Pet Sitting & Drop Ins in Rolling Meadows, 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
4.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
47 reviews
11 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
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
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2. Shannon H.

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

Shannon was able to come check on my little super last minute and was friendly and communicative. My girl is shy but warmed up to Shannon quickly, I could tell from the pictures she had a great time! I'll definitely book Shannon again in the future, thank you so much!!!

Availability updated 7 days ago
Sitter Profile Image: Brooke D.
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Sitter Profile Image: Brooke D.
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3. Brooke D.

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

Every time we book with Brooke we are impressed with her professionalism, quickness to respond, on-time visits, treatment of our pets, pictures, you name it!

Availability updated 37 days ago
Sitter Profile Image: Heather K.
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Sitter Profile Image: Heather K.
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4. Heather K.

Cat lover with years of experience!
East Buckeye, Madison, WI, 53716
2.0 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
Profile image

Very appreciative of Heather and her willingness to check in on my cat while I was away for a few days during the Christmas holiday. She responded in a timely manner to my request and was very communicative during the entire process before and during pet sitting. Heather gave me updates and photos after each visit which I loved! She is experienced with cats and was very lovely as a pet sitter. My cat Myles enjoyed her visits. Highly recommend!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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5. Amanda K.

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

Amanda K. Is beyond great! She is prompt, she exercises the pups, and most importantly she creates two very happy Goldens. Thank you Amanda!

Availability updated 11 days ago
Sitter Profile Image: Eileen M.
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Sitter Profile Image: Eileen M.
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6. Eileen M.

Star Sitter
Dog walks are life
Monona, WI, 53714
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
23 reviews
13 repeat clients
Profile image

Eileen walked Toby and checked in on him. She also did a meet and greet prior to the day she was going to walk Toby so he was comfortable with her. That was comforting. She was great!

Availability updated 5 days ago
Sitter Profile Image: Mark L.
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Sitter Profile Image: Mark L.
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7. Mark L.

Star Sitter
Animal lover, biology author
McClellan Park, Madison, WI, 53718
1.2 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
5.0 out of 5 stars
35 reviews
7 repeat clients
Profile image

Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.

Availability updated 7 days ago
Sitter Profile Image: Safeeyah Q.
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Sitter Profile Image: Safeeyah Q.
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8. Safeeyah Q.

Special needs pet experience
Monona, WI, 53716
2.4 mi. away
Drop-In Visits
from
$18
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
Profile image

Safeeyah was absolutely amazing for our first time ever using Rover! She made us feel so safe and confident in having our cats looked after. She gave great and thorough updates and asked if there was anything she needed help with. Highly highly recommend!

Availability updated 10 days ago
Sitter Profile Image: Meghan & Jacob D.
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Sitter Profile Image: Meghan & Jacob D.
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9. Meghan & Jacob D.

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

Meghan and Jacob did an excellent job taking care of my two cats for three weeks! They communicated clearly, provided fun photos and updates, and made me feel comfortable knowing my pets were in great hands! I would definitely recommend them to others, and would book with them again in the future 😊

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

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

Joan did a fantastic job taking care of our blind cat and flock of backyard chickens. I would highly recommend her to anyone looking or a pet sitter!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Mary M.
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Sitter Profile Image: Mary M.
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11. Mary M.

Dog walks + cat sleepovers = ❤️
McClellan Park, Madison, WI, 53718
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
Profile image

Great communication! Loved getting the photos and videos of our pup while we were away. Will definitely book again!

Availability updated 6 days ago
Sitter Profile Image: Kali B.
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Sitter Profile Image: Kali B.
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12. Kali B.

Rover 101
Excited to meet your best friend!
Marquette, Madison, WI, 53703
2.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
93 reviews
24 repeat clients
Profile image

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 yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Zachary S.
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Sitter Profile Image: Zachary S.
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13. Zachary S.

Recent grad and animal lover
Carpenter-Ridgeway, Madison, WI, 53704
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
8 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 today
Sitter Profile Image: Brittany S.
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Sitter Profile Image: Brittany S.
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14. Brittany S.

Happy to check in!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
1.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
4 reviews

Brittany is so great with our three dogs! They are excited to spend time with her and I love knowing they are safe and well cared for. Brittany is a great communicator; I always receive updates and pictures. Highly recommend!

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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15. Tessa D.

Star Sitter
Dog mom and Lover of All Dogs!
Hawthorne, Madison, WI, 53704
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
Profile image

Tessa was a very reliable and conscientious pet sitter for us. She communicated promptly and clearly and took good care of our dog.

Availability updated 12 days ago
Sitter Profile Image: Laura S.
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Sitter Profile Image: Laura S.
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16. Laura S.

My care is built around your pet.
Rolling Meadows, Madison, WI, 53714
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client

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 23 days ago
Sitter Profile Image: Stacy S.
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Sitter Profile Image: Stacy S.
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17. Stacy S.

Lifelong animal lover and pet owner
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
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: Stephanie H.
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Sitter Profile Image: Stephanie H.
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18. Stephanie H.

Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
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
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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19. Jessica R.

Excited to meet your pet!
Lake Edge, Madison, WI, 53716
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5.0 out of 5 stars
2 reviews

About: I’ve always had a love for animals and have grown up caring for them. I recently lost my last dog to cancer and am hoping to spoil your pet until I’m ready to adopt my next one. Although I currently don’t have any pets, my experience with dogs has taught me how to understand their needs and provide a safe, loving environment. My previous dog was very dog reactive so I’m very familiar with strategies to avoid those triggers in my neighborhood. As a homeowner with a large, fenced-in yard, my house also offers plenty of space for your pets to run and play. If your older pet struggles with hard surfaces/splaying, unfortunately most of my house has hardwood floors with no rugs. My home is smoke-free, and I work from home several days a week, giving me the flexibility to spend lots of time with your pet. On days I’m in the office, I can easily come home at lunch to play with your pet. I’m currently working normal business hours and a hybrid schedule, working from home most days of the week. I work very close to home and can easily come home on lunch breaks for walk/potty breaks/play time/cuddles. Available most nights and weekends I have a large, fenced-in yard and live in a walkable neighborhood. I enjoy going for walks and look forward to giving your pet all the exercise they need, followed by some well-earned cuddles.

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

Rover 101
Educator & Animal Enthusiast!
Madison, WI, 53714
0.4 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
19 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 5 months ago

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