Pet Sitting & Drop Ins in Carpenter-Ridgeway, 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
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What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Brooke D.
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Sitter Profile Image: Brooke D.
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1. Brooke D.

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

Great working with Brooke. Good to know there is someone reliable, kind & patient working with our dogs. They seemed happy and not overly anxious when we got home! Thx so much Brooke ?

Availability updated today
Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
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2. Shannon H.

Pet sitter ready for anything.
Monona, WI, 53716
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
43 reviews
12 repeat clients
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We couldn't be more pleased with the exceptional care our dogs received from Shannon. She went above and beyond, providing detailed updates during her visits that put our minds at ease. It was evident that she genuinely cared for our dogs, treating them like her own. We highly recommend Shannon.

Availability updated 4 days ago
Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
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3. Jen D.

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
1.6 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
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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: Maggie P.
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Sitter Profile Image: Maggie P.
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4. Maggie P.

Young professional who loves pets!
Madison, WI, 53703
2.9 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
35 reviews
8 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 2 days ago
Sitter Profile Image: Meghan & Jacob D.
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Sitter Profile Image: Meghan & Jacob D.
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5. Meghan & Jacob D.

We’ll treat your pet like our own!
McClellan Park, Madison, WI, 53718
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$14
per visit
5.0 out of 5 stars
46 reviews
19 repeat clients
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Meghan and Jacob were excellent sitters! We are very happy with their services. They took checked in on our two cats while we were out of town for two weeks. They were also kind enough to take care of our many houseplants. They also sent great little updates in their daily reports, along with excellent pictures of our little guys. We looked forward to their report card every morning. Highly recommend Meghan and Jacob!

Availability updated today
Sitter Profile Image: Alana L.
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Sitter Profile Image: Alana L.
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6. Alana L.

Caring and detailed pet lover
Marquette, Madison, WI, 53704
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
29 reviews
8 repeat clients
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Alana was a great cat sitter. She went above and beyond plus provided updates and pictures. When we got home it was clear that our cats were well cared for!

Availability updated today
Sitter Profile Image: Kate C.
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Sitter Profile Image: Kate C.
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7. Kate C.

Rover 101
Educator & Animal Enthusiast!
Madison, WI, 53714
2.9 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
18 reviews
10 repeat clients
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Kate was wonderful, we would highly recommend her services! Our dog is reactive to other dogs, so we've been nervous to have someone else walk her while we're out of town. Kate is highly experienced and did a great job. We loved receiving the detailed updates and many happy photos of our pup after each check-in!

Availability updated 25 days ago
Sitter Profile Image: Taelyn C.
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Sitter Profile Image: Taelyn C.
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8. Taelyn C.

Owners away? I will walk and play!
Madison, WI, 53703
2.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
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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 yesterday
Sitter Profile Image: Kali B.
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Sitter Profile Image: Kali B.
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9. Kali B.

Rover 101
Excited to meet your best friend!
Marquette, Madison, WI, 53703
2.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
70 reviews
18 repeat clients
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Kali was so sweet and took great care of my cat, Oliver while I was out of town. She was so flexible about meeting beforehand so everything was sorted out!! I received photos and a nice little paragraph about how Oliver was doing everyday and he warmed up to her so quickly (which is pretty rare with him 🙂). Thank you so much!!

Availability updated 10 days ago
Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
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10. Anna N.

I will love your pets like my own!
Madison, WI, 53704
2.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
Profile image

Anna did a wonderful job watching my kitties for me. I have 4 cats and so I was worried about finding someone who would be able to care for them all individually and be aware of their different personalities, but Anna left me with zero concerns while I was away. She is attentive, easy to work with, competent, and reliable. Anna is all you could ask for in a sitter!

Availability updated 7 days ago
Sitter Profile Image: Anne S.
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Sitter Profile Image: Anne S.
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11. Anne S.

I will love your pet like my own!
Madison, WI, 53704
2.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
9 reviews
1 repeat client

Anne has watched my 2 dogs several times and has done a fantastic job! You can tell she truly cares about all animals, even when they’re not her own pets! You can always count on her to give attention and cuddles to any dog or cat in the room. She’s an active person, so taking dogs on walks is not a chore - it is something that brings her joy! I would 100% trust Anne to take exceptional care of any pet!

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

East side dog walker/runner/sitter
Madison, WI, 53704
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
4 reviews
1 repeat client

Andrea is truly the best! She’s been a close friend for years and has frequently watched my two large dogs. From a human perspective, Andrea is empathetic, energetic, and always willing to go above and beyond to help, no matter the circumstance. Her level of compassion and sense of personal responsibility is remarkable. From a canine perspective, Andrea is FUN! She is always active with the dogs, taking them for walks and jogs and playing ball. Lots of pets and healthy treats make for very happy pups. Our pups love Auntie Andrea, and yours will too!

Availability updated 8 days ago
Sitter Profile Image: Coral W.
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Sitter Profile Image: Coral W.
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13. Coral W.

Reliable, Loving Pup Care
Madison, WI, 53703
2.4 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
1 review

Coda : I’ve known Coral for almost 10 years, we have coparented several animals in this time & Coral has cared for many animals of others. They have a wide variety skills in caring for spaces & animals. Jayden: Coral was a great walker for my beagle, Sadie. Sadie loves to explore and tug on her leash. I appreciate how patient Coral is with her. They communicate promptly, reliable, and takes the cutest pictures of Sadie. We recommend them to everyone!

Availability updated 4 days ago
Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
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14. Joan F.

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

Joan is wonderful! She did weekly drop in visits with our dog and was always so communicative. It was clear through the pictures that our dog Beau was smiley, happy, and got plenty of exercise and cuddles when she was with him. She also was down to add extra days with relatively short notice too.

Availability updated 34 days ago
Sitter Profile Image: Megan T.
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Sitter Profile Image: Megan T.
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15. Megan T.

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

Ready for zoomies, naps, and snacks
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
1.3 mi. away
Boarding, House Sitting, Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
21 reviews
4 repeat clients
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Maddie is fantastic! We have rebooked her now as we really trust her with our pup and she is thorough and quick to respond. Thanks again, Maddie !

Availability updated 14 days ago
Sitter Profile Image: Savanna D.
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Sitter Profile Image: Savanna D.
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17. Savanna D.

Be worry free with reliable care!
Eken Park, Madison, WI, 53704
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
1 review

Savanna has been amazing with my dog, Ducky! They're always on time and reliable. Ducky absolutely loves her walks. I get regular updates and photos, which makes me feel so at ease. I highly recommend Savanna for anyone looking for a caring and trustworthy dog walker!

Availability updated 11 days ago
Sitter Profile Image: Madalyn L.
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Sitter Profile Image: Madalyn L.
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18. Madalyn L.

Pawsitively the best!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
1.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
84 reviews
23 repeat clients
Profile image

Madalyn has cared for our dogs many times. She is easy to work with, takes great care of our pets, and is timely and responsive. I definitely recommend!

Availability updated 4 days ago
Sitter Profile Image: Henry M.
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Sitter Profile Image: Henry M.
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19. Henry M.

Ready to watch any furry friend!
Eken Park, Madison, WI, 53704
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
10 years of experience

About: I've taken care of and watched dogs since I was a teenager. My parents have had Saint Bernard Great Dane mixed breed dogs so I have a lot of experience dealing with giant breed dogs. When my parents current dog was a puppy, I had a lot of one on one time taking care of her especially when she was a puppy and first coming home because my parents were working and I was on summer break, this has given me an intimate understanding of the needs of puppies and how to take care of them. My parents have also always had cats and they don't always get along with the dog which has given me a lot of experience managing animals in conflict while working to make them more comfortable and get along more. I've also done a lot of work watching my partner's family dog which has given me a lot of experience dealing with dog reactivity and aggression and learning how to calm dogs down. I'm currently in between jobs so I have all of the time in the world to watch your pet! Amy schedule is incredibly flexible and I can be available for drop in visits, sitting, and other services in general and especially on weekends I can easily crate a dog if needed and I also love getting to lay on the couch or in bed with a puppy if they're allowed. I do have two cats but they can be kept in a bedroom and not interact with a dog if they are not cat friendly. If they are cat friendly, my cats love to play and would be really interested in meeting and cuddling with more dogs!

Availability updated 5 days ago
Sitter Profile Image: Kayla K.
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Sitter Profile Image: Kayla K.
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20. Kayla K.

Dog walking, running, and playing
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
1.1 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
2 reviews

Kayla was amazing with her dog, when we had busy schedules! I loved the pictures on their walk and knew he was enjoying his afternoons with her.

Availability updated 24 days ago

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