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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Kelsey

Animal loving college student

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned animals all of my life especially dogs. Being in college I do not have the opportunity to own pets. I love going for walks and do that... (more)

2. Ben

I've got a passion for animals

Vilas, Madison, WI, 53711

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

1 repeat client

"Ben was patient with Winnie while she warmed up to him. The Rover app wasn't working properly so I only saw a couple of updates. Ben left a detailed message ... (more)"

3. Amy

Love and Patience!

Regent, Madison, WI, 53726

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. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Skylar did a great job with Dozer and was so good about posting updates so that I knew he was safe and happy while I was out of town. Couldn't have asked for... (more)"

Confirmed New Years Availability
5. Emma

Furry or scaly, I love them all!

Appalachian Ridge, Madison , WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I'm a Horticulturist who is looking for winter work while the ground is frozen. I adore pets of all kinds, grew up with Belgian Tervuren and now ow... (more)

6. Alex

Active, energetic, & loving sitter!

Madison, WI, 53715

Drop-In Visits, Dog Walking

3 repeat clients

About: I have had experience with a wide range of dog breeds in my life. My family first had a teacup Yorkshire Terrier and then welcomed a Doberman Pinsc... (more)

7. Cindy

I will be your dogs best friend!

Hill Farms-University Neighborh, Madison, WI, 53705

Drop-In Visits, Dog Walking

"Cindy did a great job taking care of my boy when I had a long Saturday trip. She sent me lots pictures of him playing and then when he got stung by a bee off... (more)"

8. Sheryl

Let us spoil your dog!

Sunset Village, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

About: My aunt was a dog breeder and I grew up around dogs from their inception. I helped with the breeding process, whelping, weaning, training for the r... (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. Jade

Fun, quirky, Madison native

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jade has been very helpful watching our dogs from time to time. She not only feeds & walks them, but has given them medications, taken them to a dog park, a... (more)"

Available this weekend
11. Amy

Energetic and passionate dog lover

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy is a loving caring dog owner and sitter. Amy has had a dog her entire life and is a true dog lover. Her pup gets walked 2-3 times per day, is taken to d... (more)"

12. Kristin

Will love your dog like my own!

Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

"I've known Kristin for almost four years now, and I've never met someone who loves dogs as much as her (I think she likes them more than people sometimes). S... (more)"

13. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

3 repeat clients

About: I would love to watch your dog! I have gained experience for all breeds and types as a pack leader and trainer at a local dog daycare. I have handl... (more)

14. Kayla

Medical student dog lovers

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"2 Years ago Kayla rescued an aging Black and Tan Coon Hound, the love and care she gave this dog was beyond wonderful. Even when Ruby was diagnosed with term... (more)"

15. Michelle

fun, caring, patient dog lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

About: My family got our first dog four years ago and we love our crazy Weimaraner! I am comfortable around and absolutely love all dogs. My grandparents... (more)

Confirmed Holiday Availability
16. Lauren

I am known for my love of dogs.

Fitchburg, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

About: I have had a dog as a pet since I was born. I am always willing to take care of a friends dog and love it like my own even if it is just for one da... (more)

17. Susan

You'll never catch me without a dog

Vilas, Madison, WI, 53711

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

"My mom is always caring, playful, and mindful with the pets she babysits for and she really makes an effort to build a friendship with the animals. I'm conti... (more)"

18. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

1 repeat client

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)

19. Rachel

Dog loving law student!

Greenbush, Madison, WI, 53715

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

"I have known Rachel for a while and am thankful to know someone I trust to watch my pooch for an extended time; she is my go to any time I need someone to wa... (more)"

20. Elliot

Family Pet Sitting & Training

Vilas, madison, WI, 53711

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

About: I have always had a keen interest and connection with all kinds of animals. I grew up with dogs and cats and loved having them as part of my child... (more)

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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: