Pet Sitting & Drop Ins in Cherokee Garden, 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

Sitter Profile Image: Justine K.
Verified Enhanced Background Check
Sitter Profile Image: Justine K.
Verified Enhanced Background Check
1.

Justine K.

reliable and fun-loving pet friend
Greenbush, Madison, WI, 53715
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
52 reviews
21 repeat clients
from
$18
per visit

Highly recommend Justine! Great communication. Very punctual. Her kindness went above and beyond taking care of our Olive.

Calendar Recently Updated
Sitter Profile Image: Terese B.
Verified Enhanced Background Check
Sitter Profile Image: Terese B.
Verified Enhanced Background Check
2.

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!

Calendar Recently Updated
Sitter Profile Image: Amanda L.
Verified Enhanced Background Check
Sitter Profile Image: Amanda L.
Verified Enhanced Background Check
3.

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!

Calendar Recently Updated
Sitter Profile Image: Jamie K.
Verified Enhanced Background Check
Sitter Profile Image: Jamie K.
Verified Enhanced Background Check
4.

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 takes such great care of our Skyla. She is caring and timely and goes above and beyond to make sure Skyla is happy while we are away. She provides lots of communication and pictures so we know how things are going. She goes on walks and adventures, plays games and gives treats. We could not ask for a better sitter. Thank you Jamie!

Calendar Recently Updated
Sitter Profile Image: Ashley E.
Verified Background Check
Sitter Profile Image: Ashley E.
Verified Background Check
5.

Ashley E.

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

Ashley has been super considerate and keeping my two kitties safe and week taken care! My boys vomited in couple spots during the visit, she’s very patient and took care of it! Definitely recommend her!

Sitter Profile Image: Madalyn L.
Verified Enhanced Background Check
Sitter Profile Image: Madalyn L.
Verified Enhanced Background Check
6.

Madalyn L.

Pawsitively the best!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
Drop-In Visits, Dog Walking
5.0
57 reviews
16 repeat clients
from
$19
per visit

Madalyn was great checking in on, feeding, and playing with our cat and sent lots of sweet pictures and videos! Would definitely book with her again!

Calendar Recently Updated
Sitter Profile Image: Audrey B.
Verified Enhanced Background Check
Sitter Profile Image: Audrey B.
Verified Enhanced Background Check
7.

Audrey B.

Can’t wait to meet your best friend
Madison, WI, 53718
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
12 years of experience
from
$20
per visit

About: I’ve had pets for 12+ years and have education in animal care. I currently have a 11yr old yorkiepoo that is like my best friend. I’m not quite ready to get another companion so I would love to get to spend time with yours when you need a little break or just need an extra hand :) I currently work full time from 6am to 4pm but am otherwise free. I am available for daily walks and home check ins but requires a week notice for sitting. I live at a dog friendly apartment with a pet area outside and a nice surrounding community for long walks. Inside my apartment is very pet friendly with pets welcome on the furniture and a crate for small dogs in preferred

Sitter Profile Image: Sarah N.
Verified Enhanced Background Check
Sitter Profile Image: Sarah N.
Verified Enhanced Background Check
8.

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 patient with our nervous pup on her visit and she had her calm, happy and playing by the time she left! We are so glad to have found Sarah!

Sitter Profile Image: Grace H.
Verified Enhanced Background Check
Sitter Profile Image: Grace H.
Verified Enhanced Background Check
9.

Grace H.

Dogs are a girls best friend!
Madison, WI, 53703
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
from
$18
per visit

Grace was so helpful and flexible with our requests! She was detailed with her visit summaries and clearly treated our dog very well. She also added an extra walk on a few days notice when our plans changed. We would love to work with her again!

Sitter Profile Image: Rachel M.
Verified Enhanced Background Check
Sitter Profile Image: Rachel M.
Verified Enhanced Background Check
10.

Rachel M.

Experienced, reliable animal lover!
Capitol, Madison, WI, 53703
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
1 repeat client
from
$15
per visit

I recommend Rachel highly. On numerous occasions she has house and pet sat for us. She takes her job seriously and is extremely conscientious. She is good with animals and clearly enjoys them. She is also an excellent caretaker of our home while we are away. We come home to happy pets and a clean home. When we travel, Rachel is always my first choice to be at our home, caring for our pets.

Sitter Profile Image: Charne B.
Verified Enhanced Background Check
Sitter Profile Image: Charne B.
Verified Enhanced Background Check
11.

Charne B.

Here to help take care of your pets
Madison, WI
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
from
$36
per visit

About: I've been helping to take care of my family's and friend's pets since I was 12 years old. I worked for a pet supplies and grooming store for 3 years and that helped hone a lot of my pet care skills. I have an extremely flexible work schedule that I curate myself so making sure I have the time to properly care for and look after your pets is my top priority. I have a fenced in yard and a very walkable neighborhood. I have no pets of my own so your pets will always be the only pets in the home for the time they are with me.

Calendar Recently Updated
Sitter Profile Image: Emily E.
Verified Enhanced Background Check
Sitter Profile Image: Emily E.
Verified Enhanced Background Check
12.

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.

Calendar Recently Updated
Sitter Profile Image: Tonisha A.
Verified Background Check
Sitter Profile Image: Tonisha A.
Verified Background Check
13.

Tonisha A.

Your dog will be like family!
Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
5 repeat clients
from
$18
per visit

Tonisha was so wonderful! She helped us out last minute while we were away and for several days after our sitter fell through. We could tell by all the pics and videos that our pup was loving his walks and attention from her. Highly recommend!

Calendar Recently Updated
Sitter Profile Image: Emily C.
Verified Enhanced Background Check
Sitter Profile Image: Emily C.
Verified Enhanced Background Check
14.

Emily C.

Rover 101
Everyone's Favorite Pet Auntie
Capitol, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
4 repeat clients
from
$25
per visit

Emily took great care of our two cats and checked in with us regularly. Would definitely ask her to take care of them again. They were in great hands.

Sitter Profile Image: Bailey U.
Verified Enhanced Background Check
Sitter Profile Image: Bailey U.
Verified Enhanced Background Check
15.

Bailey U.

Experienced Pup Lover 🐶 😊
Capitol, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
8 repeat clients
from
$13
per visit

Bailey is the best! She was able to pop by & let Charlie out when something came up last minute. So appreciate you (& so does Charlie)!

Sitter Profile Image: Caitlin O.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin O.
Verified Enhanced Background Check
16.

Caitlin O.

Cat owner who loves dogs too
Emerson East, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking
12 years of experience
from
$13
per visit

About: My very first job was working at a family owned boarding and grooming kennel. I started when I was 14 years old and worked there through college. In between that, I've pet sat for several family members and friends. I work full time as a night shift 911 dispatcher. I'd love to do some evening or early morning walks to start and would like to expand into pet sitting as my schedule allows. I have preference to pet sitting at the clients home because my roommates dog is a bit fickle on who she gets along with. Plus I own a cat and I know not every dog likes cats. As a pet sitter, I intend to take your dog for regular walks in addition to normal outside play time. I can work with your dog on any ongoing training you have with them.

Calendar Recently Updated
Sitter Profile Image: Lauren N.
Verified Enhanced Background Check
Sitter Profile Image: Lauren N.
Verified Enhanced Background Check
17.

Lauren N.

Dog lover with the summer free!!
Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
2 repeat clients
from
$13
per visit

Lauren was great with Kronos. He loves seeing her and can’t wait to go on walks with her. She is super reliable and was able to accommodate his medication and food needs.

Sitter Profile Image: Kirstyn M.
Verified Enhanced Background Check
Sitter Profile Image: Kirstyn M.
Verified Enhanced Background Check
18.

Kirstyn M.

I’ve Got Your Tail Covered
Madison, WI, 53704
Drop-In Visits, Dog Walking
5.0
3 reviews
2 repeat clients
from
$15
per visit

Kirstyn was fantastic with my elderly dog! He is slow and needs encouragement at times to get up and go outside, and Kirstyn handles this with ease.

Calendar Recently Updated
Sitter Profile Image: Rachael B.
Verified Enhanced Background Check
Sitter Profile Image: Rachael B.
Verified Enhanced Background Check
19.

Rachael B.

A girl who loves outdoors and dogs
Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking
25 years of experience
from
$14
per visit

About: I cannot remember a time in my life where dogs were not a part of it. I, myself have a puppers of my own! I am currently on a clinical rotation and am not allowed to have him stay with me so he gets to stay with grandma and grandpa. I love dogs and look forward to spending time with yours:) I currently work full time from 7-3:30 Monday through Friday. I am free most weekends and after work anytime to walk or take care of your dog:) I love walking in neighborhoods as well as nature trails! I have a 70pound dog of my own so I am use to walking strong dogs but can also walk small ones as well. I do not have a minimum distance to take them. I am also able to go for runs if you prefer!

Calendar Recently Updated
Sitter Profile Image: Ryan A.
Verified Enhanced Background Check
Sitter Profile Image: Ryan A.
Verified Enhanced Background Check
20.

Ryan A.

Stay at home dog dad of two
Sherman, Madison, WI, 53704
Drop-In Visits, Dog Walking
19 years of experience
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.

Search Map

Dog lovers in Cherokee Garden, Madison, WI love pet sitters on Rover.com. Over 423 pet owners have reviewed pet sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Madison can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 Garden 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 Garden, 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 Garden, 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:

Drop-In Visits