Dog Sitting Chesterfield

Book a Chesterfield dog sitter to watch your dog in your sitter’s home or yours.

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Over 137
pet parents in Chesterfield have booked dog sitting

Chesterfield, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Lauren M.
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Lauren M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
435 reviews
131 repeat clients
5 years of experience
Chesterfield, MI, 48047

Lauren was fantastic. She was timely, thorough and friendly. She took care of our Jax like we would. We will definitely use her in the future. Highly recommend.

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Randy Z.
Sitter Profile Image: Gabby G.
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Gabby G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
63 reviews
10 repeat clients
20 years of experience
Chesterfield, MI, 48051

Gabby took wonderful care of our cat Brownie. She visited twice a day to feed and play with him. Gabby kept us informed with messages and pics of our boy. She also brought in our mail. It was so nice to know that Brownie wasn’t as lonely while we were gone. Will definitely ask Gabby to care for him again.

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Gael R.
Sitter Profile Image: Madeline B.
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Madeline B.
from
$30
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
New Baltimore, MI, 48051

Maddy is the best! Maggie loves you! Thank you for everything!!

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Kaye M.
Sitter Profile Image: Kaitlyn M.
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Kaitlyn M.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Clinton Township, MI, 48038

Kaitlyn is absolutely amazing with my babies and they loved seeing her! They hardly noticed I was gone with all the lovings and care she gave them 🥰

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Heidi J.
Sitter Profile Image: Lisa M.
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Lisa M.
from
$20
per visit
5.0 out of 5 stars
58 reviews
20 repeat clients
1 year of experience
New Baltimore, MI, 48047

Lisa is a true professional. While I was across the pond visiting friends, Lisa took excellent care of my fur baby. My mind was at ease knowing Lisa was taking care of my cat. She even watered my plants. I’m so thankful I found her on Rover.

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Sue K.
Sitter Profile Image: Britnie & Steve Y.
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Britnie & Steve Y.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
93 reviews
43 repeat clients
14 years of experience
Mount Clemens, MI, 48043

Britnie and Steve took excellent care of my kitty while I was away. They were thorough and communicative throughout. I would not hesitate to book with them again in the future!

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Zoey D.
Sitter Profile Image: Meghan Z.
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Meghan Z.
from
$35
per visit
5.0 out of 5 stars
65 reviews
31 repeat clients
30 years of experience
Chesterfield, MI, 48047

Meghan was great with our dog this week. She did two daily drop in visits to let him out. She was dependable and thorough. I will definitely use Meghan again!

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Peggy T.
Sitter Profile Image: McKenna J.
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McKenna J.
from
$18
per visit
7 years of experience
New Haven, MI, 48048

About: I have always had a strong love for both dogs and cats and experience caring for pets of different sizes, ages, and temperaments. I’ve helped friends, family, and neighbors with feeding, walking, playtime, and check-ins. I’m comfortable with puppies, kittens, and senior pets, and I always focus on making animals feel safe, happy, and well cared for. I’m reliable, attentive, and will keep you updated while you’re away. I love making connections with each pet and giving them lots of love and the best care possible! I'm currently working part time which leads me to lots of flexibility and lots of time to spend with your pets. I am available any time of the day depending on what my schedule entails in that specific week! I currently have two rescue cats in my home but have grown up with both cats and dogs of all different breeds since I was a young ('ve never not had a pet!). I think it's so important to give pets lots of love no matter whose they are. With having experience with both cats and dogs I have may expierence with crating or not crating dogs, going on walks, specific feeding times, play time, and just giving the pet some company!

Sitter Profile Image: Jessica S.
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Jessica S.
from
$27
per visit
4.9 out of 5 stars
33 reviews
11 repeat clients
25 years of experience
Clinton Township, MI, 48038

Jessica is fabulous with our new Golden Retriever puppy! She came for 2 visits for her in a day, and our pup was very happy when we got home to her. Jessica sent very thorough updates with plenty of pictures with each visit, and even worked with her on some of the commands we have been teaching her. Jessica is timely, professional, friendly and very good with communication. We felt super comfortable leaving our 9 week old fur baby for the first time in her caring hands. We will definitely be using her again :)

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Danielle B.
Sitter Profile Image: Diana H.
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Diana H.
from
$16
per visit
5.0 out of 5 stars
16 reviews
10 repeat clients
20 years of experience
Macomb, MI, 48042

Diana is wonderful! She was great with Hank and even took the time to train him as well. Will definitley be coming back to her for the future.

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Bran D.
Sitter Profile Image: Ashley L.
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Ashley L.
from
$20
per visit
5.0 out of 5 stars
46 reviews
9 repeat clients
7 years of experience
Mt Clemens, MI, 48043

About: I think that animals have personalities, feelings, and emotions just like humans do. So when I take care of a furry friend, it's like I'm taking care of a baby. They need a lot of attention and require a lot of care. I like to get to know your fur baby and build a bond with them. I know that leaving your pet with a stranger can be nerve-racking but I want you to know that when you leave your dog in my care, that they will be treated with respect and given the best care that I can provide. I am always available and willing to put in the effort it takes. This would help supplement my income and give me the opportunity to spend more time with fur babies of all kinds! I enjoy the company of fur babies, it is very therapeutic. I have plenty of space for fur babies to be comfortable. I love to take my baby on walks and have plenty of play time as well.

Sitter Profile Image: Tammy H.
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Tammy H.
from
$25
per visit
5.0 out of 5 stars
30 reviews
9 repeat clients
32 years of experience
New Baltimore, MI, 48047

Tammy is the best! She’s always available, even in short notice.

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Shauna L.
Sitter Profile Image: Kelsey P.
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Kelsey P.
from
$25
per visit
4.9 out of 5 stars
18 reviews
4 repeat clients
17 years of experience
Macomb, MI, 48042

In the few weeks Kelsey has taken care of my fur baby, she has been great! Very friendly, timely and takes care of my pup like her own. Definitely recommend her!

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Amy G.
Sitter Profile Image: Juliette T.
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Juliette T.
from
$16
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Chesterfield, MI, 48047

About: I am a nurse and love caring for people just like I love caring for pets! I’ve had dogs my whole life and know how to care for them. I am very reliable. I work three twelve hour shifts a week at the hospital and when I’m not working I have a lot of free time. My shifts vary during the week but the days I am off I would love to care for dogs. I take my dog on walks and feed him all of his meals. I play with him and love all the dog cuddles. I always make sure that he is well taken care of.

Sitter Profile Image: Jenna S.
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Jenna S.
from
$25
per visit
5.0 out of 5 stars
38 reviews
8 repeat clients
15 years of experience
New Haven, MI, 48048

About: Caring for animals truly is one of my greatest passions in life. I pour my heart & soul into what I do. Top notch boarding and daycare with walks, activities and positive socialization. Lots of playtime with the family and other dogs. No worries about stressful kennels. Come for a meet and greet and see for yourself. Experienced with toy breeds, special needs, health conditions, dietary requirements and senior care. I do not crate unless pets unless you specify otherwise such as night time. Full time house wife with flexible and updated schedule. Weekday & weekend availability. Holiday availability including short and extended stays. Short notice can be accommodated within reason. Safe, clean neighborhood. Well maintained lawn, daily doggy poo cleanup, fenced yard. No unsupervised potty breaks. Smoke free home. Pet photos and videos during stay

Sitter Profile Image: Jamie S.
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Jamie S.
from
$30
per visit
5.0 out of 5 stars
27 reviews
4 repeat clients
30 years of experience
Mount Clemens, MI, 48043

Jamie spoils our puppy rotten when she is with him. She takes him for runs, makes sure he gets water, and plays with him and his favorite toys. I would definitely recommend her to anyone.

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Mollie R.
Sitter Profile Image: Alicia C.
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Alicia C.
from
$30
per visit
4.9 out of 5 stars
20 reviews
10 repeat clients
30 years of experience
Harrison Township, MI, 48045

A total lifesaver who I trust with my baby!! First time using rover and was nervous having someone come into our house....Alicia is reliable and we book her about 4 days every week!

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Jackie M.
Sitter Profile Image: Christy P.
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Christy P.
from
$25
per visit
5.0 out of 5 stars
15 reviews
1 repeat client
35 years of experience
Macomb, MI, 48042

About: I owned a cat which I considered my child for over 10 years. She unfortunately just passed away after she got sick. I have so much love to give. I have taken care of friends and family's cats and doggies. I have experience with parrot sitting as well. Currently not working so I am available all day to take pets on walks, drop in visits and even to stay in the home all day and over night to provide care. I would prefer to provide services in the owners home. I have elderly parents that live in my home and they aren't very keen on change or additions. Our doggy is about as much as they can handle.

Sitter Profile Image: Tareah H.
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Tareah H.
from
$20
per visit
12 years of experience
Chesterfield, MI, 48051

About: I love all animals! If they could talk I’d be in heaven. All pets are family. I’ve always been very protective of animals. I’ve had dogs, cats, turtles, chicks any animal I can care for. When I was 15 I started a small “business” taking in stray cats and dogs cleaning them up, getting them shots, ridding fleas and finding them forever homes. I recently moved from Michigan so I’d buy supplies for heated cat/dog homes outside for the ones I couldn’t take yet when it was cold out and my house was full. Knowing that I can give an animal some comfort and let them know they are loved means the world to me which is why I alway wanted to become a Vet. I currently am able to watch pets from 3pm to 7pm mon,Tues,wed,sat,Sun. I can watch your pet any time on Thursday and Friday. I am flexible I have a cage if needed but I wouldn’t typically cage any pets unless requested. I also have two cats of my own who vibe in their own room with the doors closed. I have feliway plug ins so your bestie will be calm and ready for the day.

Sitter Profile Image: Amber M.
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Amber M.
from
$28
per visit
4.9 out of 5 stars
9 reviews
2 repeat clients
18 years of experience
Chesterfield, MI, 48051

About: Hey!! My name is Amber! My kids and I would love the company of some cute furry friends! I worked for a puppy store for 6 years, when I was younger. I can trim nails and bathe. I am very active with my kids, and on nice days, we’re always outside playing in the yard, or going for walks! Your pup will get spoiled with lots of hugs and snuggles around the clock! So bring your pup on by! We can’t wait to meet them! I am currently not home from 8am until 4pm Mondays and Wednesdays, but after 4 I am home for the rest of the day! Home every other day of the week!! I do ask that your pup be fully house trained, and able to be home alone for at least 4 hours. You may bring a crate if they like being in one! I do not have a fenced in yard at the moment, but i have a long wire for them to roam the backyard. I love getting out and going for daily walks! We love cuddling and playing with animals, they will be spoiled!

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The median cost per visit for dog sitting in Chesterfield is $20

Dog parents share their Rover experiences - Chesterfield

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5.0 out of 5 stars

Jamie was such a huge help this week! She was super sweet with my animals, always on time, responsive to messages, and she knew how to handle my very high energy pitbull. Would def recommend her and request her again!!

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Jasmine S.
Drop-In Visits
5.0 out of 5 stars

She is truly amazing, a kind and compassionate person who genuinely loves animals. We are very thankful and feel blessed to have found Samantha.

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Dennis J.
Drop-In Visits
5.0 out of 5 stars

We are so thankful to Amanda for taking such great care of our dogs. She exceeded our expectations since this was our 1st time using Rover. Great communication and professionalism. We will be recommending her to our friends and family. Thanks again!

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Carie J.
Drop-In Visits
5.0 out of 5 stars

I recently had the pleasure of having Gabby as my dog sitter through Rover, and I can't recommend her highly enough! From the moment I met her, it was clear that she has a genuine love for animals. She took the time to understand my dogs's needs and made sure they were well-fed and cared for. What truly impressed me was how Gabby went above and beyond her duties. Not only did she take great care of my dog, but she also vacuumed, cleaned the dishes, and even took the trash out! It was such a relief to come home to a clean space and a happy pups. Gabby's attention to detail and exceptional care made all the difference. If you're looking for someone who will treat your furry friend like their own, look no further than Gabby. She is simply amazing!

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Kurt O.
Drop-In Visits
5.0 out of 5 stars

This was our first time using Rover and we couldn’t be truly happier with the experience! Kelsey took exceptional care of our German Shepherd, Mia. She checked in everyday with photos and detailed updates — including how much Mia ate and drank, walked, potty updates, medication distribution and any concerns. Kelsey went above and beyond and it gave us complete peace of mind. We highly recommend her!

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Marci F.
Drop-In Visits
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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Popular requests for dog sitting - Chesterfield

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Sitters in Chesterfield average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Chesterfield

Frequently asked questions about Rover

The average cost for Dog Sitting in Chesterfield on Rover is $22.2 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 2,592 sitters on Rover offering Dog Sitting across Chesterfield. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chesterfield stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

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 Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program 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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Chesterfield with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Chesterfield. On Rover:

  • 95% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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