House Sitting in Chesterfield

Find a loving house sitter to look after your pets and your home.

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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%.

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Sitter Profile Image: Fabiana L.
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Fabiana L.
£45
total per night
5.0 out of 5 stars
12 reviews
6 repeat pet owners
15 years of experience
Chesterfield, S40

I can wholeheartedly recommend Fabiana and her partner Mateo for dog/ house sitting. We are always nervous about leaving our dog when we go away but they stayed in our home and ensured that he was properly looked after whilst we were away; they even worked their shifts together to give him his usual number of daily walks and not disrupt his routine. We will definitely ask Fabiana first before we go anywhere else. Thank you so much for the videos, updates and peace of mind!!!

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Nicola M.
Sitter Profile Image: Jill B.
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Jill B.
£59
total per night
5.0 out of 5 stars
15 reviews
2 repeat pet owners
35 years of experience
Dronfield, S18

Jill was great with Ruby. Ruby really settled in with her and was sad when she left! Jill kept us updated with how she was and what they were doing which was great to see everything was going well for the both of them.

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Ellis G.
Sitter Profile Image: Sue T.
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Sue T.
£27
total per night
5.0 out of 5 stars
11 reviews
2 repeat pet owners
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: Yvonne W.
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Yvonne W.
£23
total per night
5.0 out of 5 stars
5 reviews
50 years of experience
chesterfield, S44

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: Maisie W.
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Maisie W.
£39
total per night
5.0 out of 5 stars
1 review
4 years of experience
Dronfield, S18

About: I have been around dogs my whole life. I have 2 cats and a dog currently. I got my dog 4 years ago. I trained him from a puppy. I have a level 3 degree in animal management and also volunteering experience in a vets practice. I have a massive heart for all animals big or small. I am currently working part-time so have plenty of time to look after all pups and kittens. I will work my pet sitting around my hours at work but since I only work part time I have loads of time to spare. I take my dog for walks everyday but due to him loving his sleep he sleeps most of the day. Due to me not offering pet sitting in my home. I will feed, sit, play and walk dogs and cats from the comfort of owners homes. Since being around dogs and carts nearly my whole life I have loads of experience of how to properly take care of animals.

Sitter Profile Image: Nicola R.
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Nicola R.
Star Sitter
£58
total per night
5.0 out of 5 stars
44 reviews
24 repeat pet owners
4 years of experience
Chesterfield, S40

About: Daycare schedule Wednesdays- Fully booked for day care, please enquire separately for this day if adhoc. Monday, Tuesday , Thursday and Friday if unavailable please enquire if adhoc as could be a busier day and I can see what I can do. 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. Doggy daycare with a hint of boarding for your pooches. My Italian greyhound has the sweetest friendliest temperament which calms new dogs on their first visit especially those that are anxious to new places. I have daycare dogs most days who are all treated like my own, they have run of the house and garden and are all calm and friendly in temperament and I wish I could adopt them all. 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. Plenty of treats walks and attention. I always do a meet and greet and I am happy to do free trial hours for those doggy’s that need a little extra to be reassured they’re in a safe space. Check out my photos, for more insight, they’ll be spoilt rotten. Dogs truly are a hoomans best friend. Im 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: Jordan G.
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Jordan G.
£58
total per night
5.0 out of 5 stars
7 reviews
20 years of experience
Chesterfield, S42

I decided to try housesitting as my cat has struggled with my previous arrangements during holidays. I was very nervous about it as I’ve never used a house-sitter before. I’m so glad I found Jordan and booked him. He was wonderful. Jordan took very good care of the house and made sure my cat was happy. I received lots of updates and pictures which gave me enormous peace of mind. My cat had a lovely time hanging out with Jordan and was sad when he left! I wouldn’t hesitate to recommend Jordan or book him again in the future 😊

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Kate S.
Sitter Profile Image: Nicky B.
Nicky B.
£45
total per night
5.0 out of 5 stars
2 reviews
1 repeat pet owner
12 years of experience
Chesterfield , S41

About: I work part time for a Peak District bookshop and have a background in education and theatre. I’ve owned and cared for cats all my life and currently we have three gorgeous furry delights at home called Arthur, Mabel and Enid. As I am semi-retired, I now have plenty of time to care for your pet. I am available at short notice and can work flexibly. I take a pride in respecting your home. I work cleanly and make sure that your pet feels safe and secure in their home and in my company. I listen carefully to owners’ requests and abide by your pet’s routine. I’m also happy to water plants and put out your bins.

Sitter Profile Image: Jack W.
Identity Verified
Jack W.
£56
total per night
20 years of experience
Dronfield, S18

About: I’m a warm, friendly and reliable pet sitter, and together with my partner Lauren, we offer caring and dependable pet sitting for animals of all ages and personalities. As pet owners ourselves, we understand how important it is to find someone you can truly trust to care for your pets and keep them happy, safe and comfortable while you’re away. Having rescued my own dog in the past, Lily, I know how much patience, trust and gentle care can mean to a pet. Through helping with her training, building her confidence and understanding her individual needs, I’ve developed a calm and compassionate approach to animal care. Together, Lauren and I take the time to get to know each pet’s personality, routine and needs so we can make them feel settled and well cared for. Whether your pet enjoys playtime, quiet companionship, sticking to a familiar routine or needs a little extra patience and reassurance, we always adapt our care to suit them. We’re especially understanding with young pets who are still learning, as well as older pets who may need a softer, more attentive approach. Pet care fits really naturally into my daily and weekly routine because I run my own business, so I have a flexible schedule and can plan my time around the pets I’m caring for. This means I’m able to offer visits, walks, and sitting at times that work best for each pet and their owner. My partner Lauren also helps with sitting and works remotely, so together we’re able to be really flexible and make sure pets get plenty of care, company, and attention throughout the day. We love creating a calm, caring environment and tailoring our service to suit each pet’s individual routine and needs. We offer pet sitting in the pet’s own home, as we find this is where they feel most comfortable, settled, and secure. Staying in their familiar surroundings helps keep their routine as normal as possible and can make the whole experience much less stressful for them. We always take the time to get to know each pet’s usual routine, from feeding and walks to playtime, rest, and any little habits that help them feel at ease. Our aim is to make sure they feel safe, happy, and well cared for while you’re away, with plenty of attention, reassurance, and love.

Sitter Profile Image: Sophie S.
Identity Verified
Sophie S.
£45
total per night
5.0 out of 5 stars
3 reviews
9 years of experience
North Wingfield, S42

About: I have looked after many animals of different types, own pet care business owner. Love how you never feel lonely with a dog around, how they love you for you. I have experience with reactive dogs and giving medication to dogs. I am quite flexible but do have anotjer PT job, I do have someone who I ask to help me out if I'm stuck. Your pets may also get to meet my cute little dog, Willow. The best way to check availability is to send a message. Thank you In a pets own home I try to keep within their usual routine. There will be some time spent on their own. They will be looked after, loved and fussed making sure your pooch or cat stay happy.

Sitter Profile Image: Haley S.
Identity Verified
Haley S.
£39
total per night
5.0 out of 5 stars
2 reviews
29 years of experience
Sheffield, S17

About: Dogs have always been a huge part of my life. I grew up on a farm, have had big dogs my whole life, from puppy to senior age and currently have a happy, well-trained Dalmatian who I raised from a puppy. I love exploring the Peak District and giving dogs the exercise, attention, and stimulation they need. With my own car and flexible routine, I’m always ready for walks, countryside adventures, and making sure your dog feels safe and cared for, as if they are a part of my family! As a university student, I have a flexible schedule that allows me to dedicate plenty of time and attention to pet care throughout the week. I enjoy staying active and getting outdoors, so dog walks and spending time with pets fit naturally into my daily routine. I’m able to be flexible with timings and make sure dogs get the exercise, attention, and care they need. I live in the quiet community of Dore, that has easy accessible walking paths and parks. My flat is the end of a cul-de-sac and has a garden and large car park for quick pee breaks. My flat is very spacious and with plenty of open play space!

Sitter Profile Image: Sam K.
Identity Verified
Sam K.
£28
total per night
12 years of experience
Chesterfield, S41

About: I've had pets all my life from growing up with dogs to now owning 4 cats, 2 dogs and 8 puppies. I like to think that myself and animals have a special bond and I do my upmost best to take care of any animal in my presence. Although I have no formal qualifications I do have passion and an unconditional love for our furry friends I'm currently working part time so my availability will be quite high to be able to look after your beloved pets. Just give me a try I have a fenced garden however I cannot offer boarding or sitting at my home currently as one of my dogs is not a fan of other dogs due to her early upbringing (not by me, we are currently working on this

Sitter Profile Image: Chris J.
Identity Verified
Chris J.
£34
total per night
5.0 out of 5 stars
4 reviews
15 years of experience
Dronfield, S18

About: Looked after friends and family dogs for 15 years.Take my brothers cockerspaniel out for a 5 mile walk 5 days a week while he is at work and I'm a retired Fireman. Been a member of Trusted housesitter for around 6 years where I have a 5 star review for the 6 sits I have done. On this site I don't get payed anything and therefore becoming quite expensive for me when you consider petrol etc. As I am retired I can fit a sit into my schedule unless I'm on holiday. so long as I'm given plenty of notice I could be available. In a pet owners home I will follow the owners instructions on the need of the dogs. My house has an enclosed back garden and I'm near the peak district for walks

Sitter Profile Image: Isabel H.
Identity Verified
Isabel H.
£39
total per night
5.0 out of 5 stars
15 reviews
2 repeat pet owners
6 years of experience
Chesterfield, S41

About: Have grown up with dogs, cat and horses so lots of experience with all. Currently a 2nd year vet student so flexible schedule to be able to look after your fur babies as if they are my own whether you are just busy with work or going away on holiday. I am currently a 1st year vet student so have a flexible schedule week on week whether that be just going for a toilet break/walk visit or being able to fully care for your pet. I have a small/medium sized well fenced garden. there are no other animals in the home - just me and my dog loving other half.

Sitter Profile Image: Katie F.
Identity Verified
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: Jessica T.
Identity Verified
Jessica T.
£45
total per night
1 repeat pet owner
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: Gabrielle W.
Identity Verified
Gabrielle W.
£23
total per night
5.0 out of 5 stars
10 reviews
2 repeat pet owners
15 years of experience
Sheffield, S8

About: I have been dog and cat (as well as other pets too) for 5 years now. This started as a passion for my love for animals & studying an animal related degree! I had great danes most of my life so big dogs are not a problem! And currently have 1 little cat who loves dogs & can be separated away if your dog isn’t a cat lover! I’m currently working full time but I am very flexible to fit around both mine and your schedules - never hesitate to ask more questions! I live in a detached house with a large garden & lots of green spaces super close to the peaks so your pets will have plenty of place to play & feel at hkme

Sitter Profile Image: Abigail R.
Identity Verified
Abigail R.
£56
total per night
12 years of experience
Chesterfield, S44

About: I’ve had dogs and small animals all my life, I also have a level 3 BTEC Deploma in animals management and was chosen for a two week work experience trip in St Lucia where I worked in stables and a dog shelter as well as learning from locals about how they do there part to protect wildlife, as well as this I also did a two year work experience at Matlock farm park where I working with both large and small animals including alpacas, wallabies, sheep, goats, meerkats, rabbits and guinea pigs. I’m currently a second year university student studying zoology and conservation at Bangor University and I’ve just been to Florida as part of my studies looking at conservation and land management across different habitats. I’m currently at university so while im off for Easter and summer break I would be free all day to sit for you pets and give them lots of attention and play time. Before pet sitting I’d ask you about your pets temperament and daily routine as well as any medical conditions and medication as well as dietary requirements. I’d also check to make sure that any outdoor areas are safe and sucure. If walks are permitted I’ll ask how far they like to walk and which routes they like to go on.

Sitter Profile Image: Constance M.
Identity Verified
Constance M.
£50
total per night
5.0 out of 5 stars
30 reviews
9 repeat pet owners
10 years of experience
Sheffield, S12

Constance helped with cat sitting over 4 days. She sent me daily updates as requested, and when we returned home, the kitties were happy and well looked after. The home was also kept in a lovely condition too. We appreciate your kindness Constance and we will be booking your services again! 🌟 thank you.

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Rio C.
Sitter Profile Image: Sophie B.
Identity Verified
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.

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Over 65
pet owners in Chesterfield have booked house sitting

Chesterfield pet owners share their Rover experiences

1 / 1
5.0 out of 5 stars

I decided to try housesitting as my cat has struggled with my previous arrangements during holidays. I was very nervous about it as I’ve never used a house-sitter before. I’m so glad I found Jordan and booked him. He was wonderful. Jordan took very good care of the house and made sure my cat was happy. I received lots of updates and pictures which gave me enormous peace of mind. My cat had a lovely time hanging out with Jordan and was sad when he left! I wouldn’t hesitate to recommend Jordan or book him again in the future 😊

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Kate S.
House Sitting
5.0 out of 5 stars

Our dog was happy and relaxed when we got home and the house was tidier than before we left. Obviously - dog people. We are happy to recommend without reservation.

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Georgia N.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Kirsty was amazing with our cats. She was friendly and attentive and genuinely cared about them. Some of our cats are quite timid so we weren’t expecting them to be seen at all but Kirsty was patient with them and they even took some treats from her 🩷 her updates were frequent and made us feel much better about leaving them. Would recommend to anyone and will be asking her back!

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Katie S.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

I can wholeheartedly recommend Fabiana and her partner Mateo for dog/ house sitting. We are always nervous about leaving our dog when we go away but they stayed in our home and ensured that he was properly looked after whilst we were away; they even worked their shifts together to give him his usual number of daily walks and not disrupt his routine. We will definitely ask Fabiana first before we go anywhere else. Thank you so much for the videos, updates and peace of mind!!!

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Nicola M.
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 3
repeat pet owners for house sitting

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chesterfield on Rover as of Jun 2026 was about £30 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customise your booking to suit your needs.

As of Jun 2026, there are 910 house sitters in Chesterfield. You can filter, sort, expand your radius, read reviews and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass an identity verification for you and your house’s safety.

Rover makes it easy to get in touch with multiple house sitters about your booking. Typically, 86% of Chesterfield house sitters respond in under an hour.

House sitters with repeat pet owners have an average of 3 repeat pet owners. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience and number of repeat pet owners when you compare house sitters in Chesterfield.

Going away? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chesterfield house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet owners on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass an identity verification before offering their services. You can also easily keep in touch with your house sitter via messages on Rover for delightful photo updates. The Rover team is available 24/7 and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, you can rest assured that your pet is covered by the Rover Guarantee reimbursement programme for eligible veterinary care.