Pet Sitting & Drop Ins In 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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Top rated Cherokee Park pet sitters

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
279 reviews
63 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

Jen was so fantastic with our two kitties. They seemed really happy and we will definitely have her back! Thanks for making our trip so carefree

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Laura M.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Hailey was amazing with my two cats! From the photos she shared, I could tell that they were completely happy and comfortable with her. She sent detailed reports and lots of photos, which gave me peace of mind that the kitties were doing well while I was away. Thank you, Hailey!

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Erma D.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
35 reviews
14 repeat clients
15 years of experience
Madison, WI, 53704

Taylor was wonderful with Louise. She came everyday, kept his bowl filled and spent time with him. Was very pleased with her service and she sent a bunch of photos. Thanks Taylor!!

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Gwen G.
Sitter Profile Image: Vanessa U.
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Vanessa U.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
4 years of experience
Sherman Terrace, Madison, WI, 53704

Vanessa really has a way of putting me and the cats at ease. She was very professional during the meet and greet, took notes while I explained the feeding routine and asked relevant questions. I left for my trip knowing the cats would be in good hands. She also takes great pet photos. I felt like she really respected each of my cats and their individual boundaries. I highly recommend Vanessa to anyone needing cat care.

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Angharad J.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
44 reviews
13 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Liz was very flexible and willing to help with my 3 pit bull/bully doggies on short notice. Very kind and understanding. Great help. Thanks Liz!

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Julia X.
Sitter Profile Image: Keezieng V.
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Keezieng V.
from
$19
per visit
5.0 out of 5 stars
68 reviews
30 repeat clients
3 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Keezing is incredible as always! It’s hard for us to find someone who we are comfortable leaving our dogs with, and he gives us absolute peace of mind when he’s taking care of our dogs! I would highly recommend him!

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McKenna M.
Sitter Profile Image: Anna M.
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Anna M.
from
$13
per visit
15 years of experience
Madison, WI, 53704

About: I grew up with dogs and miss having them in my life dearly! I have experience, walking, feeding and bathing dogs. I have experience with them all — from tiny schnauzers to giant goldendoodles that pull you along — and I would love to meet your furry friend! I have a full-time job so I’m available in the evenings and weekends for dog walking and visits. I could potentially take a calm doggo to work with me for pet sitting during the day, and I could also do early morning walks or visits when needed! When not in a fenced-in yard or dog park, I keep dogs on a leash to keep them safe. I can also adapt to your practices such as putting the dog in a harness, getting them into a crate, or closing certain doors when needed.

Sitter Profile Image: Della H.
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Della H.
from
$15
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Windsor, WI, 53598

Della did a fantastic job of taking care of our cat, spending time with him and looking after his needs. She was reliable and a great communicator.

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Virginia F.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
47 reviews
18 repeat clients
25 years of experience
Madison, WI, 53704

Samantha was wonderful! She was super communicative while doing her drop-ins and sent so many photos! My dogs seemed to love her and it made me smile to see how well they took to her. As an anxious fur mom, knowing they were in good hands was priceless. 🤍 I highly recommend her to anyone looking for car for their fur babies.

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Rachel N.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
54 reviews
16 repeat clients
26 years of experience
Madison, WI, 53704

Sarah as always took great care of our cat! She is very communicative and always sends photos. We are always very happy when traveling to know our girl is in good hands!

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Julia N.
Sitter Profile Image: Megan T.
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Megan T.
from
$16
per visit
5.0 out of 5 stars
85 reviews
20 repeat clients
12 years of experience
Eken Park, Madison, WI, 53704

I could not recommend Megan more! She is lovely, sends great updates, wonderfully silly and also genuinely great pictures, and, best of all, my cat warmed up to her in a way that she has not warmed up to anyone else! Overall, I have absolutely nothing negative to say and I am so grateful that Megan was so great with my cat!

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Abigail H.
Sitter Profile Image: Carley T.
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Carley T.
from
$19
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

Carley is a delight and such a wonderful sitter! Incredibly sweet and a natural with animals, I had no worry at all leaving my pups in her care. Regular check-ins and photo updates throughout the weekend. I highly recommend Carley and will definitely try to book her again.

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Suzanne S.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$20
per visit
4.9 out of 5 stars
31 reviews
11 repeat clients
9 years of experience
Westport, WI, 53597

Brenda took great care of my recently adopted feline, Atticus, when I was suddenly called out of town. I found her punctuality and dependability assuring, and her approach to providing care to a skittish kitty in alignment with mine; when I arrived home, Atticus was in great shape, physically and emotionally. Absolutely recommend her with enthusiasm.

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Amber A.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$24
per visit
4.9 out of 5 stars
18 reviews
4 repeat clients
6 years of experience
Madison, WI, 53704

About: Hi, I’m Ruby! I'm a Humane Society volunteer and I’ve been house sitting and taking care of animals for about six years. I’m a college student planning to study animal behavior and marine biology, and I’m using this opportunity to get more hands on experience with animals while saving up for school. I’ve cared for all kinds of pets: dogs, cats, rabbits, reptiles, chickens, goats, horses, birds, fish, and more, so I’m comfortable with a wide range of animals and care needs. I take pet care seriously and always do my best to follow routines and make animals feel safe and comfortable while their owners are away. If you’re looking for someone responsible, experienced, and passionate about animals, I’d be happy to help! I’m currently a college student and in the fall and spring have classes 4 days a week (Mon-Thurs) in the mornings and in the afternoons. I am very flexible other than that! I am here to assist following the usual routines of the animals in my care and to ensure that they are safe, healthy, and happy.

Sitter Profile Image: Darshani L.
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Darshani L.
from
$13
per visit
10 years of experience
Windsor, WI, 53598

About: I’ve grown with big dogs my whole life and I have my fair share of personal experience with smaller ones as well. Additionally, I worked at Paradise Paws (doggy daycare) as a dog handler for about a year. I am very familiar with all the different breeds and personality types, even puppies! I have a very flexible schedule. I do online school and don’t have another job, so I have lots of opportunity during the day to hang out with your dogs! I will care for your dogs depending on your environment and the rules you have set for me. I will respect your environment and that of the dog, while ensuring they receive lots of fun and attention!

Sitter Profile Image: Autumn H.
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Autumn H.
from
$18
per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Autumn did a great job with our 2 cats and even got our shy tuxedo to play and ask for chin scratches.

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Tim C.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

Sitter Profile Image: Blaze D.
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Blaze D.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

About: I’m all of my friends and families first choice to watch their pets when they are out of town. I’ve looked after a variety of breeds of dogs and many cats as well. I’ve always had dogs in my life growing up so I’m very familiar with reading their body language and knowing how to care for them. I work full time but have a lot of flexibility to check on your pet throughout the day and have the opportunity to work remote as well I’ve never a met a pet that didn’t like me. I’m very good at reading dogs body langue and knowing what they need. Cats also like me and I’m good at reading their body language as well

Sitter Profile Image: Christine W.
Verified Enhanced Background Check
Christine W.
from
$13
per visit
5.0 out of 5 stars
6 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: Stephanie S.
Verified Enhanced Background Check
Stephanie S.
from
$20
per visit
Maple Wood, Madison, WI, 53704

About: I have taken care of my neighbors cats often and always followed their instructions and arrived when I said I would. I have also walked dogs with my mom, who walks dogs part time. I’m currently applying for full time jobs, but would be available in the early morning or evenings for walks and most weekends for pet sitting services. I would ensure your pets safety by following your instructions as well as set a meet and greet to see if I was a good fit for you and your pet. I also grew up around dogs, so I know how to do some training if needed.

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Over 107
pet parents in Cherokee Park have booked pet sitting

Cherokee Park pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

This was my first time working with Jen, and it went perfectly! Jen was communicative, sent tons of photos, learned the tricks to capture my scardey cats' love and trust within just a couple of days, and left me feeling like I had someone reliable and trustworthy entering my home and caring for my fur babies! Thank you so much, Jen!

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

Hailey was amazing with my two cats! From the photos she shared, I could tell that they were completely happy and comfortable with her. She sent detailed reports and lots of photos, which gave me peace of mind that the kitties were doing well while I was away. Thank you, Hailey!

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Erma D.
Drop-In Visits
5.0 out of 5 stars

Sarah took great care of our cats while we were away for a week. She sent daily updates and pictures. So nice to know they were in great hands while we were away.

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E S.
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

Taylor did a wonderful job as always. My cat loves her and I am always happy when taylor can look after here when I’m away.

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Jacob J.
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

Oliver was an incredible sitter!! He is kind, attentive, thorough, and went the extra mile for our cats!! We would definitely invite him back ❤️

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Lily S.
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

Anna is fantastic! My kitties clearly adored her, and I really appreciated how thorough she was with their care. Her thoughtful updates gave me so much peace of mind.

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Angela F.
Drop-In Visits
5.0 out of 5 stars

Anne took great of our cat, Finn. She communicated with us each visit and was adaptable to our needs. She was able to give Finn his oral meds. We highly recommend her!

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Joanie K.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet 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.

Sitters in Cherokee Park average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Cherokee Park on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Cherokee Park pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,480 pet sitters in Cherokee Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 87% of Cherokee Park pet sitters respond in under an hour.

Pet sitters in Cherokee Park have an average of 16 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Cherokee Park.

Rover makes it easy to find Cherokee Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 1,480 pet sitters in Cherokee Park on Rover, so you’re sure to find the perfect match for your pet! In Cherokee Park, 94% of pet sitters offer daily exercise, 96% offer medication administration, and 91% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.