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

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

9.8 out of 10, Exceptional, (106)
"A great holiday home in a perfect central location. Bigger than expected which was a nice surprise with a gorgeous bathroom. Warm & cosy with plenty of hot water for baths & showers. Lots of original features and a secret little outside hideaway sun trap at the back perfect for a morning cuppa. Easy to unload luggage despite being such a narrow one way road and lovely and clean through out. Can highly recommend. The constant contact with the friendly host was reassuring and the surprise early...
Cottage in the centre of Whitby - beautiful coastal and Abbey views

Beachfront Aparthotel, Seaview Apartment with free parking #2

The price is AED 411
AED 485 total
includes taxes & fees
5 Mar - 6 Mar
Beachfront Aparthotel, Seaview Apartment with free parking #2

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

Belmont House . Self catering coastal holiday home . North Yorkshire Coast ⚓

9.0 out of 10, Wonderful, (39)
"Exciting weekend in Staithes, walking along the coastal path / exploring the village / eateries"
Belmont House . Self catering coastal holiday home . North Yorkshire Coast ⚓

Standard Double and Bunk Bed, Ensuite

Standard Double and Bunk Bed, Ensuite

Host & Stay | Silton Hall

8.0 out of 10, Very Good, (5)
"We loved everything about this property! It was perfect for our large group. The pool was a huge hit. The rooms and bathrooms were brilliant and perfectly stocked with bedding and towels "
Host & Stay | Silton Hall

Highly appointed pet & family friendly cottage with private parking & garden.

10.0 out of 10, Exceptional, (15)
"Had a lovely time in your cottageGreat garden for the dog and a cosy cottageTwo great pubs nearbyClose to Whitby and Staithes "
Highly appointed pet & family friendly cottage with private parking & garden.

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

Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

10.0 out of 10, Exceptional, (70)
"This was just perfect! The house was well stocked including the kitchen and the location could not have been better. It was so lovely just to walk through the church yard to the pub for dinner. I would highly recommend and we will def. be back!!"
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,

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

Stylish 2-Bedroom, Sleeps 5, 10min walk to Durham City Center, Laundry & Parking

10.0 out of 10, Exceptional, (2)
"Lovely property just as described,very clean and quiet. Great communication throughout our booking. I would definitely recommend staying here. "
Stylish 2-Bedroom, Sleeps 5, 10min walk to Durham City Center, Laundry & Parking

No. 10 West End Osmotherley

9.6 out of 10, Exceptional, (40)
"Great location, excellent place to stay. Couldn't be happier. Would consider staying there again if in the area. Only thing we could have done more of is kindling for the fire but that's a very, very minor thing compared to all the many positives"
No. 10 West End Osmotherley

Host Stay The Railway Cottage

2.5 star property
Host Stay The Railway Cottage

Host Stay Harbour Cottage

2.0 star property
2.0 out of 10, (1)
"Cottage was ok but after booking through hotels.com I was contacted by Host & Stay and advised I had to pay an additional fee for a damage waiver. Alternatively I could pay a deposit but they take an admin fee so you don’t get the full amount back plus they state they may take 14 days to refund."
Host Stay Harbour Cottage

Swales cottage, Quiet contemplation

9.6 out of 10, Exceptional, (11)
"This cottage is located perfectly. The walk down to the front is about 7/8 mins. There are shops all around and plenty of places to eat. The cottage is away from the hustle and bustle, is very well equipped and the beds are so comfy. We had an amazing weekend and will definitely be booking to stay here again. "
Swales cottage, Quiet contemplation

Host Stay Penny Farthing Cottage

3.0 star property
Host Stay Penny Farthing Cottage

Stockton Road Professional Let

5.0 out of 10, (2)
"Lovely house with everything we needed! (except toilet paper) We loved the beach 15 min away. Communication with host was late.."
Stockton Road Professional Let

Host Stay Fawcett Cottage

3.0 star property
Host Stay Fawcett Cottage

Host Stay Princess Place Townhouse

3.0 star property
Host Stay Princess Place Townhouse

Host Stay Hope Cottage

2.5 star property
8.0 out of 10, Very Good, (1)
"Loved our stay very clean and cosy ! Best bed ever and beautiful inside from top to bottom. Close to centre 10 min walk perfect Maybe leave a small Complementary gift relevant to the area biscuits maybe As most hotels do this, also needs a full length mirror upstairs rather than in the bottom of the stairs only one very small mirror in second bedroom But other than that we had a fantastic stay "
Host Stay Hope Cottage
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

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

9.8 out of 10, Exceptional, (106)
"A great holiday home in a perfect central location. Bigger than expected which was a nice surprise with a gorgeous bathroom. Warm & cosy with plenty of hot water for baths & showers. Lots of original features and a secret little outside hideaway sun trap at the back perfect for a morning cuppa. Easy to unload luggage despite being such a narrow one way road and lovely and clean through out. Can highly recommend. The constant contact with the friendly host was reassuring and the surprise early...
Cottage in the centre of Whitby - beautiful coastal and Abbey views

Whitby Bridge Luxury Apartments

3.5 star property
8.2 out of 10, Very Good, (12)
"Had a good time apartment could benefit with a mirror near plug sockets "
The price is AED 385
AED 462 total
includes taxes & fees
5 Mar - 6 Mar
Whitby Bridge Luxury Apartments

Glendevon Cottage - SPRING BREAKS Enjoy 2-Night Stays

9.6 out of 10, Exceptional, (138)
"Just had a 3 night stay. The cottage is very well located with the sea and pub within a few yards away. Anne (the host) was very responsive and provided all details. The cottage was actually better than the pictures do it justice, new sofa and decor etc - Welcome pack was a nice touch and would definitely stay again."
Glendevon Cottage - SPRING BREAKS Enjoy 2-Night Stays
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.