House Sitting in Chesterfield

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Top-rated Chesterfield house sitters

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 15%.

1 / 1
Sitter Profile Image: Meg B.
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Meg B.
Star Sitter
£34
total per night
5.0 out of 5.0 stars
13 reviews
2 repeat pet owners
6 years of experience
Chesterfield, S40

Meg was absolutely brilliant with our dog Winnie! Winnie is generally a nervous dog with separation anxiety and Meg was so patient and understanding and Winnie quickly warmed to her which was so nice to see. Would definitely recommend Meg for dog sitting!

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Sophie W.
Sitter Profile Image: Nathalie C.
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Nathalie C.
Star Sitter
£34
total per night
5.0 out of 5.0 stars
69 reviews
20 repeat pet owners
40 years of experience
Sheffield, S8

Lottie loves Nathalie and is very happy to be left in her care. She gets lots of attention and affection from her and is very tired when we return 😬

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Karen K.
Sitter Profile Image: Sue T.
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Sue T.
£27
total per night
5.0 out of 5.0 stars
5 reviews
28 years of experience
Chesterfield, S40

Sue is THE BEST. She cares so much about my dog that I don't have a worry in the world leaving him with her. Sue is caring, thoughtful, warm and friendly. I would recommend Sue to anyone looking for someone to leave their precious pets with - you're in more-than-safe hands. We'll have Sue back any time we are away in the future! Thank you ever so much, Sue xxx

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Lissy K.
Sitter Profile Image: Fabiana L.
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Fabiana L.
£45
total per night
5.0 out of 5.0 stars
11 reviews
6 repeat pet owners
15 years of experience
Chesterfield, S40

I was nervous about leaving Reggie, Ronnie and Charlie with a new sitter having had the same one for seven years but Fabiana was brilliant. I had regular photos and videos of my boys and Fabiana kept me updated with their antics. My house was clean and tidy when I arrived home too. I would definitely recommend Fabiana and I certainly book her again.

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Karen P.
Sitter Profile Image: Debbie m.
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Debbie m.
£27
total per night
50 years of experience
Chesterfield, S41

About: We’ve had pets all our lives, dogs, cats, rabbits and other small animals. We’ve rescued dogs and cats and had large strong dogs including Husky and mastiff x We are both self employed and working in a part time basis, drivers and we are both happy to travel and work at times that suit you. We will care for your loved pets following your wishes and their needs. We would ensure their needs are being met. Years of experience and time available will allow us to be the most caring of sitters, walkers, watchers or whatever you need.

Sitter Profile Image: Charlotte B.
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Charlotte B.
£28
total per night
5.0 out of 5.0 stars
3 reviews
6 years of experience
Chesterfield, S44

Thank you so much for looking after our babies they were both happy when we got home and the house was lovely and tidy too. We got updates daily and pictures. I would definitely use Charlotte again

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Karina J.
Sitter Profile Image: Nicola R.
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Nicola R.
Star Sitter
£58
total per night
5.0 out of 5.0 stars
33 reviews
20 repeat pet owners
4 years of experience
Chesterfield, S40

About: I'm a dog person, I enjoy being in the company of dogs and I’ve had dogs my whole life. I would have a clan of dogs if I could. But for now this is the next best thing. I will treat your dog like they are part of the family they won’t know you’ve gone. Check out my photos, for more insight, they’ll be spoilt rotten. Dogs truly are a hoomans best friend. I’m always in and my partner works from home, we are very flexible and always at home. My dog loves company and has the friendliest temperament. She’s in her element when she has a friend. She does like to get up for a loo break 5am sometimes earlier most mornings so this is something we are used to for the smallest 🐶. Any dogs that experiences seperation anxiety won’t feel it here. They are never left alone. We have a large garden that needs to be taken advantage of from our fave 4 legged friends and I am flexible to walk your dog to their routine. They will be treated like they are part of the family. All rules you uphold with them will be kept the same e.g allowed on sofa, sleep upstairs, walks at certain times ect.

Sitter Profile Image: Sharon E.
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Sharon E.
£64
total per night
5.0 out of 5.0 stars
15 reviews
4 repeat pet owners
30 years of experience
Chesterfield, S41

Teddy seemed very relaxed with Sharon. From what she said it sounds like he was his usual (slightly mischievous) self, so obviously didn’t miss me too much. Sharon sent lots of photos and updates so I was never worried about him at all while I was away. Thank you Sharon, much appreciated.

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Yvonne F.
Sitter Profile Image: Yvonne W.
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Yvonne W.
£20
total per night
5.0 out of 5.0 stars
3 reviews
50 years of experience
chesterfield, S40

About: I've owned and cared for dogs throughout my life, I was given my first dog at the tender age of 4, and I've also had a couple of cats along the way, one being a large breed, (Maine Coon) I believe all animals deserve to be treated with love and respect., I can administer oral medication as required by the owner., I myself have just recently lost my 2 German shepherds aged 10yrs, whom I adored, my boy sadly went over the rainbow18 mth ago, my girl sadly croosed 3mths ago,, I miss them terribly. I am used to administering ear drops to a big doggy who doesn't like his ears being messed with.as well as oral medications,. also I can massage leg muscles,( self taught) I'm can't bring myself to own any more pets, so a friend told me to try this site out, I work part-time week days, 9am -4pm Monday- Friday, so I'm available Fridays after 4pm till 8.30am Mondays, and also when on I'm holiday myself, I have a large secure back garden, your pets will be treated as my own, they are allowed on my settee, and on my bed,, I don't use crates, so if that's your preference, you would need to supply one,

Sitter Profile Image: Jessica T.
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Jessica T.
£34
total per night
3 years of experience
Glapwell, S44

About: I’ve spent years caring for my three Cocker Spaniels, giving me hands-on experience with a breed that’s energetic, affectionate, and full of personality. From daily walks and grooming to managing routines, training, and lots of playtime, I’m comfortable handling dogs with high energy and big hearts. I know how to keep pups happy, safe, and engaged, and I bring that same level of patience and care to every dog I look after. I’m happy to be available to look after your adorable pets any evening after I finish work as an apprentice at 3pm or on any weekends! Your dog’s safety and comfort are always my top priorities. With years of hands-on experience caring for my three Cocker Spaniels, I’ve learned how to create a calm, structured, and secure environment for dogs of all personalities. I keep a close eye on routines, body language, and comfort levels to ensure every pup feels safe and understood.

Sitter Profile Image: Calli L.
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Calli L.
£22
total per night
13 years of experience
Chesterfield, S43

About: I bought my first dog when I was 15, I bought him up and trained him into the most well behaved boy. 12 years later we’re still exploring new places, spending our weekends finding new walks with a cosy pub at the end 😊 As well as this I also did 3 years studying at an animal management college, so I have a very good knowledge of many animals, what they need and require. I work Monday - Thursday in the office. But Friday - Sunday I’m free to walk your dog or look after them for a weekend 😊 My dog Buddy is very friendly and would love the company, where we live there are many nice walks that I’d love to do with your dog! 🐾 I have a fenced garden. Buddy is very friendly and gets on with most dogs. I can crate your dog if needed (as I crate my dog) and any special requirements they need, such as medicine I can administer.

Sitter Profile Image: Emily G.
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Emily G.
£39
total per night
5.0 out of 5.0 stars
7 reviews
2 repeat pet owners
3 years of experience
Sheffield, S8

Absolute fabulous dog sitter. Dogs felt & looked totally at ease with her. We had No worries while we were away.The extra touches she gave were really nice. Will be using her again without worry & totally recommend

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Malcolm H.
Sitter Profile Image: Katie F.
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Katie F.
£67
total per night
8 years of experience
Chesterfield, S40

About: I’ve been lucky enough to spend my life surrounded by animals of all shapes and sizes – from playful pups and cuddly cats to tropical fish, and even bees! 🐝 Animals have always been a huge part of my world, and caring for them comes naturally to me. I have hands-on experience looking after dogs, cats, and fish. I’ve also trained my own dogs, which means I understand how important patience, consistency, and positive reinforcement are. Whether it’s a puppy learning the ropes, or an older dog who needs a gentler pace, I adapt to each animal’s unique needs. With bees, I’ve learned the importance of calm handling, respect, and attentiveness – skills I bring to all the pets I care for. Safety, trust, and making sure your pet feels comfortable are always my top priorities. Your furry (or finned!) family member will be cared for as if they were my own – with love, attention, and plenty of fun. A Day in My Care 🐾 • Morning Walks (7am – 9am): A refreshing start to the day with plenty of exercise, sniffing, and tail wags. Perfect for dogs who like to burn off energy first thing. Session length can be discussed. • Midday Visits (11am – 2pm): Feeding, toilet breaks, playtime, or a calm walk — tailored to your pet’s routine. • Afternoon Adventures (3pm – 5pm): Shorter walks as welcome as the longer ones, or quieter sessions in the garden depending on your dog’s needs. • Evening Check-Ins (6pm – 8pm): Dinner, toilet breaks, and some quiet companionship to wind down. Your pet’s safety and happiness always come first. I understand how much trust it takes to let someone else care for your furry family member, and I take that responsibility seriously. • Safety: I keep walks controlled, calm, and enjoyable. I only use secure leads and harnesses, avoid unsafe areas, and always pay attention to your dog’s comfort and limits. It’s always good to get to know your dog beforehand so let me know what they’re like both inside and outside, any behavioural quirks or anything else you might think useful. • Trust: Animals respond best when they feel safe and respected. I will take time to get to know your pet’s personality so they can relax and enjoy themselves while you’re away. • Environment: I adapt to your pet’s routine and surroundings to reduce stress and keep things familiar. Walks can be energetic adventures or calm strolls, depending on what your dog needs. You can feel confident knowing your pet will be cared for with patience, consistency, and kindness — as if they were my own.

Sitter Profile Image: Sophie B.
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Sophie B.
£45
total per night
30 years of experience
Dronfield, S18

About: I grew up with horses, dogs and cats and have had my own labradoodle for the past 12 years. I am out walking twice a day every day and would love for others to join us. I house and dog sit multiple times a year for a friend and can assure you that I will look after your dog like they were my own. I run my own small business from home and am at home most of the time. I am out walking in Dronfield and surrounding areas every day. I have very careful and risk averse so always take care when it comes to safety. My garden is secure and free of any hazards.

Sitter Profile Image: Katy G.
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Katy G.
£39
total per night
5.0 out of 5.0 stars
3 reviews
10 years of experience
Brimington, S43

Thank you Katy. Our dogs were looked after very well during our week away. House was also left pristine! We will definitely rebook Katy again. ?

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Carl S.
Sitter Profile Image: Emily S.
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Emily S.
£28
total per night
3 years of experience
Chesterfield, S43

About: I have always been around dogs my whole life! My family have two floofs both are rescues. One is a from Romanian and we believe is a golden doodle and the other is a poodle both have very different characters but ultimately they both loves walks so I am always spending time outside with with! Since moving out of my family home and moving away I have missed being around furry animals. I have always had to ensure they are fed and looked after and also love training them. I try to get exercise every day and most days that mean an hours walk somewhere! So I would love to have a pet to join me I find myself always wanting to be around animals I love there energy. I have a fenced garden so they would be able to run around my garden freely if the dog is slightly more lazy I am also happy to sit with and snuggle on the sofa

Sitter Profile Image: Jade P.
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Jade P.
£28
total per night
20 years of experience
Sheffield, S8

About: I’ve always owned a variety of animals from a young age, this includes both cats and dogs. I wish to continue giving them the best care they deserve I currently work a 4 on 4 off roster in work between the hours of 1pm-1am. I can be available in the mornings before my shifts and at any times required on my days off I have a walled garden with lots of space and a lawn for the animals to play on. We also have toys for them to play with.

Sitter Profile Image: Thomas B.
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Thomas B.
£34
total per night
5.0 out of 5.0 stars
3 reviews
4 years of experience
Chesterfield, S40

About: As a former Royal Marine and current firefighter, I bring a high level of fitness, discipline, and reliability to everything I do—including caring for your dog. I owned two dachshunds for nearly three years, so I understand the responsibility and joy that comes with looking after pets. My shift pattern is four days on, four days off, which means my availability can vary slightly week to week, but I always communicate clearly and show up on time. I’m confident handling dogs of all sizes and temperaments, and I treat every walk as a chance to give your dog a safe, structured, and fun experience. I have just finished my career within the royal marines, and am now waiting for my firefighting training to begin in September. Until then I want to fill my days with walking as many dogs as possible! To both keep my fitness up as well as making new friends In-Home Pet Care: - **Safety First:** I ensure a secure, clean environment free of hazards. - **Routine and Comfort:** I maintain pets' usual routines, including feeding, exercise, and medication schedules, to minimize stress. - **Exercise and Play:** Daily walks, playtime, and mental stimulation tailored to each pet's needs. - **Health Monitoring:** Regular checks for any signs of illness or discomfort, with prompt attention if needed. - **Training and Discipline:** Positive reinforcement techniques to encourage good behavior and obedience. At the Pet Owner's Home: - **Consistent Care:** I follow the pet owner's guidelines for feeding, exercise, and any special requirements. - **Home Security:** Ensuring the home is secure and pets are safe, with regular checks on locks, gates, and surroundings. - **Personalized Attention:** One-on-one time with each pet to build trust and provide companionship. - **Cleanliness:** Maintaining a clean environment, including litter boxes, feeding areas, and any pet-related messes. - **Updates and Communication:** Regular updates and photos to keep owners informed and reassured about their pets' well-being.

Sitter Profile Image: Jordan G.
Identity Verified
Jordan G.
£56
total per night
20 years of experience
Chesterfield, S42

About: Hi, I’m Jordan, a passionate and reliable pet sitter with extensive experience caring for dogs of all ages, sizes, and temperaments. My journey as a pet sitter began through TrustedHousesitters, where I’ve looked after a wide variety of dogs (and other animals) across the UK and internationally. I understand that every dog has its own unique personality and needs, and I take pride in providing loving, attentive care that helps your dog feel safe and comfortable while you're away. I offer in-home dog sitting, which means your pet can stay in their familiar environment, stick to their routine, and enjoy plenty of companionship and affection. I’m calm, observant, and confident in handling everything from energetic pups to more senior dogs who just want a cuddle and a slow stroll. I do not currently offer boarding in my own home, and I’m happy to discuss any specific requirements – including vaccination status and medical needs – during our initial chat. Looking forward to meeting your furry friend! I am happy send the link to my TrustedHouseSitters profile via message, Rover will not let me post it here. I work from home so am completely flexible in my routine and therefore am available every day of the week. I need to keep one eye on my work Tuesday, Wednesday and Thursday mornings and early afternoons, but I am flexible and never have to be in a meeting, so I will always be available. I can work remotely so I also do not need to be at home for this. My partner and I have completed over 50 five-star sits through TrustedHousesitters. We always treat homeowners’ pets and homes with the utmost respect, creating a calm, safe, and loving environment that helps pets feel secure while their owners are away. We follow routines closely, give plenty of attention, and stay mindful of each pet’s individual needs, whether that’s medication, quiet companionship, or energetic playtime. We also keep the home clean, tidy, and secure at all times, treating it as if it were our own. Over the years, we’ve made many wonderful two-legged and four-legged friends, and we’re proud to be sitters that both pets and people can trust. I am happy send the link to my TrustedHouseSitters profile via message, Rover will not let me post it here.

Sitter Profile Image: Mark W.
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Mark W.
£34
total per night
5.0 out of 5.0 stars
4 reviews
1 repeat pet owner
10 years of experience
Sheffield, S12

Mark and his daughter Faith came for a meet and greet. We have a Romanian rescue, 71/2 months old, Faith was really calm around him and he took well to her. We arranged a few hours sit with Faith, again he really took to Faith. She maintained her calmness and really engaged with Varg. We have not seen our rescue this relaxed around a non family human. We will definitely be using Mark and Faith again.

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Zarah C.
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Over 61
pet owners in Chesterfield have booked house sitting

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The median cost per night for house sitting in Chesterfield is £30

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Sitters in Chesterfield average 2
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