Pet Sitting & Drop Ins in Dudgeon-Monroe, Madison, WI

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 Dudgeon-Monroe pet sitters

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Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
93 reviews
29 repeat clients
10 years of experience
Madison, WI, 53711

Ann was incredible! She was so sweet and kind our cats Petri and Krobus as well as to us humans. Ann also took phenomenal photos of our cats (I am in awe!!) and left detailed notes with each visit. I'm so grateful she was able to watch our cats -- they were in excellent hands. Ann made the whole experience easy and gave us so much peace of mind!

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Lauren O.
Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter
from
$16
per visit
5 out of 5.0 stars
11 reviews
5 repeat clients
8 years of experience
Madison, WI, 53715

Jolie has been super helpful. She loves animals and cares about them. She also respects and meets pet owners' needs. I couldn’t be happier with booking her. She is taking care of my babies, and I will definitely work with her again in the future.

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Haoning L.
Sitter Profile Image: Caeli C.
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Caeli C.
from
$20
per visit
5 out of 5.0 stars
6 reviews
2 repeat clients
15 years of experience
Madison, WI, 53713

I'm a single dog dad and work long days, so Caeli helps me have peace of mind by taking my pups for their midday walk on days when I can't. She does such a great job with them and I know they are in good hands. Appreciate her help!

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Erick S.
Sitter Profile Image: Tara N.
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Tara N.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
70 reviews
21 repeat clients
18 years of experience
Madison, WI, 53703

Tara is such a wonderful catsitter! It's clear it's not just a gig for her but she truly cares about the pets. Our kitties are extremely shy but one of them became buddies with her (yay!). She took fantastic care of our cats and was also great with updates and communications. We will definitely hire her again in the future and we highly recommend her to anyone seeking catsitter!

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Katarzyna R.
Sitter Profile Image: Maggie P.
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Maggie P.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
46 reviews
13 repeat clients
10 years of experience
Tenney-Lapham, Madison, WI, 53703

Maggie was fantastic! We loved the daily picture updates. She made it so easy and stress free to leave our 3 cats while we were away. Will definitely rebook when we have future needs

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Kaitlin M.
Sitter Profile Image: Sabrina S.
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Sabrina S.
from
$17
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
20 years of experience
Madison, WI, 53705

Highly recommend Sabrina! She adapted to Chewbacca's needs and even introduced ways to get him to eat that I didn't even think about. Chewy's a stubborn, grumpy old poodle and he opened up to her!! Sabrina was easy to communicate with and sent plenty of updates to keep me in the loop. She went above and beyond with everything and treated Chewy like her own. I'll definitely choose her next time Chewy needs a sitter!

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Troy S.
Sitter Profile Image: Grace N.
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Grace N.
from
$14
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
15 years of experience
Madison, WI, 53703

Grave was fantastic! She gave detailed updates, sent photos, and made the visits seem fun. I felt totally relaxed with her taking care of my cat, and he loved it! She went above and beyond and took care of everything, including medications for my cat. Very professional, highly recommend.

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Sagan P.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
193 reviews
79 repeat clients
11 years of experience
Madison, WI, 53705

Cleda is so considerate and thoughtful and accommodating! The rover cards I received were full of pictures and fun details about her visit with James and Miles, two tricky shibas. She made sure they were well-cared for and I would 100% book with Cleda in the future. She is super reliable and really shows love and affection for our pets.

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Jann T.
Sitter Profile Image: Ashley K.
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Ashley K.
from
$20
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
7 years of experience
Allied Community, Madison, WI, 53711

Ashley was great! Super responsive and respectful of our space. I can tell our cat Todd was kept very happy and healthy during our time away.

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Madeleine R.
Sitter Profile Image: Karly M.
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Karly M.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
65 reviews
16 repeat clients
17 years of experience
Regent, Madison, WI, 53726

Karly was great with both of my pets!! She took such good care of them while I was gone and I’m so grateful! Karly was so attentive and even thought to check on things that I hadn’t considered, it was so nice to know that she was thinking of my pets while I was gone

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Shelby C.
Sitter Profile Image: Annie J.
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Annie J.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
62 reviews
21 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Annie was great with my cat, Cleo! She sent over lots of pictures and a detailed account of their time together, which was appreciated. She was flexible and accommodating with coming by before the check in dates to pick up my spare key. Recommend!

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Kaitlin H.
Sitter Profile Image: Melinda N.
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Melinda N.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
133 reviews
22 repeat clients
25 years of experience
Leopold, Madison, WI, 53713

Melinda is the BEST pet caretaker I’ve ever had on Rover! She shows up perfectly on time, super communicator and went above and beyond her visits. All the pictures and video were so great; my Cora loved her!

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Josh B.
Sitter Profile Image: Brook P.
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Brook P.
from
$15
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients
20 years of experience
Madison, WI, 53715

About: What sets me apart as a pet sitter is the lifelong experience and genuine love I have for animals. I grew up in a home full of dogs and have always been surrounded by pets, learning early on how to care for them with patience and attention. Today, I have a dog and a cat of my own, so I understand how important it is to find someone you can trust to care for your furry family members. I treat every pet like my own, with kindness, consistency, and a lot of love. Whether it's a walk, a drop-in visit, or just some extra playtime, I ensure your pets feel safe, happy, and well cared for while you're away. As a teacher on summer break, I have a very open and flexible schedule, which means I’m available throughout the day to give your pets the attention and care they need. Whether it’s a morning walk, midday playtime, or an afternoon check-in, I’m able to provide consistent, dependable care. My background in teaching also means I’m organized, responsible, and great at following routines—qualities that translate well into attentive, loving pet care. When caring for pets in a client’s home, I prioritize maintaining their routine to help them feel safe and comfortable. I follow feeding schedules, provide fresh water, give walks or playtime, and make sure they get plenty of love and attention. I’m respectful of your home and any instructions you leave, whether it’s about medications, crate time, or favorite toys. If I were to offer care in my home, pets would have a calm, pet-friendly space and lots of companionship throughout the day. No matter the setting, I treat every pet as if they were my own, making sure they feel happy, secure, and loved while you're away.

Sitter Profile Image: Aubrey T.
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Aubrey T.
from
$12
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
3 years of experience
Westmorland, Madison, WI, 53711

About: I have experience with all types of pets, from high-energy companions to more laid-back, relaxed ones. Growing up with dogs, working as a social worker at a veterinary clinic, and being a pet owner myself, I understand how important it is to provide your pet with the love and care they deserve. Every pet has its own unique personality, and I’m here to cater to their individual needs—whether your dog requires an extra-long walk or your cat needs brushing and nail trimming. I’ve got you covered! I work from 8:00-4:30 most days of the week. I’m available for walks and drop in visits at any point on the weekends. I can also make walks and drop in visits work anytime before and after my workday during the week. For all services, whether it's walking your dog or housesitting, I like to gather all the details. I understand that you’re trusting me to take care of your pet, and I want to make sure I meet your expectations. To do this, I'll learn about your pet’s routine, how they behave during walks, their personality, and any special care instructions that will help make the experience better for everyone involved.

Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients
20 years of experience
Madison, WI, 53705

About: Hi, I’m Kaitlyn and I’ve lived with dogs for almost 20 years! I’ve helped family, neighbors and friends with pets of all ages, sizes and personalities. My experience has provided insight into how to comfortably care for most pets! I’m currently working at a dental clinic in the Madison area from Monday - Thursday. While work days can be busy, I can be readily available for drop-ins and walks over the lunch hour if needed. There is a large open field behind my apartment that is used by many dog owners to let their fur babies have some freedom throughout the day

Sitter Profile Image: Corinne B.
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Corinne B.
from
$20
per visit
5 out of 5.0 stars
18 reviews
6 repeat clients
25 years of experience
Westmorland, Madison, WI, 53711

Corinne is quick to respond to messages and very personable. She did a great job with our almost 12 yo rescue dog!

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Kathleen M.
Sitter Profile Image: Dustin K.
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Dustin K.
Star Sitter
from
$24
per visit
5 out of 5.0 stars
14 reviews
3 repeat clients
10 years of experience
Greenbush, Madison, WI, 53715

Went above and beyond. Took great care of our cats.

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Jack M.
Sitter Profile Image: Josette W.
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Josette W.
from
$13
per visit
15 years of experience
Madison, WI, 53705

About: I grew up with a Westie since I was 7 years old. I am a foster caretaker and trained to foster dogs by GRRoW (the golden retriever rescue organization of Wisconsin). Pet caretaking fits into my routine best every weekday for an after-work dog walks (5pm CST or later). I work from home on Mondays and Fridays so I have more free time then to watch a pet during the day. I have an apartment with a large open, yard good for playtime. My neighborhood and apartment complex is extremely dog friendly. There are plenty of non-busy street sidewalks and parks within walking distance for the dog to enjoy and run around in.

Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
122 reviews
35 repeat clients
7 years of experience
Sunset Village, Madison, WI, 53705

Thank you again to Sarah for a wonderful sitter experience! Was sad to leave my cat at home during the holidays, but was happy to have Sarah keep her company and give her lots of love :)

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Jasmine M.
Sitter Profile Image: Eleyna E.
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Eleyna E.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
2 years of experience
Regent, Madison, WI, 53705

We LOVE Eleyna! She was so amazing with our dogs and each of their needs. Communicated/sent pictures the entire time & made sure to know every detail to best care for them. Seriously can’t recommend her enough

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Tati M.
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Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
Verified Enhanced Background Check

Ann V.
Star Sitter

Animal Lover & Recent Graduate
Madison, WI, 53711
0.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
93 reviews
29 repeat clients
Profile image

Ann was incredible! She was so sweet and kind our cats Petri and Krobus as well as to us humans. Ann also took phenomenal photos of our cats (I am in awe!!) and left detailed notes with each visit. I'm so grateful she was able to watch our cats -- they were in excellent hands. Ann made the whole experience easy and gave us so much peace of mind!

Availability updated 3 days ago
Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter

I love the fur babies so much
Madison, WI, 53715
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

Jolie has been super helpful. She loves animals and cares about them. She also respects and meets pet owners' needs. I couldn’t be happier with booking her. She is taking care of my babies, and I will definitely work with her again in the future.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Caeli C.
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Sitter Profile Image: Caeli C.
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Caeli C.

Cat and dog friendly!
Madison, WI, 53713
1.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

I'm a single dog dad and work long days, so Caeli helps me have peace of mind by taking my pups for their midday walk on days when I can't. She does such a great job with them and I know they are in good hands. Appreciate her help!

Availability updated 6 days ago
Sitter Profile Image: Tara N.
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Sitter Profile Image: Tara N.
Verified Enhanced Background Check

Tara N.
Star Sitter

A lover of all creatures 🦎🐱🐶🐸🐍
Madison, WI, 53703
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
70 reviews
21 repeat clients
Profile image

Tara is such a wonderful catsitter! It's clear it's not just a gig for her but she truly cares about the pets. Our kitties are extremely shy but one of them became buddies with her (yay!). She took fantastic care of our cats and was also great with updates and communications. We will definitely hire her again in the future and we highly recommend her to anyone seeking catsitter!

Availability updated 2 days ago
Sitter Profile Image: Maggie P.
Verified Enhanced Background Check
Sitter Profile Image: Maggie P.
Verified Enhanced Background Check

Maggie P.
Star Sitter

Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
2.9 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
46 reviews
13 repeat clients
Profile image

Maggie was fantastic! We loved the daily picture updates. She made it so easy and stress free to leave our 3 cats while we were away. Will definitely rebook when we have future needs

Availability updated 5 days ago
Sitter Profile Image: Sabrina S.
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Sitter Profile Image: Sabrina S.
Verified Enhanced Background Check

Sabrina S.

I come from a family of dog lovers
Madison, WI, 53705
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Highly recommend Sabrina! She adapted to Chewbacca's needs and even introduced ways to get him to eat that I didn't even think about. Chewy's a stubborn, grumpy old poodle and he opened up to her!! Sabrina was easy to communicate with and sent plenty of updates to keep me in the loop. She went above and beyond with everything and treated Chewy like her own. I'll definitely choose her next time Chewy needs a sitter!

Availability updated 8 days ago
Sitter Profile Image: Grace N.
Verified Enhanced Background Check
Sitter Profile Image: Grace N.
Verified Enhanced Background Check

Grace N.

Let me take care of your pet!
Madison, WI, 53703
2.6 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Grave was fantastic! She gave detailed updates, sent photos, and made the visits seem fun. I felt totally relaxed with her taking care of my cat, and he loved it! She went above and beyond and took care of everything, including medications for my cat. Very professional, highly recommend.

Availability updated 3 days ago
Sitter Profile Image: Cleda W.
Verified Background Check
Sitter Profile Image: Cleda W.
Verified Background Check

Cleda W.
Rover 101
Star Sitter

Dogs & Cats LOVE me!
Madison, WI, 53705
2.7 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
193 reviews
79 repeat clients
Profile image

Cleda is so considerate and thoughtful and accommodating! The rover cards I received were full of pictures and fun details about her visit with James and Miles, two tricky shibas. She made sure they were well-cared for and I would 100% book with Cleda in the future. She is super reliable and really shows love and affection for our pets.

Availability updated 3 days ago
Sitter Profile Image: Ashley K.
Verified Enhanced Background Check
Sitter Profile Image: Ashley K.
Verified Enhanced Background Check

Ashley K.

I ❤️ animals!
Allied Community, Madison, WI, 53711
1.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Ashley was great! Super responsive and respectful of our space. I can tell our cat Todd was kept very happy and healthy during our time away.

Availability updated 12 days ago
Sitter Profile Image: Karly M.
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Sitter Profile Image: Karly M.
Verified Enhanced Background Check

Karly M.
Rover 101
Star Sitter

Providing Walks + Wagging Tails🐾🐶
Regent, Madison, WI, 53726
1.0 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
65 reviews
16 repeat clients
Profile image

Karly was great with both of my pets!! She took such good care of them while I was gone and I’m so grateful! Karly was so attentive and even thought to check on things that I hadn’t considered, it was so nice to know that she was thinking of my pets while I was gone

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Annie J.
Verified Enhanced Background Check
Sitter Profile Image: Annie J.
Verified Enhanced Background Check

Annie J.
Rover 101
Star Sitter

Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
62 reviews
21 repeat clients
Profile image

Annie was great with my cat, Cleo! She sent over lots of pictures and a detailed account of their time together, which was appreciated. She was flexible and accommodating with coming by before the check in dates to pick up my spare key. Recommend!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check

Melinda N.
Star Sitter

Sorry, I was late. I saw a dog!
Leopold, Madison, WI, 53713
1.8 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
133 reviews
22 repeat clients
Profile image

Melinda is the BEST pet caretaker I’ve ever had on Rover! She shows up perfectly on time, super communicator and went above and beyond her visits. All the pictures and video were so great; my Cora loved her!

Availability updated 6 days ago
Sitter Profile Image: Brook P.
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Sitter Profile Image: Brook P.
Verified Enhanced Background Check

Brook P.

Walks & Wags with Brook
Madison, WI, 53715
1.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients

I highly recommend Brook as a responsible and loving pet caregiver. She is incredibly attentive, patient, and clearly has a natural way with animals. Whether it's going for a walk, giving cuddles, or making sure pets feel safe and cared for, Brook goes above and beyond. You can trust that your pet will be in great hands with her—she treats every animal like her own!

Availability updated today
Sitter Profile Image: Aubrey T.
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Sitter Profile Image: Aubrey T.
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Aubrey T.

Your Pets Next Best Friend!
Westmorland, Madison, WI, 53711
1.2 mi. away
Drop-In Visits, Dog Walking
from
$12
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

Aubrey is great with animals! She even deals with them on the daily as her profession. She’s had dogs since she was 3 and is great with my dog. He loves when she takes him on walks and gives him treats!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kaitlyn B.
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Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check

Kaitlyn B.
Star Sitter

Your Go-To Sitter
Madison, WI, 53705
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
18 reviews
5 repeat clients

Kaitlyn is very responsible and always takes great care of my two cattle dog mixes! They’re very high energy, but Kaitlyn always does a great job keeping up with them. Each time they stay with her, regardless of the amount of time, I get great pictures and updates, keeping me up to date on what they are up to!

Availability updated today
Sitter Profile Image: Corinne B.
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Sitter Profile Image: Corinne B.
Verified Enhanced Background Check

Corinne B.

Animal Lover
Westmorland, Madison, WI, 53711
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
18 reviews
6 repeat clients
Profile image

Corinne is quick to respond to messages and very personable. She did a great job with our almost 12 yo rescue dog!

Availability updated 3 days ago
Sitter Profile Image: Dustin K.
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Sitter Profile Image: Dustin K.
Verified Enhanced Background Check

Dustin K.
Star Sitter

PhD biologist; flexible schedule
Greenbush, Madison, WI, 53715
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$24
per visit
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

Went above and beyond. Took great care of our cats.

Availability updated 2 days ago
Sitter Profile Image: Josette W.
Verified Enhanced Background Check
Sitter Profile Image: Josette W.
Verified Enhanced Background Check

Josette W.

Dog lover in the Wisconsin area
Madison, WI, 53705
1.2 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$13
per visit
6 reviews

Josie's active and attentive personality makes her a great fit to care for your dog! Her enthusiasm can match any dog's demeanor, making her a perfect addition to your list of reliable sitters/dog-walkers.

Availability updated yesterday
Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter

Hoping I can meet your fur babies!
Sunset Village, Madison, WI, 53705
1.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
122 reviews
35 repeat clients
Profile image

Thank you again to Sarah for a wonderful sitter experience! Was sad to leave my cat at home during the holidays, but was happy to have Sarah keep her company and give her lots of love :)

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Eleyna E.
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Sitter Profile Image: Eleyna E.
Verified Enhanced Background Check

Eleyna E.
Star Sitter

Your Pet’s New Best Friend
Regent, Madison, WI, 53705
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

We LOVE Eleyna! She was so amazing with our dogs and each of their needs. Communicated/sent pictures the entire time & made sure to know every detail to best care for them. Seriously can’t recommend her enough

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend

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