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. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

5 repeat clients

"Kierstin was awesome...so sweet...and she made her available to help out with a urgent medical need at the last minute. I would definately use her again in ... (more)"

2. Whitney

Reliable & caring dog/cat sitter!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney was very conscientious when caring for Wrigley!!! (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

5 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. Sonoma

Active and lots of free time!

South Campus, Madison, WI, 53715

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

"Sonoma was great, she answered on short notice and took wonderful care of my pup. (more)"

5. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrea does an amazing job!! Our Wrigley can be quite shy, Andrea made Wrigley feel safe and secure. Wonderful communicator. Thank you!! (more)"

6. Lauren

Lauren on the West Side

Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Affection, attention, and tender loving care. You can be assured your pet will receive all of these when I'm the sitter. Animals bring me a lot of ... (more)

7. Joy

New best pal for your dog!

Middleton, WI, 53562

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

1 repeat client

"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)"

Available this weekend
8. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

15 repeat clients

"Christina was absolutely amazing. We could not have asked for a better sitter for our girl or a for better first time rover experience. We highly recommend h... (more)"

9. Celia

Dogs big/cats small I love 'em all!

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Celia recently cared for our two cats while we were out of town. She visited each day and gave the cats canned food, head rubs and a little play time, she ev... (more)"

10. Heather

a person who says hi to dogs first

Wisconsin Co-Op Housing, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"Awesome sitter! Sent pictures and updates daily! (more)"

11. Christine

A tired dog is a good dog

Prairie Hills, madison, WI, 53711

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

37 repeat clients

"I have known Christine Nesheim through her work at our doggy daycare for two years. Christine also grooms both of my dogs and does so expertly. She is a to... (more)"

Available this weekend
12. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

6 repeat clients

"Jennifer was an amazing asset that was so great with my cat. I would never of been able to go on my vacation without her help. Even tough she was only sche... (more)"

13. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

1 repeat client

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

14. 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)

15. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

18 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)

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. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"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)"

18. 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

5 repeat clients

"Really friendly and did a really great job taking care of my dog. (more)"

19. Michelle

At-home CPA who loves fur babies!

Hill Farms-University Neighborh, Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

"If you want more bang for your buck, Michelle is outstanding! As a dogsitter, she's a natural - our golden, Abbie, took to her immediately. She also sent r... (more)"

20. Joseph

We love dogs! Fenced yard freedom!

Middleton, WI, 53562

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

"I'm Joe's wife, Deborah. We have two dogs here and we've watched friend's and relative's dogs before. Joe is very patient and kind to animals. I would trust ... (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: