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 excellent! Dropped in on time and was very nice! I felt much better about leaving my cat at home knowing she would dropping in for feeding. (more)"

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2. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits

"Allison was so caring and positive dropping in on my Lincoln. I was nervous, as I always am, about leaving the pup behind, but Allison's updates and photos c... (more)"

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3. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Krystal went above and beyond my expectations! Caring for my dog as if her own. She would carry my 150+ pound senior mastiff in and out when his hips were hu... (more)"

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4. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

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

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6. Amber

Home Full-Time & Available Today!

Monona, WI, 53716

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

"Amber was great watching our dogs while we were gone a few days. She takes great pics as well!! The dogs were super excited when we got home and seemed to h... (more)"

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7. Jackie

I love making dogs happy!

Fitchburg, WI, 53711

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

"She is wonderful! Dash was sad to have her leave! Thank you so much for the help! (more)"

8. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"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)"

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9. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

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

"Rebecca is the BEST! Responsible, caring, just the perfect person to have watch your pets. Answers and responds to emails almost immediately, sends picture... (more)"

Confirmed availability
This weekend
10. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

"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 wer... (more)"

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11. Katy

Dogs are the best people I know

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: All the best people I know are dogs, and it's not for want of humans to know - dogs are just so wonderful! Nothing gives me more joy than meeting a... (more)

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12. 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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13. Hannah

Dog-tor in training!

Westmorland, Madison, WI, 53711

House Sitting, Drop-In Visits

"Hannah was great, she sent plenty of pictures while we were away to let us know everything was going fine. (more)"

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14. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

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)"

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15. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Christina was great at providing care for our dog! She sent daily updates and pictures and our dog was very happy upon our return. I would definitely recomme... (more)"

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16. 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)

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17. Alexa

Huge Animal Lover ❤️

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Great updates. Would recommend! (more)"

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18. 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)"

19. Jacob

I speak "Dog"

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jacob has watched my golden retriever pup, Willie, on a few occasions. Each time, he demonstrates a genuine sense of enjoyment from interacting with Willie, ... (more)"

20. Sarah

Reliable and trustworthy pet care

Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Sarah is a very lovable and knowledgeable dog sitter. She has been working with dogs ever since I've met her and has a true passion for them! She's handled d... (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.