Pet Sitting & Drop Ins in Kennedy Heights, 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
1.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
71 reviews
20 repeat clients
Profile image

Jen was amazing! She sent wonderful and descriptive updates of our dogs after each visit and went above and beyond what we needed. I think our dogs miss her!

Availability updated today
Confirmed availability for Memorial Day Weekend
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
4.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
14 reviews
5 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 2 days ago
Confirmed availability for Memorial Day Weekend
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
4.0 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
43 reviews
11 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 8 days ago
Sitter Profile Image: Catherine C.
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Sitter Profile Image: Catherine C.
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4. Catherine C.

Star Sitter
Animal lover with love to share!
Madison, WI, 53715
5.5 mi. away
Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
5 reviews
4 repeat clients
Profile image

Catherine was excellent! She was very prompt for her check in visits and was a great communicator. I always knew what my dog was up to during their time together. Cobi was definitely well taken care of while I was gone at work.

Availability updated 3 days ago
Sitter Profile Image: Laura S.
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Sitter Profile Image: Laura S.
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5. Laura S.

Star Sitter
My care is built around your pet.
Rolling Meadows, Madison, WI, 53714
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
13 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 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Annmarie S.
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Sitter Profile Image: Annmarie S.
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6. Annmarie S.

Star Sitter
Gentle and Loving for All Animals
Emerson East, Madison, WI, 53704
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
12 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 3 days ago
Sitter Profile Image: Alexandra B.
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Sitter Profile Image: Alexandra B.
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7. Alexandra B.

A true dog lover for life💕
Capitol, Madison, WI, 53703
4.4 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
3 reviews

Allie has done an amazing job caring for our dog, and you can tell she is truly an animal lover at heart. She is incredibly reliable and responsible, and has gone above and beyond all my expectations. I would highly recommend her to others!

Availability updated 3 days ago
Sitter Profile Image: Anne S.
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Sitter Profile Image: Anne S.
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8. Anne S.

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

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

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Brittany S.
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Sitter Profile Image: Brittany S.
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9. Brittany S.

Star Sitter
Happy to check in!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
3.8 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
11 reviews
6 repeat clients
Profile image

Brittany was kind, friendly, and great at communicating. She paid attention to details and even offered to help with extras beyond the cats. I’d recommend her to anyone needing a reliable sitter.

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Emma W.
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Sitter Profile Image: Emma W.
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10. Emma W.

Eager to take care of your pets!
Marquette, Madison, WI, 53703
3.8 mi. away
Drop-In Visits
from
$13
per visit
1 review

My cat Ronan loves Emma. She's reliable and loves to play with and brush Ronan. I travel for work so need a dependable sitter while I'm gone and I trust her every time she's available.

Availability updated 4 days ago
Sitter Profile Image: Katie T.
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Sitter Profile Image: Katie T.
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11. Katie T.

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

Katie was very communicative with us and was great with Iggy, even during his first meeting hyperactive moments! Would definitely recommend to others and would hire again!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Christine W.
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Sitter Profile Image: Christine W.
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12. Christine W.

Loving Care for Pets Big & Small
Emerson East, Madison, WI, 53704
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
2 reviews

Your pet will truly be in the best of care with Christine. You could not ask for a better person who knows so much about pet care! She has personally loved such.a wide variety of pets with such compassion, that whether you have a dog, cat, beta fish or fancy rats, she will do everything she possibly can to insure they are well cared for. I lived with Christine for several years, and during the time we were together, I saw how much care she put in to each and every pet member of our household, whether or not she was the "owner" of the pet or if their care was her "responsibility." She even has vet assistance and grooming experience so you know your pet is in good hands! Having lived with Christine and seen her dedication to responsible pet ownership day in and day out, I know from experience that you can trust that she will give extra consideration and genuine care to your pets.

Availability updated yesterday
Sitter Profile Image: Mckenzie K.
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Sitter Profile Image: Mckenzie K.
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13. Mckenzie K.

Need the puuur-fect sitter?
Madison, WI, 53704
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$19
per visit
5 out of 5.0 stars
16 reviews
6 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 17 days ago
Confirmed availability for Memorial Day Weekend
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
2.0 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 19 days ago
Sitter Profile Image: Sarah W.
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Sitter Profile Image: Sarah W.
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15. Sarah W.

Star Sitter
Pet lover with vet assistant exp.
Madison, WI, 53704
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
37 reviews
11 repeat clients
Profile image

Sarah did a great job with my two crazy pups. Friendly, knowledgable and trustworthy! We will be using her next time we need someone to care for our pitties!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Ryan A.
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Sitter Profile Image: Ryan A.
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16. Ryan A.

Stay at home dog dad of two
Sherman, Madison, WI, 53704
2.0 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 25 days ago
Sitter Profile Image: Salem E.
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Sitter Profile Image: Salem E.
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17. Salem E.

I'm Salem, the gecko dad!
Sherman Village, Madison, WI, 53704
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 4.6 stars
26 reviews
8 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: Jennifer K.
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Sitter Profile Image: Jennifer K.
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18. Jennifer K.

Purr-fect Peace & Tail-Wagging Joy
Madison, WI, 53704
0.4 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 17 days ago
Sitter Profile Image: Nick K.
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Sitter Profile Image: Nick K.
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19. Nick K.

Rover 101
Big Fenced yard, Dog Vacation spot!
Madison, WI, 53704
0.4 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 way of connecting with animals that most people don’t. My cat personally hates men but cannot get enough of nick when he is around and all she wants to do is be pet by him. Animals can sense that nick is a trustworthy and caring person who wants to give them love and attention and would take great care of any pet in his care.

Availability updated 35 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
Verified Enhanced Background Check

20. Anna N.

I will love your pets like my own!
Madison, WI, 53704
0.7 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
28 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 14 days ago

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