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.

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1. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Kaylin went above and beyond while caring for our cat Khaleesi! Her visits were prompt and her check-in descriptions were detailed and filled with pictures! ... (more)"

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2. Alison

I'll run w/and help train your dog.

Capitol, Madison, WI, 53703

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

"Alison was reliable and flexible when my plans changed last minute. The dogs loved her and she seemed comfortable with them. Will definitely book her again! (more)"

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3. Chloe

I love all animal children.

Moorland-Rimrock, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Chloe is great! She sent plenty of detailed updates that show how much she truly loves and understands animals. It was such a relief to be out of town and ... (more)"

4. Julie

Play, snack, & snooze with us!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

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

"I needed a pet sitter because one of my two cats was sick, and Julie stopped by twice a day to give her a pill an update me on how both of them were doing. (more)"

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5. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Celia was great with my pup Logan! He absolutely loved her. She was also very friendly and easy to talk to. I will definitely have her doggy sit my pup again! (more)"

6. Rebecca

Patient, playful, and dedicated

Burr Oaks, Madison, WI, 53713

Dog Boarding, Drop-In Visits, Dog Walking

"Rebecca did a fantastic job caring for our pets! We would love to have her over again when we need a sitter :) (more)"

Confirmed availability
This weekend
7. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Christina did an excellent job pet sitting for our cat over the holidays! She was responsive, flexible, responsible, and super friendly. I knew that our cat ... (more)"

8. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

Dog Boarding, Drop-In Visits, Dog Walking

"Keni dropped in to take care of my cat Olive while I was away. Keni responded quickly to any communications we sent her and sent us update videos. When we re... (more)"

Confirmed availability
This weekend
9. Victoria

Responsible dog lovers!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Victoria is an animal lover and has been since she was a little girl. She has had dogs, rabbits, frogs, fish, birds, and multiple hamsters and gerbils her e... (more)"

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10. Amber

Home Full-Time & Available Today!

Monona, WI, 53716

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

"Amber came to our hotels to stay with our 3 puppies while we visited family and she did a wonderful job! She was loving, caring and gave them plenty of atte... (more)"

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11. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

"Amy's flexibility and willingness to roll with unexpected changes is incredible and amazingly helpful. We suddenly had to deal with an emergency with one of ... (more)"

Confirmed availability
This weekend
12. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"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)"

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13. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

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. Alexa

Huge Animal Lover ❤️

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Great updates. Would recommend! (more)"

15. Chelsea

Your fur baby is in good hands!

Fitchburg, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"The second time we booked with Chelsea and we would definitely book with her again. She sent over helpful details of her visit and is prompt and responsive! (more)"

16. Jacob

I speak "Dog"

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I've known Jacob most of my life, and he would be a wonderful addition to any dog's life! He's responsible, professional, and caring. And most importantly,... (more)"

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17. Jasmine

The best adventures are with dogs.

Greenbush, Madsion, WI, 53715

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

"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)"

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18. Kaitlyn

I <3 running, dog parks, & fetch!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

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)

19. Mary

I'm able to run with dogs!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Mary is GREAT with all doggos, puppers, woofers, and everything in between. She’s the most active girl I know, and she’s likely to tire your pup out (in the ... (more)"

20. Chris

Patient and dependable

Greenbush, Madison, WI, 53715

Drop-In Visits, Dog Walking

"Chris is AMAZING! If there is anyone I would trust with my pet, it is Chris P. He is one of the most caring and responsible people I know. He too has his own... (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 the Rover Guarantee, 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.