Pet Setting & 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.

1. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

6 repeat clients

"Christina was absolutely amazing. We could not have asked for a better sitter for our girl or a for better first time rover experience. We highly recommend h... (more)"

2. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Whitney was so helpful and considerate towards our elderly grandmother. She went above and beyond! She was really understanding of our crazy helicopter dog p... (more)"

3. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

3 repeat clients

"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)"

4. Christine

compassionate, experienced care

Prairie Hills, madison, WI, 53711

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

31 repeat clients

"I have known Christine Nesheim through her work at our doggy daycare for two years. Christine also grooms both of my dogs and does so expertly. She is a to... (more)"

5. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

8 repeat clients

"Our dogs loved daisy! We have 3 large dogs and 1 small dog, we got pictures right away and everything went well, we would definitely use Daisy again (more)"

6. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

7 repeat clients

"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)"

7. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shauna took great care of my cat while I was away for the holidays. She communicated well throughout the booking process and stay, was able to administer hi... (more)"

8. Claire

Responsible, loving, and patient.

Capitol, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: Having worked in an animal shelter for 3 years, I have dog behavior and safety training that not many other people have an opportunity to acquire. ... (more)

9. Adam

A friend of All Hunds

Orchard Ridge Community, Madison, WI, 53711

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

2 repeat clients

"Adam has provided great care for our dog. I would highly recommend him to other people! (more)"

10. Jillian

Dog loving researcher!

Capitol, MADISON, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jillian is amazing. She's almost too good with dogs: I'm starting to think my German Shepherd likes her better than me. Jillian stayed at my apartment while ... (more)"

11. Courtney

Loving family home!

Fitchburg, WI, 53711

Dog Boarding, Drop-In Visits

1 repeat client

About: We are experienced foster parents of rescue dogs and have a small dog of our own, Beans. We're sure Beans will be your pup's new best friend after ... (more)

12. Shoshanna

Love being outside with your dog

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Shoshanna is a responsible and attentive individual that is great with dogs! She is flexible in her scheduling and easy to communicate with. I'd highly recom... (more)"

Available this weekend
13. Sierra

Awesome caretaker for dogs & cats!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"My two small dogs have a TON of energy, and every time Sierra visits them they have a great time! She takes the time to make sure they each get plenty of pla... (more)"

14. Crystal

Animal Lover

Madison, WI, 53719

Drop-In Visits, Dog Walking

11 repeat clients

"Crystal was fantastic. I met with her before she watched my dog and immediately felt comfortable seeing how much she cared for her own and how good she was w... (more)"

15. Matthew

Experienced with high energy dogs

Dudgeon-Monroe, Madison , WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"As a long-time runner and cyclist, Matthew has always enjoyed outdoor activities and dogs have been a integral part of his life; from the bike-path, to the t... (more)"

16. Morgan

Canine Rescuer, Trainer & Dog Lover

Greenbush, Madison, WI, 53715

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

1 repeat client

About: Is your dog high energy or loves just cuddling up on the couch? Does your dog love running and playing with other dogs? If so, you've found the... (more)

17. Jackie

A dog is a girls bestfriend

Regent, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

About: Growing up with multiple dogs and helping raise litters of puppies my exposure to dogs is not limited. On top of always being around and taking car... (more)

18. Elizabeth

Crazy dog lady in training

Greenbush, Madison, WI, 53715

Drop-In Visits, Dog Walking

"Liz has always been a very caring and responsible dog owner. She used to bring her dog over to socialize with my dog (who generally doesn't have a lot of int... (more)"

19. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

3 repeat clients

About: I grew up in a household that always had multiple dogs, both large and small so I'm comfortable around all shapes and sizes. But, now I'm in school... (more)

20. Karolina

Reliable and Caring Pet Sitter

Regent, Madison, WI, 53726

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

"Karolina is a patient and a true animal lover. She works very hard at everything she does to ensure success and accomplishes tasks on time. She is a positive... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: