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.

Available this weekend
1. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

8 repeat clients

"Christina was terrific! With each visit she gave us an update along with pics of the dogs playing, eating and relaxing. We'll certainly be working with her... (more)"

2. Shelly

Green`s Petite Bed & Bark

McFarland, WI, 53558

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

13 repeat clients

"Shelly was great! We have two young dogs with lots of energy and she was wonderful with both! (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. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

7 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)"

5. Brita

Madison area dog lover and friend

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

5 repeat clients

"Brita was great with our cat! She was super communicative and made time to come meet us and our cat even though we booked her on super short notice. Plus she... (more)"

6. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

2 repeat clients

"Gen came over to play with the pooch for a while when I had to be gone for 12+ horurs, and Paco seemed happy and playful when I returned. No problems at all... (more)"

7. Matthew

Animal Lover

Madison , WI, 53719

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, they are like family to me. I have a dog of my own and I give him the love he desires. I've had 3 dogs in my past, two of them were La... (more)

8. Kayla

Pleasing Paws

Madison, WI, 53713

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

19 repeat clients

About: We are a mother (Lorelei)/daughter (Kayla) team that will give your dog a great little vacation while you're away. We have been around dogs our en... (more)

9. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I occasionally go out of town for work, and I always know my dog is in good hands with Luke! Louis (my dog) is a border collie also, so I know said hands are... (more)"

10. Samantha

Energetic, caring dog lover

Moorland-Rimrock, Madison , WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Having a nervous and aloof dog, it's a bit tricky to find a good sitter, but our search is over. Samantha is amazing! As the photos from each visit came in I... (more)"

11. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

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

5 repeat clients

"Kierstin was awesome...so sweet...and she made her available to help out with a urgent medical need at the last minute. I would definately use her again in ... (more)"

12. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

8 repeat clients

"Great experience! (more)"

13. Bryn

I'll give your dog lots of love!

Capitol, Madison, WI, 53706

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

2 repeat clients

"Best in Show! Bryn is a natural born animal lover. Along with being very sensitive to the needs of others, she is very giving and intuitive. She has two dogs... (more)"

14. Kate-Lyn

Lover of pups,-any shape or size!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Kate-Lyn used to come over once or twice a week to take our Sadie (lab mix) on day long adventures. They would go to parks and Kate-Lyn would run, hike and p... (more)"

15. Chelsea

Active, Friendly Pup-Lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Chelsea is a compassionate person, both for people and animals. She has extensive experience in working with and caring for an array of animals. She has also... (more)"

16. Jenny

I love dogs of all ages and sizes!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jenny was the best dog sitter ever! I was nervous and scared to leave my little Jack Jack with someone I didn't know while I was out of town, but Jenny gave ... (more)"

17. 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)"

Available this weekend
18. Jessica

Making them happy when you're gone!

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a Vet Tech student at MATC, but have had a dog and cats of my own for 12 years and can't imagine life without them! I have pet sitti... (more)

19. Amy

Self employed and flexible

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Amy was great. I have two senior dogs that she was super loving and kind to them. I would use her service again for sure. She is also great with my chickens... (more)"

20. 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)

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: