House Sitting in Woodland Hills, Madison, WI

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

1. Danielle

I am dog's best friend!

Verona, WI, 53593

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

11 repeat clients

"Danielle is professional, puntuctual, professional and just wonderful ? My puppy loved her from the first moment. Can't wait to book her again! (more)"

2. Miranda

Around the clock care & cuddles!

Park Ridge, Madison, WI, 53719

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

6 repeat clients

"Miranda did an excellent job of taking care of our two older dogs (8-year-old black lab and 15-year-old rat terrier) in our home while we were away! She was ... (more)"

3. Allison

Emory student and dog-lover!

Wexford, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"It was such a pleasure working with Allison! She was very responsive during the booking process, super great with Odin and gave him lots of needed attention... (more)"

4. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Brenna was great! Communication was excellent. She was on time and took good care of our house and dog. We will use her again. (more)"

5. Olivia

Caring & Active Dog Lover - home FT

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Olivia spent the night at my house taking care of two very spoiled dogs! I have never boarded my dogs so I was looking for someone to spend the night at my ... (more)"

6. Anne

Your dogs favorite babysitter

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Anne looked after my very goofy pit mix while I had go on a trip out of town. She was so flexible and easy going. She had no problem making sure my dog got h... (more)"

7. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"Our puppy loved Fran! We only had Gracie for three weeks before having to go away for a few days. Fran was consistent with every aspect of her training and c... (more)"

8. Chelsea

Active, Friendly Pup-Lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

9. 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)

10. Jocelyn

Part Time Dog & Puppy walker/sitter

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn is a lifesaver. She was able to take care of my pup while I was away on a short-notice trip. She was extremely accommodating and very friendly! I hig... (more)"

11. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

8 repeat clients

"Christina did a fantastic job! She was so flexible and wanted to make sure my dog felt happy and safe. I will definitely ask her to watch my best buddy in th... (more)"

12. Ashley

Will run/be active with your dog!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"She loves animals and enjoys long runs and walks. She a honest trustworthy person and will take great care of someone's pet. She's graduated from Uw Milwauke... (more)"

13. Sarah

Home is whenever I'm with a dog

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Sarah was great! Very responsible and my pup loved her. She sent updates daily and was very easy to communicate with. I would highly recommend her to anyone ... (more)"

14. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

52 repeat clients

"Andrea is absolutely excellent! She is personable, professional, thoughtful, caring and goes above and beyond in all she does. She not only tended to our t... (more)"

15. Joy

Active, reliable, and fun dog lover

Middleton, WI, 53562

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

"I've known Joy for several years now. She has a 5 year old Sheltie of her own and she is a fantastic owner. She has puppysat for my two dogs on several occas... (more)"

16. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

"Amy was a great sitter for my beagle! She was very communicative and flexible, which was so helpful! (more)"

17. Amy

Reliable & Conscientious Caretaker

Hill Farms-University Neighborh, madison, WI, 53705

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

5 repeat clients

About: I grew up taking care of my 20 pound dog and now regularly care for two 50 and 80 pound dogs. While they keep me busy, I still have time for dog si... (more)

18. Michelle

Reliable Dog Lover

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I've always been a huge dog lover, tried to take in every stray as a kid, I grew up around dogs like basset hounds, Labradors, poodles and beagles.... (more)

19. Lauren

Lauren on the West Side

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I am one of those pet parents who will leave 9 pages of instructions for a dog walker. When I met Lauren, she was already three steps ahead of me. She asked ... (more)"

20. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

2 repeat clients

"HOUSE SITTING AND PET CARE EXTRAORDINAIRE!!! I have been using Jennifer since November for our house sitting and pet care needs (3 dogs, 2 cats, 1 bird...and... (more)"

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Learn About Premier

Dog lovers in Woodland Hills, 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.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Woodland Hills, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodland Hills, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Woodland Hills house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Woodland Hills, Madison, WI for your dog: people who'll treat him like family.

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 Woodland Hills, 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: