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

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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
0.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
63 reviews
16 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 today
Sitter Profile Image: Brianna M.
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Sitter Profile Image: Brianna M.
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2. Brianna M.

Star Sitter
Patience, affection, and play time!
Bluff Acres, Madison, WI, 53704
3.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

Brianna did an amazing job taking care of my cat Rhubarb! She is an experienced pet sitter/owner and was able to give Rhu her liquid medication. She was also super communicative and friendly; I really appreciated her report cards describing their time together, complete with lots of photos!

Availability updated 8 days ago
Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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3. Maggie P.

Star Sitter
Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
3.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
42 reviews
11 repeat clients
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Maggie went above and beyond - including braving a winter snowstorm - to make sure our cat was well cared for while we were out of town. Couldn’t recommend more highly!

Availability updated 6 days ago
Sitter Profile Image: Laura S.
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Sitter Profile Image: Laura S.
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4. Laura S.

Star Sitter
My care is built around your pet.
Rolling Meadows, Madison, WI, 53714
4.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
11 reviews
3 repeat clients

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 8 days ago
Sitter Profile Image: Stacy S.
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Sitter Profile Image: Stacy S.
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5. Stacy S.

Lifelong animal lover and pet owner
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
3.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Stacy was a great sitter for my pets. I had no doubts they were going to be in good hands!

Availability updated 8 days ago
Sitter Profile Image: Ryan A.
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Sitter Profile Image: Ryan A.
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6. Ryan A.

Stay at home dog dad of two
Sherman, Madison, WI, 53704
1.2 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Ryan was very kind and prompt. He took time to to set up a meet and greet prior to his first visit. We will definitely have him again in the future!

Availability updated 3 days ago
Sitter Profile Image: Katie T.
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Sitter Profile Image: Katie T.
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7. Katie T.

Star Sitter
ACTIVE, FLEXABLE, DOG LOVER
Marquette, Madison, WI, 53703
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
17 reviews
2 repeat clients
Profile image

Katie is awesome. Super flexible and understanding. I would definitely recommend her and will hopefully be able to use her service again. Thanks again Katie!

Availability updated today
Sitter Profile Image: Stephanie H.
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Sitter Profile Image: Stephanie H.
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8. Stephanie H.

Star Sitter
Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

Availability updated today
Sitter Profile Image: Zachary S.
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Sitter Profile Image: Zachary S.
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9. Zachary S.

Star Sitter
Recent grad and animal lover
Carpenter-Ridgeway, Madison, WI, 53704
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
13 reviews
2 repeat clients

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 2 days ago
Sitter Profile Image: Anne S.
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Sitter Profile Image: Anne S.
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10. Anne S.

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

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

Availability updated 18 days ago
Sitter Profile Image: Megan T.
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Sitter Profile Image: Megan T.
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11. Megan T.

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 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

Megan was absolutely stellar! Her updates were incredibly thorough and she sent lots of pictures of all the pets, including the aquatic ones. Our kitty adored her, and it really made me feel safe to leave the pets knowing that she was there. Megan is a great sitter and I am really looking forward to booking with her again.

Availability updated 4 days ago
Sitter Profile Image: Annmarie S.
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Sitter Profile Image: Annmarie S.
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12. Annmarie S.

Star Sitter
Gentle and Loving for All Animals
Emerson East, Madison, WI, 53704
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Annmarie was super responsive and able to help us last minute with some drop in visits during a day we had to work. She hung outside with our old man so that he could enjoy some sun. We are very thankful for her care!

Availability updated 20 days ago
Sitter Profile Image: Jennifer K.
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Sitter Profile Image: Jennifer K.
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13. Jennifer K.

Purr-fect Peace & Tail-Wagging Joy
Madison, WI, 53704
1.3 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5 years of experience

About: With 5 years of experience caring for dogs, through fostering and those of friends and family, I’ve gained a deep understanding of their unique personalities and needs. I respect every dog’s individuality and adapt my care to provide just the right balance of attention and activity. Whether your pup enjoys leisurely companionship and a calm presence or thrives on interactive play, exercise, and affection, I’m here to ensure they feel safe, happy, and fulfilled. My goal is to meet every dog where they are, providing thoughtful, loving care tailored to their needs. Working from home allows me to offer flexible scheduling for pet care. I can easily adapt to your needs, ensuring your pets receive timely and attentive care I prioritize understanding each pet's unique needs and preferences, whether at my home or yours. I adapt my care style to provide a safe, nurturing, and tailored environment for every furry friend

Availability updated 5 days ago
Sitter Profile Image: Kagen & Matthew D.
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Sitter Profile Image: Kagen & Matthew D.
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14. Kagen & Matthew D.

Rover 101
Artist & Animal Lover You Can Trust
Sherman, Madison, WI, 53704
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
66 reviews
31 repeat clients
Profile image

Kagen was prompt was so kind with Luna. Kagen made sure she had dinner and a nice break in the evening. Luna and I are looking forward to Kagen's future visits!

Availability updated yesterday
Sitter Profile Image: Andrea S.
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Sitter Profile Image: Andrea S.
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15. Andrea S.

East side dog walker/runner/sitter
Eken Park, Madison, WI, 53704
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients

Andrea is an exceptionally reliable, kind, and energetic person who has experience caring for a wide range of animals. The only real risk is that your pet will like her too much. Very highly recommended!

Availability updated 18 days ago
Sitter Profile Image: Nick K.
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Sitter Profile Image: Nick K.
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16. Nick K.

Rover 101
Big Fenced yard, Dog Vacation spot!
Madison, WI, 53704
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
88 reviews
29 repeat clients

Nick has a special connection with animals! All of my cats and dogs love him!! He has the energy and consistent positive control to run with my 115 lb GSD and the playful, sit on the floor , unintimidating, gentle handling of my 5 little dogs, 3 to 15 lbs. He has been an excellent, responsible, caring petsitter and dog walker. I highly recommend him for ANY pet!

Availability updated 13 days ago
Sitter Profile Image: Amy Lynn R.
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Sitter Profile Image: Amy Lynn R.
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17. Amy Lynn R.

Rover 101
Happy Dog Boarding & Daycare, LLC
Whitetail Ridge, Madison, WI, 53704
0.7 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
76 reviews
34 repeat clients
Profile image

Amy & her husband came over to let our dogs out to potty and played with them for a little while-they seemed to love it and are happy and healthy as always after a visit from Amy-thank you so much!!!

Availability updated 3 days ago
Sitter Profile Image: Salem E.
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Sitter Profile Image: Salem E.
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18. Salem E.

I'm Salem, the gecko dad!
Sherman Village, Madison, WI, 53704
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 4.6 stars
25 reviews
7 repeat clients
Profile image

Salem is an excellent sitter and responded to our last minute request for an extra care of cat sitting. Highly recommend, very reliable and communicative sitter. Thanks again, Salem!

Availability updated 2 days ago
Sitter Profile Image: Mckenzie K.
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Sitter Profile Image: Mckenzie K.
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19. Mckenzie K.

Need the puuur-fect sitter?
Madison, WI, 53704
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$19
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

Mckenzie was great! She was incredibly professional, brought a notebook to our walk through to make sure she had the key details and sent so many wonderful photos and updates about our cats while we were away. She went above and beyond by tidying up on the last visit (emptying the litter genie and taking out the garbage). The only sitter that’s ever done that for us! Unnecessary but oh so lovely to come home to. Our cats were in great hands and we will certainly request McKenzie again in the future.

Availability updated 4 months ago
Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
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20. Anna N.

I will love your pets like my own!
Madison, WI, 53704
0.4 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
27 reviews
8 repeat clients
Profile image

Anna took such amazing care of our cat, Leonidas and they became great friends! She was so easy to work with, coordinate, and talk to. The photos and updates at every visit made me comfortable while we were traveling for 5 nights. I look forward to her watching our sweet old kitty again!

Availability updated 3 days ago

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