Pet Sitting & Drop Ins in Prairie Hills, Madison, WI

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. Karli Verified Background Check

Painter, printmaker, dog enthusiast

Midvale Heights Community, Madison, WI, 53711

Drop-In Visits, Doggy Day Care, Dog Walking

"Our puppy loves walks with Karli. She is very compassionate and flexible with scheduling. (more)"

Confirmed availability
Christmas and New Year
2. Ishtar Verified Background CheckRover 101

Towering & Teacup Pups Welcome

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Ishtar is a wonderful pet-sitter! My cat instantly got along with her, which is saying a lot because Bean is a bit finicky about making friends. She was time... (more)"

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3. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

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

"Again, always so pleased with the care Kim provides my cat, Maple. She is very attentive with her drop-in updates and devotes her time and care so well. (more)"

Confirmed availability
Christmas and New Year
4. Gen Verified Background CheckRover 101

The best care for your best friend!

Westhaven Trails, Madison, WI, 53719

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

"Gen really put me at ease while I was away. She took great care of my cats (even when they were up to no good) and sent a ton of pictures & very detailed upd... (more)"

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5. Andrea Verified Background Check

Reactive dogs & all weather runs

Dudgeon-Monroe, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Andrea is super reliable and very patient with our puppy. (more)"

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6. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda took good care of Bailey while we were gone. I could tell from the pictures she sent that Bailey loved having her visit. I would definitely book again. (more)"

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7. Laura Verified Background Check

Pet lover looking for a win-win!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"This past winter, Laura watched my dog Sedona so I could go to a gathering. Sedona came from a puppy mill so her separation anxiety was strong at the time. ... (more)"

Confirmed availability
Christmas and New Year
8. Kathryn & Joseph Verified Background Check

Full Time at Home with Fence + Love

Verona, WI, 53593

Dog Boarding, Drop-In Visits, Doggy Day Care

"Kathryn is hands down my first choice for a pet sitter for our two pups! She cares for them as her own, and follows specific instructions for our guy with sp... (more)"

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9. Kaylin Verified Background CheckRover 101

Pick me for your Critter/Cat needs!

Park Ridge, Madison, WI, 53719

House Sitting, Drop-In Visits

"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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10. Brianna & Tyler Verified Background Check

For dogs that love attention

Allied Community, Madison, WI, 53711

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

"Brianna is the best pet owner and pet caregiver I know! Not only do I trust her with my life, but I trust her with my pet’s life as well. My dog, Crouton, ab... (more)"

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11. Kylie Verified Enhanced Background Check

I just want to love all the animals

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Kylie was a life saver taking a last minute appointment request. She was great with both of our cats for in-home visits. She went above and beyond with the... (more)"

Confirmed availability
Christmas and New Year
12. Christine Verified Background CheckRover 101

Loving, Veterinary Nurse ❤️

Prairie Hills, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Christine is great at taking the best care of my puppy while I am at work! She always sends me at least two pictures each visit. She is very attentive to det... (more)"

Confirmed availability
Christmas and New Year
13. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Took excellent care of my cat during drop-in visits. Sent lots of pictures. I would absolutely hire her again. (more)"

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14. Marina Verified Background Check

Certified Veterinary Technician

Prairie Hills, Madison, WI, 53711

Dog Boarding, Drop-In Visits, Doggy Day Care

"Marina is amazing!! She leaves very detailed reports and takes the best pics that make you feel like you are there with them!! She even picked up the mess my... (more)"

15. Mike Verified Background Check

Professional Dog Watcher/Petter

Stone Meadows, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Mike is awesome. Super reliable pet sitter and always gives helpful reports with lots of photos. (more)"

16. Whitney Verified Background CheckRover 101

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits

"Whitney is a fantastic cat sitter!! We cannot thank her enough for sending daily pictures and taking care of our babies while we were away. Definitely will b... (more)"

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17. Hillary Verified Background Check

Caring, experienced and reliable!

Summit Woods, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"We can’t recommend Hillary enough. She goes above and beyond every single day to ensure our dogs have fun and are exhausted by the end of their 30 minute dro... (more)"

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18. Meagan Verified Background Check

Let me love your pets too!

Fitchburg, WI, 53719

Drop-In Visits, Dog Walking

"Our pups had an awesome day with Meagan!❤️ (more)"

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19. Sara Verified Background Check

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Drop-In Visits, Doggy Day Care, Dog Walking

"Sarah and her husband did a great job taking care of my two cats. They gave them adequate food, water, and attention and even sent me pictures and video upda... (more)"

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20. Claire Verified Enhanced Background CheckRover 101

Big-hearted. Reliable. Responsible

Westhaven Trails, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Claire was super great keeping Smudge company while I was out of town! I really appreciated her taking photos and telling me how she was doing that day. I'd ... (more)"

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 423 owners have reviewed sitters in Prairie Hills, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Prairie Hills 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 Prairie Hills, 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Prairie Hills, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including: