House Sitting Chesterfield

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Over 15
pet owners in Chesterfield have booked house sitting

Chesterfield, Find top-rated house sitting

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: Sue T.
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Sue T.
£27
total per night
5.0 out of 5 stars
12 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: Kathryn E.
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Kathryn E.
£34
total per night
4 years of experience
Chesterfield, S40

About: I have experience of looking after 7 golden retrievers at one time. I love walking and have a clean and safe home which is dog friendly. I am not currently working so have lots of free time to look after your pets. I am not available some weekends but am free most days in the week and every other weekend. I am willing to administer any care needed for your dog. I am willing to look after your pet overnight as well as in the day

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: Eleri W.
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Eleri W.
£26
total per night
5.0 out of 5 stars
3 reviews
15 years of experience
Brimington, S43

Eleri is now Sophie's best pal. She looked after her so well, very respectful of my flat, gave loads of updates about Sophie and was a pleasure to work with.

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Nicole A.
Sitter Profile Image: Anna S.
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Anna S.
£94
total per night
5.0 out of 5 stars
6 reviews
10 years of experience
Chesterfield, S42

Anna was great - she helped us out at very short notice and was super communicative! She looked after our black lab perfectly - it was a fairly short sit, but she took him out for a walk and he was clearly very relaxed and happy in her company - she sent us pictures of him during the sit for peace of mind. Thank you once again, Anna!

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Bridget K.
Sitter Profile Image: Fabiana L.
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Fabiana L.
£45
total per night
5.0 out of 5 stars
13 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: Debbie m.
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Debbie m.
£39
total per night
5.0 out of 5 stars
1 review
35 years of experience
Chesterfield, S41

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.
Sitter Profile Image: Nicola R.
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Nicola R.
Star Sitter
£58
total per night
5.0 out of 5 stars
45 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: Janice D.
Identity Verified
Janice D.
Star Sitter
£27
total per night
5.0 out of 5 stars
7 reviews
3 repeat pet owners
35 years of experience
Marsh Lane, S21

About: I grew up with dogs in our household and for the last 20 years I've had my own dogs but lost my last one, Sanza, a Toy Poodle, in June 2025. I dog sit two Dachshund sisters aged 15 regularly and enjoy it very much. I love dogs and would treat your dogs as if they were my own. Your pet's comfort, happiness and safety is my priority. I have experience of giving medication via injection as my dog was diabetic and had to have insulin injections twice a day as well as oral medication. I also have experience of looking after senior dogs as I have cared for dogs who are 14 and 15 years old. I am available to look after your dogs in my home or at your home so they have as little disruption to their routine as possible. I am retired so I'am at home all day so can look after your pets whenever you need me. I'm very flexible and can adjust my schedule to fit in around your needs. I have an enclosed garden which is fully fenced/ brick wall. The garden is very secure. I live in a semi detached bungalow so there are no stairs to climb. I have lots of toys for your dogs to play with. I am available to look after them in their own home or at my home. I am retired so I am around all the time to look after your dogs. I prefer to look after small dogs but will look after medium sized dogs as long as they walk well on the lead as I walk with a crutch so can't manage to walk large dogs who pull or lunge too strongly when they react to other dogs. I do not look after large dogs for safety reasons.

Sitter Profile Image: Maisie W.
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Maisie W.
£45
total per night
5.0 out of 5 stars
2 reviews
4 years of experience
Dronfield, S18

Maisie looked after our puppy for the day, and she was brilliant with him. Excellent communication leading up to the day, and he was very happy to be left with her. Look forward to having Maisie sit for us again.

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

About: I work part time for a Peak District bookshop, I volunteer as a supporter communications volunteer coordinator for the RSPB, 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: Mark W.
Identity Verified
Mark W.
£34
total per night
5.0 out of 5 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.
Sitter Profile Image: Jordan G.
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Jordan G.
£58
total per night
5.0 out of 5 stars
8 reviews
1 repeat pet owner
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: Gabrielle W.
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Gabrielle W.
£23
total per night
5.0 out of 5 stars
11 reviews
3 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: Jessica T.
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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: Haley S.
Identity Verified
Haley S.
£39
total per night
5.0 out of 5 stars
6 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: 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: 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: 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: Chris B.
Identity Verified
Chris B.
£44
total per night
30 years of experience
Bolsover, S44

About: I have had many pets over the years from dogs,cats,fish,hamsters you name it since when i grew up to the present day. This includes various dogs over the years with the most recent being our Chihuahua. Walking dogs also gives me the exercise and fresh air needed as well as the pleasure knowing that I am helping someone as well as giving the dog exercise by going for walks. I have walked and looked after friends and family dogs over the years and it gives me great pleasure in doing so At the weekends we spend our time in the outdoors going for walks in parks and along canals or in the local country parks near to where we live. many places in Derbyshire and the surrounding areas. Our back garden is fenced with 6ft fencing and a locked gate and a grassed garden. We also live in a detached house. Our house is secured and in a quite area.

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The median cost per night for house sitting in Chesterfield is £32

Pet owners share their Rover experiences - Chesterfield

1 / 1
5.0 out of 5 stars

What can I say other than Fabiana is an excellent house-sitter. She looked after our two pups for 3 days, took them for long walks, provided us with plenty of pictures and videos, and really looked after the house, even doing some of our laundry (which was a really pleasant surprise!). If you have any house-sitting needs, I highly recommend you engage with Fabiana. We'll definitely do it the next time we're away from home.

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Simon M.
House Sitting
5.0 out of 5 stars

Jordan looked after my dog Milo overnight as he does not cope well with kennels. Milo had met him twice prior to the booking and always a good sign when he wagged his tail at Jordan on seeing him. Jordan took onboard all Milo’s individual characteristics for dog walks as he is reactive. Plenty of contact and photos during the visit added to feeling relaxed about leaving Milo at home. Jordan gives off such a calming persona and this is much welcomed. Would book again when the need arises 👍

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Steve 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
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Sitters in Chesterfield average 3
repeat house sitting pet owners

FAQs for House Sitting - Chesterfield

Frequently asked questions about Rover

The average cost for House Sitting in Chesterfield on Rover is £38.81 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 1,586 sitters on Rover offering House Sitting across Chesterfield. Enter your postcode to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Post & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Rubbish & recycling: Taking bins out on scheduled rubbish collection days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best time to agree on expectations is during your free Meet & Greet. Use this time to provide a 'home cheat sheet' that includes your preferred Chesterfield walking routes, the location of your favourite pet shop, and any specific quirks about your home’s security or appliances.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes dedicated customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement programme for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to £25,000 in eligible veterinary care reimbursement.

Every sitter on Rover must pass an identity verification before they can list their services. An identity verification confirms that the sitter is who they say they are based on their documents.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to £25,000 in eligible veterinary care. For more details, visit our Trust & Safety page .

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chesterfield choose to hand over a spare key or digital fob in person, while others arrange a key safe or unique access code. Don't forget to discuss key returns as well!

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest vet. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorisation form for your regular vet. An authorisation form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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