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.

Confirmed Holiday Availability
1. Shelly

Green`s Petite Bed & Bark!

McFarland, WI, 53558

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

20 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)"

2. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan provided excellent care to my two little hounds when I needed to travel for Thanksgiving. She stopped in multiple times throughout the day for walks, p... (more)"

3. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"5 stars for India! Easy to schedule, most accommodating and Catlyn was well cared for! We will request India again! Thanks! (more)"

Available this weekend
4. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

3 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)"

5. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Confirmed Holiday Availability
6. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena is absolutely a responsible, kind, loving dog caregiver. I am her current roommate and being that she has two dogs of her own, I see on a daily basis... (more)"

7. Mary

Dog walks and home visits

Emerson East, Madison, WI, 53704

Drop-In Visits, Dog Walking

3 repeat clients

"Mary is amazing! We've been using her services with our border collie mix for the past month. She comes twice a week to take our pup for walks, and also play... (more)"

8. 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)"

9. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

11 repeat clients

"Grace is wonderful with our highly energetic black lab puppy. She plays hard with him so that he gets some of his pent-up energy out during days when we're ... (more)"

10. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

5 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. 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)"

Confirmed Holiday Availability
12. Rebecca

Patient sitter that loves to play

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"I have known the fine young woman for years. All I can say is, that over this time she has proven to be one of the most responsible, reliable, and respectful... (more)"

13. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

6 repeat clients

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

14. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"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)"

15. 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)"

Confirmed Christmas Availability
16. Sarah

I am an all around animal lover!

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

"Sarah was wonderful with our three fur-babies! They were always fed on time and taken care of properly. Most importantly, they were loved. Every time we went... (more)"

17. Eva

Your dog's BFF with fenced yard

Marquette, Madison, WI, 53703

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

2 repeat clients

"Eva is personable, responsibly, and overall such a warm person. She is reliable and wonderful with dogs (and people!) and always follows through. She has a ... (more)"

18. Emily

Customized canine care

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Emily is amazing and provided exceptional in-home care for our 100lb Newfie Kleio while we were traveling out of the country for two weeks. We received regul... (more)"

19. Alesha

Dog enthusiast with love to give.

Ridgewood, Madison, WI, 53704

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

"Anybody would be lucky to have Alesha take care of their dog. She has her own dog that she takes care of whenever she's at home, and constantly misses him wh... (more)"

20. Emily

Dog lovers

Elvehjem, Madison, WI, 53716

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Emily loves dogs and takes great care for her own dogs and for others dogs. I would highly recommend Emily for your dog sitting needs. (more)"

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: