Pet Sitting Cherokee Park

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 166
pet parents in Cherokee Park have booked pet sitting

Cherokee Park, Find top rated pet 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: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 366 reviews
80 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

“Jen was very professional and communicative. She took excellent care of my 3 cats and sent me many pictures to show they were doing ok. I felt very comfortable trusting her with my cats and will utilize her services again in the future!”

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Victoria C.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 55 reviews
24 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Elizabeth was so great and accommodating!! Prompt communication and did a fabulous job with my cat. She provided a peace of mind while I was away.”

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Wenona W.
Sitter Profile Image: Ruth B.
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Ruth B.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
30 years of experience
Madison, WI, 53704

About: I have owned 4 dogs in the past 30 years; a Chihuahua/Toy Terrier, a Chihuahua/Shitzu, a Dachshund/Corgi and I recently owned a Toy Poodle - who was elderly, anxious, blind and toothless. She recently crossed the rainbow bridge and I miss her so. She was my world! My past dog sitting experience includes overnight care for; a Keeshond, a Terrier, a medium sized mixed breed, a Japanese Chin/Poodle, a Standard Poodle, a Sheltie, and a Pomeranian. Dogs are my special interest and I enjoy loving and caring for them. My 30 years of experience with different dog breeds and temperaments has shaped my ability to have realistic expectations, intentional patience and flexibility with the individual dog personalities that I have encountered. They are all good dogs and I love them all! I am available most days and evenings. I can make home visits to let your dog/s out, walk your dog/s, and/or pet sit overnight as needed. I am flexible with how I can care for your pet. My intention is to keep your dog/s in the routine that they are familiar with so that they can be the calm, happy dog/s they are destined to be.

Sitter Profile Image: Christine W.
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Christine W.
from
$13
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
30 years of experience
Emerson East, Madison, WI, 53704

About: I’ve been surrounded by animals my entire life—growing up in a home full of fish, birds, cats, dogs, and rodents taught me early on that pets are family. I truly believe every animal deserves love, patience, and attentive care. Today, I share my home with my friendly dog Birdie, who loves meeting new furry friends and makes a great playmate. My two kids are also passionate animal lovers, and together we create a safe, warm, and pet-friendly environment. I’m experienced in administering medications, whether pills, drops, or topical treatments, and I’m happy to support pets with special needs. I also offer daily walks for exercise and enrichment, and I’m comfortable with crate training if it’s part of your routine. Whether your pet is playful, shy, energetic, or relaxed, I’ll treat them with the same love and respect I give my own. I work full-time during the week, but on my weekends off, I love spending my time caring for animals. Pet care has always been a part of my life, and I’m excited to offer reliable, loving support to fellow pet parents when I’m available. Whether it’s weekend drop-ins, walks, or cuddles while you’re away, I’m here to help give your pets the attention and care they deserve. Your pet’s safety and comfort are my top priorities. My home is fully pet-friendly and thoughtfully pet-proofed to ensure a secure environment. I use baby gates to create designated pet areas, so dogs can have their own space or be kept out of certain rooms when needed. I also have a large, fully fenced backyard—perfect for safe outdoor play and potty breaks. Fresh water is always available in multiple areas of the home to keep pets hydrated throughout the day. Whether your pet loves to run or relax, they’ll have a secure, comfortable, and caring space to enjoy.

Sitter Profile Image: Kylie U.
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Kylie U.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Westchester Gardens, Madison, WI, 53704

“Kylie was absolutely wonderful with our cats, Georgie and Weezy!! She was punctual, attentive, and kept us updated with photos and messages during her drop-in visits. Georgie really liked her and she tends to be more timid with strangers. We’ll definitely book with Kylie again!”

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Jody & Nick J.
Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 133 reviews
29 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

“Ben provided excellent care for our dog and cat while we were on vacation for a week! He did 3 drop-in visits a day, arrived on time, and provided pics and videos. THEN, when our flight was delayed and we were stuck for two additional days, he covered those visits as well, which was amazing as we were already under a ton of stress due to the delay. We will definitely book Ben again and highly recommend.”

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Sara P.
Sitter Profile Image: Tricia D.
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Tricia D.
from
$15
per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
14 years of experience
DeForest, WI, 53532

About: Experienced & Loving Dog Care | 14+ Years in Rescue, Training & Medical Care Dogs have always been at the heart of my life—growing up, they were truly cherished members of our family, and that philosophy guides how I care for them today. For over 14 years, I have worked hands-on in rescue shelter environments, giving me deep experience with dogs of every size, age, and background—from tiny toy breeds to gentle giants. My time in rescue has taught me patience, intuition, and deep compassion. I’ve had the privilege of working closely with extremely fearful dogs, including those rescued from puppy mills who had never known human touch or seen the light of day. Helping them learn to trust, feel safe, and discover the joy of just being a dog is one of the most rewarding parts of my work. What I Bring to Your Dog’s Care: Specialized & Behavioral Care: Experienced in basic dog training and working with a wide range of unique personalities (from energetic pups to timid rescues). Medical & Recovery Support: Proficient in administering oral medications (pills and liquids) and supporting dogs through physical therapy and post-op recovery. Family-Level Love: Every dog in my care is treated with the exact same warmth, attention, and affection I give my own. Dependable & Adaptable: I have a flexible schedule, pay close attention to detail, and follow your home and care instructions to the letter. (I also have experience in caring for small mammals and reptiles!) I’d love to meet your pup and provide them with a safe, comforting, and fun environment while you're away! Pet care isn’t just something I squeeze into my schedule; it’s central to my day to day life. With a flexible schedule, I am able to dedicate focused, quality time to the animals in my care without rushing. Whether your pet needs a mid-day walk, precise medication timing, or dedicated cuddle and play sessions, my routine naturally accommodates their specific needs. I prioritize consistency so your pet’s daily rhythms—feeding times, exercise, and rest—remain uninterrupted while you’re away. Safety and trust are the foundation of everything I do. Having spent over 14 years working in animal rescue, I am trained to maintain a secure, low-stress environment and anticipate potential hazards before they happen. In Your Home: I strictly honor your pet’s safe space and established routines. I keep doors and gates secure, ensure all foods and medications are safely stored, and strictly follow your home rules. Building Trust: I let pets approach me at their own comfort level, using positive reinforcement, soft body language, and patience—especially with anxious or rescue pets. Health & Safety: I am highly experienced in monitoring health cues, managing medical recoveries, and administering medications, giving you complete peace of mind that your pet and home are in capable, loving hands.

Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 38 reviews
13 repeat clients
10 years of experience
Madison, WI, 53718

“Shatoria was absolutely awesome! She stopped in to check on my cat Olivine while my roommate and I were away for the weekend. During our initial visit, Shatoria asked a ton of questions about Olivine and her routine, some that I hadn’t even thought to bring up, which was great. During the actual visit, she passed along lots of photos of Olivine with her update. She also took a photo of her automatic feeder so I could see how Olivine had been eating, which I appreciated. I had never hired a pet sitter before, so that came with some anxiety, but Shatoria made me confident that I was leaving Olivine in great hands! I definitely know who to come to if we ever need any more help with Olivine in the future.”

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Avianna H.
Sitter Profile Image: Stephanie H.
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Stephanie H.
from
$15
per visit
5.0 out of 5 stars
• 24 reviews
9 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

“Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!”

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Lindsay & Nick P.
Sitter Profile Image: Tyler E.
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Tyler E.
from
$14
per visit
19 years of experience
Tenney-Lapham, Madison, WI, 53703

About: I've had dogs of all shapes and sizes my entire life as well as having two cats. With my most recent dog, I took it upon myself to care for and train starting when I was 14. Open all day on the weekends and can do weekdays after 5:30. Looking to help out busy people with their furry friends. Schedule can be moved around with enough notice I love playing with dogs and have no fear when interacting. Don’t mind playful/energetic dogs and will play with them if desired. Look forward to meeting yall

Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 58 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Tonisha had a short visit with my pup but did exactly what I asked of her and kept communication going through out her visit, would definitely hire her again!”

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Megan B.
Sitter Profile Image: Katy P.
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Katy P.
from
$18
per visit
4.9 out of 5 stars
• 18 reviews
6 repeat clients
2 years of experience
Madison, WI, 53704

About: Hello, my name is Katy and I would love to care for your dog! I just finished a term with AmeriCorps and now work part-time in the service industry. My flexible schedule means I am free to walk or watch your pup! I understand that caring for your dog means understanding their individual needs. Please don't shy away from telling me your dog's specific needs and quirks. I want to make caring for your dog a great experience for both pet andowner. I bring passion and professionalism to this job and absolutely enjoy what I do. I have had dogs all my life and currently have an elderly chihuahua. Because of his health concerns and age, I'm not currently boarding dogs at my home. However, I would love to walk and sit your pups and can assure they will get attentive and safe care.

Sitter Profile Image: Madison F.
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Madison F.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
8 years of experience
Madison, WI, 53704

About: Hi! I’m Madison, a lifelong animal lover with hands-on experience caring for animals in both shelter and home settings. I volunteered with Shelter from the Storm Animal Rescue as a behavioral assessor, where I was trained to observe animal behavior, body language, temperament, and individual needs. I also helped write biographies for adoptable animals, which gave me even more experience getting to know animals as individuals and understanding their personalities and needs. My family also fostered animals, so I’m very comfortable working with anxious, shy, or nervous pets. I understand that some animals need extra patience and time to feel comfortable with a new person. I’m very in tune with animal behavior and pay close attention to body language, comfort levels, routines, and changes in behavior so I can help your pet feel safe and relaxed. I work a hybrid-remote job and am only in the office 1-2 days a week depending on workload, which gives me a lot of flexibility with pet care and to spend extra time with your pets that may need more human interaction and snuggles! I’m absolutely comfortable working with anxious, fearful, or timid animals and will give them the patience and space they need to feel comfortable. My goal is to make sure your pet feels safe, cared for, and in good hands while you’re away! I work a hybrid-remote job and am only in the office 1-2 days a week depending on workload, which gives me a lot of flexibility with pet care and to spend extra time with your pets that may need more human interaction and snuggles! I treat every pet and home with the same care and respect I would want for my own. I follow your pet’s normal routine as closely as possible, including feeding schedules, walks, medications, and any specific instructions you provide. My background as a trained animal behavioral assessor helps me recognize signs of stress, fear, discomfort, or overstimulation and adjust my approach accordingly. I’m especially comfortable with shy or anxious animals and will never force interaction before they are ready. I prioritize safe handling, secure doors and gates, and making sure pets cannot accidentally escape. I also respect your home by keeping things clean, following your instructions, and making sure everything is as you left it when I leave. Your pet’s safety and comfort are always my top priorities.

Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per visit
5.0 out of 5 stars
• 174 reviews
53 repeat clients
12 years of experience
Vilas, Madison, WI, 53711

“Hillary went above and beyond while taking care of our cat. She made him fun forts to play in, and even brought him extra treats. She treated him like he was her own and we are very grateful.”

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Jocelyn Z.
Sitter Profile Image: Blanca G.
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Blanca G.
from
$12
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
1 year of experience
Tenney-Lapham, Madison, WI, 53703

“Blanca was amazing - super reliable and responsive! Our cat is usually grumpy, but Blanca is a natural and the cat LOVED her. Great updates and photos with each visit. Will definitely book again!”

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John G.
Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Capitol, Madison, WI, 53703

“Helped out during a family emergency. Very responsive and followed directions perfectly. I highly recommend her for drop in care!”

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Maggie A.
Sitter Profile Image: Hailey R.
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Hailey R.
from
$13
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

“Hailey was very responsible and communicative. Would definitely have her help with Boots again!”

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Michelle R.
Sitter Profile Image: Madi M.
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Madi M.
from
$13
per visit
5.0 out of 5 stars
• 39 reviews
5 repeat clients
4 years of experience
Marquette, Madison, WI, 53703

“On a scale from 1 to 10, Madi is an 11. Madi was wonderful as a pet sitter for my 13 year old Chihuahua Punto. I had total confidence and trust in Madi taking care of Punto after the meet & greet. Madi was exceptional and I would highly recommend her services. I appreciate Madi and am so grateful that Rover has her as a pet sitter!”

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Laurie P.
Sitter Profile Image: Halle C.
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Halle C.
from
$19
per visit
15 years of experience
Madison, WI, 53704

About: Hi, I am Halle! I grew up with many dogs, including a Pug, Pomeranian, Wheaton Terrier, Golden Doodles, a Poodle, and Boston Terriers. I worked at a dog groomers and have experience pet sitting other breeds, including Labs, Alaskan Klee Kai, Great Pyrenees, Border Collies, and other mixed breeds. Because of this background, I am very comfortable with high energy puppies, large breeds, and senior dogs that need a slower pace on walks. If you choose to board your dog at my apartment, my routines include 30 minute walks, play time in a fenced in dog park (which is apart of my complex), feeding, and baths as needed. I am comfortable giving them medication as long as there are instructions (for example, oral medicine with instructions provided by a veterinarian). I highly prefer that your dog is potty trained and does not bark loudly, as I will not be at my apartment the entire time to watch them. Safety is my number one priority for myself, the dogs, and their caregivers, so proper communication will be required for Rover services. I’m currently available for walks in the morning and afternoons. If you board your dog at my apartment, I will take them on 3-4 walks per day. I am flexible right now and my schedule can change depending on the services you request. Walks- I can come to your house/apartment to take your dog on a walk. Client’s home pet sitting service- same applies^- I can come to your house/apartment to care for your pet’s needs. Boarding in my home- I request that your pet be dropped off at my apartment with food and food/water bowls, toys, leashes, and their crates if they need them. I maintain a clean, safe apartment and do not have my own pets. My apartment complex has a large fenced in dog park. I will regularly take your dog to this park for play time during their boarding. *Safety- there is no smoking or other dangerous activities in my home. Communication is my priority to ensure that your pet remains safe and healthy. I will provide periodic updates to confirm that they have been fed, walked, played with, etc during your service.

Sitter Profile Image: Donovan S.
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Donovan S.
from
$13
per visit
18 years of experience
Sun Prairie, WI, 53590

About: I've had dogs every year of my life. Moved around the country with them, and taken care of them like family since before I could walk. I've taken care of all ages. I'm currently working part time to help put me through college, so I have plenty of time most days to come in and take care of your dogs. I know how to make sure your dogs is safe and taken care of, and will follow any instructions about how you specifically want things done. Everyone does things differently, and I want to try and keep their habits as similar to normal as possible.

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The median cost per visit for pet sitting in Cherokee Park is $20

Pet parents share their Rover experiences - Cherokee Park

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5.0 out of 5 stars

Thank you! It is so nice to be able to count on your help and you take such care of our pups! It is so special

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Elizabeth P.
Drop-In Visits
5.0 out of 5 stars

Overall, Taylor did a great job looking after our cat, Finn. Was able to give him the oral meds he takes and lots of lap and curiosity time watching her draw. (He was fascinated!) She obviously loves cats and it showed in her care.

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Joanie K.
Drop-In Visits
5.0 out of 5 stars

Thanks for taking such good care of Pumpkin! Hailey went above and beyond to get to know my cat beforehand which I appreciated given my cats anxiety and medication needs. Hailey was dependable and gave me updates for every visit

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Alyssa M.
Drop-In Visits
5.0 out of 5 stars

Sarah did a great job with our 2 gentle giants with such short notice. When we came home they were happy and bouncy😀We loved the photos of the pups. Iggy and Willow vote to see her again🤗

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

Ben did amazing with our 5 dogs. He knew exactly how to handle them and did it with ease. Will 100% be requesting his services again!

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Mike G.
Drop-In Visits
5.0 out of 5 stars

Elizabeth did a great job taking care of our cats. They seemed very happy under her care and we got some very cute pictures !

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Aidan M.
Drop-In Visits
5.0 out of 5 stars

Erin was reliable, on time, and had great communication! My cat that typically hides from others warmed up to her. Would recommend her!

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Hannah H.
Drop-In Visits
5.0 out of 5 stars

Becky was great! She’s an excellent communicator. Our dogs had some out of the ordinary behavior with her, & she handled it so professionally & kindly. Wonderful sitter!

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Meshel L.
Drop-In Visits
5.0 out of 5 stars

Samantha was fantastic! She made sure to give the best care to our pets which in return left us feeling cool, calm, and happy!

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Rebekah W.
Drop-In Visits
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