Drop-In Visits in Madison

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marlena was excellent! She replied promptly, took meeting my kitty very seriously and checked-in with photos and updates. I will use Marlena again for sure f... (more)"

2. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

5 repeat clients

"Celia was an unbelievable sitter for our two kitties. Great playful updates, and care in all she did. We can highly recommend Celia, and will be using her in... (more)"

Confirmed President's Day Availability
3. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"She is very responsible and hard-working. Rebecca always does what needs to be done even if it is hard work. She goes out of her way to help people and loves... (more)"

4. Jade

Madison native. Loves to run!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

1 repeat client

"Jade has been very helpful watching our dogs from time to time. She not only feeds & walks them, but has given them medications, taken them to a dog park, a... (more)"

5. Kiana

Perfectly pawfect.♡

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Kiana did drop in visits for my 2.5 month old great Pyrenees puppy, and I will surely use her again. She gave great detailed updates (with pics) , listened ... (more)"

6. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Christina was terrific! With each visit she gave us an update along with pics of the dogs playing, eating and relaxing. We'll certainly be working with her... (more)"

7. Amy

Love and Patience!

Regent, Madison, WI, 53726

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Amy was just fantastic with our cat. She was also great at communicating with us to set up her daily visits. It made us feel so much better getting her daily... (more)"

8. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa was wonderful, as always! My little dog Shadow was given love, her supper, and a nice walk.. I knew I didn't have to worry while I was gone (Shadow i... (more)"

9. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"I was staying the weekend in Madison and I needed someone to watch my dog for the day. Jasmine responded quickly to all communication, and meet us a couple o... (more)"

10. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I really appreciated the help, photo and status that Brenna provided. She was comfortable with my high energy dog. (more)"

11. Kaitlyn

I <3 running, dog parks, & fetch!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I grew up with Australian Shepherds (so much energy), and we were always taking them on walks or teaching them something new. I understand the impo... (more)

12. Megan

CVT who loves dogs!

Monona, WI, 53716

House Sitting, Drop-In Visits

1 repeat client

"Megan is absolutely wonderful! She took such good care of my little Shadow while I was gone, sent me pictures and texts about how things were going, and left... (more)"

Confirmed President's Day Availability
13. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: I have a small dog myself and she is a diva. If I can handle her, I can handle any dog. We frequent the dog park and I've interacted with many dogs... (more)

14. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Erika did an excellent job taking care of our dog while we were on vacation. She sent us daily updates, including photos of the dog, and even made sure our d... (more)"

15. Heather

a person who says hi to dogs first

Wisconsin Co-Op Housing, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Awesome sitter! Sent pictures and updates daily! (more)"

16. Michelle

At-home CPA who loves fur babies!

Hill Farms-University Neighborh, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"If you want more bang for your buck, Michelle is outstanding! As a dogsitter, she's a natural - our golden, Abbie, took to her immediately. She also sent r... (more)"

17. Sabrina

Dogs make life worth living

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Before I start off talking about Sabrina let me just say that I am one of the pickiest people when it comes to who I let watch my puppies. I don’t let most o... (more)"

18. Eva

Your dog's BFF with fenced yard

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Eva took amazing care of my cat for me while I was away, coming to my apartment twice a day to keep her well fed and not too lonely. I could relax on my trip... (more)"

19. Afiqah

Dog Lover in the House :)

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Afiqah is the best dog sitter I've ever met. She is a dog & cat lover. She's willing to spend her time with the dogs/cats that she takes care of. She even ha... (more)"

20. Mary

I'm able to run with dogs!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Hi- I have known Mary all of her life. She has an innate love for animals, especially dogs and cats. From her volunteer work at the zoo, to playing catch a... (more)"


Rover.com is the simple, savvy way to find and book Parkside Resident, Madison house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Parkside Resident on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Parkside Resident, Madison, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.