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 was very nice to meet and took very good care of Lloyd for us with her drop in visits. Will definitely use her services in the future. Thanks! (more)"

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2. Allison & Raymon

LOVING, ACTIVE DOG SITTER!!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Allison was great with our dogs, communicated clearly about scheduling conflicts, and was generally pleasant to work with. We've been very pleased to have o... (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. 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
Thanksgiving
5. Jackie

I love making dogs happy!

Fitchburg, WI, 53711

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

"Jackie is absolutely amazing. She loves our pup, is an equal partner in raising the puppy. She is always on time, always provides updates through the app wit... (more)"

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6. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Celia was awesome with our kitties! She gave detailed reports and wonderful pictures. Our kitties clearly loved the playtime with her. Also, she went above a... (more)"

Confirmed availability
This weekend
7. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Christina was wonderful! She did a great job, was very responsive...we recieved multiple pictures and updates daily. I would highly recommend her! She gave o... (more)"

8. Chelsea

Your fur baby is in good hands!

Fitchburg, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Chelsea kept us updated on our cat while we were away with a text and a photo update. She was responsible, responsive, and friendly. We would definitely book... (more)"

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9. Julie

Play, snack, & snooze with us!

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

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

"Julie is great! We actually don’t have a dog, we have a cat and chickens. Julie is super dependable and her love of fur and feathered beings makes her a wond... (more)"

Confirmed availability
Thanksgiving
10. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Rest assured when Cleda is your Rover! 5+ stars! (more)"

Confirmed availability
Thanksgiving
11. Lorelei & Kayla

24 hour Care~Fenced yard~dog park

Madison, WI, 53713

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

About: We are a mother (Lorelei) daughter (Kayla) team that will give your dog a great little vacation while you're away. We offer round the clock care, ... (more)

12. Hannah

Your dogs' wish is my command!

Marquette, Madison, WI, 53703

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

"Hannah has lived with German shepherds her entire life. I’ve warched her train her pets from puppy on, even when she was a young girl. Hannah is patient and ... (more)"

Confirmed availability
Thanksgiving
13. 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)"

14. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

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
Thanksgiving
15. Phillip

Belly rubs, walks, and lots of love

Tenney-Lapham, Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"Phillip took care of my pup Jeffrey for a week while I was out of town. He was patient with the annoyingly long list I left for him, kept me updated while I ... (more)"

Confirmed availability
This weekend
16. Kylie

I’ll love your dog like my own!

Madison, WI, 53706

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

"Kylie is a very responsible and reliable human being. She is accountable for her actions and makes an effort to do whatever she does to the highest of standa... (more)"

17. 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)"

18. Jacob

I speak "Dog"

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jacob is absolutely fantastic with dogs. He's very attentive to their needs and dogs are never bored with him as he will play with them as long as they'll le... (more)"

19. Alexa

Huge Animal Lover ❤️

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Great updates. Would recommend! (more)"

20. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

"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)"


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.