House Sitting in Woodland Hills, 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.
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1. Erika

Experienced Pack Leader/Trainer

Leopold, Madison, WI, 53713

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

3 repeat clients

"Erika was great with our two dogs. We will definitely contact her next time we go out of town. (more)"

2. Stephanie

Attentive animal lover just for you

Madison, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Stephanie is responsible and respectful, and I trust her completely with my little chihuahuas who can be difficult with new people. I will use her again! She... (more)"

Confirmed Holiday Availability
3. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

28 repeat clients

"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)"

4. 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)

5. Kayla

Medical student dog lovers

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kayla and her husband were wonderful with our cockapoos. When they came for the meet and greet, they plopped right down on the floor in the foyer so Pancake... (more)"

6. Shauna

Recommended and experienced sitter

Spring Harbor, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Shauna took care of my dog over the Thanksgiving weekend. She checked in with me in advance, and reviewed the details. She kept me informed during the weeken... (more)"

7. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Skylar is great! I hired her to watch over my elderly, high needs dog (Bama) while I went on a weekend trip. I was quite nervous to leave Bama for even suc... (more)"

8. Christine

compassionate, experienced care

Prairie Hills, madison, WI, 54235

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

25 repeat clients

"Christine on many occasions has house sit and watched our dogs, we always knew that they were in goods hands. Christine has a love of dogs and it shows. If... (more)"

9. 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)"

10. Trisha

I love dogs of all breeds & sizes!!

Middleton, WI, 53562

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

1 repeat client

"Trish is such a kind, caring, and active dog owner and she is the same way with any dog that she interacts with. She is fantastic with her own dog and patien... (more)"

11. Jillian

I would love to play with your dog!

Fitchburg, WI, 53719

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

"Jillian is so caring and good with animals! I 100% trust her with my dog. I never have to worry when i leave him with her, i know he is in great hands! (more)"

12. Emma

Furry or scaly, I love them all!

Appalachian Ridge, Madison , WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Incredible! At the age of 8 she taught her dog how to roll over and behave like a proper gentleman. Emma has adopted a cat and was able to teach her how do d... (more)"

13. 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 is clearly a dog lover. He proved to be a conscientious and trustworthy caretaker for our pets and property. We would definitely book Adam again, and re... (more)"

14. Jeff

Big or Small (just no cats)!

Madison, WI, 53705

Dog Boarding, House Sitting

"Jeff was the foster parent of the dog that I recently adopted. I'm one who asks a lot of questions and require visits and time before I make a decision such ... (more)"

Confirmed Holiday Availability
15. Kimberly

Unconditional love for "fur"-babies

Middleton, WI, 53562

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

2 repeat clients

"Kimberly stayed at my house for six nights while I was out of the US. She took excellent care of my two dogs and two cats. I know that my dogs, both senior... (more)"

Confirmed New Years Availability
16. Christina

Anything fluffy, fuzzy, & floppy!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I can't get enough dogs! I have an 11 years young Beagle named Biscuit; I've had her since she was a puppy. I also have an 11 month old Scotch Coll... (more)

17. 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)

18. Kevin

Dog lover and warm hearted guy

middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Was hesitant to do this; usually do a local kennel, but our dog is older and the last kennel experience wasn't great ... so we thought someone coming to chec... (more)"

Confirmed Holiday Availability
19. Amanda

Experienced Owner & Animal Lover!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"As a corgi parent herself, Amanda's charismatic attitude and warm loving nature puts my mind at ease! I am rest assured knowing that my snuggles (chocolate l... (more)"

20. Stephanie

Dog and all around pet enthusiast!

Madison, WI, 53719

Dog Boarding, House Sitting

About: Hello there! As a pet owner myself, I know the importance of knowing that your beloved fur-baby is being taken care of in the same way as you wou... (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: