A city square with modern buildings, a clock tower, and a sculpture.

Holiday Homes in Middlesbrough

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Middlesbrough holiday homes

A living room with a beige sofa set, a fireplace, a painting, and a chandelier.

1. Pets - Parking - Patio - WiFi - Sleeps 4

Pets - Parking - Patio - WiFi - Sleeps 4
Coundon
The price is £50
includes taxes & fees
27 Sept - 28 Sept
Pets - Parking - Patio - WiFi - Sleeps 4
A stone building with a glass door, surrounded by a wooden fence and a pathway leading to a gate.

2. Central Modern open plan house 3 ensuite bedrooms, dog friendly.

Central Modern open plan house 3 ensuite bedrooms, dog friendly.
Helmsley
10.0 out of 10, Exceptional, (61 reviews)
"A lovely property near to the centre of Helmsley, probably the best place we’ve stayed, thankyou"
United States
Martin H.
Central Modern open plan house 3 ensuite bedrooms, dog friendly.
A cozy living room with a fireplace, a television, and comfortable seating.

3. Host Stay Ailsa Cottage

Host Stay Ailsa Cottage
2.0 star property
Middlesbrough
Host Stay Ailsa Cottage
A modern kitchen with dark cabinets, white countertops, and a wooden dining table.

4. Host & Stay | Gun Gutter House

Host & Stay | Gun Gutter House
Staithes
9.2 out of 10, Wonderful, (9 reviews)
"Cozy little cottage in the heart of beautiful Staithes. The cottage is smart and modern, if a little smaller than the pictures made it look. Communication and check in was easy - parking is abit of an issue if we have young children/dogs etc. "
United States
Ben U.
Host & Stay | Gun Gutter House
A residential area with stone houses, a well-maintained lawn, and various shrubs.

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

Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
Helmsley
10.0 out of 10, Exceptional, (83 reviews)
"Beautiful house in nice quiet surrounding."
Netherlands
Peter
Spacious House 3 ensuite bedrooms, sleeps 6, Centre of Helmsley, Pet friendly,
A building with a sign reading "FLAT WHITE KITCHEN" indicating a dining establishment.

6. Durham Retreat 15 minutes walk from Durham City center.

Durham Retreat 15 minutes walk from Durham City center.
Gilesgate
9.0 out of 10, Wonderful, (16 reviews)
"Spotless well presented property- super clean & v close to town centre. Only stayed a night but was ideal - thanks"
United Kingdom
Carol
The price is £113
includes taxes & fees
7 Oct - 8 Oct
Durham Retreat 15 minutes walk from Durham City center.
A kitchen counter with two potted plants, one in a white pot and another in a shiny metallic pot.

7. Rosa House

Rosa House
Darlington
10.0 out of 10, Exceptional, (1 review)
"The house was clean and organised "
United Kingdom
Roel
Rosa House
A cozy room with a wooden floor, a sofa, a yellow armchair, and a painting on the wall.

8. Host & Stay | Garden Cottage

Host & Stay | Garden Cottage
Gilesgate
9.8 out of 10, Exceptional, (6 reviews)
"Great location, can walk into the town. Good bus service as well. Sun lounge a big bonus."
United States
Andrew M.
Host & Stay | Garden Cottage
A window with horizontal blinds, a view of buildings with red roofs, and a white wall.

9. Host & Stay | Harbour Cottage

Host & Stay | Harbour Cottage
Staithes
5.6 out of 10, (5 reviews)
"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."
United Kingdom
Garry C.
The price is £134
includes taxes & fees
29 Sept - 30 Sept
Host & Stay | Harbour Cottage
An indoor swimming pool with wooden beams, large windows, and lounge chairs.

10. Host & Stay | Silton Hall

Host & Stay | Silton Hall
Northallerton
8.6 out of 10, Excellent, (9 reviews)
"Great house. Plenty of room for all 14 of us! The pool is a fantastic addition. The open fire in the tower living room was wonderful on an evening. Would definitely book again and recommend to friends. "
United States
Ben B.
Host & Stay | Silton Hall
A room with a staircase, a wooden chest of drawers, a wicker chair, and a view of a garden through a glass door.

11. Host & Stay | Princes Road

Host & Stay | Princes Road
Saltburn-by-the-Sea
9.0 out of 10, Wonderful, (14 reviews)
"Close to town and the beach, clean comfortable property"
United Kingdom
Lindsey D.
Host & Stay | Princes Road
A living room with a beige sofa, a white rug, a chandelier, a mirror, and a framed picture of the Colosseum.

12. Home and Away

Home and Away
Eaglescliffe
The price is £118
includes taxes & fees
25 Sept - 26 Sept
Home and Away
A modern living room with a large flat-screen TV displaying the Netflix logo, a glass coffee table, and a vase with flowers.

13. Recently renovated, stylish home + parking! - Pass the Keys

Recently renovated, stylish home + parking! - Pass the Keys
Bishop Auckland
6.0 out of 10, (1 review)
"We only booked for 2 nights and would be out for most of the time. Good location for what we needed. It was comfortable for the time we were there, but I think we might have struggled if we were staying for longer. Marks on the floor which had obviously been attempted to clean - bit of a musty smell but we could live with that. Another comfy chair would be good in the lounge area, especially if there are 4 people staying. Also in the kitchen, the small dining table only seats 2. Kitchen was nice...
United States
Lindsay L.
Recently renovated, stylish home + parking! - Pass the Keys
A house number sign '103 Bewick Crescent' on a gravel wall.

14. Bewick Crescent Serviced Accomodation

Bewick Crescent Serviced Accomodation
3.5 star property
Newton Aycliffe
8.8 out of 10, Excellent, (5 reviews)
"Great location for the Kynren"
United Kingdom
Andrew
Bewick Crescent Serviced Accomodation
A modern kitchen with dark cabinets, a central island with bar stools, and a large window with curtains.

15. Moor Crescent

Moor Crescent
Gilesgate
Moor Crescent
A two-story house with a conservatory, a fenced backyard, and a small lawn.

16. Host Stay Garden Cottage

Host Stay Garden Cottage
2.5 star property
Gilesgate
Host Stay Garden Cottage
A modern living room with a sofa, a coffee table, and a lamp. There are windows with blinds, a radiator, and a plant.

17. 3 Bedroom with Parking, Close to Town Centre

3 Bedroom with Parking, Close to Town Centre
Redcar and Cleveland
3 Bedroom with Parking, Close to Town Centre
A bedroom with a wooden bed, a small wooden desk, a black chair, and a large mirror.

18. Host Stay Burnsyde Beach House

Host Stay Burnsyde Beach House
2.5 star property
Saltburn-by-the-Sea
Host Stay Burnsyde Beach House
A bedroom with a bed, a nightstand, a dresser, and a window with curtains.

19. Headland - House - Sleeps5 - Pet Friendly - Garden

Headland - House - Sleeps5 - Pet Friendly - Garden
3.0 star property
Hartlepool
Headland - House - Sleeps5 - Pet Friendly - Garden
A wooden deck with a hot tub, wicker basket, and outdoor furniture.

20. Host Stay Finch House

Host Stay Finch House
2.0 star property
Middlesbrough
The price is £498
includes taxes & fees
28 Sept - 29 Sept
Host Stay Finch 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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Top Middlesbrough Hotel Reviews

Delta Hotels Durham Royal County

Delta Hotels Durham Royal County

10/10 Excellent
"Room was clean and staff was very helpful. Answered all questions we had and helped us book a ride to the train station."
Katherine 2-night trip
Posted 11 hours ago
Delta Hotels Durham Royal County

Find out more about Middlesbrough

Middlesbrough Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Middlesbrough?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Middlesbrough?

Choose from 911 beautiful holiday homes in Middlesbrough for your getaway.


How much is a holiday home in Middlesbrough?

You can find perfect holiday homes in Middlesbrough for as low as £50 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Middlesbrough?

Find the best deals on Middlesbrough holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Middlesbrough?

There’s no better way to spend your well-earned holiday than in a private, cosy Middlesbrough holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Middlesbrough.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Middlesbrough holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Middlesbrough—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Middlesbrough car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Middlesbrough Holiday Homes information

Number of reviews
185
Accommodation
911 Holiday Homes
Lowest Price
£50
Highest Price
£498

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