Pet Setting & Drop Ins in Rolling Meadows, 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

"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)"

2. Shelly

Green`s Petite Bed & Bark!

McFarland, WI, 53558

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

19 repeat clients

"Shelly, was able to accommodate our request with no much notice. She was great and super friendly. She came to our house to play Spark for around an hour whi... (more)"

3. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa was wonderful, as always! My little dog Shadow was given love, her supper, and a nice walk.. I knew I didn't have to worry while I was gone (Shadow i... (more)"

4. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

5 repeat clients

About: Like many people, I have had dogs my entire life. Having raised a few since they were puppies, I am also very familiar with the puppy potty trainin... (more)

5. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

6 repeat clients

"Gracie has taken care of our dogs on two different occasions, one home stay and one drop in, and she is outstanding. She gives great updates and we always co... (more)"

6. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Chelsea kept us updated on our cat while we were away with a text and a photo update. She was responsible, responsive, and friendly. We would definitely book... (more)"

7. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

2 repeat clients

"I was staying the weekend in Madison and I needed someone to watch my dog for the day. Jasmine responded quickly to all communication, and meet us a couple o... (more)"

8. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

Drop-In Visits, Dog Walking

7 repeat clients

"Keni has taken care of my Phil a handful of times and he is always overjoyed to see her. She is my go-to sitter for long and short term stays! (more)"

9. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Luke did a great job giving Dozer some exercise while I was out of town. Because Doz can be dog aggressive I am always nervous when other people walk him but... (more)"

10. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Kelly and Neil have been amazing dog sitters for my Annie and Daisy dogs! Annie and Daisy are older cocker spainiels that have some special needs. I typicall... (more)"

11. Kayla

Pleasing Paws

Madison, WI, 53713

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

30 repeat clients

About: We are a mother (Lorelei)/daughter (Kayla) team that will give your dog a great little vacation while you're away. We have been around dogs our en... (more)

12. Mary

Dog walks and home visits

Emerson East, Madison, WI, 53704

Drop-In Visits, Dog Walking

2 repeat clients

"Mary did a fantastic job of taking care of all the many beasts at my place! Again! (more)"

13. Marlena

I'll run with your dog!

Monona, WI, 53716

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

"Marlena is such a great dog owner and is fantastic with other people's dogs as well! She is full of energy and always ready to give every dog she meets the a... (more)"

14. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

6 repeat clients

"Amanda was great; would definitely recommend! (more)"

15. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Erin is a very patient, caring person. She is personally and professionally responsible and will definitely carry this over into the care of other's pets. (more)"

16. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"Ryan was great with checking in on our cat over the long weekend. We got great reports and pictures, and Ryan was always quick to respond. I felt especiall... (more)"

17. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Megan is PHENOMINAL with Milo. She is such a loving and caring individual and it shows when she takes care of him. He is just filled with happiness around he... (more)"

18. Tyler

Large yard, with 2 playful pups!!

Burke Heights, Madison, WI, 53714

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

"Tyler is an amazing care taker for my dog. Not only does he stay at my house overnight when necessary, he will also jump in for last minute requests when I ... (more)"

19. Whitney

I'll treat your furbaby like my own

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney was great! She came in for a drop-in visit while we were away for a day trip. Silly Millie got into things she wasn't supposed to and Whitney gladly ... (more)"

20. Victoria

This vegan wants to walk your dog!

Eken Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Vicki was very responsive, positive and proactive. She was able to help us out on short notice and work well with our somewhat frazzled new puppy mama brains... (more)"

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Learn About Premier

Pet parents in Rolling Meadows, Madison, WI love dog sitters on Rover.com. 10 owners have reviewed sitters in Rolling Meadows, Madison, giving them an average rating of 4.8/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

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 Rolling Meadows 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 Rolling Meadows, 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 Rolling Meadows 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 dog sitter. 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 Rolling Meadows, 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: