House Sitting in Regent, 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. 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)"

2. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Amy did a great job taking care of our fur baby. I would highly recommend Amy, she sent me updates and we had a very happy puppy when we returned home. (more)"

Confirmed 4th of July Availability
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. Holly

Will treat your pup as my own

Madison, WI, 53719

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

"Holly did a wonderful job taking care of Daisy for me while I was gone for the weekend! I really appreciated being able to keep Daisy in our home and having ... (more)"

5. 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)"

6. Carly

Let me love them while you can’t

Schenk-Atwood, Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"if I could give 10 stars I would. My little puppy had an accident that required him to be watched while he went through the healing process. We asked Carly t... (more)"

7. 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)"

8. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

"Fran has always done an excellent job house sitting for us! She is very respectful of our home, responds to texts quickly, and takes Vash on plenty of walks.... (more)"

9. Emily

I'll treat your pet like family!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Emily is my daughter which means I know her very well. She has always had a love of all animals, and cares for her own very well. She is a very level headed ... (more)"

10. 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)"

11. 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 is a great lover of animals, I would trust her with any of them. Truly a kin hearted person, asset to any organization like this. (more)"

12. Hannah

Dog-tor in training!

Westmorland, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Hannah watched our fur babies (3 dogs and 2 cats) for us while we were on vacation for a week. Leaving our pets is always hard so it was very important for u... (more)"

13. 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)"

14. 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)"

15. Margaret

Animal Lover :)

Capitol, madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Margaret is amazing with my pup. She has dogsat my jack Russell/ fox terrier mix for over a year now, and he loves the time he spends with her! Margaret is v... (more)"

Available this weekend
16. 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)"

17. Dustin

Looking for a part-time pet friend

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I've known Dustin for a long time and he has always enjoyed having pets. Unfortunately he cannot have them at his apartment, so when he told me he was intere... (more)"

18. Julia

How to insure your dog's happiness!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Julia was a wonderful dog sitter! She responded immediately, was very accommodating to our schedule, sent pictures, and even came by for a meet & greet! The ... (more)"

Confirmed 4th of July Availability
19. 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 was amazing with my dog Otis. She house sat for me so Otis (who has separation anxiety and is timid) didn't have to leave the comfort of his own home.... (more)"

20. Marina

Experienced Dog and House-Sitter

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"We can't say enough nice things about Marina! It's obvious she LOVES dogs and your dog will miss her when she leaves. She's responsible and trustworthy and w... (more)"

Dog lovers in Regent, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

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 Regent 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 Regent, 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 Regent, 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

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1) Browse Sitters

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

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2) Contact Sitters

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

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3) Book & pay

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

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4) Enjoy your trip

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