Pet Setting & Drop Ins in Woodland Hills, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Luke was great! My dog loved his energy and got along with him well. Communication was excellent both before and during the visit, and he was very flexible i... (more)"

2. Danielle

I am dog's best friend!

Verona, WI, 53593

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

16 repeat clients

"Danielle was available on super short notice (just a few hours) when our dog-walker fell through; our dogs love her and it was so great knowing we didn't hav... (more)"

3. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

3 repeat clients

"Gen came over to play with the pooch for a while when I had to be gone for 12+ horurs, and Paco seemed happy and playful when I returned. No problems at all... (more)"

4. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

5 repeat clients

"I would recommend Kiersten to everyone! She has come and seen our puppy several times. She is extremely reliable and flexible. We are so lucky to have found ... (more)"

5. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

Drop-In Visits, Dog Walking

2 repeat clients

"Whitney did a great job with our 3 pups while we were on vacation. I could rest easy knowing they were being taken care of and it was nice to get the report ... (more)"

6. Amy

Love and Patience!

Regent, Madison, WI, 53726

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

3 repeat clients

"Amy is great with my two (kind of high maintenance) beagles. She "dropped in" with one of them and walked the other while I was at work, and both of them wer... (more)"

Available this weekend
7. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Christina took such great care of my cats! They needed meds twice a day (oral antibiotics, eye ointment, and ear drops) and she made sure they got everything... (more)"

8. Anne

Your dogs favorite babysitter

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Anne is a great pet sitter! I have a year old black lab puppy who just loves it when Anne comes to babysit her. My mind is at ease knowing that my fur baby i... (more)"

9. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

"I have always trusted Becca to take care of my dogs when I was away. She has always done a great job and my dog Bongo have always come back happy and healthy. (more)"

10. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

14 repeat clients

About: Missing our Bayley (Treeing Walker Coonhound), so need a pooch fix. We'll care for your dog(s) (max. of three/night) while you go away to play....... (more)

11. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

3 repeat clients

"Jennifer was very prompt on responses and great with our dog (who can be a handful). She kept him entertained and even worked on training with him. We knew ... (more)"

12. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

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

2 repeat clients

"Hannah is a responsible and reliable young woman. She is kind and easy to get along with and most importantly will care about your dogs like they are her own... (more)"

13. 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)

14. Joy

New best pal for your dog!

Middleton, WI, 53562

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

1 repeat client

About: Hello! My name is Joy and I am a fun, outgoing, dog-loving, and active Madison professional! I have a 5-year old Sheltie named Luna, who is sweet a... (more)

15. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

"Joe's fun and laid back demeanor shows in his pets' (dogs) personalities. When they get too excited he doesn't get overly excited, but does have limits and ... (more)"

16. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

1 repeat client

"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)"

17. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"Fran is not only dependable she is also kind, conscientious, thoughtful and trustworthy. I highly recommend her. She cared for our aging pet, Zeke, during a ... (more)"

18. Audrey

Experienced dog-sitter!

Middleton, WI, 53562

Drop-In Visits, Dog Walking

3 repeat clients

About: Hello! Thank you for considering me to take care of your pet. I'm patient, reliable and love animals. I treat each pet like it is my own, whether i... (more)

19. 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)

20. Andrea

Professional animal snuggler!

Middleton, WI, 53562

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

"I've known Andrea for more than 15 years. She is an enthusiastic dog lover and a wonderful person. Over the years she has taken care of my two dogs (pug mixe... (more)"

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Learn About Premier

Dog owners in Woodland Hills, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Woodland Hills pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Woodland Hills, Madison, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Woodland Hills pet sitters and avoid the kennel.

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: