Pet Sitting & Drop Ins in Cherokee Park, Madison, WI

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Michel P.
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Sitter Profile Image: Michel P.
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1.

Michel P.

Rover 101
Certified Vet Tech & Animal Lover!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
5.0
56 reviews
21 repeat clients
from
$22
per visit

Due to a family emergency, we needed to find someone to care for Mom's cat Mittens for several weeks. I was so lucky to find Michel! Mittens is usually quite shy around strangers, but he came right up to Michel during our meet and greet and they hit it off! During the weeks she cared for Mittens with daily visits, she took great care of him and provided lots of awesome pictures of him. She was quick to respond to any questions we had. I would recommend her to anyone who needs a warm friendly person to care for their critters!

Sitter Profile Image: Rachael B.
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Sitter Profile Image: Rachael B.
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2.

Rachael B.

A girl who loves outdoors and dogs
Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$14
per visit

Racheal was extremely responsive, timely, and caring with our pups! She also kept us updated as to how they were doing! We felt very comfortable with them in her care and will definitely use her services again!

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Sitter Profile Image: Ryan A.
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Sitter Profile Image: Ryan A.
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3.

Ryan A.

Stay at home dog dad of two
Sherman, Madison, WI, 53704
Drop-In Visits, Dog Walking
5.0
1 review
from
$17
per visit

About: I've been taking care of dogs almost my whole life, including my own, friends' and neighbors'. If your dog requires something special or specific, I probably have experience with it. One of my dogs has completed the AKC Canine Good Citizen course so I have some experience with basic pet training. If you have a puppy, I can help reinforce whatever training you're implementing while on a walk. My two dogs are members of my family and I love them dearly. I will treat your dogs like my own. I'm much more flexible on the weekends and late afternoons/evenings for now. Possibly able to stop by during the morning day on occasion as my schedule opens up. I am able to accommodate your pets in any way that you may need for any drop in visits that I make to your home. Their safety and well-being is my top priority.

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Sitter Profile Image: Veronica F.
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Sitter Profile Image: Veronica F.
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4.

Veronica F.

Safe, fun and loving environment!
Heistand, Madison, WI, 53714
Boarding, Drop-In Visits, Dog Walking
3 reviews
from
$13
per visit

Veronica is a fantastic pet sitter and truly cares about your pet's well-being. She will go the extra mile. I love that she sends pictures and updates every day. I worry about my cat when I’m gone but much less so knowing that Veronica is watching out for her. I highly recommend entrusting your pet’s well-being into her capable hands.

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Sitter Profile Image: Jamie K.
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Sitter Profile Image: Jamie K.
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5.

Jamie K.

Love all shapes and sizes❤
Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking
5.0
44 reviews
14 repeat clients
from
$20
per visit

Jamie is absolutely fantastic and I would recommend her to anyone. Our dogs just loved her. She was super knowledgeable about everything and gave us some great recommendations to include into our dogs lives to keep them healthy and happy. She even played some puzzle games with the dogs that they loved. 10/10 recommend ?

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Sitter Profile Image: Maya F.
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Sitter Profile Image: Maya F.
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6.

Maya F.

Vet Tech & Cat Mom!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
5.0
50 reviews
13 repeat clients
from
$25
per visit

Maya took great care of my cat! I loved seeing the photo updates, and she went out of her way to bring in packages that were outside as well. Thanks for the great care!

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Sitter Profile Image: Cynthia & Mark H.
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Sitter Profile Image: Cynthia & Mark H.
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7.

Cynthia & Mark H.

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
37 reviews
10 repeat clients
from
$35
per visit

This was a great experience. It was the first time we left our pups overnight, and we were a little nervous about how they would react. Cynthia is so kind and enthusiastic, and built a real rapport with them! They missed us but I think they had a good time. The communication and photos Cynthia sent after each visit were terrific and really put our minds at ease.

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Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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8.

Megan W.

Your Best Friend’s New Best Friend!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
5.0
85 reviews
30 repeat clients
from
$35
per visit

First time customer. Megan took care of Oliver and Peach well and sent lots of updates while we are away for our vacation. Our cats were in good shape as we are back.

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Sitter Profile Image: Amanda L.
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Sitter Profile Image: Amanda L.
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9.

Amanda L.

Looking for ❤️ in the right place
Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
9 repeat clients
from
$13
per visit

Amanda is awesome! Very reliable and committed to taking excellent care of my dogs! So thankful to have found her through Rover!

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Sitter Profile Image: Sarah N.
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Sitter Profile Image: Sarah N.
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10.

Sarah N.

Dog, Cat, & Ferret Lover
Westchester Gardens, Madison, WI, 53704
Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$16
per visit

Sarah was so great with my two kitties! My cats are usually anxious around new people (sometimes hiding until they leave), but Sarah got them out of their shells to visit and play. She sent pictures during each drop-in visit and helpful messages about how each visit went. Truly a great experience--I would definitely book with Sarah again and recommend her to others!

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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11.

Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
325 reviews
108 repeat clients
from
$23
per visit

Ashley was amazing! She is extremely experienced and friendly when it comes to working with furry friends! I was nervous to leave my pet for the weekend since it would be my first time, but Ashley made me feel confident that my pet was in great hands. Will definitely be booking again!

Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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12.

Sarah S.

Hoping I can meet your fur babies!
Madison, WI, 53703
Drop-In Visits, Dog Walking
5.0
67 reviews
19 repeat clients
from
$18
per visit

Sarah cared for our two cats over the weekend and she was wonderful. She communicated promptly, did a meet n greet beforehand and took great care of the cats. They warmed up to her right away and I knew they were in good hands.

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Sitter Profile Image: Jesi M.
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Sitter Profile Image: Jesi M.
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13.

Jesi M.

Doggie enthusiast
Deforest, WI, 53532
House Sitting, Drop-In Visits, Doggy Day Care
18 years of experience
from
$20
per visit

About: I started pet/housesitting when I was 15 for family friends. I've always had a love for dogs and at that time, that was my way of having my "own dog" for a week at a time as they traveled frequently. That was 18+ years ago and now I have a three year old lab mix of my own that I trained completely on my own and she turned out pretty darn good if you ask me. :) I'm currently not working, so I have lots of time for your furry family! This open schedule is perfect for anyone with a puppy still potty training as I can let him/her out very often. I have a fenced in yard and one dog, Edith, that is super friendly to everyone including people and other pets, so your pet would have free roam of the backyard and any of her toys that they might be interested in. Edith is a free feeder, but if your dog is not, that is no problem at all! Edith is 3.5 years old, sleeps probably 20+ hours a day (not kidding), and is super chill.

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Sitter Profile Image: Terese B.
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Sitter Profile Image: Terese B.
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14.

Terese B.

Unleashing Happiness in every Pet
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$22
per visit

Terese was absolutely amazing with our two kitties while we were gone! She took her time to gain their trust and always had their best interests in mind. She is extremely considerate, responsive, and just goes above and beyond with her care. :) We highly recommend her to all pet parents!

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Sitter Profile Image: Emily E.
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Sitter Profile Image: Emily E.
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15.

Emily E.

Vet Med and Rescue experience
Madison, WI, 53704
Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$20
per visit

Emily ensured our pet had adequate love and time with a human while we were out of town. So happy to have someone so understanding and willing to give my animal love.

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Sitter Profile Image: Abby P.
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Sitter Profile Image: Abby P.
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16.

Abby P.

Owner away? I walk, sit, and stay!
Madison, WI, 53704
Drop-In Visits, Dog Walking
5 years of experience
from
$25
per visit

About: Hi there! My name is Abby, a lover of all pets, young and old, big and small. I have taken care of dogs my whole life and I am currently a mom to a four-year-old Goldendoodle named Spencer. I have also worked at a doggy daycare facility where I monitored up to 20 dogs at a time, so a safe, happy dog is very important to me. I’m not currently working, though I am a part time student, but my full-time job would be caring for your pet! I am an experienced sitter and walker who you can trust to take amazing care of your pup. I take any and all opportunities to snuggle and go on fun adventures with dogs. I will love on your pup with everything I have. I am incredibly reliable, trustworthy, and flexible. Any and all instructions you leave for me will be followed with the utmost care to keep your little buddy happy! I am currently a part-time student at the University of Wisconsin-Madison, so I will be taking classes and visiting dogs in my free time! I am available any day typically during the day as I have a dog of my own. I am very committed to creating a bond with my pup parents and being a part of their life. I’ve grown to meet so many people through dog sitting, walking, and my past job opportunity and I couldn’t be happier with what I do at the end of the day. I’m very experienced in animal care and would love the opportunity to grow a bond with you.,

Sitter Profile Image: Beth H.
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Sitter Profile Image: Beth H.
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17.

Beth H.

I’ll WFH all day w/ your pet! 😻🐶
Eastmorland, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking
5.0
41 reviews
13 repeat clients
from
$25
per visit

Beth did a wonderful job checking in on our cat while we were out of town. She kept the litter boxes clean and even brought in the mail. I would highly recommend!

Sitter Profile Image: Julie D.
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Sitter Profile Image: Julie D.
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18.

Julie D.

Rover 101
Play, snack, & snooze with us!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
Boarding, Drop-In Visits, Doggy Day Care
5.0
77 reviews
40 repeat clients
from
$25
per visit

I needed a pet sitter because one of my two cats was sick, and Julie stopped by twice a day to give her a pill an update me on how both of them were doing.

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Sitter Profile Image: Leticia S.
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Sitter Profile Image: Leticia S.
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19.

Leticia S.

Great energy and we are cool cats!
Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
from
$35
per visit

Leticia is such a kind, fun-loving person and is a joy to be around. Aside from her overall positive demeanor, she cares greatly for others (both people and pets!) Leticia is extremely dependable and always looking to help in any way she can. If you're looking for a responsible, loving dog sitter, Leticia is your girl. You'll gain an amazing friend out of the deal, too!

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Sitter Profile Image: Elizabeth F.
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Sitter Profile Image: Elizabeth F.
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20.

Elizabeth F.

Experienced & Nurturing Pet Sitter
Emerson East, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
from
$20
per visit

Elizabeth regularly dog sits my 3yr old Aussie mix, Rory. She is a true animal lover and takes great care of Rory. Rory is always excited to see Elizabeth because she knows she’s in for a fun few days. I would recommend Elizabeth for anyone looking for a dog sitter!!

Search Map

Dog owners in Cherokee Park, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Cherokee Park.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Cherokee Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Cherokee Park, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Cherokee Park, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

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