Pet Sitting & Drop Ins in Clarendon Hills, 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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Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
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1. Jen D.

Star Sitter
Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
2.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
32 reviews
9 repeat clients
Profile image

Jen was phenomenal! She cared for Dexter like he was her own, she was punctual, sent lots of pictures and followed care instructions well. Should I need care in the future, she is someone I have come to trust both in my home and with my best friend.

Availability updated yesterday
Sitter Profile Image: Brooke D.
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Sitter Profile Image: Brooke D.
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2. Brooke D.

Star Sitter
Does your dog love walks? So do I!
High Crossing, Madison, WI, 53718
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
470 reviews
85 repeat clients
Profile image

Brooke did an excellent job with doing drop-ins on my cat while I was travelling. I will definitely be booking with her again for all my future travel plans! And she takes adorable photos.

Availability updated 10 days ago
Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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3. Amanda K.

Star Sitter
Responsible, active, pet owner
Cottage Grove, WI, 53527
4.6 mi. away
Boarding, Drop-In Visits
from
$15
per visit
5.0 out of 5 stars
135 reviews
47 repeat clients
Profile image

Amanda was wonderful with our dogs! She gave them lots of cuddles and play time, and even brought her kids over to play hide and seek with them. She also sent great report cards with pictures!

Availability updated 13 days ago
Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
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4. Shannon H.

Star Sitter
Pet sitter ready for anything.
Monona, WI, 53716
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
45 reviews
13 repeat clients
Profile image

Shannon was fantastic! We had never used a pet sitter for our cats before and were going out of town for the weekend. Shannon was a great choice and we wouldn’t hesitate to book her again. She was great at sending pictures and texts, and our cats clearly enjoyed her visits. It was so nice to have our minds at ease while we were away.

Availability updated 12 days ago
Sitter Profile Image: Taelyn C.
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Sitter Profile Image: Taelyn C.
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5. Taelyn C.

Star Sitter
Owners away? I will walk and play!
Madison, WI, 53703
4.7 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
25 reviews
8 repeat clients
Profile image

Taelyn was an excellent pet sitter for our cat. She was extremely responsive, attentive to details, and she cared for Zephyr as if she was family. I loved the photos she sent- Zephyr looked so happy and she normally doesn't like strangers very much. I would definitely book with Taelyn again.

Availability updated 3 days ago
Sitter Profile Image: Miranda D.
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Sitter Profile Image: Miranda D.
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6. Miranda D.

Star Sitter
Efficient, Kind, Loving Pet Sitter
Sun Prairie, WI, 53590
3.0 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
36 reviews
7 repeat clients
Profile image

Miranda did a wonderful job caring for our two cats! We loved receiving pictures of them each day and hearing about how they were doing while we were away. Will definitely be booking Miranda again in the future!

Availability updated 48 days ago
Sitter Profile Image: Tara N.
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Sitter Profile Image: Tara N.
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7. Tara N.

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

This was my first time booking a sitter with Rover, usually I’m on the other end as a Roverer myself. Tara was awesome! Our kitties were well taken care of and she went above and beyond. Everything was clean when we got home and our boys were happy. I’ll definitely be booking with her again. Thanks Tara!

Availability updated today
Sitter Profile Image: Meghan & Jacob D.
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Sitter Profile Image: Meghan & Jacob D.
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8. Meghan & Jacob D.

Star Sitter
We’ll treat your pet like our own!
McClellan Park, Madison, WI, 53718
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$15
per visit
5.0 out of 5 stars
50 reviews
19 repeat clients
Profile image

Meghan did a fantastic job taking care of our blind kitten and backyard chickens! She was very responsive, provided frequent updates and pics, and I would highly recommend her!

Availability updated today
Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
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9. Joan F.

Star Sitter
Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$15
per visit
5.0 out of 5 stars
89 reviews
29 repeat clients
Profile image

Joan was a wonderful sitter for our two cats! She was super communicative, sent us lots of pictures, and was always timely. Would highly recommend!!

Availability updated today
Sitter Profile Image: Ella W.
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Sitter Profile Image: Ella W.
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10. Ella W.

Star Sitter
Hi, my name is Ella!!
Ridgewood, Madison, WI, 53704
1.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
Profile image

Ella was excellent, very prompt, polite & our three Scotties all loved her! She went above and beyond what was needed, can’t wait to book her again soon !

Availability updated 2 days ago
Sitter Profile Image: Jeff L.
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Sitter Profile Image: Jeff L.
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11. Jeff L.

Experienced, Reliable Pet Owner
Sun Prairie, WI, 53590
3.8 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
4 reviews

Jeff is an excellent pet sitter for our family when we have been out of town or just needed someone to stop in during the day. He is trustworthy, dependable and always careful when handling our pets. He is so thorough with getting all the information needed for walking, feeding, likes/dislikes and any specific information needed for our dog and cats. Even our cat who tends to avoid people comes out for Jeff - he took the extra time to sit and wait for her to come out so even she would get some attention when we were gone for a few days. Jeff goes above and beyond and we would highly recommend him to anyone needing pet care!

Availability updated today
Sitter Profile Image: Anne S.
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Sitter Profile Image: Anne S.
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12. Anne S.

I will love your pet like my own!
Madison, WI, 53704
3.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
Profile image

Anne was great! Kept me updated and sent pictures of the pups too!

Availability updated 4 days ago
Sitter Profile Image: Kate C.
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Sitter Profile Image: Kate C.
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13. Kate C.

Rover 101
Educator & Animal Enthusiast!
Madison, WI, 53714
3.1 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
18 reviews
10 repeat clients
Profile image

Kate has been wonderful. She comes in and takes care of my dog when I’m in a pinch. Every time she comes, I have no complaints from Crane, I don’t have a light in my living room and she still takes care of my dog. She is wonderful.

Availability updated 54 days ago
Sitter Profile Image: Henry M.
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Sitter Profile Image: Henry M.
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14. Henry M.

Ready to watch any furry friend!
Eken Park, Madison, WI, 53704
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5.0 out of 5 stars
1 review
2 repeat clients
Profile image

Henry was the best pet-sitter we've ever had. We loved the photos and updates on our pets. Will definitely book with Henry again!

Availability updated 33 days ago
Sitter Profile Image: Carla P.
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Sitter Profile Image: Carla P.
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15. Carla P.

Star Sitter
Dog-loving family ready to help!
Sun Prairie, WI, 53590
3.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients

Carla is the best dog sitter I have had! She was so attentive to my pup and really tried to bring extra love each time she helped us out.

Availability updated 6 days ago
Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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16. Megan W.

Star Sitter
Your Best Friend’s New Best Friend!
Sun Prairie, WI, 53590
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per visit
5.0 out of 5 stars
125 reviews
38 repeat clients
Profile image

Megan is great! Arrived at our appointment time and sent videos and pics of her visit. She was amazing!! She made me feel so comfortable being away from my pup!

Availability updated yesterday
Sitter Profile Image: Zachary S.
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Sitter Profile Image: Zachary S.
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17. Zachary S.

Recent grad and animal lover
Carpenter-Ridgeway, Madison, WI, 53704
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
3 reviews

Zach has truly exceeded my expectations as a dog walker. Walking my four cavapoos—Niko, Como, Boots, and Bodo, all between 1 and 3 years old—is no easy task, but Zach manages it effortlessly and is nothing short of amazing. Not only is he incredibly skilled at managing all of them at once, but he also takes the time to get to know each of their personalities and needs. He’s not just walking them; he’s making sure they’re engaged, happy, and well-cared for every step of the way. On longer walks, Zach is so considerate and attentive that he’ll even make sure my dogs get water breaks when needed. I’ve never seen my dogs so calm and content after a walk! It's clear he genuinely cares about my dogs and treats them as if they were his own. I appreciate how thoughtful he is in responding to and handling their energy, as well as how he makes sure each dog gets the right balance of exercise and attention. As I've said (and cannot reiterate enough), after their walks, my pups come back happy, relaxed, and clearly well taken care of. Zach’s combination of professionalism, warmth, and true love for animals is rare, and I feel so lucky to have found someone I trust completely with my dogs!

Availability updated today
Sitter Profile Image: Brianna M.
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Sitter Profile Image: Brianna M.
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18. Brianna M.

Calm, patient, and fun!
Bluff Acres, Madison, WI, 53704
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
15 years of experience

About: I have loved animals since I was a kid, and was fortunate enough to have family friends that allowed me to care for their pets on a semi-regular basis. Walking big dogs, sneakily administering meds, and compassionate care for an elderly dog who couldn't move very well were included in some of my early experiences. As an adult, I am a cat mom and have friends and family members with dogs I care for often. Making sure fur babies are happy and healthy is one of my passions! I am a remote graduate student with asynchronous course work, so my schedule is highly flexible to meet your needs! I have a few standing volunteer commitments, but am often able to move things around as needed. I live in a ground floor, private entry, pet-friendly apartment with one small, friendly cat. I live in close walking distance to a number of parks that have lots of room to play in. I treat all animals with kindness and gentleness, letting their specific needs dictate the care they receive.

Availability updated 4 days ago
Sitter Profile Image: Megan T.
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Sitter Profile Image: Megan T.
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19. Megan T.

Star Sitter
I love all animals
Eken Park, Madison, WI, 53704
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

Megan was great at communicating and was attentive to all our animals. Her updates were detailed and were mindful of the various issues our elderly cats had, reporting on them and giving me enough information to give guidance on their meds. She was reliable and I felt like our pets were in good hands during our trip.

Availability updated yesterday
Sitter Profile Image: Laura S.
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Sitter Profile Image: Laura S.
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20. Laura S.

My care is built around your pet.
Rolling Meadows, Madison, WI, 53714
2.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
1 review

Laura truly cared for my two dogs like they were her own. She was very attentive to their individual needs and quirks and went out of her way to make them feel comfortable with her. My one dog, Freddie, is fearful of new people and was initially skeptical of Laura. By the end of the week, she was easily his favorite human! It is a huge relief knowing your critters are well taken care of and well loved when you're away. She sent us regular photos and updates and was wonderful all around. Highly recommend!

Availability updated 14 days ago

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