Pet Sitting & Drop Ins in Leopold, 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. Daina Verified Enhanced Background Check

Behaviorist Wants To Love Your Pet

Moorland-Rimrock, Madison, WI, 53713

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

"Daina is a phenomenal drop-in sitter. She is very attentive and such a positive presence with my pup. She is very reliable, excellent at communication, and g... (more)"

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. 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 watched my three cats while I was out of town for a weekend. She did a fantastic job sending me updates and pictures during my trip. When I came home eve... (more)"

4. Abby Verified Background Check

Any dog, any size, happy and tired!

Glendale, Madison, WI, 53716

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

"As always Abby was incredible with my anxiety filled dog, Misty. Abby just has a calm way about her that makes you ( and the dogs 🐶 for sure) comfortable ri... (more)"

Active and Accepting Requests (incl. from Essential Workers)
5. Colin Verified Background Check

Dog Lover

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

"Due to an unexpected life event, I was not able to care for my dog for an extended period of time. This made me anxious because my dog had a number of medica... (more)"

6. Matt Verified Background Check

Daily Brittingham dog park visits!

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits

"Matt is a great dog dad too his own pup and is great with any dog he meets. He's very caring, very responsible, and very energetic - he'll defibrillators run... (more)"

7. Nikki Verified Enhanced Background Check

I love all furry friends!

Fitchburg, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Nikki has been completely reliable and a godsend for letting Emma out at midday. I really appreciate her obvious love of animals (and how they love her back)... (more)"

Active and Accepting Requests (incl. from Essential Workers)
8. Nate Verified Background Check

Hour Long Walks

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"What a gem! Nate provided compassionate care for my sweet kitties while I was away and kept me well informed of their well being and how the check in went. W... (more)"

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9. Bryce Verified Background Check

Experienced dog walker

Madison, WI, 53705

Drop-In Visits, Dog Walking

"Bryce is the hardest worker I know. He will be the best dog care giver because he loves not just his dog but other dogs. Bryce is smart, caring, compassionat... (more)"

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10. Avery Verified Background Check

Responsible & Pet Loving Care

Capitol, Madison, WI, 53715

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

"I booked them very last minute to watch my miniature dachshund and they did a great job! Very responsive and sent updates and pictures of my dog! (more)"

11. Andrew Verified Background Check

COVID SAFE I'M OPEN NOW

Greenbush, Madison, WI, 53715

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

"I was a bit hesitant leaving my baby (dog) with someone else at first I had never left my dog with a stranger before but Andrew completely convinced me that ... (more)"

12. Jen Verified Background Check

Dog Advocate Seeks Walks

Burr Oaks, Madison, WI, 53713

Drop-In Visits, Dog Walking

"I highly recommend Jen! There is no doubt that your dog will quickly look forward to visits and walks by Jen. Your dog will discover a buddy that is kind,... (more)"

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13. Mackenzie Verified Background Check

Animal lover, pre vet student

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Mackenzie rescued a cat from the Humane Society and has treated it extremely well and made it very comfortable. I would trust her with any pet I have and kno... (more)"

14. Kristin Verified Background Check

Veterinary Medicine Student

Madison, WI, 53705

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

"Kristin is in veterinary school because she has always loved animals and wants to make sure they have the best care possible. She's responsible, trustworthy... (more)"

15. Elise Verified Background CheckRover 101

Certified Vet Tech Loves All Dogs

Regent, Madison, WI, 53705

Drop-In Visits, Doggy Day Care, Dog Walking

"Elise has had a passion for animals for a long time. She has taken care of dogs professionally for multiple years and in her personal life as long as I can r... (more)"

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16. Jessica Verified Background CheckRover 101

I'm simply an animal lover.

Fitchburg, WI, 53711

Dog Boarding, House Sitting, Drop-In Visits

About: Welcome, Let me give you a little run down on myself and my adorable fur baby named Nova. She’s a 3 yr old border collie/ lab mix who I admittedly... (more)

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17. 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 most caring dog sitter we've ever had! She and her family love our dog as if he were their own. We have had Brianna take care of Tex on many o... (more)"

18. Tina Verified Enhanced Background Check

Will run with dog, access to yard

Burr Oaks, Madison, WI, 53713

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

About: I absolutely love all animals but have a soft spot for dogs. I am energetic myself for those dogs who enjoy being outside, but can also appreciate ... (more)

19. Shaun Verified Enhanced Background Check

Dog lover who enjoys being active

Moorland-Rimrock, Madison, WI, 53713

Drop-In Visits, Dog Walking

"Shaun has been an amazing walker and caretaker for our lab mix! He shows great attention and cares for your dog as if it was his own. You can trust that your... (more)"

20. Alissa Verified Background Check

Need a last minute evening walk?

Burr Oaks, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"I’ve known Alissa for almost 10 years now. She comes to the German Shepard Club with her parents and helps coach and train their dogs. Alissa is an amazing h... (more)"

Dog owners in Leopold, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Leopold.

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 Leopold 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 Leopold, 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 Leopold, 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: