The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

House Sitting in Leopold, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Alexis

Experienced dog handler

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Alexis has house sat for us twice now and has done a fantastic job with our energetic goldendoodle! Overall she communicates very well and and is very respec... (more)"

Confirmed 4th of July Availability
2. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"We've been using Kaylin as a pet sitter for our senior cat (Halle Berry) for a few years now and could not be happier! Kaylin is friendly, dependable, and al... (more)"

3. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I needed to try out a new house/dog sitter on relatively short notice so that I could travel over a weekend (Fri - Sun). Allison was great at setting a meet ... (more)"

4. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Brenna took care of Lucy and was her first non-family sitter. I was incredibly nervous that everything would go smoothly. Brenna sent me pictures and updates... (more)"

5. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena was great taking care of our two dogs and two cats while we were away for the weekend. She sent us regular updates with pictures, and also left the h... (more)"

Confirmed 4th of July Availability
6. Amber

Home Full-Time & Available Today!

Monona, WI, 53716

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

"Amber is one of the most caring and fun-loving people me and my family know. Our dogs warmed up to her in no time! They can be quite peculiar about who comes... (more)"

7. Jessica

Downtown Madison Dog Lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jess house and dog sat for me when I was out of town for a long weekend. She was excellent about making sure she knew everything that Reuben would need throu... (more)"

8. Alison

I'll run w/and help train your dog.

Capitol, Madison, WI, 53703

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

"Alison loves our dog as if he were her own. She is an animal lover and just a loving person. She’s detail oriented & trustworthy. (more)"

9. Megan

Adaptive to your dog's needs!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Top notch dog sitter! Megan had become my go-to choice when u have to travel on weekends and my little hounds need care. She sends me pictures and updates ev... (more)"

10. Toni

4th year vet student

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"I was concerned first about leaving my older dog who was struggling with symptoms from a recent brain tumor diagnosis, and then my other tore his CCL just da... (more)"

11. Ryan

Caring Nurse Aid to Help You Pooch

Regent, Madison , WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Ryan did a fantastic job watching our corgi, Taco, on multiple occasions. He would come over to our apartment, take Taco out on a walk, play with her after s... (more)"

12. Ryan

Born and raised Minnesota dog-lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Ryan is an energetic, hardworking, and dog loving (dog adoring...obsessed...I could go on with the adjectives) guy. He is someone you can always trust to be ... (more)"

Confirmed 4th of July Availability
13. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

"Andrea took great care of our pets and home. She even washed the bed sheets and put clean ones on our bed so we didn't have to when we got home. We would def... (more)"

14. Katy

Dogs are the best people I know

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"She was so nice to my fur baby! Sent me pics and stayed in touch and was so flexible schedule wise! Definitely having her sit again. (more)"

Confirmed 4th of July Availability
15. Devyn & Margaret

We'll Let The Dogs Out!

Greenbush, Madison, WI, 53715

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

"Devyn has taken expert and loving care of my cat and dog for years. I’ve met his two dogs and cat. They are happy and well behaved bunch; I’m sure a testamen... (more)"

16. Taylor

The best care for your best friend

Fitchburg, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Taylor was so wonderful with our dogs. She sent updates and pictures. We felt reassured that they were being well cared for making vacation more relaxing and... (more)"

Confirmed 4th of July Availability
17. Aly

Big back yard set up for exercise

Madison, WI, 53713

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

"I have known Aly many years now and she is very hard working and responsible. She loves and cares for animals like no one I have ever known. She has lots of ... (more)"

18. Sarah

Reliable and trustworthy pet care

Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Great pet sitter! Our animals loved her (more)"

19. Amy

Self employed and flexible

Madison, WI, 53711

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

"Amy is a fantastic dog sitter. From the moment she stepped into our household she demonstrated a positive and loving connection to our pup. Furthermore, she ... (more)"

20. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Erika was so awesome! She did a great job petsitting my pup Abril which has separation anxiety and she didnt even cry when i left. Sent me updates and pictu... (more)"

When it comes to house sitting, dog owners in Leopold, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of house sitting in Leopold may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Leopold house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Leopold, Madison, WI who meets your and your dog'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 dog, 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 dog lovers 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.