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

9.8 out of 10, Exceptional, (28)
"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, (114)
"Fantastic stay"
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 £125
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)
"👍"
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

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 cot, 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 "
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 £220
includes taxes & fees
5 May - 6 May
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.
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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, (54)
"Great property in a lovely location. Well equipped with very comfy beds. "
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)
"Had a good time apartment could benefit with a mirror near plug sockets "
The price is £149
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)
"We had a short break away over the new year "
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.