Pet Sitting & Drop Ins in Regent, 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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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Confirmed availability: Juneteenth
Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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1. Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
5.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
14 repeat clients
from
$18
per visit
Profile image

This was my first time using a paid service to take care of my cats, and I am so happy with Melinda. She spent time with them and took great pictures of my boys, which I looked forward to every day I was gone. She was wonderfully respectful of my home. I would gladly book her services again.

Confirmed availability: Juneteenth
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
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$20
per visit
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!!!

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Sitter Profile Image: Olivia R.
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Sitter Profile Image: Olivia R.
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3. Olivia R.

I am in school to be a vet tech :)
Madison, WI, 53715
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
4 repeat clients
from
$20
per visit
Profile image

We just returned home from a weekend trip to two *very* happy dogs. This was our first Rover experience, and we were nervous about how our two dogs (one who is very anxious) would do with a new human dropping in for visits. Olivia is so kind, experienced, and communicative - I could tell right away from the first messages and pics they were in good hands. Olivia was patient with the girls warming up to her, and reported progress with every visit. She knocked our experience out of the park, and we're looking forward to more in the future. 🐾🐾🏆🏆

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Sitter Profile Image: Faith K.
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Sitter Profile Image: Faith K.
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4. Faith K.

Capable UW Graduate Student
Regent, Madison, WI, 53705
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$19
per visit
Profile image

I was hesitant about using Rover as it can be nerve-wracking having a stranger watch your fur babies - but as soon as I met Faith I felt at ease! She was so kind, had great communication, and my pets loved her - she even got my anxious pup to go outside in the rain ! It was great receiving photos while I was away - I will definitely be reaching out again when I need a pet sitter!

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Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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5. Tessa D.

Dog mom and Lover of All Dogs!
Madison, WI, 53713
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$20
per visit
Profile image

Very good. Thank you so much for your help, we really appreciate it. Tammy

Confirmed availability: Juneteenth
Sitter Profile Image: Nate G.
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Sitter Profile Image: Nate G.
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6. Nate G.

Drop Ins: Cats and Dogs
Capitol, Madison, WI, 53703
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
141 reviews
60 repeat clients
from
$15
per visit
Profile image

What a gem! Nate provided compassionate care for my sweet kitties while I was away and kept me well informed of their well being and how the check in went. Would highly recommend him and will certainly keep him in mind for future events.

Confirmed availability: Juneteenth
Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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7. Maggie P.

Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
7 repeat clients
from
$18
per visit
Profile image

Maggie was awesome and went above and beyond helping my geriatric Maine coon get her thyroid medication while I was away. She was super communicative, friendly, and patient even when Nalia (my cat) had her usual stranger danger up front. I could tell Nalia was healthy and happy when I returned home, and she really seemed to warm up to Maggie. Definitely will be asking for Maggie’s help again in the future.

Confirmed availability: Juneteenth
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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8. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
8 repeat clients
from
$12
per visit
Profile image

Dietrich has been a wonderful dogsitter for my dog! He is a great communicator thru the Rover App and I appreciate is daily comments and photo. I know that Coco is in great care!

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Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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9. Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
2.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
21 repeat clients
from
$19
per visit
Profile image

Keezieng's assistance was a lifesaver this holiday season. His politeness and kindness when meeting us and our cat Olivia was reassuring and he did a great job of updating us during his visits while we were away. We’re so grateful for the excellent care provided!

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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10. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
22 repeat clients
from
$25
per visit
Profile image

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

Confirmed availability: Juneteenth
Sitter Profile Image: Calvin C.
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Sitter Profile Image: Calvin C.
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11. Calvin C.

Dog Lover and Friend!!
Madison, WI, 53715
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$12
per visit

Calvin has been taking great care of my 3 year old German Shepard and 5 year old Dachshund over the past year. He understands that different dogs have different needs, and loves taking them on long walks, making sure they're safe, and making sure that they are well rested and hydrated afterwards. Would highly recommend him to anyone looking for someone looking for any sort of care for their dogs!

Confirmed availability: Juneteenth
Sitter Profile Image: Annie J.
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Sitter Profile Image: Annie J.
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12. Annie J.

Rover 101
Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
10 repeat clients
from
$18
per visit
Profile image

I was a little nervous since this was the first time I left my little guy, but Annie made me feel at ease, knowing he was in good hands. I received many pictures and a note of what they did that day! Thanks Annie!

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Sitter Profile Image: kylie l.
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Sitter Profile Image: kylie l.
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13. kylie l.

Can’t wait to meet your dogs!
Madison, WI, 53705
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$17
per visit

Kylie is a very responsible person. She is very caring when she is watching my kids and my dogs, I have no worries when she is watching them.

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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14. Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
384 reviews
113 repeat clients
from
$26
per visit
Profile image

Ashley was great and went above and beyond! She sent great updates and pictures after her visits. They were always detailed and descriptive. Definitely will go back to Ashley in the future and would recommend her to anyone!!!

Confirmed availability: Juneteenth
Sitter Profile Image: Alyssa T.
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Sitter Profile Image: Alyssa T.
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15. Alyssa T.

Young professional who loves pets!
Madison, WI, 53703
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$15
per visit
Profile image

Alyssa was such a help with my cats and chickens while I was away. I appreciate the time she spent with the cats, especially with Millie, who is rather high strung. She was thoughtful and helped get my trash out to the curb on trash day which I hadn't expected her to do. I felt very comfortable leaving my animals in her capable hands and would highly recommend her!

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Sitter Profile Image: Ruby W.
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Sitter Profile Image: Ruby W.
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16. Ruby W.

Lover of all animals!
Madison, WI, 53715
1.1 mi. away
Drop-In Visits, Dog Walking
5 years of experience
from
$13
per visit

About: I don’t have any experience with senior animals but I am eager to learn more about the care that they need! I have three cats so I know how to care for animals with different personalities! I am a barista part time, looking for another job currently, but I always have time for furry friends. I make room in my schedule to work for Rover! I have an apartment in a house that has lots of rooms for cats to roam. I will make sure that dogs are on leashes and harnesses when walking and provide all safety needed!

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Sitter Profile Image: Ruth B.
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Sitter Profile Image: Ruth B.
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17. Ruth B.

Energetic Dog-Lover
Madison, WI, 53705
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
14 years of experience
from
$15
per visit

About: I grew up with dogs my whole life and absolutely love dogs of all shapes and sizes! I vow to take the best care of your furry friends and make them as happy as I know they make you :) I currently work full time, but have availability to stop in and check on your pets and walk them as needed. I am also available for house sitting if requested. With extensive experience with dogs - small and large - I know how to care for your pets with any variety of needs to keep them happy and healthy.

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Sitter Profile Image: Maya W.
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Sitter Profile Image: Maya W.
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18. Maya W.

Hi I’m Maya and I’m 20 years old!
Madison, WI, 53715
1.0 mi. away
Drop-In Visits, Dog Walking
1 review
from
$16
per visit

Maya dogsat for our two crazy dogs. She was very responsible and the dogs loved her! Our smaller dog can be a little skittish with new people, but Maya won her over and I would highly recommend Maya for anyone who need someone to help out with their dogs!

Sitter Profile Image: Chris S.
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Sitter Profile Image: Chris S.
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19. Chris S.

Experienced dog and cat caregiver.
Regent, Madison, WI, 53705
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$17
per visit
Profile image

Chris was great with our kittens, very attentive and sweet with our babies!

Sitter Profile Image: Amy R.
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Sitter Profile Image: Amy R.
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20. Amy R.

Love and Patience!
Regent, Madison, WI, 53726
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
12 repeat clients
from
$17
per visit
Profile image

Amy is great with my two (kind of high maintenance) beagles. She "dropped in" with one of them and walked the other while I was at work, and both of them were super happy when I got home. Clearly Amy loves dogs and takes wonderful care of them! I would be happy to hire her again!

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Dog owners in Regent, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Regent pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Regent, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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